Best Chicago Boat Rentals and Yacht Charters

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Top Boat Rentals and Yacht Charters in Chicago, IL

Rent a Cruisers Yachts cruiser in Chicago, IL near me

Chicago, IL

"Beautiful & Spacious" Huge40ft Luxury Yacht! - Great Value!

Rent a Mainship cruiser in Chicago, IL near me

40FT Boat w/ HUGE open seating area!

Rent a Carver motor yacht in Chicago, IL near me

CHICAGO FIVE-0H! The best party boat on the Lake! Captain included!

Rent a Sea Ray Boats cruiser in Chicago, IL near me

Party & Event Boat with upgraded sound system

Rent a Yamaha jet boat in Chicago, IL near me

Playpen bound on 25' Yamaha Jetboat!

Rent a C & C Yachts cruiser racer in Chicago, IL near me

Private sailing cruise for up to 6 people

Rent a S2 Yachts by Tiara Yachts cruiser in Chicago, IL near me

Set Sail from Downtown Chicago!

Rent a Regal cruiser in Chicago, IL near me

42FT Regal Commodore Express Cruiser

Rent a Mainship motor yacht in Chicago, IL near me

Seas the Summer aboard Nauti(cal) Adventures!

Rent a Sea Ray Boats cruiser in Chicago, IL near me

New 27' Sea Ray crusier Playpen summertime

Rent a Sea Ray Boats motor yacht in Chicago, IL near me

The Exciting Sea Ray 39 Sundancer - ICEMAN

Rent a Cruisers motor yacht in Chicago, IL near me

Cruisers Cantius 41 Foot Yacht. Captain Fee Included!

Rent a SEA RAY BOATS motor yacht in Chicago, IL near me

2020 Sea Ray 40' Lock Leader

Rent a Sea Ray Boats motor yacht in Chicago, IL near me

39' Spacious Luxury Updated Yacht for your Special Outing

Rent a FORMULA BY THUNDERBIRD cruiser in Chicago, IL near me

31ft Luxury Formula 310 Sun Sport

Rent a Formula by Thunderbird cuddy cabin in Chicago, IL near me

33’ Formula Yacht with Large Outdoor Space, Playpen!

Rent a Sea Ray Boats cruiser in Chicago, IL near me

40' Sea Ray Summer Fun with Summer Madness

Rent a Rinker Boats cruiser in Chicago, IL near me

Fun and pleasure on a spacious and luxurious Yacht!

How to rent a boat in chicago, find the perfect boat.

Enter your desired location and date to explore our fleet of boat, Chicago, IL, United Statess.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

Enjoy your day on the water with friends and family!

Rent a Boat in Chicago

What to know.

The lake is jam packed in the summer season as everyone in the city flocks to Lake Michigan. This is a consequence of the small window of opportunity to enjoy warm days on the water. 

It’s not just on the lake where people gather but along the Chicago River running through the center of the city. Downtown dockage is available but tends to fill up fast so reservations are encouraged. Just like the lake, the boat traffic in the Chicago River gets congested during the season months and does require precautious boating. 

Safety Requirements:

Boating License/Education Rules: Valid Boating Safety Certificate issued by the Department of Natural Resources or an entity or organization recognized and approved by the Department is required.

Life Jacket Requirements: 13 and under must wear a PFD.

For more information, visit the Illinois Department of Natural Resources .

Where to dock your boat, or meet your rental:

DuSable Harbor

Belmont Harbor

Burnham Harbor

Monroe Harbor

East Chicago Marina

Downtown Docks

Weather Conditions

Ask some Chicago locals, and they’ll tell you summers in Chicago can’t be beat. Temperatures in the Windy City start to warm up around mid-May and last through the end of August into the beginning of September—making the summer season ideal for boaters and sailors.

Avg. Temperature High:  Peaks around 82°F in July

Avg. Temperature Low:  Ranging between 54-61°F during fringe months like May and September

Avg. Water Temperatures in Lake Michigan during the Summer: 

40°F in May

52°F in June

67°F in July

70°F in August

66.7°F in September

Chicago Boating Highlights

Between May and September, life in Chicago centers around Lake Michigan. When planning your next Chicago boat rental trip, be sure to add these popular activities and locations to your itinerary.

Chicago Boat Rentals

Things to Do in Chicago by Boat

yacht rental chicago cheap

Cruise the Chicago River in Style

Moorage : Docktown Docks

Wake zone : Yes

Pro Tips : Docking reservations at the Downtown Docks, while transient, are only for 2-hour durations. Plan ahead and submit reservation requests 2 weeks or less before your arrival.

Hours : Varies by location - see each location for details (Pizzeria Portofino/RPM Seafood, Rockwell on the River, City Winery)

Lat/Long : 41.8870° N, 87.6290° W

Google Maps Link

yacht rental chicago cheap

Go Sailing on Lake Michigan

Moorage : Most, if not all, of Chicago’s Harbors can support sailboat dockage.

Wake zone : Yes - in some areas

Pro Tip s: If you’re in search of a Boatsetter Sailing rental, be sure to check out boats listed near Monroe Harbor or 31st Street Harbor.

Seasonality : Sailing season is year-round, but most Chicago sailors stick to a six month period between late spring and early autumn.

Lat/Long : 41.8781° N, 87.6298° W

yacht rental chicago cheap

Party in the Playpen

Moorage : The closest marinas to the Playpen are DuSable Harbor to the south, and Belmont Harbor to the north.

Pro Tips : The Playpen is the go-to destination during Chicago’s annual Boat Scene Party, with over 10,000 attendees and 500-1000 boats tied up. Secure your boat rental early for this event!

Seasonality : Thousands of boat drop anchor in the Playpen each year, with peak season for this location ranging from Memorial Day weekend through Labor Day.

Lat/Long : 41°53'53.2"N 87°36'43.1"W

Where to Go Boating in Chicago

yacht rental chicago cheap

Moorage : Closest dockage is at DuSable Harbor or Monroe Harbor

Pro Tips : Summer Fireworks at Navy Pier are every Wednesday and Saturday from Memorial Day through Labor Day. 

Hours : Opens daily at 10am, but closing times vary by season.

Lat/Long : 41.8919° N, 87.6051° W

yacht rental chicago cheap

Jackson Park

Moorage : Closest dockage is at Jackson Park Inner Harbor

Wake zone : Yes

Pro Tips : There are 192 slips, mooring cans, and star docks, and the harbor can accommodates boats measuring 25’ to 40’ in length.

Hours : May 1-Oct. 31 - Open Wednesday to Sunday from 10am to 6pm; Closed on Mondays and Tuesdays.

Lat/Long : 41.7833° N, 87.5783° W

yacht rental chicago cheap

Lake Michigan Dive Site

Moorage : Depending on which dive site you’re interested in, there are a variety of Chicago marinas to choose to depart from. When at the dive site, you’ll want to anchor or look for local mooring balls.

Pro Tips : Four of the most popular wreck sites include the Wells Burt, the Straits of Mackinac, the Thomas Hume, and the Wings of the Wind.

Hours : While it is possible to dive year-round, Lake Michigan peak recreational dive season falls between May and ends in early November. Visibility varies, but divers can generally expect 35 to 40 feet—or on clear days up to 100 feet.

Lat/Long : Wells Burt (42° 2.748' N, 87° 37.082' W); Straits of Mackinac (45°48′51’ N 84°44′56’ W); Wings of the Wind (41°56.089’ N 87°33.391’ W)

Check Out Additional Chicago Boating Guides

  • Boating Lake in Illinois
  • 12 Best Chicago Restaurants on the River
  • 6 Best Beaches in Chicago
  • Lake Michigan Fishing Guide
  • Chicago's Green River: St. Patrick's Day History & Boating Guide

Got questions?

Frequently asked questions

How much is it to rent a boat for a day in Chicago?

The cost to rent a boat in Chicago starts at $75 per hour, depending on the amount of time that you would like to use the boat.

How much does it cost to rent a boat on the Chicago River?

The cost to rent a boat on the Chicago River starts at $75 per hour, depending on the amount of time that you would like to use the boat. Rent jet skis, sailboats, yachts, and more along the Chicago River.

Do you need a boat license to rent a boat in Chicago?

Anyone born on or after January 1, 1998 who operates a powered watercraft of 10hp or more needs a Boater Safety Certificate. If your rental is captained you do not need a safety certificate.

How much does a yacht rental cost Chicago?

The cost to rent a yacht in Chicago starts at $275 per hour. The cost varies depending on the boat size and length of the trip.

How much does it cost to rent a boat at a party in Chicago?

Chicago party boat rentals stat at $135 per hour. Party boats can be rented with or without a captain.

Top boat rental reviews in Chicago, IL

yacht rental chicago cheap

CHICAGO FIVE-0H! ...

yacht rental chicago cheap

Private sailing...

I booked the cruise to do my engagement. It was a perfect choice, Nijole and her husband made the trip perfect for...

yacht rental chicago cheap

Set Sail from...

What a special evening we had!! Couldn’t recommend this charter more. Best way to take in the Windy City and with...

yacht rental chicago cheap

We absolutely loved our time out on the lake. Great experience & I would highly recommend

yacht rental chicago cheap

"Beautiful &...

Captain J and Captain Derek made our boating experience truly exceptional. They were professional, responded in a...

yacht rental chicago cheap

Our trip was absolutely amazing! Wonderful hosts! Wonderful communication! Wonderful boat! I will definitely be...

yacht rental chicago cheap

Great trip. Very relaxing. Exactly what we were looking for.

yacht rental chicago cheap

Better than advertised. First time going out in Chicago so a little skeptical and didn’t know what to expect. Captain...

yacht rental chicago cheap

Had an amazing time as a first timer. Captain Ray was our sailor, he’s awesome, great guy, I do recommend getting...

yacht rental chicago cheap

39' Spacious...

yacht rental chicago cheap

New 27' Sea Ray...

Nice boat! William was super helpful and easy to communicate with leading up to the day. Would definitely rent again!

yacht rental chicago cheap

Party & Event...

Ted is fantastic. Boat was clean and enjoyable - speakers are fantastic - and zero problems along the whole way. Will...

yacht rental chicago cheap

Boat rentals in Chicago, IL

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The Best Boat Rentals in Chicago

Browse, book, and get out onto the water with local captains and boat owners., our favorite boat rentals in chicago.

4.9 (4,224 reviews)

  • Boat Rentals

the United States

Captain Memo's 28 ft. Sea Ray in Chicago

Captain Memo's 28 ft. Sea Ray in Chicago

27' Maxum 2400 Motor Yacht Rental in Chicago

27' Maxum 2400 Motor Yacht Rental in Chicago

24 Passenger Captained Party & Event Boat in Chicago!

24 Passenger Captained Party & Event Boat in Chicago!

20 Passenger Captained Party & Event Boat in Chicago

20 Passenger Captained Party & Event Boat in Chicago

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

32' Motor Yacht Charter Downtown Chicago's Lake Front, Relax And Enjoy The Day

32' Motor Yacht Charter Downtown Chicago's Lake Front, Relax And Enjoy The Day

2018 Beneteau GT 42' "James Bond", Book Now for Summer 2024

2018 Beneteau GT 42' "James Bond", Book Now for Summer 2024

2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!

2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!

Suggested searches, types of boats popular in chicago.

yacht

From mid-size to mega yachts, these luxury boats are great for groups and celebrations

₽16,670-₽92,590

sailboat

Set sail with these traditional wind-powered boats

₽11,110-₽40,740

tours

Explore local waters with a boat rental dedicated to sightseeing and exploration

₽15,740-₽34,260

pontoon

Perfect for casual cruising, sandbar stops, swimming, and parties

₽11,110-₽74,070

jet-ski

Fast, fun, and easy to operate, these are a guaranteed good time on the water

₽17,130-₽18,520

fishing-charter

  • Fishing Charters

Let a captain do the driving while you do the fishing

₽6,940-₽18,520

fishing-boat

Fishing Boats

Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts

houseboat

All the comforts of home out on the water, for multi-day boat trips

Most Popular Yacht Rentals in Chicago

Multi Level 47' Carver Yacht for 12 Guests in Chicago, IL - Best Value! (MPY#3)

Multi Level 47' Carver Yacht for 12 Guests in Chicago, IL - Best Value! (MPY#3)

33ft Day Boat in Chicago

33ft Day Boat in Chicago

*GORGEOUS* 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing

*GORGEOUS* 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing

46ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois

46ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois

62' $2M Italian Luxury Yacht with Party up to 12

62' $2M Italian Luxury Yacht with Party up to 12

35' Sea Ray SLX Motor Yacht Charter in Chicago

35' Sea Ray SLX Motor Yacht Charter in Chicago

Sea Ray 45' Chicago Playpen, River, Winery, Lilly Pad

Sea Ray 45' Chicago Playpen, River, Winery, Lilly Pad

Captained Charter on 38’ Carver Mariner with all the Amenities in Chicago, IL

Captained Charter on 38’ Carver Mariner with all the Amenities in Chicago, IL

Most popular sailboat rentals in chicago.

Private Cruise onboard Hunter Legend Sailboat in Chicago

Private Cruise onboard Hunter Legend Sailboat in Chicago

38' Sailing Catamaran, Chicago's Largest!

38' Sailing Catamaran, Chicago's Largest!

Charter this Beautiful Catalina 36 Sailboat w/Captain in Chicago, Illinois

Charter this Beautiful Catalina 36 Sailboat w/Captain in Chicago, Illinois

40' Sailboat Monroe Harbor Chicago

40' Sailboat Monroe Harbor Chicago

Charter this Classic Shannon Sailboat w/ Professional Captain in Chicago

Charter this Classic Shannon Sailboat w/ Professional Captain in Chicago

Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

37' Luxury Sailboat with Captain in Chicago, Illinois

37' Luxury Sailboat with Captain in Chicago, Illinois

38' Catalina Sailing Cruise in Chicago

38' Catalina Sailing Cruise in Chicago

Most popular boat tours in chicago.

Mediterranean Yacht with Fly bridge Boat

Mediterranean Yacht with Fly bridge Boat

40ft Formula 40 Performance Cruiser in Chicago

40ft Formula 40 Performance Cruiser in Chicago

YOUR CAPTAIN IS  INCLUDED FOR FREE ABOARD JUST RIGHT BOAT CHARTERS...BOOK NOW!!

YOUR CAPTAIN IS INCLUDED FOR FREE ABOARD JUST RIGHT BOAT CHARTERS...BOOK NOW!!

Willard Marine SeaForce!! Former Military Adventure Boat!

Willard Marine SeaForce!! Former Military Adventure Boat!

Gorgeous 46' Sea Ray Luxury Yacht Located in The Heart of Chicago

Gorgeous 46' Sea Ray Luxury Yacht Located in The Heart of Chicago

Hey Chicago, Climb Aboard Victory II Motor Yacht in Chicago, Illinois

Hey Chicago, Climb Aboard Victory II Motor Yacht in Chicago, Illinois

Stunning 45’ Sea Ray Yacht

Stunning 45’ Sea Ray Yacht

Hop abroad the Malort Missile luxury 31' Formula - Perfect for the Playpen

Hop abroad the Malort Missile luxury 31' Formula - Perfect for the Playpen

Recent reviews in chicago.

Okoye'

Okoye'

September, 2023

Memo is absolutely amazing! Please believe every great review left. He gives outstanding instructions as to where and how to find his boat. He had a cooler, floats, a large speaker- essentially everything we needed. My friends and I had a great time and will be back!

Molly

August, 2023

Captain Memo made this experience unforgettable, just like the name of his boat! He made sure we knew exactly where to meet him at the time of departure, supplied coolers and ice for us and had all the lake floats blown up and ready for us to relax in the lake. He is trustworthy and all around a great guy. Thank you Captain Memo for an unforgettable time!!

If you click out of Memo's page without booking, you're making a mistake! Memo was BEYOND anything my family could have imagined. Our group of 5 had one of the best times on his boat and he is the DEFINITION of hospitality. Memo is a GEM!!!!!!! BOOK WITH HIM!!!!!!

Couldn’t ask for a better cap to a first weekend experiencing Chicago. Captain Memo went out of his way to make the experience special, from making sure we always had a full drink in hand, to creating some Titanic-esque front of boat moments, to letting us take a turn at the helm. He even voluntarily let our time run long because we were all vibing to Frank Sinatra on the way back in to the docks. You will have a great time because he’s just a generally kind soul. Oh captain my captain!

We had an absolute blast with Captain Memo! He is the most accommodating and kind person and went above and beyond many times over to make our experience one of the best times we could ever imagine. We can’t recommend him highly enough! Thank you Captain Memo!

This was our first time on a boat all for ourselves. I planned to celebrate my fiancé s birthday on the boat. I wanted to cut the cake on the boat at the Playpen . Captain Memo was so accommodating and very easy to work with. He made the trip a memorable and fun experience. Overall definitely recommended. We will return back soon

Top Boat Rental Locations in the United States

Miami , Florida

945 listings

Miami Beach , Florida

452 listings

Tampa , Florida

444 listings

Los Angeles , California

409 listings

Hollywood , Florida

299 listings

North Miami , Florida

254 listings

How To Book on Getmyboat

Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.

Inquire & Book

Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.

Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

Dive into Our Journal

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August 24, 2023

America's Top Boating Towns and Cities, for Every Kind of Boating Lifestyle

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December 16, 2019

4th of July Boating Guide - Getmyboat

10 Boating Adventures of a Lifetime

August 01, 2023

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Eco-Friendly Tips for Boating Sustainably

November 23, 2022

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October 03, 2022

Getmyboat's Guides to the World of Boating

The Best Meals & Snacks for a Boat Day

April 14, 2022

The Best Meals & Snacks for a Boat Day

Frequently asked questions.

Renting a boat in Chicago starts at $100 an hour for a small powerboat and goes up to $800 an hour for a luxury motor yacht .

A smaller motor yacht rental will cost around $250 an hour, while a larger yacht can cost up to $700 an hour. When getting a quote, inquire if the captain’s fee and gas are included in the price.

While there are many options while boating in Chicago, here is a list of the most visited boating destinations and tours in Chicago.

  • Chicago Architecture Tour
  • Cruise The River
  • Shoreline Tour

While boating season in Chicago can vary depending on the weather, it usually starts at the beginning of May and can extend through to October.

The Playpen is one of the most popular boating destinations in Chicago. It’s a protected area in front of Lake Shore Drive created by a breakwall in front of the water filtration plant. It’s the perfect destination for swimming, boat parties, and floating. Boaters stop here and tie-up with other boats for an on-the-water social affair. In fact, the Playpen hosts the largest annual boat party in all of Chicago, dubbed the Chicago Scene Boat Party.

The Chicago Scene Boat Party is an annual event held in the Playpen where hundreds of boats tie up for what is now the largest boat party on Lake Michigan . This event is usually held the last weekend of July, but boat rental reservations fill up months in advance. The Chicago Scene Boat Party was started in 2000 by Ted Widen, the publisher of the luxury lifestyle mag Chicago Scene.

Boats listed on Getmyboat offer boat rentals with or without a captain in Chicago. Before confirming your booking, you can always communicate with the boat owner through Getmyboat to ensure your captain and crew needs are met.

While Airbnb has a few boats or yachts that you can sleep in overnight at the marina, they do not allow you to go out on the boat. Getmyboat specializes in top-quality boat rentals and yacht charters in Chicago that allow you to leave the dock and experience the water. Don't just sleep on the boat, explore with the boat.

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yacht rental chicago cheap

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BOAT RENTAL CHICAGO  

We'll show you the ropes!

PRIVATE YACHT & BOAT RENTALS For groups up to 13 passengers

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yacht rental chicago cheap

How to Plan your Boat Rental:

Book a boat.

You can book your Chicago boat rental online here . Start by selecting your date. You'll be able to select your boat and see capacity, rates and availability.

Captained Boat Rental

Shortly after you book you will receive a captain contact list of qualified captains who are familiar with our boats. We recommend budgeting $100/hr for the captain. See more info about hiring a captain for your boat cruise  here.

Prepare for your outing!

Refer to our FAQs here or reach out with any questions. Get ready to enjoy your power boat rental on Lake Michigan!

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Departure date

Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $, boat rentals & yacht charters in chicago, il.

Relax and Float Away on Your Own Island  38 foot LOA

Chicago, IL

boating guide

In addition to the best offers we have for boat and yacht charters in Chicago, IL, see also options available for rent in these nearby locations:

  • 20 boat rentals in Chicago Loop, Chicago, IL
  • 20 boat rentals in Chicago, IL
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  • 20 boat rentals in River North, Chicago, IL
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  • 20 boat rentals in West Loop, Chicago, IL
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  • 20 boat rentals in Gold Coast, Chicago, IL

Rent a Luxury Yacht Charter in Chicago, IL with Sailo!

Choosing a luxury yacht rental in Chicago, IL? Enjoy the freedom of the open water on a private boat rental in Chicago, IL from Sailo. Rent a boat from a couple of hours to a full day, to really explore Illinois from Chicago. With a licensed captain driving your boat rental with, you’ll be able to relax and discover those hidden gems with your friends or family. Prefer to skipper your yacht rental? Use our advanced filters to find your perfect bareboat charter on Sailo!

Our premium selection of private boat rentals in Chicago, IL

There are currently 15 Sailo Chicago yacht charters waiting for you in Illinois. From a day trip on the water, to a week exploring (or more), it’s easy to find the perfect boat for you on Sailo. Our inventory includes boats for Chicago sailing waiting to take you away. You’ll find Chicago catamaran rentals and charters in Illinois. If you prefer boating in Illinois you’ll also have the choice of Chicago motor boat rentals for an unforgettable trip. Throw the party of the year in Illinois on the deck of your own party boat rental suitable for more than 13 guests: search the Chicago party boat rentals with Sailo and book the one for you.

How to find the perfect boat charter for Chicago for sailing?

Sailo has the most advanced filters to help you find the perfect boat charter in Chicago for an amazing experience on the water in Illinois. Start your search by choosing your start trip date, duration and number of guests. For a great day trip with your family or friends, you have the option to select 2, 4 hours or full day rentals. Depending on your preferences and budget, you may narrow your results by Chicago boat rental type and price range. The 'crew' filter allows you to check the boat rentals with the captain included in the price, skipper optional (paid as extra) or bareboats that you’ll captain yourself (boating resume required). Once you have laid your eyes on a boat you like in Illinois, click on it to read the description, reviews and see more pics. We also recommend using our direct 'Message Owner' feature that allows you to start a conversation with the boat representative to ask away everything you want to know before you submit a booking request.

How much does it cost to rent a yacht in Chicago for a day?

Whether you are looking to rent a yacht for a city sightseeing tour, a romantic sunset cruise or an active day on the water with your family or friends, we're confident you’ll find the best one for you on Sailo. The average starting price to charter a yacht in Chicago sailing is $1100. You can however find excellent affordable rentals from $250 and also elegant Chicago yacht charters that can go up to $6500 (service fee and mandatory extras not included).

Can I rent a boat in Chicago with a captain?

When you rent a Sailo boat rental in Chicago with captain, you set yourself and your guests for a relaxed, worry-free trip, with a professional skipper making sure that you all have an amazing experience on the water. Currently we offer 14 boat and yacht rentals with captain in Chicago for sailing.

Sustainable yachting tips

If you’re looking to explore our beautiful planet, a boat rental in Chicago is a great place to start. Explore coral reefs with your snorkel, discover hidden bays and islands and generally enjoy the view of nature. Remember, that sailing motto: 'Take only photos, leave only wake' (OK, so we paraphrased). To be a responsible sailor, remember:

  • Don’t disturb coral or sealife
  • Take your trash home (and don’t throw anything in the sea)
  • Respect the locals and their customs wherever you go

Read more about responsible boating.

Popular locations to rent a boat on the Midwest USA:

  • Rent a boat in Detroit
  • Cleveland yacht charters
  • Michigan boat charters
  • Rent a boat in Ohio
  • Traverse City boat rentals
  • St Clait Shores boat rental

Popular boat types among renters:

  • Party boat rental Detroit, Michigan
  • Cleveland sailboat rental
  • Party boat rental Cleveland, OH
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Rent a boat in Chicago

5 boats found near by

Looking for a unique way to spend some time in Chicago? Your answer is a luxury yacht rental. BoatLink is a popular marketplace that connects boat owners with yacht renters. You can download the app to keep in contact with captain and enjoy the views of the city from the water! Our private boat rentals are perfect for any occasion. Whether you’re hosting a special event or just looking for a relaxing day on the water, BoatLink has a wide variety of yacht rental and boat rental options to choose from in Chicago as well as many other cities and international locations.

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How to rent your own private boat or yacht in Chicago with BoatLink

1. decide what type of boat rental you need:.

Whether you’re looking for a large yacht or a smaller speedboat, BoatLink has a wide selection of private boat rentals and yacht rentals to choose from. Consider the size of your group, the type of activities you’ll be doing while on the water, and the length of time you’ll need the boat for before deciding which type of yacht charter is right for you.

2. Contact the host of your boat rental on BoatLink:

Once you’ve found a perfect boat that meets your needs, contact the host to discuss your rental requirements. Make sure to provide details on the size of your group, the type of activities you’ll be doing on the boat, and the length of time you’ll need the boat for. The host will be able to provide you with a quote based on your needs.

3. Book the Boat:

Once you’ve decided on the boat you’d like to rent, it’s time to book the boat. Make sure to read the rental agreement carefully and ask questions if there’s anything you don’t understand.

4. Enjoy Your Time on the Water:

Once you’ve booked the boat, you’re ready to enjoy your time on the water. Be sure to follow all safety regulations, and don’t forget to take lots of pictures to remember your experience! Renting a private boat or yacht in Chicago is a great way to explore the city from the water. With a wide variety of boats and yachts to choose from, you’re sure to find the perfect rental for your needs. Follow these steps to ensure that you have a great experience while renting a boat in Chicago.

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How much does it cost to rent a yacht in Chicago?

The cost to rent a yacht in Chicago can vary depending on a number of factors, including size, duration, and amenities. Generally, a basic 34-foot yacht for an hour rental can range from $500-$600, while a larger boat rental may cost up to $1,000 per hour. Larger yachts can cost significantly more.

Are you looking to throw a yacht party in Chicago?

The cost of a yacht party in Chicago can vary greatly depending on the size of the yacht and the length of the event. Generally, a 3-hour yacht party will cost around $1,500-$2,500. This price includes the boat rental, captain, crew, and fuel. Additional costs may include food, beverages, and entertainment.

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What are the most popular songs for a boat party?

Looking for a sample playlist for your boat party? Depending on a vibe, these are the most played songs on the boat that will guarantee you amazing experience on the yacht.

Uptown Funk - Mark Ronson ft. Bruno Mars

Crazy in Love - Beyoncé feat Jay-Z

Don't Stop the Music - Rihanna

Gotta Feeling - The Black Eyed Peas

Boogie Shoes – KC & The Sunshine Band

Shape of You – Ed Sheeran

Shut Up and Dance – Walk the Moon

Get Lucky – Daft Punk

Despacito (Remix) Luis Fonsi Ft Justin Bieber, Daddy Yankee

Can't Stop This Feeling - Justin Timberlake

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How long are hourly yacht rentals in Chicago on BoatLink?

Hourly yacht rentals in Chicago on BoatLink typically range from four hours to a full day. It all depends on your boat rental availability and the activities that you plan on doing on the boat. Don't forget about the weather, it plays a big factor in the duration of the charter.

Is a yacht charter a popular way to see Chicago?

It depends on your budget and what you are looking to do on your special occasion. A yacht charter can be a great way to relax and enjoy the open seas. Yacht chartering in Chicago is worth it depending on your budget and preferences. They are family friendly, great for social events such as a celebration of a friend's birthday, weddings or a bachelor and bachelorette parties. Yacht charters can include amenities such as skippers, crew members, meals, snacks and beverages. Depending on the size of the boat you are looking to charter and other factors like itinerary duration or number of guests onboard will determine the cost for you.

Where can you go on a yacht in Chicago ?

The best places to go on a yacht in Chicago are the Chicago River, Lake Michigan, and the North Shore Channel. You can also cruise along the Calumet River to explore some of its industrial history. Create for yourself an unforgettable experience by spending a weekend at a city winery and after going on private boat rental to watch the sunset and views of Chicago skyline at night.

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How beautiful Chicago River from a boat?

The Chicago River is a beautiful sight from a boat. There are many iconic historic buildings that line the riverbanks, including the Wrigley Building, Tribune Tower and Merchandise Mart. You can also see some of the city's most popular attractions such as Navy Pier and Millennium Park while sailing along.

What can I see on Lake Michigan from the boat?

On Lake Michigan, you can see the Chicago skyline, including Willis Tower and the John Hancock Building. There are also many lighthouses along the coastline that make for great photo opportunities. Other sights include Navy Pier and Shedd Aquarium in downtown Chicago as well as beaches like North Avenue Beach in Lincoln Park. Further out on the lake you can explore Chicago-area islands such as Gillson Park or Wolf Lake.

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Why is North Shore Channel popular place for yacht charters?

The North Shore Channel is a popular place for yacht charters because it offers an intimate experience. The Channel is lined with lush vegetation and wildlife, and the calm waters are ideal for leisurely cruises. You can also explore some of Chicago's historic landmarks such as Fort Sheridan or the salmon staircase in Wilmette Harbor.

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Calumet River is a perfect place for your luxury yacht charter

The Calumet River is an ideal place for a luxury yacht charter. The river provides a unique experience with its industrial history and natural beauty. You can explore the many bridges, factories, and shipping yards that line the banks of the river, or take in some of Chicago's natural sights such as Wolf Lake or Harms Woods Nature Preserve.

Where can you anchor on your private charter?

On your private charter, you can anchor in many places throughout the Chicago waterways. Some popular destinations include the harbours of Wilmette, Burnham Harbor, and Montrose Harbor on Lake Michigan or 31st Street Harbor on the South Side of Chicago. You can also find secluded spots to drop anchor in protected waters such as Wolf Lake inside Calumet Park or Northerly Island near downtown.

What do I need to bring along on a boat charter?

Most boat charters include a list of what is included in the rental, but you can also contact the captain directly to ask questions. You can bring your own picnic and catering (or arrange it with the crew where available), sunscreen, and alcohol. Towels, silverware and dinnerware are usually provided.

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10 Marine terms to know that will make you feel like a captain on the boat

Learning marine terms is important for boat safety and navigation as well as make you fell like an experience boater yourself even if it's your first boat charter. Knowing the correct terminology can help you communicate effectively with other boaters, understand navigational charts more easily, follow instructions given by a captain or instructor on board the vessel, identify locations when out at sea, river, lake or near shorelines while avoiding obstacles in your path.

Aft: Towards the stern of a boat

Bow: The front end of a vessel

Port Side: Left side when facing forward on the boat

Starboard Side/Right Side : Right side when facing forward on the boat

Anchor Line : Rope or chain attached to an anchor and used for securing it in place

Keel : Structural element running down from bow to stern, forming backbone of hull and providing stability against capsizing

Gunwale (also spelled gunnel): Upper edge along sides where deck meets freeboard

Bilge Water / Bilges: Accumulated water collected at bottom part inside ship’s hull below decks which needs regular pumping out

Free Board / Drafting Depth – Space between top-most point above waterline till lowest underwater surface

Fendering - Protective bumpers mounted around edges or sides that protect vessels during docking.

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The most famous waterfront in Chicago is Navy Pier

Navy Pier in Chicago is a great place to spend a day. It's a sprawling 3,300 foot long pier that juts out into Lake Michigan. From the pier, you can see the Chicago skyline and the amazing architecture of the surrounding buildings. When you take a boat ride around the pier, you'll see the iconic Ferris wheel , the Wave Wall , and the Centennial Fountain , all of which help to make it a stunning sight. There are also plenty of restaurants and shops along the pier , as well as attractions like a carousel and an IMAX theater. It is a great place to spend a day , and if you're lucky, you might even get to see some of the magnificent navy pier fireworks that are set off from the pier on special occasions.

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What is the Best Time to Rent a Boat in Chicago?

The best time to rent a boat in Chicago depends on what type of boat you're looking to rent and what type of experience you're looking for. If you're looking for a leisurely day on the water, late spring and summer are generally the best times. The weather is warm and the water is often calm.

If you're looking for something a bit more adventurous , fall and winter can offer some exciting opportunities. The lake can be choppy and the wind can be stronger , creating a thrilling experience on the water. No matter when you rent , you can expect to experience some of the most stunning views of Chicago's skyline.

Events to Enjoy on the Water in Chicago

The annual Venetian Night offers a dazzling spectacle of nearly one hundred boats , all gorgeously decorated , parading along Chicago's lakefront.

The Chicago River has become a popular destination for kayakers during the summer , who can take in the city's skyline while exploring the river.

The Chicago Yacht Club's Race to Mackinac is an annual event that draws sailors from around the country to compete in a 333-mile race.

Every summer , the Windy City Regatta is held and features a variety of sailing and rowing races.

The Chicago Air and Water Show is one of the most popular events of the summer , with thrilling aerobatic performances , jet flyovers , and boats of all sizes.

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How safe is Lake Michigan?

Lake Michigan is generally a safe place for boating. The lake is known for its excellent water quality and is monitored for potential pollutants and hazardous materials. Additionally , the Coast Guard often patrols the lake to enforce regulations and ensure the safety of boaters. The lake also has a variety of navigation aids , such as buoys , lighthouses , and day boards , which help guide boaters and make the lake safer.

Finally , the lake is large enough that it is able to accommodate a variety of boats , from large ships to small motorboats. This means that boaters can enjoy a variety of experiences on the lake , from fishing to sightseeing. All in all , Lake Michigan is a safe and enjoyable place for boating.

Does the boat come with a skipper?

Most Chicago boat rentals include the option of hiring a captain and crew. This cost may be included or come as an optional extra cost. We recommend hiring a captain for the best possible experience. It's great having a local onboard that knows the secret spots, danger zones and unexplored areas that tourists don't know about. It's a wonderful opportunity to learn more about the area while relaxing onboard. The captain and crew will take care of docking, anchoring and looking after you and your guests while you enjoy everything the coastline has to offer.

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Yacht Rental Chicago

Yacht rental in chicago.

A yacht rental in Chicago is the perfect way to turn an ordinary day in the Windy City into something extraordinary. 

Why Charter a Yacht in Chicago, Illinois?

Chicago sits right on the shore of Lake Michigan. This makes Chicago the perfect backdrop for a yachting excursion. Cruising near the city gives  spectacular views of the city’s skyline, Millennium Park, and other nearby locations. 

Lake Michigan is also one of the largest lakes in the world. Lake Michigan has 1,640 miles of shoreline and is more than 307 miles long. This  wide expanse of water gives plenty of opportunities for yachting fun. The water is a stunning beautiful serene green-blue. Whether you want to jump in the water, jetski, go for a romantic dinner cruise, or do something else entirely, you can do it from Chicago. 

How to Enjoy Yacht Rental in Chicago with Anchor Rides

Renting a yacht in Chicago and exploring the water around it sounds like a difficult affair. However, it doesn’t have to be. In fact, with Anchor Rides, renting a yacht in Chicago can be incredibly easy. 

Find a Location Near You

First, you’ll need to find a location near you. You can use our website to search for places that will work in Chicago, and you’re sure to find one that suits your situation. 

Select Your Departure Date

Once you have your location determined, you need to pick what date you want to hit the water. You can look through the list of available dates and pick one or more that works for you. 

Choose Your Yacht

Next, you can choose the boat you want to take out. This means browsing through our selection of hundreds of different boats. 

Request and Confirm Availability

With all of this information decided you can submit your request. If everything works out, your request will be accepted. Once it is, you will be able experiences the rental choices you have made. 

Reserve Your Yacht Rental

With all of this confirmed, you can make the actual reservation. This means putting down a small, returnable security deposit, which is what holds your reservation. 

Select Your Crew and Captain

You will need a Captain to pilot your boat for you. Each of our rental boats has a list of Captains who are eligible to work with the boat in question.  You will have your choice of who you want to come out with you. 

Begin Your Outing in Chicago

With all of this complete, you are ready to embark on your excursion. At this point, all you have left to do is show up at the location you determined at the time you determined.  

Why Choose Anchor Rides for Your Chicago Yacht Rental?

Transparent pricing.

With some yacht rentals, it is hard to know what you’ll actually be paying for your yacht rental. You think you’ve got the final price, then the company adds on service fees, cleaning fees, and other seemingly random charges. With Anchor Rides, you don’t have to worry about this; the price on our website is the  price you will pay . 

Convenience

The process for getting a yacht through Anchor Rides is simple and straightforward. You simply have to complete the process on our website and then show up. This avoids the complex process other companies will run you through. 

Customize Your Experience

With Anchor Rides, you  customize every aspect  of the experience. Other companies may limit your choices to a single boat, a single Captain, and a limited number of days. So, if you want an experience tailor-made for you, Anchor Rides is the obvious choice. 

Professional Crew

At Anchor Rides, we make sure to only work with professionals. Everyone coming on the yacht, from  the Captain to the crew, will be well-trained. This allows them to ensure you have a good time while simultaneously ensuring you’re safe. 

Talk to a Charter Expert

The best way to get started with a yacht excursion is by talking with one of our Charter Experts. They know exactly what is possible with a yacht rental and can help you select everything you need. 

Ready to get started planning your yacht rental in Chicago?  Get in touch with one of our Charter Experts and learn more about all of the exciting options available to you!

Yacht Rental in Chicago for Special Events

While you can rent a yacht any day of the week, many choose to rent them for special events. These include: 

Holiday Yacht Charters and Local Events

Make the holidays special for your family or group outing. Here are some ways to enjoy special holidays during the summer season with friends and family:

  • Start the summer off with a  Memorial Day boat outing.
  • Spend  July 4th on a yacht and watch the Chicago fireworks.
  • Plan a special Mother's Day or Father's Day.
  • Say goodbye to summer with a  Labor Day boat party.
  • Navy Pier Summer Fireworks - From Memorial Day through Labor Day, the Navy Pier puts on a dazzling fireworks display every Wednesday and Saturday night.
  • Experience the  Chicago Air and Water Show from a yacht.
  • Venetian Night , Chicago's oldest event, dates back to 1958. It includes a boat parade featuring decorated and illuminated vessels followed by a spectacular fireworks display. View this magical event from the comfort of your private yacht.

The Playpen Yacht Party

A popular summer hotspot, the Playpen is an area off Chicago's shoreline known for its calm waters and incredible city views. It's an ideal location for a yacht party with friends and family. Anchor in the Playpen, blast your favorite tunes and enjoy a day of sunbathing, swimming, and relaxing on your private yacht.

Imagine a wedding that ends by cruising into the sunset. With a yacht rental, this is entirely possible. You can end the night and start your honeymoon in the  most luxurious setting imaginable . 

Bachelor and Bachelorette Parties

Many of our yachts have all the amenities you need to host the perfect bachelor or bachelorette party. These yachts accommodate multiple people, have coolers for food and drinks, and have Bluetooth speakers so you can play music. 

Birthday Parties

Want a milestone event to celebrate a milestone birthday? A yacht rental can provide exactly this. You can bring the birthday cake and cut it in the middle of the lake!

Anniversaries

There is nothing more romantic than a date out on the water. With a  yacht rental , you can set out right from Chicago and watch the sunset as you spend a beautiful anniversary together. 

Family Reunions

Family reunions are notoriously awkward. However, they don’t have to be. A luxurious yacht will put everyone at ease and create a better  space to talk and connect . 

Graduation Parties

Graduation should be a genuine celebration. There is no better way to celebrate in style than on an amazing yacht. Celebrating this way will create a memorable experience that will stay in everyone’s mind for life. 

Frequently Asked Questions

How much does it cost to rent a yacht in chicago.

Yacht rentals in Chicago range quite a bit in cost. For a half-day out on the water, you can expect to spend somewhere between $1,000 to $2,000 on average. 

However, that price can be driven up if you want anything more than the basics. A larger boat that can handle more people, a full day of yachting, and any add-ons will cost more. 

All of this is laid out very clearly on our website. If you search for yachts in Chicago on our site, you will immediately get a list of available yachts and the base price they cost. 

How Many Passengers Are Allowed?

The number of passengers will vary depending on the yacht. Larger yachts can typically handle more people, while smaller ones will handle less. 

For yachts in Chicago, the average number of passengers tends to range from seven to 13 maximum guests . However, the best way to find out exactly how many passengers a yacht can take on it is to check the information page about it. Here, the maximum number of passengers will be clearly listed. 

Can We Bring More People Than We Planned?

The answer to this question depends on the situation. However, in general, if the number of guests is still lower than the maximum number of people the boat can handle, it is usually alright to bring them. If it exceeds this number, then it is not permitted. 

What Safety Practices Are In Place?

Numerous safety practices are in place on all of our yacht rides. We follow all relevant laws relating to boat operations to keep you safe. In addition, our Captains are USCG licensed, and the crew is well-trained and will address any potentially dangerous situation in a way that will keep you safe. 

What If the Weather Is Bad?

If the weather is bad on the day of your yacht rental, we can work to reschedule it based on our  cancellation policy . We’ll provide you with a charter voucher for the same amount of the yacht you paid for. You can then use this to schedule another yacht rental within one year.   

Looking to experience the sights of Chicago from the water?  Sign up for your Anchor account and get started today! *Make the link lead to the pop-up for signing up for an account if possible*  

Chicago Yacht & Boat Charter FAQs 

Where do I board my yacht or boat charter in Chicago?

Chicago has 20+ marinas in and around the downtown area. Each of our vessels is docked at different locations throughout downtown. Be sure to check each yacht page for more information.

Where do I find a Captain for my trip?

Anchor only uses USCG licensed captains for all of our boat and yacht rentals. You may select from  our approved list of vetted local captains who are experienced with Chicago’s Great Lakes and waterways. 

When is Chicago’s prime boating season?

Boating weather is typically extremely favorable from early May through most of October. 

Can we bring food and beverages (including alcohol) onboard?

Most certainly you can bring food and beverages, including alcohol for your outing. However, liquids that stain, such as red wine, cranberry juice, etc. are expressly prohibited. Visit our FAQ page for more details or inquire with your concierge. 

Can our concierge provide catering and other services?

Don’t want the hassle of bringing your own food and beverage? Don’t worry. Our concierge can arrange for food and beverage to be supplied from Chicago’s top caterers. Need music or a live DJ? How about an onboard massage? We can handle all of these requests. Just reach out to one of our concierges and they will have all the arrangements made for you.

Be Sure To Read Our Entire FAQ section

To enjoy the best experience, visit our  comprehensive FAQ page where you will find more detailed information on what to expect for your Anchor charter, including weather cancellations, food & beverage allowed on board, and more. 

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Boat Rental & Yacht Charter in Chicago

The city of Chicago is one of the largest cities in the United States and is famous for its unique style of architecture. It is located on the shores of Lake Michigan, one of the five Great Lakes of North America.  During your stay in this great city, rent a boat in Chicago and sail on Lake Michigan. This city is also known for its art museums and the Art Institute of Chicago. Visit these amazing museums and admire their works.

Rent a boat in Chicago with SamBoat to have the boat of your dream at the best price. Have fun with your friends or family during the spring or summer sailing on Lake Michigan.  Organize activities to do onboard or on the lake, you will have fun at all hours.

Pricing and information about hiring a boat in Chicago

Yach charter prices in Chicago vary depending on the type of boat and the season. It is important to plan if you want to charter a boat in Chicago during the high season, the demand for boat rentals increases along with the prices. To rent and enjoy any of the boats available in the catalogue, we suggest that you start searching two months in advance and start the process immediately. Especially if you plan to visit Chicago during high season to ensure you find the best boat for you and your friends. 

Do you need a license to rent a boat in Chicago?

A license is required to renting a boat in Chicago if the vessel has an engine of more than 10 hp. It is recommended to include a nautical resume describing your previous sailing experience and the type of boat you have sailed. If you don't have experience or license you can rent a boat with a skipper. Skippers are very helpful, they can show you places that only locals know about.  

Practical Information:

It is easy to get to the city of Chicago thanks to its large airport that welcomes both international and local flights. Once you arrive at the airport you can take a bus or taxi to your destination. If you are in any other city in the United States, you can drive your car on one of the six highways into the city. You can also take a bus from another city to get to the airport. 

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Choose Windy City Sailing for your Chicago Sailboat Charter

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LUXURY ACCOMODATIONS

Our sailing yachts accommodate 1 to 10 people. We offer charters with captain and crew for groups up to six (6) or a bareboat charter for groups up to ten (10) with a USCG Licensed Captain paid separately. With up-to-date amenities and two bathrooms onboard, we assure the comfort of all our guests.

CUSTOMIZED CHICAGO SAILING CRUISES

All private Chicago sailboat charters depart and return according to your schedule. All Chicago sailboat cruises have three-hour minimums. Charter extensions are available upon request. Yes, we encourage you to bring food and refreshments, including alcoholic beverages.

Our yachts are professionally maintained and equipped.  In addition, we certify, train and employ United States Coast Guard Captains with over 20 years of experience. Because of this, rest assured that you are in excellent hands.  Also, all of our captains are enrolled in USCG mandated drug screening programs.

CONVENIENCE

The yachts are at the North End of Belmont Harbor, just east of Wrigley Field—or 15 minutes from the Chicago Downtown area. Windy City Sailing is easily accessible via Uber, Lyft, taxis, and bicycles. Also, parking is available via the City of Chicago. Gift certificates are available for all Chicago sailboat cruises and bareboat charters. We confirm reservations with a 50% deposit, fully refundable with a seven-day notice. Gratuity is at your discretion (we recommend 20% to our outstanding crew).

SPECIAL EVENT YACHT CHARTERS

Fireworks over Chicago view from Lake Michigan

4th of July Sailing Charter

​ Each year, the Fourth of July Sailing Charter gives the citizens of Chicago the chance to witness some of the nation's most spectacular firework displays from the comfort of a boat. The tour has become increasingly popular and is one of the highest rated Independence Day activities.

Chicago Air Show with Blue Angels

Chicago Air Show Charter

​ Chicago Air and Water Show is a remarkable event that has long been captivating city dwellers. By taking a sailboat charter from us, you can experience the show from the lakefront. You won't need to fight the crowds for the best view, as you will be luxuriating on your yacht with an unparalleled outlook of the show.

Navy Pier Fireworks Display

Navy Pier Firework Charter

​ During summer, the Navy Pier gives us breathtaking firework shows. For an unforgettable experience, there is no better way to appreciate these amazing visuals than to charter a yacht . Our dedicated captains and crew members make sure that all your needs are taken care of, so you don’t have to worry about anything else. With our exclusive amenities, it is not even worth considering any other way to view these displays.

Book Your Chicago Sailing Trip Now

WITH WINDY CITY SAILING

We know you will have questions about sailing charters, so feel free to reach out via phone or email.

Please contact Edwina at 773.868.0096 or  [email protected]  for details and pricing.

Frequently Asked Questions

Have you ever wanted to sail but were unsure what it would cost to charter a private yacht? If so, Windy City Sailing is here to help with all your sailing–related questions. We have made things easy to find by categorizing our questions, and if there’s anything you can’t find, feel free to reach out. Our knowledgeable staff is here to answer all your questions about sailing along the wonderful Chicago Lakeside. From planning the perfect corporate outing for out-of-town guests to helping you witness the incredible  4th of July fireworks , we have it all covered!

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Book your 2024 yacht or sailboat charter now, when you rent a boat from chicago sailboat charters, we provide the best variety, service, and value for any charter or rental boat experience you desire., 01 select your date.

Use our online booking platform below to select your date and view charter availability.

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Home » North America » USA » 7 EPIC Boat Rentals in Chicago

7 EPIC Boat Rentals in Chicago

The city of Chicago is affectionately known as the ‘Windy City’, though let us tell you that it’s got more going for it than a strong breeze. That breeze though is PERFECT for sailing!

Did you know that Chicago is a great place to hire a boat and get out on the water? Chicago may not be near the sea, but the enormous Lake Michigan is so gorgeous it could rival some of the top tropical destinations in the U.S. And during summertime, Lake Michigan really comes into its own.

Life in the city can be crazy, so renting a boat in Chicago is a sweet way to experience something far different from the ordinary city-break vacation.

You can sail around the ocean-like lake, cruise up and down the Chicago River, or drop your anchor in the Play Pen (Chicago’s wharf dedicated to party boats). For party-lovers, if you drop an anchor here you’ll be sure to have a good time.

Whether you’re travelling with family, friends, as a couple, or with colleagues. Getting out on a boat is, without a doubt, one of the best ways to soak up the atmosphere of the city.

But if you’ve never experienced a boat rental in Chicago before, you might be wondering how does one go about this. Well, dear friends, that’s what this guide is for! Read on to be enlightened.

yacht rental chicago cheap

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Top 3 Yacht Rentals & Boat Charter in Chicago

How to rent a boat in chicago , why rent a boat in chicago, yacht charters in chicago, things to do on a boat in chicago, final thoughts.

36 Foot Sailboat Chicago

36 Foot Sailboat

  • > 6 Passengers
  • > Captained
  • > Budget-friendly 

Luxurious Italian Yacht Chicago

Luxurious Italian Yacht

  • > 12 Passengers
  • > Classy Italian Yacht

Two Story Yacht Chicago

Two Story Yacht

  • > 12 passengers
  • > Captained or Bareboat
  • > Two story yacht

Chicago Illinois

It’s all well and good to say that you should rent a boat when staying in Chicago , but how does one find a boat?

Introducing, Sailo .

Sailo is an app/website where verified boat owners can list their boats to rent, not just in Chicago, but all over the world. People who are interested in renting a boat can easily browse through the options in their destination of choice, pick their vessel, and send a message to the owner, and boom, you got yourself a boat buddy! It’s like the Airbnb of boats. 

You can apply filters to your search to choose the perfect vessel for your adventure. Each listing provides detailed information about the boat, the extra services on offer and any additional costs they may incur. There are also customer reviews so you can make an informed choice about what to hire, which for anyone looking to hire a boat for the first time will agree that reading other traveller’s feedback relieves a lot of anxiety.

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So why should you rent a boat or yacht in Chicago? Why the heck not, we say!

It’s a fun way to celebrate a special occasion, bond with your family, or even tick your first sailing trip off the ol’ bucket list. 

It may not be the Caribbean, but the lakeside beaches of Chicago still boast a tropical vibe and are the place to be during the warmer months. If we compared a picture of people enjoying a boat rental in Miami and Chicago, you would probably have a hard time telling the difference (though admittedly the water temp is a little different).

This is especially epic when you consider Chicago is over 2,500km from an ocean!

When you rent a boat in Chicago, you have the chance to admire the natural beauty and architecture of the city from the water. Even if the weather is cool, it’s still an awesome and unique way to experience Chicago. 

There are options to charter a bareboat in Chicago, which means there’s no captain and you do the sailing yourself. For those with less experience with boats or who want to enjoy their holidays to the max, you can also hire a captain (and sometimes crew) for your trip. 

Once you’ve found your boat, simply check the weather and wind speed and be on your way!

Are you ready to cruise through our top picks? 

We’ve selected the seven best boat rentals in Chicago so you don’t have to. We get that there are a billion different ways to travel, so we chose with different travel styles and budgets in mind. 

So, without further ado, allow us to get stuck into our top picks. 

Best Yacht Rental for Families in Chicago – Two Story Yacht

Two Story Yacht Chicago

  • Two story yacht
  • 12 passengers
  • Captained or Bareboat

Fancy a bit of family bonding? Why not rent this two-story, 40-foot yacht and discover the waters around Chicago. There’s a bunch of places that are only accessible by water and the captain of this ship knows all the secrets. 

If you prefer to do it yourself, you can choose to rent this boat bareboat, which means you and the fam are captain and crew. This way you’ll have the freedom to set your own pace and visit the places you want. 

Now you don’t need a boating license to rent a bareboat in Chicago, but you do need some form of boating education certification approved by the National Association of State Boating Law Administrators (NASBLA). And of course, some experience of driving a boat.

On the boat itself, you could use the top floor for reading and tanning and the lower deck for setting the mood with music on the Bluetooth speakers. 

The cabin below has air conditioning if you need a moment to cool off, and there’s even a microwave and a fridge. If you wanna spend the night, it’s got a cabin for up to four people to sleep in. 

Pro tip: bring some extra inflatables with you so you can float in the water off the boat. It will make the chilly water of Lake Michigan a little gentler too. 

Epic Party Yacht Rental in Chicago – Sexy Party Yacht 

Sexy Party Yacht Chicago

  • Spacious deck
  • 12 Passengers

Remember how we told you about Chicago’s Play Pen? It’s the wharf dedicated to yachts dropping anchor and partying it up. On the weekends, you can find up to 50 boats and yachts living it up here. If you’ve ever watched a music video set on a fancy boat, it’s not so far off from what you should expect. 

Now imagine you rock up to the Play Pen on this sexy 60-foot yacht. Chances are, you and your mates have never looked better. 

The yacht has a massive wraparound sofa inside the yacht’s air-conditioned and window-lined cabin. Of course, it’s nice in there and all, but out on the spacious deck in the open air is the place to be. 

If you prefer to cruise around the Lake while you and your buddies get loose, this is a very good choice for that too. The ship comes captained, and some pretty flashy catering packages are available for you and your crew if you want to leave the food and drinks thing to the professionals. Overnight stays on the yacht can be organized, so your party needs no curfew. 

Over-the-Top Luxurious Yacht Rental in Chicago – Luxurious Italian Yacht

Luxurious Italian Yacht Chicago

  • Classy Italian Yacht

This beauty is a fresh arrival in Chicago after spending her early years enjoying the coastline of Italy. Let’s just say, she transports a whole lotta Italian class to Chicago and Lake Michigan. 

It’s a luxurious choice, but a great fit if you’re organizing a bachelor(ette) party, a special birthday, or a tie-up at the iconic Chicago Play Pen. It’s got a full kitchen, two bathrooms, two cabins for sleeping, and a powerful Bluetooth sound system. This charter comes captained, so all you and your team have to do is rock up and enjoy. 

You’ll feel like a million bucks cruising around on this yacht, and you’ll look it too. This luxury yacht is 66 feet of pure sexiness. Have you seen a picture of that deck? Imagine spending an afternoon lounging in the sunshine on there?  If you rent this yacht in Chicago, you’re going to look hot. It’s basically science. Pop the champagne on ice, darlings!

yacht rental chicago cheap

Wanna know how to pack like a pro? Well for a start you need the right gear….

These are packing cubes for the globetrotters and compression sacks for the  real adventurers – these babies are a traveller’s best kept secret. They organise yo’ packing and minimise volume too so you can pack MORE.

Or, y’know… you can stick to just chucking it all in your backpack…

The Biggest Yacht Charter in Chicago – Giant Luxury Motor Yacht

Giant Luxury Motor Yacht Chicago

  • Awesome catering
  • 749 Passengers

Round up as many as 749 of your nearest and dearest for an intimate soiree on this stunning 111-foot motor yacht. 

We very well realize this giant yacht is out of the price range for most of us mortals, so we’re not going to pretend like this one doesn’t cost an arm and a leg. It’s expensive, but it is the biggest boat for rent in Chicago and a bloody nice one at that. Split between 749 people though and you got yourself a bargain!

This Chicago Yacht charter has three huge decks for everyone to spread out on. Everything is served to the highest quality imaginable – think three-course meals, specialty cocktails, and craft beer. You’ll even get a DJ and a dance floor thrown in to sweeten the deal.

Stuck on ideas for what kind of event you could throw on this bad boy? Allow us to help you out – get married, throw a bloody fancy birthday party, surprise your mum with a private cruise, organise a work team bonding day (don’t you just hate those professional development seminars? Well, not on a boat, you won’t). It’s your event, so get creative, folks! 

It’s an extravagant choice, but if you can, you should. 

The Most Affordable Boat Rental in Chicago – 36 Foot Sailboat

36 Foot Sailboat Chicago

  • Budget-friendly
  • 6 Passengers

This Catalina 36 foot sailboat is a great budget option for those keen to rent a boat in Chicago. Going for the budget option doesn’t mean you’re skipping out on the vibes with this sailboat. 

The boat features a comfy cabin if you want to chill out of the sun for a while. There is a large deck for sunbathing and taking in the scenery of the Great Lakes. There’s plenty of space for six people to spread out. Of course, if you want to ensure the great vibes, you’ll want a good sound system, and this baby has that too. 

The price of the rental includes a caption, crew service, and a bag of ice to keep the drinks cold. It’s got a sweet set up and it meets the needs of any budget traveler. What more could you want? Get your friends or family together – all aboard, me hearties!

Best Boat Tour in Chicago – Chicago Architecture Cruise

Chicago Architecture Cruise

  • From $44 per people
  • Commentary on the sites
  • Up to 15 Guests (per booking)

This river cruise is the way to deep dive into Chicago’s history and culture. Chicago is world-renowned for having unique architecture, and let us tell ya, it’s all the more impressive when viewed from the water.

It’s no coincidence that this waterside city offers cruises down the Chicago River to show off some of its best assets. This tour shows off the best views of the city skyline from the water, including peeks at the famous Navy Pier and Wrigley Building. 

You’ll get live commentary on what’s what in the city while you cruise along all three branches of the Chicago River.

Photography fans, be sure to bring your camera for gorgeous snaps of the city skyline from the river. 

Pro tip: Take the cruise at dusk and enjoy the sunset from the boat. If that time doesn’t work from your schedule, fear not. This tour runs 20 times per day, so there’s no excuse not to squeeze it into your Chicago itinerary . 

Booze Cruise Boat Rental in Chicago – Party Pontoon 

Party Pontoon Chicago

  • Cooler and ice provided
  • 20 Passengers

All aboard the party pontoon, my friends. It’s common knowledge that a booze cruise is one of the best ways to celebrate with your mates, why not do one in Chicago? You can hire this pontoon and throw a party on either Lake Michigan or the Chicago River. Bring your own booze and food and you can set yourself up for an awesome time on the water. 

This party pontoon comes captained, so you and your buddies won’t need to choose someone to skip the drinks and drive. A huge cooler and bags of ice are supplied, plus, there’s a 1200W Bluetooth sound system for you to connect your favorite tunes. There’s a bathroom onboard for when nature calls, which is particularly important if you’re getting stuck into the beverages (responsibly, of course). 

This is a great boat rental in Chicago if you want to get out on the water and party with your friends in a unique way.

Backpacking Chicago

  • Admire the city skyline and unique architecture from the Chicago River. River cruises run throughout the day and are a great way to learn more about the city and its gorgeous architecture.
  • Drinks on deck. Whether your style is beers on a party pontoon or champagne on a luxurious yacht, get out on the water and have a cold one.
  • Explore the Great Lake Michigan. Chicago alone has over 26 miles of scenic lakeside spaces, and some areas can only be explored from the water. 
  • Party at the Playpen. Remember how we told you Chicago has a dedicated area for boats to anchor and party it up? Don’t miss this spot for an awesome party.
  • Catch some sun. It may not be the tropics, but that doesn’t mean you can’t relax on deck and work on your tan. Be sure to protect your skin with sunscreen and insect repellent to fend off those pesky mozzies. 
  • Go on a dinner cruise. Wanna earn some brownie points with your lover? Plan a romantic date night for you and your boo on a dinner cruise in Chicago. You can take in the sparkly skyline of the city at sunset. You can either soak up the gorgeous view or stare lovingly into each others eyes. Sounds bloody nice either way, right?
  • Rent a stand-up paddleboard! Stand-up paddleboarding is not only a great workout, but it’s also a lot of fun. Be prepared to take a dip in the icy water. Anyone who has tried before knows you’re basically guaranteed to fall off at some point. 
  • Watch the fireworks. Chicago puts on a firework display every Wednesday and Saturday night at Navy Pier, and you can see the show from Fullerton Beach to Navy Pier. Imagine cruising by on a boat and watching the fireworks over the city skyline? 

There we have it, my friends. You came here for the best yacht and boat rentals in Chicago and those are our top picks. 

Whether you’re planning a unique activity on your trip to the city or want to explore the Great Lake Michigan on a sailboat, you should find something here to fit your needs and adventure-level. 

If you can’t find a vessel that floats your boat in our selection, you can browse through other listings on Sailo. Organizing a trip should be fun and easy. We hope planning your trip to Chicago is smooth sailing. 

Happy boating!

yacht rental chicago cheap

And for transparency’s sake, please know that some of the links in our content are affiliate links . That means that if you book your accommodation, buy your gear, or sort your insurance through our link, we earn a small commission (at no extra cost to you). That said, we only link to the gear we trust and never recommend services we don’t believe are up to scratch. Again, thank you!

Aiden Freeborn

Aiden Freeborn

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Chicago’s Premier Private Yacht Charter

Weddings. Corporate Outings. Parties.

Welcome to Anita Dee Yacht Charters

For over fifty years, Anita Dee Yacht Charters has specialized in fully customizable events aboard our two private and exclusive luxury yacht venues. Every detail about your event is completely customizable to meet your vision. With the help of our event coordinating staff, not one detail will be overlooked when you treat your guests to the stunning Chicago skyline setting aboard the Anita Dee I or the Anita Dee II .

captain's hats and champagne

Onboard our customized boat cruise, you and your guests can enjoy state-of-the-art entertainment and gourmet food as your party sails past Chicago’s majestic skyline. Our gorgeous yachts, our customized experience, and our attention to every detail are sure to leave a lasting impression.

Contact our office today at (312) 379-3191 to learn more about how we can help you.

Why Choose Anita Dee Yacht Charters?

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In addition, Anita Dee Yacht Charters has hand-picked some of Chicago’s best catering services to provide gourmet food from a menu that you select. Both of our luxury vessels are fully equipped with a full-service galley and top of the line entertainment systems to help create the perfect event. The possibilities are endless while onboard one of Anita Dee Yacht Charters’s private boat cruises. Let us help you create a truly spectacular event! Contact us today at (312) 379-3191 to begin planning your adventure.

Anita Dee Yacht Charters Services

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  • Wedding Events : We can assist you in planning, preparing, and executing the finest wedding ceremony. Our luxury yachts can also host your wedding rehearsals, bridal showers, wedding receptions, and post-wedding brunches. Contact us today to set the wedding event of your dreams.
  • Corporate Outings :  We offer private boat rentals for business luncheons, client appreciations, networking, product launches, and everything in between. With elegant décor and delicious cuisine, our boat cruises can ensure a successful corporate affair.
  • Parties : Anita Dee Yacht Charters can offer a unique venue for private parties. We design and customize every detail of the private event to fit your vision. We can accommodate a wide variety of social events, including birthdays, reunions, and fundraisers.
  • Special Events : We are the place to go for a personalized event that steps outside the norm. Imagine watching fireworks on the Fourth of July or the annual Air and Water show onboard on of our spacious luxury yacht rentals.

Book a private boat rental for your next event with Anita Dee Yacht Charters by calling (312) 379-3191 today.

Anita Dee Yacht Charters Catering

yacht rental chicago cheap

For many people, the most important and complex consideration when planning an event is the food that you serve to your guests. Our experienced staff will work with you to cater a menu to your exact specifications. Anita Dee Yacht Charters has taken the time to hand-pick some of Chicago’s finest catering services . You and your guests can enjoy five-star, award-winning cuisine that is guaranteed to dazzle your guests. Both of our vessels are fully stocked with fresh ingredients that can offer you endless cuisine possibilities. Please contact one of our catering services below to learn more about your options:

  • Cater by Design : For over 30 years, we have dedicated our services to creating sophisticated and artistically displayed cuisine.
  • Beyond Events Catering : We promise to make a lasting impression on every occasion. Our catering service has two decades of experience in providing the highest standard of catering service for our clients.
  • Harry’s Catering and Events : With us, our clients are treated to award-winning five-course meals that will leave everyone wanting more.
  • Blue Plate Catering : Our lavish dishes can be custom-tailored to match your expectations and budget.

Anita Dee Yacht Charters can also accommodate any licensed or insured catering service not listed here for an additional fee.

Anita Dee Yacht Charters Entertainment

yacht rental chicago cheap

If you’re looking to spice up your event, Anita Dee Yacht Charters can provide you and your guests a chance to dance the night away as your party sails past the historic Chicago skyline. In addition, our hospitality specialists can accomodate any insured entertainer not listed here for an additional fee.

Contact Anita Dee Yacht Charters

A luxury yacht rental is a splendid way to celebrate your marriage , host a corporate outing , or treat your guests to a once-in-a-lifetime party .

Our yachts can accommodate up to 400 guests, and we will work diligently to ensure your guests will never forget your event. To get a quote for a  private yacht event aboard one of our beautiful vessels, contact Anita Dee Yacht Charters at (312) 379-3191 or fill out the contact form .

weddings

  • Vessel Vessel Anita Dee I Anita Dee II
  • Type of Event
  • Date of Event * MM slash DD slash YYYY
  • Number of Guests
  • How did you hear about us? *
  • Questions/Comments

The best luxury yacht rentals Chicago has to offer!

Chicago Private Yacht Rentals management and staff would like to introduce you to the best yacht rentals Chicago has to offer.  Adeline’s Sea Moose is our well-appointed 68-foot luxury Chris Craft 45-passenger Coast Guard certified Chicago private charter yacht located at J-Dock  Burnham Harbor Chicago  and her attentive captains and crew that shall provide you and your guests a priceless, pampered, and private yachting experience.

The best luxury yacht rental Chicago has to offer on Lake Michigan

You Will Not Be Disappointed

Being the best yacht rental Chicago has…  Adeline’s Sea Moose yacht charters  provide the opportunity to spend  Priceless  quality time together with your family, friends, colleagues, clients, or employees while being  Pampered  by an attentive crew and enjoying the best  Private  yacht rental Chicago has all to yourselves for a memorable  Yachting Experience.

The Priceless Pampered Private Yachting Experiences Chicago Private Yacht Rentals Offers

Family outings, celebrations and reunions charters.

Best Yacht Rental Chicago for Family Outings Celebrations and Reunions Charters

Private Yacht Rental Chicago for Families and Friends

You and your family and friends will be able to share and cherish memories that will be made on our 68-foot luxury Chris Craft yacht, Adeline’s Sea Moose which is exclusively yours to enjoy with an attentive crew to ensure everyone shares a priceless pampered private yachting experience together.

Celebrations Cruises and Special Occasions Charters

Best Yacht Rental Chicago for Birthday Celebrations and Special Occasions

Unique Yacht Rental Chicago for Birthday Celebrations or Any Special Occasion 

Imagine the special memories that will be made on our private Adeline’s Sea Moose yacht that is exclusively yours with a discreet, professional crew attending to all the details, allowing you and your guests to enjoy a unique yacht rental in Chicago for birthday celebrations, or any special occasion, from start to finish.

Corporate Events and Business Functions Charters

Best Yacht Rental Chicago for Corporate Events Business Functions Charters

A Yacht Rental Chicago to Impress, Influence, and Inspire.

Offering a priceless, pampered private yachting experience aboard our Adeline’s Sea Moose can be an added advantage to your Corporate Event or Business Function that can Impress, Influence, and Inspire.

Dinner Parties and Romantic Dining Charters

Best Yacht Rental Chicago for Dinner Parties and Romantic Dining

A Yacht Rental Chicago for Dinner Parties or Romantic Dining

Romantic dinner for two, an intimate setting for up to twelve guests, or a dinner party for up to 45 guests. we promise and provide a priceless pampered private yacht dining experience aboard Adeline’s Sea Moose.

Chicago Skyline Architecture Tour Charters

Best Yacht Rental Chicago for Docent Skyline Architecture Tour

Amazing Yacht Rental Chicago for Docent Skyline Architecture Tour

Chicago is home to some of the most breathtaking buildings in North America. Our Chicago Skyline Architecture Tour charters provide a unique viewing perspective with a docent explaining the history of the City’s magnificent structures.

Non-Profit Events, Fundraising and Networking Charters

Best Yacht Rental Chicago for Charity Fundraising and Networking

Pampered Yacht Rental Chicago for Charity Events, Fundraising and Networking

Adeline’s Sea Moose provides the perfect private venue and attentive pampering crew to help non-profit organizations strengthen relationships with their present donors and persuade prospective donors.

Marriage Proposal Charters

Best Yacht Rental Chicago for Marriage Proposal Charters

Bachelorette Bachelor Charters

Best Yacht Rental Chicago for Bachelorette and Bachelor Parties

Wedding Ceremony Charters

Best Yacht Rental Chicago for Wedding Ceremonies

Perfect Chicago Private Yacht Rentals pairings with lakefront events, activities and attractions

Chicago Private Yacht Rentals Navy Pier Fireworks , Chicago Air and Water Shows , and concerts and events in Millennium Park, Grant Park, and Northerly Island pairings with a pampered private Adeline’s Sea Moose yacht charter make for priceless moments and memories.

And, being a leisure walk from Alder Planetarium , Shedd Aquarium , and Field Museum taking a Lake Michigan cruise on Adeline’s Sea Moose nicely pairs with family and friends priceless pampered private yachting experiences.

Soldier Field Concerts Charter Pairings

Chicago navy pier fireworks 2024, chicago blues festival 2024, millennium park summer film series 2024, chicago air and water show 2024, chicago private yacht rentals for pleasure or business.

We coined the phrase yacht rental Chicago style to help distinguish the yachting experiences we offer from a boat rental Chicago style. Our yacht rental Chicago style provides, for pleasure or business, a 68-foot luxury Chris Craft twin-engine motor yacht, Adeline’s Sea Moose, as opposed to a boat rental Chicago style on a smaller vessel.

Our yacht rental Chicago style and a boat rental Chicago style for intimacy.  Depending on how creative you are,  either a yacht rental Chicago style or a boat rental Chicago style may serve you well. However, for the most intimate of occasions, our yacht rental Chicago style aboard Adeline’s Sea Moose provides the luxury of a private 68-foot yacht and pampering by her crew, where boat rental Chicago style may not.

(224) 601-0220

  • A Fountain of Fun for Everyone
  • Navigating Luxury: 10 Irresistible Factors That Make Yacht Rental in Chicago a Must
  • Hotel conference rooms in Chicago – on a yacht!
  • Corporate Team Building Events
  • Unique Meeting Space Rental in Chicago
  • Boat Rental In Chicago With Captain | Chicago Boat Charters, Captains
  • The difference between a nautical mile and a knot
  • Hosting High Level Meetings
  • McCormick Place Event Hospitality
  • Chicago Museum Campus
  • Priceless private yacht dining and dinner parties

TEXT Only 312-500-7838

Adeline’s Sea Moose is a well-appointed 68-foot luxury Chris Craft 45-passenger Coast Guard-certified twin-engine yacht located at J-Dock Burnham Harbor Chicago . East of Lake Shore Drive at the end of Waldron Drive. The first dock north of the Harbormaster’s office.

Directions Docking Address J-Dock Burnham Harbor 1559 South Lake Shore Drive Chicago , IL 60605

Office Address Chicago Private Yacht Rental, Inc 4751 West Touhy Avenue Suite 101 Lincolnwood, IL 60712

Chicago Private Yacht Rentals Philanthropy Charitable Charters

(855) 734-9900

XIIICharters Yacht Rentals

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XIII Charters Yacht Rentals in Chicago, IL

Rent one of our three beautiful yachts and cruise Lake Michigan!

About 13Charters.com...

yacht rental chicago cheap

The Sea Ray 39 Sundancer "Iceman"

The "Iceman" Yacht , rents for $400 per hour , up to 12 guests ( plus Captain's Fee, Fuel & Gratuity ). Captain's fee may range from $85-$100 per hour on non-premium dates.

yacht rental chicago cheap

The Sea Ray 38 Sundancer "Iceman II"

The "Iceman II" Yacht, rents for $400 per hour, up to 12 guests ( plus Captain's Fee, Fuel & Gratuity ). Captain's fee may range from $85-$100 per hour on non-premium dates.

yacht rental chicago cheap

The Sea Ray 38 Sundancer "Iceman III"

The "Iceman III Yacht" , rents for $400 per hour , up to 12 guests ( plus Captain's Fee, Fuel & Gratuity ). Captain's fee may range from $85-$100 per hour on non-premium dates.

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Sail the lakefront aboard one of our FOUR Sea Ray Sundancer yachts.  Relax and experience the THRILL , the SKYLINE , the PLAYPEN , public or private BEACHES. See the sights, see the sunsets, enjoy the fireworks or the Air and Water Show from your privately rented yacht on LAKE MICHIGAN.

You are allowed to bring food and drinks on your charter.  We'll have an empty cooler, refrigerator and freezer on the boat.  

Our Yacht Rental Policies

Payment required at the time of booking .

Cancellations: 80% Refunds - 7 days prior.

Hours of Operation: 10 AM - 11 PM

Custom Charters Available.

*Owner provides a list of USCG Licensed Captains to choose from for your yacht rental voyages.

We book half-day and full-day charters!

Based on US Coast Guard regulations, our boats can accommodate up to a maximum of 12 guests plus captain.  Upon booking, we provide a list of USCG licensed captains for you to choose from.  

Charters start at the agreed start time - For your benefit, please arrive 20 minutes early.  Parking is available and Uber is even easier.   You choose where to go and what to do!

Chicago's skyline is one of the best kept secrets.  It's another world viewing the city from the water on your own private charter.  You are the boss!  You work with YOUR USCG licensed captain on what you want your experience to be,

Sea Ray Sundancer

Enjoy the chicago boat party scene.

Send us a message with any comments, questions, or scheduling concerns. 

We will get back to you soon!

XIII Charters - Launches from 31st Street Harbor

3155 South Lake Shore Drive, Chicago, Illinois 60616, United States

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yacht rental chicago cheap

Your Ultimate Guide to Boat Rental in Chicago

Exploring the windy city's waterways.

Last Updated May 28, 2023

Chicago, known for its stunning skyline, vibrant culture, and iconic architecture, is a city blessed with an extensive waterfront and a flourishing boating scene. If you're looking to immerse yourself in the beauty of Lake Michigan or explore the meandering Chicago River, renting a boat is the perfect way to experience the city from a unique perspective.

At Knot My Boat Charters , we understand the allure of boating in Chicago and the convenience that boat rentals offer. Whether you're a local seeking weekend adventure or a visitor eager to discover the city's waterways, this comprehensive guide is designed to provide you with all the information you need to make the most of your boat rental experience in the Windy City.

Table of Contents:

1. chicago boating requirements & permits, obtaining a boating license and age restrictions.

  • Understanding Chicago's Rules and Regulations

Considering Weather Conditions and Preparedness for Safe Boating

2. rent a boat in chicago: price breakdown, breakdown of pricing options and types of boats available for rent, comparing rental options to find the best fit for your needs, 3 . group packages, exclusive deals, and yacht charter membership, corporate events, bachelorette parties, and weddings, coupon codes, save money with membership, 4. choosing the right boat rental experience in chicago, captain included: opting for a hassle-free boating experience, working with the right boat rental company: factors to consider, what to look for in a boat rental: essential features and amenities, 5. discover chicago's most popular boating destinations, unleashing the fun at the playpen: exploring chicago's vibrant boating social scene, cruising lake michigan: enjoying the spectacular waters and skyline views, navigating the iconic chicago river: exploring the city's architecture and waterfront, 6. holiday boating & fireworks, celebrating memorial day on the water: fireworks and festivities, independence day extravaganza: boating and fireworks on july 4th, labor day weekend fun: enjoying the last days of summer on the water, sparkling nights: fireworks displays every wednesday and saturday at navy pier, 7. additional tips & resources for boat rentals in chicago, seasonal considerations, booking in advance, follow social channels, contact information, 8. conclusion, chicago boating requirements & permits.

Before you embark on your boating adventure, it's essential to familiarize yourself with the necessary requirements and permits. Chicago has specific regulations in place to ensure safety and compliance on the water. In this section, we'll walk you through the process of obtaining a boating license and any age restrictions that may apply. We'll also delve into the city's rules and regulations, emphasizing the importance of adhering to them to ensure a safe and enjoyable boating experience.

If you're planning to operate a boat in Chicago, it's important to understand the process of obtaining a boating license and any age restrictions that may apply. The state of Illinois requires boaters to hold a valid Watercraft Operator's Permit, commonly referred to as a boating license.

To obtain a boating license in Chicago, you'll need to follow these steps:

  • Complete a boating safety course: First, you'll need to successfully complete an approved boating safety course. These courses provide valuable knowledge about boating laws, navigation rules, safety equipment, and emergency procedures. They are designed to ensure that boaters have the necessary skills and knowledge to operate a boat safely.
  • Pass the boating safety exam: After completing the boating safety course, you'll need to pass a boating safety exam. The exam typically covers topics such as navigation, boating laws, and safety procedures. It's important to study and prepare for the exam to ensure success.
  • Submit the application: Once you've passed the exam, you'll need to fill out an application for the Watercraft Operator's Permit. The application can usually be submitted online or through the appropriate boating agency in Illinois.
  • Pay the necessary fees: There may be fees associated with obtaining the boating license. Be sure to check the specific requirements and fee structure in Chicago or the state of Illinois.

Age restrictions for operating a boat in Chicago and Illinois vary depending on the type and size of the vessel. Generally, anyone 12 years of age or older can operate a motorboat with up to 10 horsepower without supervision. However, for individuals between the ages of 12 and 17, restrictions may apply to operating a motorboat with more than 10 horsepower or certain types of personal watercraft.

It's essential to familiarize yourself with the age-specific regulations and requirements set by the Illinois Department of Natural Resources or the relevant boating authorities in Chicago. Adhering to these age restrictions ensures the safety of both the operator and other boaters on the water.

Understanding Chicago's Rules and Regulations for Boating

Chicago has specific rules and regulations in place to promote safe boating practices and protect the waterways. Understanding and adhering to these regulations is vital to ensure a safe and enjoyable boating experience. Here are some key regulations to be aware of:

  • Speed limits: Chicago imposes speed limits on its waterways to ensure the safety of all boaters. It's important to familiarize yourself with the designated speed limits and adhere to them while operating a boat.
  • No-wake zones: Certain areas in Chicago's waterways are designated as "no-wake zones." These zones require boaters to operate at idle speed, creating minimal wake to prevent shoreline erosion and ensure safety in congested areas.
  • Navigation rules: Just like on the roads, there are navigation rules that govern the behavior of boaters on the water. It's essential to understand and follow these rules, including right-of-way protocols, signaling, and safe passing distances.
  • Alcohol and drug regulations: Boating under the influence of alcohol or drugs is strictly prohibited in Chicago. It's illegal to operate a boat with a blood alcohol concentration (BAC) above the legal limit, and violators can face severe penalties.
  • Safety equipment requirements: Chicago mandates that all boats carry appropriate safety equipment, such as life jackets, fire extinguishers, sound-producing devices (like horns or whistles), and visual distress signals. These requirements are in place to ensure the safety of everyone on board.

Remember, regulations may vary depending on the specific waterways within Chicago, such as Lake Michigan or the Chicago River. It's crucial to familiarize yourself with the rules and regulations specific to your boating destination to avoid any legal issues and promote safe boating practices.

When planning a boating excursion in Chicago, it's essential to consider the weather conditions and be prepared for safe boating. Here are some insights and tips to help you navigate Chicago's weather patterns and ensure a safe experience on the water:

  • Monitor weather forecasts: Stay updated with the latest weather forecasts before heading out on the water. Pay attention to wind speed, wave height, and any advisories or warnings issued by the National Weather Service or local authorities. Unfavorable weather conditions can significantly impact boating safety.
  • Dress appropriately: Dress in layers and wear appropriate attire for the weather conditions. It's important to have protection against wind, rain, and potential temperature changes while on the water. Don't forget to bring sun protection, such as hats and sunscreen, for sunny days.
  • Check your equipment: Before setting sail, thoroughly inspect your boat and ensure that all safety equipment, navigation instruments, and communication devices are in proper working condition. Carry a marine VHF radio or a reliable communication device to stay connected in case of emergencies.
  • File a float plan: Inform someone reliable about your boating plans, including your intended route, departure, and arrival times. This information can be crucial in case of unexpected situations or emergencies.
  • Practice safe boating habits: Always operate your boat at a safe and reasonable speed, taking into account the weather conditions and water traffic. Be mindful of other boaters, swimmers, and wildlife. Avoid reckless behavior and follow navigation rules to prevent accidents.
  • Be prepared for emergencies: Carry a well-stocked first aid kit, extra fuel, sufficient food and water supplies, and any necessary medications. Familiarize yourself with emergency procedures, including how to respond to a person overboard situation or engine failure.

By considering weather conditions, preparing adequately, and adhering to safe boating practices, you can ensure a memorable and secure boating experience in Chicago's waterways.

Rent a Boat in Chicago: Price Breakdown

Embarking on a boating excursion in Chicago is an exhilarating way to soak up the beauty of the city's stunning skyline and picturesque waterways. At Knot My Boat Charters , we understand your desire for a seamless and unforgettable boating experience. That's why we offer a range of vessel types and flexible rental options to cater to your specific needs. From leisurely cruises to adrenaline-pumping adventures, we have the perfect boat for every occasion. Let's dive into the details of our competitive hourly rates for weekday and weekend rentals, ensuring that you can enjoy the freedom of exploring Chicago's waters at your own pace.

Here are some examples of weekday and weekend hourly rates for different vessel types:

33' Rinker Fiesta Vee: Weekday Hourly: $265, Weekend Hourly: $360

34' Rinker Fiesta Vee: Weekday Hourly: $285, Weekend Hourly: $375

37' Rinker Fiesta Vee: Weekday Hourly: $335, Weekend Hourly: $410

37' Sea Ray Sundancer: Weekday Hourly: $335, Weekend Hourly: $410

46' Sea Ray Express: Weekday Hourly: $385, Weekend Hourly: $460

50' Sea Ray Sundancer: Weekday Hourly: $385, Weekend Hourly: $460

55' Sea Ray Sundancer: Weekday Hourly: $435, Weekend Hourly: $550

56' Sea Ray Sundancer: Weekday Hourly: $500, Weekend Hourly: $610

70' Sea Ray Sun Sport: Weekday Hourly: $565, Weekend Hourly: $660

These rates give you an idea of the pricing range for different boat types in Chicago. Keep in mind that prices may vary depending on the boat rental company, availability, and additional services or amenities included in the package.

When selecting a boat rental company in Chicago, it's important to compare the available options to find the best fit for your needs. Consider the following factors to make an informed decision:

  • Reputation and customer reviews: Research the reputation of different boat rental companies by reading customer reviews and testimonials. Look for companies with positive feedback, reliable service, and a good track record.
  • Amenities and additional services: Explore the amenities offered by each rental company. Some may provide extras like onboard entertainment systems, water sports equipment, and catering services. Assess your preferences and choose a company that offers the amenities that align with your desired experience.
  • Boat condition and maintenance: Check the condition of the boats available for rent. Well-maintained vessels ensure a safe and comfortable boating experience. Consider companies that prioritize boat maintenance and provide clean, reliable boats.
  • Pricing and packages: Compare the pricing options and packages offered by different companies. Look for transparent pricing structures and consider the value for money. Take into account the boat type, capacity, included amenities, and any additional costs or fees.
  • Safety measures and certifications: Ensure that the boat rental company adheres to necessary safety measures and holds relevant certifications. This includes having properly trained staff, following safety protocols, and maintaining appropriate insurance coverage.

By carefully considering these factors, you can choose a boat rental company in Chicago that meets your expectations and provides an enjoyable and safe boating experience.

Group Packages, Exclusive Deals, and Yacht Charter Membership

At Knot My Boat Charters , we understand that special occasions deserve an extraordinary setting. Imagine hosting your corporate event, bachelorette party, or wedding on the sparkling waters of Chicago. Our boat rentals provide the perfect backdrop for creating cherished memories with your friends, colleagues, or loved ones. Whether you're planning a team-building outing, a pre-wedding celebration, or a romantic waterfront wedding ceremony, our experienced team is here to assist you every step of the way. With a variety of vessels to accommodate different group sizes and customizable options, we can create a truly unforgettable experience tailored to your specific event.

Who doesn't love a good deal? At Knot My Boat Charters , we want to make your boating experience even more affordable and enjoyable. Keep an eye on our social channels and website for exclusive coupon codes and limited-time offers. By following us on Facebook and Instagram you'll be the first to know about our group package discounts, coupon alerts, and exciting giveaways. We believe that everyone should have the opportunity to explore the wonders of Chicago's waterways, and our coupon codes are just one way we make that possible.

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If you're passionate about boating and plan to enjoy the waters of Chicago multiple times throughout the season, our yacht charter membership program is designed with you in mind. Becoming a member of Knot My Boat Charters offers a host of benefits, including substantial savings and additional perks. For as low as $4100 per person, our memberships provide all the advantages of boat ownership without the burdens of maintenance, cleaning, storage, mortgages, or unexpected fees. As a member, you'll have access to our impressive fleet of boats, allowing you to indulge in the boating lifestyle whenever you desire. Say goodbye to the limitations of traditional boat ownership and say hello to the freedom and affordability of membership with Knot My Boat Charters .

Choosing the Right Boat Rental Experience in Chicago

At Knot My Boat Charters , we understand that not everyone has the experience or desire to navigate the waters themselves. That's why we offer the option to hire a captain, providing you with a stress-free and enjoyable boating experience. Having a captain onboard allows you to sit back, relax, and fully immerse yourself in the beauty of Chicago's waterways. Our team of professional and knowledgeable captains are familiar with Knot My Boat Charters ' vessels, ensuring a safe and smooth journey. Whether you're hosting a social gathering, a bachelorette/bachelor party, a proposal, or a corporate event, our captains will expertly navigate the waters while you focus on creating unforgettable memories.

When choosing a boat rental company in Chicago, it's crucial to consider several important factors to ensure a seamless and enjoyable experience. Here's a checklist to guide you in selecting the right boat rental company:

  • Reputation: Research the company's reputation and read customer reviews to gauge their reliability and service quality.
  • Safety Records: Look for a company with a strong safety track record and adherence to safety standards.
  • Insurance Coverage: Ensure that the boat rental company provides adequate insurance coverage to protect you and the vessel.
  • Customer Service: Evaluate the level of customer service provided by the company, including responsiveness and willingness to address your concerns or inquiries.

At Knot My Boat Charters , we take pride in our excellent reputation, impeccable safety records, comprehensive insurance coverage, and dedication to exceptional customer service. We strive to exceed your expectations and make your boat rental experience in Chicago truly unforgettable.

When renting a boat, it's essential to consider the features and amenities that will enhance your experience on the water. Knot My Boat Charters offers a wide range of boats equipped with various features and amenities. Here are some examples of what to look for:

  • Cooler Compartments: Keep your beverages and refreshments chilled throughout your excursion with spacious cooler compartments on board. Pack your favorite drinks and snacks to enjoy while cruising Chicago's waterways.
  • Bluetooth Speakers: Create the perfect ambiance by playing your favorite music through high-quality Bluetooth speakers.
  • Kitchenettes: Prepare and enjoy your own meals on board with the convenience of a well-equipped kitchenette.

Our boats are thoughtfully designed with these essential features and amenities to enhance your comfort and enjoyment during your Chicago boat rental experience.

Whether you're planning a social gathering, a bachelorette/bachelor party, a proposal, or a corporate event, the Knot My Boat Charters team is dedicated to providing you with the best boat rental experience in the Chicagoland area. When you book with us, the Knot My Boat Charters price includes fuel, tax, cleaning, safety training, and all of our amenities. We also provide a list of credentialed captains who are familiar with our vessels, ensuring a seamless and worry-free experience. With our prime location at the 31st Street Harbor, Chicago's newest addition to the harbor system, we offer exceptional convenience and a stunning backdrop for your boating adventure. Why knot book with us and embark on an unforgettable journey on Chicago's waters?

Discover Chicago's Most Popular Boating Destinations

Chicago offers a multitude of incredible boating destinations that cater to various interests and preferences. Whether you're seeking a vibrant social scene, breathtaking natural beauty, or architectural wonders, there's something for everyone. Here are some of the top boating destinations in Chicago:

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Located just off the coast of Lake Michigan, the Playpen is a renowned gathering spot for boaters looking to have a good time. This vibrant area is known for its lively atmosphere, where boaters come together to socialize, swim, and enjoy water activities. With its clear waters, sandy bottom, and nearby attractions like Navy Pier, the Playpen offers endless opportunities for fun and relaxation. It's the perfect place to anchor your boat, join the festivities, and make new friends. To inquire about special rates and availability, feel free to contact us at (312) 971-0971 .

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Lake Michigan is a boater's paradise, offering stunning vistas, crystal-clear waters, and panoramic views of Chicago's iconic skyline. Embark on a leisurely cruise along the lake and experience the city from a unique perspective. From the tranquility of sunrise to the vibrant hues of sunset, every moment on Lake Michigan is a feast for the senses. Explore popular boat routes that take you past notable landmarks like the Navy Pier, Buckingham Fountain, and the Museum Campus. Don't forget to capture those picture-perfect moments against the backdrop of Chicago's majestic skyline.

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Boating on the Chicago River is an unparalleled experience that allows you to immerse yourself in the city's rich architectural heritage and breathtaking waterfront views. Cruise beneath the iconic bridges and marvel at the magnificent skyscrapers that line the riverbanks. Take in the sights of renowned architectural wonders like the Wrigley Building, the Tribune Tower, and the famous Marina City. As you navigate the river's gentle currents, you'll discover the unique charm and character that make Chicago's architecture truly remarkable.

Additionally, don't miss the opportunity to explore the vibrant Chicago Riverwalk during your boating adventure. The Riverwalk offers a delightful blend of restaurants, cafes, shops, and green spaces, creating a lively atmosphere along the river. Take a break from boating and stroll along this picturesque promenade, enjoying the scenic views and the bustling energy of the city. The Riverwalk adds an extra layer of charm to your boating experience, providing a perfect complement to Chicago's architectural wonders.

To inquire about special rates and availability for our boat rentals in Chicago or to plan your next boating adventure, please contact us at (312) 971-0971 . Our knowledgeable team is here to assist you in selecting the perfect vessel and providing any information you may need.

Holiday Boating & Fireworks

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Memorial Day is a special time to honor and remember our fallen heroes, and what better way to pay tribute than by enjoying a memorable boating experience on the water? Join us for an unforgettable Memorial Day celebration filled with boating activities and festivities.

As the sun sets, the sky comes alive with mesmerizing firework displays that illuminate the Chicago skyline. Cruise along the water, feeling the cool breeze and witnessing the breathtaking explosions of color and light. Whether you choose to anchor near the fireworks show or take in the views from a prime location, this is an experience you won't want to miss.

Independence Day in Chicago is a grand celebration of patriotism and freedom. And there's no better way to celebrate than by embarking on a boating adventure and immersing yourself in the electrifying atmosphere of the city's Independence Day extravaganza.

Join us on July 4th for an unforgettable boating experience, where you can witness the most spectacular fireworks displays lighting up the night sky. As you cruise along Lake Michigan, marvel at the dazzling bursts of colors synchronized to music, creating a magical ambiance that captures the essence of the holiday.

Labor Day weekend marks the unofficial end of summer, and what better way to bid farewell to the season than by indulging in a boating adventure on the water? Gather your friends and family and join us for an exciting weekend filled with boating opportunities and celebrations.

Take advantage of the last days of warm weather and enjoy the beauty of Chicago's waterways. Cruise along the lake, soak up the sun, and savor the stunning views of the city's skyline. Explore popular destinations, partake in water activities, or simply relax and unwind aboard your private boat rental. Labor Day weekend is the perfect time to create lasting memories and make the most of the summer season.

Experience the magic of sparkling nights in Chicago with the regular fireworks displays at Navy Pier. Every Wednesday and Saturday, the night sky is transformed into a breathtaking canvas of light and color, providing a captivating spectacle for boaters.

Book a boat rental with Knot My Boat Charters and position yourself on the water for an unparalleled view of the fireworks show. Feel the excitement build as the vibrant bursts of fireworks dance across the sky, reflected in the shimmering waters below. It's an extraordinary experience that combines the thrill of boating with the enchantment of fireworks.

To make the most of these holiday boating experiences and witness the dazzling fireworks displays, book your boat rental with Knot My Boat Charters . Contact us at (312) 971-0971 to inquire about availability and reserve your spot for these memorable events.

Additional Tips and Resources for Boat Rentals in Chicago

To further enhance your boating experience in Chicago and ensure a smooth process, consider the following tips:

Chicago's boating season typically runs from late spring to early fall when the weather is most favorable. However, it's important to note that peak times and availability may vary. Take into account seasonal factors such as weather conditions, popular events, and potential discounts during certain periods.

To secure your preferred vessel and ensure availability, it's recommended to book your boat rental in advance, especially during peak seasons or for specific events. By planning ahead, you can have peace of mind knowing that your boating adventure is all set.

Stay updated on the latest promotions, group package discounts, coupon alerts, and exclusive giveaways by following Knot My Boat Charters' social media channels. Connect with us on platforms like Facebook and Instagram (@KnotMyBoatCharters) to make the most of your boating experience in Chicago.

As one of the top-rated boating experiences in Chicago, Knot My Boat Charters takes pride in delivering exceptional service when creating unforgettable memories on the water. With a commitment to customer satisfaction, we have built a loyal following of return clients who trust us for their boating adventures. Our knowledgeable team is dedicated to providing personalized assistance, ensuring that every detail of your boat rental experience is taken care of. Whether you're a seasoned boater or a first-time explorer, we are here to help you select the perfect vessel that suits your needs. Reach out to us at (312) 971-0971 , and let us make your Chicago boating experience truly remarkable.

Chicago's breathtaking waterways offer a wealth of opportunities for boating enthusiasts and those seeking memorable experiences on the water. By considering the seasonal factors, booking in advance, and staying connected through our social media channels, you can make the most of your boat rental experience in Chicago. Knot My Boat Charters is committed to providing exceptional service, ensuring a hassle-free and unforgettable boating adventure. Immerse yourself in the beauty of the Chicago River, enjoy the stunning shoreline of Lake Michigan, and create lasting memories as you explore the vibrant boating scene of the Windy City.

Additionally, we value your input in improving this guide and making it even more informative and helpful. If you have any suggestions or ideas to enhance the content or provide additional insights, we welcome your feedback. Our goal is to provide the most comprehensive and relevant information to assist boating enthusiasts in their Chicago adventures. Together, we can continue to refine this guide and ensure it remains a valuable resource for those seeking the best boat rental experience in Chicago. Feel free to share your suggestions by contacting our team at (312) 971-0971 . We appreciate your contribution and are excited to incorporate your ideas.

Chicago Holiday Boating Knot My Boat Charters

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(312) 971-0971

[email protected]

yacht rental chicago cheap

Dock Address

3155 S Lake Shore Drive Chicago IL 60616

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Corporate Office

350 N La Salle St #420 Chicago, IL 60654

The information on this website is for general information purposes only. Nothing on this site should be taken as professional advice for any situation. By using this website you agree to our privacy policy, terms & conditions, and cancellations policy.

All Rights Reserved | Knot My Boat Charters, Chicago, IL

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Rent a luxury yacht for as low as $250 per hour

Make your special occasion unforgettable with a Lake Michigan yacht cruise.

Parties, family trips , dinner cruises , birthdays, water sports, weddings…

Make your booking now

Ask us in case of any doubt

ENJOY our Luxury Yacht in Chicago for up to 12 guests!

Our Yacht is perfect for any occasion and features: kitchen, living room, 2 bedrooms, full bathroom with shower, onboard refrigerator and cooler, state of the art sound system which is Bluetooth operated, two kayaks and a sup, huge floating pad (15ft by 6ft), big sundeck with comfortable tanning pillows.

booking process

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Complete booking for one of our yachts through our website.

Captains List

After booking, we will send you our pre approved captains list. Hire a captain to operate the yacht for you.

Arriving and Check

We will send you arriving and check in directions to enjoy Chicago from the lake!

Live in luxury on Lake Michigan with our charter yachts

At our yacht charter company, we are dedicated to providing our clients with a luxurious Lake Michigan experience. We have a fleet of high-quality yachts and offer personalized services to ensure that your day on the lake is unforgettable.

With over a decade of experience in yacht chartering, we can ensure that your experience with us will be nothing short of exceptional.

Premium selection

Our two yachts are 100% of the highest quality and are in perfect condition for your enjoyment. With us you are guaranteed the best possible experience on Lake Michigan.

Safety is our main priority. All our yachts are equipped with the necessary safety equipment and our team is highly trained to ensure the safety of our clients.

Competitive prices

We offer competitive prices on our yacht charters without sacrificing quality. The opportunity to experience a luxury yacht for only $199 an hour.

Why should you choose us?

Why choose our yacht charter service?  There are many reasons why we are the best option for those looking to enjoy a high quality yachting trip.

We guarantee the best possible experience on the lake. Both of our yachts are of the highest quality and in perfect condition for your enjoyment. With us, you can be sure that you will have a premium selection of yachts that will exceed your expectations.

Our team of experts have years of yacht charter experience and know exactly what it takes to make your day on the lake an unforgettable experience.

Do you want to know our yachts?

What Our Clients Say

Eric Brown

Important information

Please keep the following information in mind when making your reservation.

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WHEN AND WHERE?

We charter 3 times per day leaving from Belmont Harbor: 10am - 2pm 2:45pm – 6:45pm 7:30pm – 11:30 pm

Are as low as $199 - $250 per hour on weekdays with a 4 hour minimum per session. Please contact us for weekend and Holiday pricing and don't miss out our MONTHLY SPECIALS OFFER (pricing provided upon request)!!!

Not included in the price, however we will provide you with the pre-approved Captain list to choose from and hire.

Not included in the price and it is $150 for 4-hour session. This fee is collected by the owner upon your booking via QuickPay/Zelle.

We will go boating rain or shine, the only way we will reschedule your reservation is when waves are above 5 feet; In this case you will have an opportunity to reschedule your reservation for another date (based on availability) at no charge.

US Coast Guard regulations

Please note, per US Coast Guard regulations, the Bareboat maximum capacity for rental is 12 passengers plus Captain and we will be able to accommodate only 12 people plus Captain. If you have more than 12 people in your group, we can add another yacht for you.

stay in touch

Do you want to rent one of our yachts? Do you have questions about our services? Contact us today! Fill in the contact form and one of our experts will contact you shortly. We can’t wait to help you plan your next Lake Michigan adventure!

Book today and explore new horizons

“Reserve your yacht today and make your sailing dreams come true! Don’t wait any longer to enjoy the beauty of this spectacular lake aboard one of our high-quality yachts!”

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Thanks for visiting our website. We are committed to providing an exceptional online experience. If you have any questions or comments, feel free to contact us.

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312-500-3084

yacht rental chicago cheap

[email protected]

yacht rental chicago cheap

Belmont Harbor: 3600 N Recreation Dr, Chicago, IL 60613

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Interested in NIGHT FIREWORK CRUISE?

We have it covered, night cruises available wednesday’s and saturday’s.

    Wednesday and Saturday   Night Fireworks Cruise                                                                          SPECIAL                                                                          7:30pm-11:30pm – $1,000 plus Gas and Captain fee.

*Holidays and Special Weekends are excluded.

2024 Season Reservations Now Open!

Yacht Rental Chicago

Cruise. Relax. Explore. Live. PARTY BOAT RENTAL ON LAKE MICHIGAN

Boat rental chicago.

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44' Searay Sundancer

Type: Motor Yacht

Make Model: Sea Ray Sundancer

Length: 44 ft

Capacity: 13 People

Rental Min: 3 hours

Cancellation: Full Refund 5 Days Prior

Price: Starting $350/hr Pricing includes everything

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44' Searay Express

Make Model: Sea Ray 400 Express

Length: 45 ft

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Live Instagram Feed @funinthesunboating

Cloudy, but still booking trips! #chicagobears #chicagoriver #beach #northave #chicagocubs A post shared by Fun In The Sun (@funinthesunboating) on Jul 3, 2017 at 11:08am PDT
Views | Spots filling up! Book now! | #cubs #chicagocubs #beach #northave #chicagoriver #bears #chicagobears A post shared by Fun In The Sun (@funinthesunboating) on Jun 19, 2017 at 5:21pm PDT
Great day out on the lake today! | Weekends are getting booked! Act fast! | #chicago #chicagoriver #northave #beach #chicagocubs #cubs A post shared by Fun In The Sun (@funinthesunboating) on Jun 16, 2017 at 1:30pm PDT

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Enjoy a beautiful day on Lake Michigan on a Private Yacht Today!

Whether you are looking to party, unwind, or enjoy a bit if romance, Fun In The Sun Yacht Rental is here to take care of all of your needs. With our famous boat in Chicago, we are able to offer you an unforgettable cruise on Lake Michigan with breathtaking views of the McCormick Place, Adler Planetarium, Navy Pier and other iconic Chicago landmarks meet anyone’s price point and needs.

A Chicago Harbor yacht cruise is perfect for corporate events, a birthday party, wedding cruise, bar mitzvah, rehearsal dinner, anniversary, or any nautical celebration. We pride ourselves in the integrity of the advice we offer to each of our clients.

We provide competitive rates and the most caring and personal customer service with our captains who has spent more than thirty years combined sailing the coastal waters. Our fully certified by the U.S. Coast Guard yachts offer a one-of-a-kind meeting location for corporate events.

Book your luxury yachts with Fun In The Sun and choose one of our offers:

- An Evening Cruise Beneath Chicago's Dazzling Twice—a—week Fireworks Display - A Sun—filled Rendezvous at the Rollicking Chicago Scene - A Pass Around McCormick Place, Adler Planetarium, Buckingham Fountain - A Rent the Yacht and Chart—Your—Own Itinerary (For a modest additional cost)

Bring your wn food and drink and you will experience a level of service unmatched by any event planner.

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Welcome Aboard!

The Playpen Chicago

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Chicago boat rentals, other boating options.

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WAKESURFING

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All companies featured on The Playpen Chicago are selected by our team. When you buy something through our retail links, we may earn an affiliate commission.

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CHICAGO BOAT RENTALS

Whether you’re planning a private birthday party, an intimate anniversary celebration, or going to have fun in the Play Pen,  Xtreme Fun Charters is here to make your boat rental unforgettable and easy so you are free to have fun in the Chicago Play Pen or on a River Cruise.

CALL US TODAY +1 (312) 478-0035

Boat details, call us today +1(312) 478-0035.

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Unforgettable Experiences for any kind of Party for Every Occasion!

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Unlimited free supply waterguns, water balloons, water float toys and everything else in between.

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We will make any event, whether it's a bachelor party, guys night out, or that 'special event', engagement or anniversary extra special with our concierge service.

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Soak in breathtaking views and crazy display of fireworks provided by the City of Chicago.

/minimum 4 hour*

With the freedom to create your own experiences, each day on the yacht will be filled with excitement, relaxation, and cherished memories. Whether you’re seeking a romantic getaway, an adventure with friends, enjoying the play pen, water gun fight or two, a birthday celebration, anniversary or engagement, our flexible fun concierge experience is tailored to meet your desires.

Come aboard and let your imagination set sail. Discover your own adventure, embracing the freedom to design an experience that will leave you with memories to last a lifetime.

In the slip at Diversey Harbor. Lounge on the spacious sun deck, sip your favorite cocktail and immerse yourself in the tranquility of the lake and river.  Feel the gentle breeze on your face as you unwind in the comfort of luxurious loungers, taking in the panoramic views that surround you.

  • Lifejackets
  • Extra Cooler for Icer
  • Blender/Coffee
  • Microwave, pots and pans, and basic cooking needs

*Captain –  List of Availability provided after booking at $100 / hour

SET DEPARTURE TIMES: 10am CST and 2pm CST ( arrive 30 minutes before and meet at Green Space)

  • Air Conditioning
  • Margarita Machine
  • Arsenal Water Guns
  • Pets-friendly
  • Insane Stereo System
  • Yeti Coolers

Boat XO Information

  • Inboard/Outboard

Specifications

Cruising speed, share this:, known for the company we keep....

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Frequently asked questions

What is the maximum capacity.

You can have up to 12 passengers, in addition to the captain and crew.

How do I find a captain?

After booking, we will provide you a list of captains that are certified and familiar with our vessel. Alternatively, you are welcome to provide your own credentialed Captain. Captain are independent contractors and are not employed or affiliated by Xtreme Fun Charters LLC. 

Do you allow tie-ups?

Due to recent regulations by the US Coast Guard, charter tie-ups are not permitted.   We are allowed to anchor near other boats as determined by the safest for the current conditions as determined by the Captain. 

What time and where do we meet before the boat departs?

Meet at the green space outside the entrance to dock, 30 minutes prior to the boat departure time. 10am departure – be there at 9:30am / 2pm departure – be at green space 1:30pm Our team will meet you there with coolers, ice, and carts to carry all your personal belongings to the boat. 

Can we go to the river?

Yes, but because we have to navigate the Chicago Locks which may take time during busy periods, we recommend letting us know in advance of your desired tour activities. 

What are the restrictions if any around alcohol on the boat?

You can bring your own, we don not provide alcohol. NO GLASS CONTAINERS!

What is the minimum amount of time we can rent the boat?

You must rent the boat for a minimum duration of 4 hours and can pay hourly after. 

Are lifejackets supplied?

Yes, we have lifejackets but you can bring your own.

What else is supplied?

Lifejackets, a multitude of coolers, blenders, ice, water guns are included ( as long you have a permit to carry a a watergun!). 

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Don't worry, we have sunscreen!

Forgot your sunscreen, no problem – we got you covered! 

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Can we bring our own food?

Most definitely, we provide coolers, refrigerator, blender, and ice machine.  You are welcome and encouraged to bring your favorite food and drinks, including alcohol.  We recommend no glass containers.  Microwave use is available, but there is no stove for public use. But power is only guaranteed while the boat is anchored or docked. 

Are infants and children allowed on board?

Absolutely, we allow children, but children under the age of 13 are required to wear a life jacket at all times.  For any infants we encourage parents to bring their own infant sized life jackets.  If you need one to be provided, we request that you notify us at least 3 days in advance to insure one is available.  Please call for details.

Can we play our own music?

We would be disappointed if you didn’t.  We provide a Bluetooth sound system that will knock the socks off of small people and large crustaceans.

Can we bring our own decorations?

Undoubtedly Yes, Prior to any charter date we request that you contact us to let us know what decorations you would like to provide.  Unfortunately, we do not allow glitter, confetti, or open-flame items.  Depending upon the timing of charters, it may not always be available to decorate the boat prior to the charter, but please contact us and we will try our best to work with you. 

Can we bring our pets?

Sorry, no pets allowed.

Can we wear shoes?

No shoes. We have a shoe bags storage for you. 

Get in touch

Our team at Xtreme Fun Charters is committed to ensure you have a great and hassle-free experience with us always. 

+1(312) 478-0035

[email protected]

Diversey Harbor Chicago, IL.

About Xtreme Fun Charters

Take control of your rented experience.

At Xtreme Fun Charters, we believe that life is meant to be filled with excitement, adventure, and unforgettable moments. We are a premier boat charter business located in the vibrant city of Chicago, offering a unique and exhilarating way to experience Chicago from the water.

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Special deals and offers

Find incredible deals and special pricing to book the perfect boat for your next adventure on the water.  

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Diversey Harbor, Chicago, IL.

+1 (312) 478-0035.

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Off Your First Xtreme Fun Experience Expires July 5, 2023

Massive crane arrives to clean up Baltimore bridge collapse

A floating crane that officials said was one of the largest on the East Coast arrived at the site of the Francis Scott Key Bridge collapse in Baltimore on Friday, part of a large flotilla being assembled to clear debris that has crippled one of the nation’s largest ports and spread economic pain.

The Chesapeake 1000, which can lift 1,000 tons, will play a featured role in the cleanup from the disaster , but Maryland Gov. Wes Moore (D) said Friday it will be joined by 10 other cranes, 10 tugs, nine barges, eight salvage vessels and five Coast Guard boats that will arrive over the next several days.

But even as officials raced to restore access to the Port of Baltimore, which generates thousands of jobs and handles tens of billions of dollars worth of cargo each year, the Chesapeake 1000 sat idle Friday, underscoring the complexity, length and danger of the operation.

Officials said they couldn’t move forward with clearing debris until they had finished a careful assessment of the scene, where massive trusses sit twisted in 50-foot water and a large section of the Key Bridge is draped precariously across the bow of the cargo ship that struck it Tuesday.

Baltimore bridge collapse

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The assessment included divers below the surface of the Patapsco River, survey boats and an FBI helicopter, which buzzed over the 985-foot Dali container vessel collecting images that would be used to figure out how to carefully and safely remove the steel and concrete.

Moore once again declined to offer a timeline to recover from the disaster, as he and other officials have repeatedly done in the days after the disaster.

“It is not going to be days or weeks or months,” he said. “This is going to take time.”

He and other state and federal officials spoke at a windswept news conference near the towering Chesapeake 1000 at Tradepoint Atlantic, a deepwater port that is the only shipping site still accessible by water in the Port of Baltimore. Officials said they hope to tap it more extensively while the rest of the port remains inaccessible.

During the update, an official from the Environmental Protection Agency addressed one of the most pressing concerns about the Dali: its 764 tons of hazardous materials that remain onboard. Earlier in the week, an official from the National Transportation Safety Board said some of the 56 cargo containers containing corrosives, flammable liquids and lithium ion batteries had broken open, and she had noticed a sheen on the Patapsco.

Adam Ortiz, the EPA’s Mid-Atlantic regional administrator, said testing of the water did not show major issues.

“At this time, there is no indication of active releases from the vessel nor is there presence of materials that are hazardous to human health in the water,” Ortiz said.

Coast Guard Rear Adm. Shannon Gilreath said at the news conference the recovery will move forward in three phases — clearing the channel so the port can resume some shipping, freeing the Dali and moving it, and finally clearing the remaining debris from the river and its bed.

Gilreath said that includes breaking “the bridge up into right-size pieces that we can lift.” Moore said the section of the Key Bridge resting on the Dali weighs between 3,000 and 4,000 tons , illustrating the challenge that lies ahead.

Col. Roland L. Butler Jr. of the Maryland State Police said divers are on standby to recover the bodies of bridge workers who were lost in the Patapsco River once conditions permit and the cleanup reaches the right point. Two of the six workers have been recovered. Officials said Wednesday night they had discovered what appeared to be a large vehicle stuck in the wreckage of the bridge at the bottom of the Patapsco.

Meanwhile, President Biden told reporters Friday that he plans to visit Baltimore next week with Moore.

Andrew Middleton, the director of a Christian ministry in Dundalk, Md., said he had been in touch with crew members aboard the Dali on Friday morning. The 21-member crew, most of whom are Indian, will remain on the ship.

Middleton said Friday that the crew requested WiFi and new SIM cards to communicate with family back home. The ministry director said he knows the crew has a TV on board but was trying to figure out whether they had access to live local programming.

Middleton said he is coordinating with other ministries and local companies to get WiFi, SIM cards and antennae to the crew members. He expected the first delivery to go out Saturday.

After federal officials allocated $60 million in emergency funding for bridge recovery Thursday, former Maryland governor and current Republican U.S. Senate candidate Larry Hogan said in an interview with Fox News that he would “push” his party to fully fund the reconstruction of the Francis Scott Key Bridge.

“I’m going to push them as hard as I can,” he said. “I already called a couple of Republican Senate leaders. I started working them.”

Emily Davies contributed to this report.

How it happened: Baltimore’s Francis Scott Key Bridge collapsed after being hit by a cargo ship . The container ship lost power shortly before hitting the bridge, Maryland Gov. Wes Moore (D) said. Video shows the bridge collapse in under 40 seconds.

Victims: Divers have recovered the bodies of two construction workers , officials said. They were fathers, husbands and hard workers . A mayday call from the ship prompted first responders to shut down traffic on the four-lane bridge, saving lives.

Economic impact: The collapse of the bridge severed ocean links to the Port of Baltimore, which provides about 20,000 jobs to the area . See how the collapse will disrupt the supply of cars, coal and other goods .

Rebuilding: The bridge, built in the 1970s , will probably take years and cost hundreds of millions of dollars to rebuild , experts said.

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