luxury yacht charters chicago

LUXURY YACHT CHARTERS

A unique chicagoland & lake michigan experience.

Call or Email For Rates & Availability

(312)288-6803

[email protected]

"VINTAGE" 

75' private yacht charter.

TO ENJOY THE SKYLINE OF THE CITY OF CHICAGO FROM A VESSEL ON LAKE MICHIGAN IS BREATHTAKING; DAY OR EVENING

Established in 1986, Luxury Yacht Charters provides a top of the line experience with their family-owned personalization. With a number of yachts available for your pleasure, and more than 45 years experience in yachting, we will take you along the Chicago Skyline, or the Chicago River between high-rise buildings of the city—some of the most beautiful sites to see from Lake Michigan.

From simple and casual to elegant and sophisticated, our seventy-five foot (75’) yacht can accommodate whatever experience you desire. Enjoy a piece of Chicago’s paradise with us—we’ll take care of the rest.

Privately Owned 

Tailor-made excursions  , luxury yacht charters can take your chicagoland boating experience to the next level experience your tailor-made package today, lake michigan - chicago skyline.

Experience the one-of-a-kind Chicago Skyline from Lake Michigan, including the famous  Navy Pier  and popular museum campus of the  Adler Planetarium  and  Shedd Aquarium.

Chicago River

Take romance to a whole new level & experience the majesty of downtown's infamous architecture along the Chicago River. Plan dinner reservations at one of Chicago's top dining establishments on the riverside, or dine yacht-style on board.

FirstMerit Bank Pavilion - Northerly Island

Avoid the crowds and listen at your leisure! Luxury Yacht Charters offers private charters to Northery Island for a live listen to one of your favorite performers.

Rates & Details - p lease contact us for a formal quote on your custom package.

Booking your custom package can be overwhelming - we understand. Our Chicagoland-based staff can help prepare your package with you and your guests in mind. Please contact us to get more information about your custom yacht charter!

PLEASE VIEW OUR PHOTO GALLERY

TAILOR YOUR CHARTER EXPERIENCE WITH LUXURY YACHT CHARTERS TODAY! 

“the whole trip went, without a hitch , you totally hit it just right for us” , “our honeymoon was magical, thanks to luxury yacht charter’s exquisite planning.”, - sara d. -, “thanks luxury yacht charters, we loved every second & would go back there in a heartbeat.”, - laura g. -.

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Luxury Yacht Charters

Available in Chicago

Welcome to MERIDIAN PRIVATE YACHTS

Meridian Private Yachts is Chicago’s premier, luxury yacht charter company. Our philosophy is to build on dreams by creating the ultimate yachting experience. Enjoy exceptional views of Chicago in our luxurious fleet of yachts.

Booking a yacht is easy

Search for your desired destination, yacht package, and other related services.

Choose from our various yachts available for your use.

Confirm all of the details – and enjoy a unique yacht charter experience!

FEATURED YACHTS

Rose marie 47′ carver.

12 passengers

View Details Virtual tour available

Pier Pressure 47′ Carver

View Details

50′ Sea Ray – Nauti Nate

50′ sea ray – janell, checkmate 62′ azimut, what our clients say.

Mayra Lyssette Fernandez 47” Carver – August 2021 Meridian was the best experience for my son. We celebrated his 18th birthday with his closest friends. It was truly amazing how management made sure his friends were safe and comfortable. The music quality was impeccable and all the water toys available were unexpected. This cruise party was absolutely perfect. I will definitely return back to book again.

Leslie B. 50” Sea Ray – July 2021 We had the best time with Meridian Private Yachts! Gia was great at communicating and coordinating everything. Our captain was Ken and he was amazing! The bachelorette had the best time and so did our party of 12! Would highly recommend them!

Yachts Instagram Contact Us Services

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Meridian Private Yachts 312-348-6060 [email protected] 3155 S. Lake Shore Drive Chicago, IL 60616

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• Family Trips
• Bachelor Parties
• Marriage Proposals
• Photo Shoots
• Corporate Events
• Play Pen Cruises
• Fireworks Cruises
• 312-348-6060

Yachting in Chicago, IL

Whether you want to cruise the Chicago River or go out into Lake Michigan and tie up at the Playpen, the Windy City is one of the most popular American cities for summer day charters. Don’t forget to book early for busy weekends and every Wednesday and Saturday for the Navy Pier fireworks!

38' Meridian

51' Sea Ray

32' Wellcraft Martinique

35' Sea Ray

38' Sea Ray

47' Carver

54' Sea Ray

40' Formula

50' Sea Ray

54' Sea Ray Sundancer

45' Azimut Atlantis

48' Sunseeker Portofino

45' Prestige

60' Sunseeker Predator

60' Sea Ray

40' Sunseeker

55' Prestige

Why charter a yacht in chicago, il, .css-1uazooj{display:-webkit-box;display:-webkit-flex;display:-ms-flexbox;display:flex;-webkit-align-items:center;-webkit-box-align:center;-ms-flex-align:center;align-items:center;width:100%;outline:2px solid transparent;outline-offset:2px;transition-property:var(--chakra-transition-property-common);transition-duration:var(--chakra-transition-duration-normal);font-size:1rem;-webkit-padding-start:var(--chakra-space-4);padding-inline-start:var(--chakra-space-4);-webkit-padding-end:var(--chakra-space-4);padding-inline-end:var(--chakra-space-4);padding-top:var(--chakra-space-2);padding-bottom:var(--chakra-space-2);padding:10px 16px;}.css-1uazooj:focus-visible,.css-1uazooj[data-focus-visible]{box-shadow:var(--chakra-shadows-outline);}.css-1uazooj:hover,.css-1uazooj[data-hover]{background:var(--chakra-colors-blackalpha-50);}.css-1uazooj[disabled],.css-1uazooj[aria-disabled=true],.css-1uazooj[data-disabled]{opacity:0.4;cursor:not-allowed;} .css-1pkhz46{font-size:var(--chakra-fontsizes-sm);font-weight:600;-webkit-flex:1;-ms-flex:1;flex:1;text-align:left;} how do i book a yacht on yachtlife .css-g5ledl{width:1em;height:1em;display:inline-block;line-height:1em;-webkit-flex-shrink:0;-ms-flex-negative:0;flex-shrink:0;color:currentcolor;vertical-align:middle;font-size:8px;}, when is my payment collected is it refundable.

Once you confirm your reservation, your broker will process your payment.

• If you are booking for a single day and your reservation is confirmed more than 7 days in advance, a deposit of either $1,000 USD or 50% of the total cost of the reservation (whichever is greater) is processed immediately in order to hold the yacht. Once your embarkation date is 7 days away, the remainder of the amount due is processed.
• If you are booking for a single day and your reservation is made 7 days or less in advance, the total price of your reservation is processed immediately.
• If you are booking for a multi-day charter and your reservation is confirmed more than 30 days in advance, a deposit of 50% of the cost of the yacht is processed immediately in order to hold the yacht. Once your embarkation date is 30 days away, the other 50% is collected for the price of the yacht, plus the APA, plus the taxes due.

Terms of refunds are dictated by the Charter Agreement. Generally, once a payment is collected, it is non-refundable. In certain circumstances, as dictated by the Charter Agreement, credits can be provided so you will be able to enjoy your yacht charter at a future date that is convenient for you.

Why is there a 3% credit card convenience charge?

Are my payment details saved on the app, what if your servers get hacked is my payment information really safe.

Chicago's Premier Yacht Charter Service

Experience Lake Michigan with the ultimate comfort and style through our tailored charter services.

An Elevated Experience

our services

Charters & Rates

Whatever the occasion, do it in style.

Private Charters

• Chicago River
• Lake Michigan
• Corporate events
• and more…

Day Charters

• Milwaukee, WI
• New Buffalo, MI
• Michigan City, IN

Night Charters

• Firework nights
• Casino, Hammond, IN

Sea Ray SLX 400 40ft

Winner of the NMMA Innovation Award, the SLX 400, coined “The Entertainer”, combines peak performance, superior comfort, incredible versatility and style, and state-of-the-art technology

• Wet bar, 2 grills, refrigerator, wine cooler, microwave, 3 TVs
• Fresh water washdown, deck shower
• Platform (launch pad) that lowers into water
• Bathroom with toilet and fresh water sink
• Seating for 15 people
• Sleeps 4 overnight
• Stereo in cabin & cockpit, with bluetooth connectivity
• Satellite radio & weather
• Dual inboard-outboard MerCruiser engines
• and much more...

Streamlined process

How it Works

To confirm your booking, simply agree to the quote, sign the contract, and submit the corresponding deposit.

Get Notified

Stay informed about all the latest news, special deals, and promotions by subscribing to our newsletter.

highly-skilled professionals

City-Centered, Accessible Luxury

a curated experience

Our Concierge Service

we strive to exceed expectations

Our Happy Clients

What a perfect day out on Lake Michigan! We felt like kings and queens and the boat was as classy as the service. Eleven out of ten experience. 

You won’t find more genuine hosts who want nothing less than the best experience for their guests. Whether it’s a slow cruise down the river or an anchored stay in the Play Pen, you’re sure to be charmed by the magic of the city. They think of everything so you don’t have to, a stress free experience. 10/10 would recommend.

We may be the Second City but Chi City Charters is second to none! Best boat on the lake, period!

We had the best time cruising along the Chicago River on Lock Leader. Our captain and crew were utter professionals and taught us a lot about Lake Michigan and Chicago. Highly recommended to see the city from a different view.

If you have any inquiries, please refer to our list of frequently asked questions (FAQs) provided below. In case you cannot find the answer you seek, please do not hesitate to reach out to us.

A bareboat charter, as defined by the United States Coast Guard (USCG), is an arrangement granting the Charterer (the individual renting the yacht) temporary ownership and use of a vessel for a specified duration. Under this agreement, the Charterer assumes responsibility for the vessel, their guests, hiring their own Crew, and providing their own food and beverages.

It is important to note that the Charterer may either operate the vessel themselves if they possess the required credentials or choose to hire their own Captain and Crew.

However, it is crucial to adhere to the maximum passenger limit of 12 individuals for a bareboat chartered vessel.

For bareboat charters, the maximum capacity is 12 passengers, excluding the Captain and Crew.

The hired Captain and Crew are not counted as passengers. So, to clarify, the Charterer can bring a maximum of 11 guests.

Please keep in mind that infants and children are included in the total capacity count. Your Captain will count as an additional person, and the Crew can range from 1 to 2 people, depending on your specific requirements.

Once your booking is confirmed, Chi City Charters will provide you with a selection of qualified and approved Captains who have extensive knowledge of the yacht.

Our Captains can offer valuable recommendations regarding the number of Crew members you may require, depending on your specific charter plan. They have a network of experienced Crew members who are familiar with the yacht, and they can enhance your charter experience by providing additional safety, assistance, and service throughout your journey.

Alternatively, Charterers are welcome to provide their own certified Captain. It’s important to note that Captains are independent contractors hired directly by the Charterer and are not affiliated with or employed by Chi City Charters.

The rate for Captains typically ranges from $80 to $250 per hour, depending on their skills, experience, and qualifications, and this does not include gratuity.

It is customary to show appreciation to your hired Captain and Crew by leaving a gratuity of 18-25% of the total charter price (excluding the Captain’s hourly rate). Payment and gratuity should be made directly to your hired Captain.

Captains usually accept cash or payment through peer-to-peer platforms such as ApplePay, Venmo, Zelle, and others.

At Chi City Charters, we accept all major credit cards, including ApplePay, Venmo, Zelle, direct deposit, and cash, providing you with flexible payment options.

However, please be aware that we are unable to accept payment on behalf of your hired Captain or Crew, as they are separate contractors hired directly by the Charterer.

We recommend discussing the preferred method of payment with your hired Captain to ensure a smooth transaction process that aligns with their payment preferences.

fun in the sun

Get ready for an unforgettable yacht experience on Lake Michigan! Use our booking app to find your desired date and time, and bring your perfect day in the sun to life.

• Diversey Harbor, 2601 N. Cannon Drive, Chicago, IL 60614
• 319-889-7170
• [email protected]

Send us a message

Please allow 1 business day for follow up.

Rent the best Chicago luxury yacht charters of 2024

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Top Chicago luxury yacht charters

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

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

2020 Sea Ray 40' Lock Leader

Cruisers Cantius 41 Foot Yacht. Captain Fee Included!

24 Passenger Captained Party & Event Boat in Chicago, Illinois!

Luxury 40' 2010 Multi Level Yacht. Hourly rate includes Captain fee!!!

Private Charters on beautiful 40' Maxum Cruiser

44' Italian Luxury Azimut Premier Party Yacht plus Jet Ski Available

42FT Regal Commodore Express Cruiser

75' Sunseeker Private Yacht Charter

Luxurious 60FT Azimut | Double-deck Yacht

Double decker flybridge yacht

The Exciting Sea Ray 39 Sundancer - ICEMAN

88' Sightseer Sea Ward in Chicago, IL!

51' Sea Ray Sundancer powerboat in Burnham harbor. Captain included!

Luxurious 45FT MAXUM w/ huge sunpad!

50' SEA RAY- 12 Passengers *BELIEVE CHICAGO* BTC

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

Enter your desired location and date to explore our fleet of luxury yacht charterss.

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!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

Top destinations for luxury yacht charters

Top luxury yacht charters reviews in Chicago, IL

CHICAGO FIVE-0H! ...

24 Passenger...

Troy was great with setting up the reservation and answering questions. Very easy communication. The captain and crew...

Luxury 40' 2010...

Helpful, friendly, accommodating, prompt! Thanks for taking good care of my work team!

Dan is an amazing boat owner! Our crew with Captain Jason, Ray Ray, and Laurie was absolutely the best. The boat is...

Amazing time and experience. Our entire party was super happy with the quality and service. Dan is amazing, always...

Great boat and crew, would book again!

"Beautiful &...

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

We had a great time. It was perfect weather, the boat was very well maintained. Dan was responsive & very easy work...

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

Dan’s boat was exceptional and exceeded expectations! There was more than enough room for our group and the new...

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

50' SEA RAY- 12...

Luxury Yacht Charters in Chicago, IL

Browse by make.

Browse by experience

Own a boat?

Boatsetter lets you make money renting out your boat. Peace of mind and insurance is included in every rental, and you choose who rents your boat.

Ready to set sail?

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Need assistance?

Get in touch with one of our success experts.

JLE CHARTERS

Chicago's premier, yacht charters & rentals.

Chicago's Newest Luxury Yacht Rental

Chartering a yacht from JLE Charters is a promise of luxury, adventure, and affordability. We pride ourselves on offering newer, top-tier medium sized yachts at prices that don't break the bank, making every adventure or celebration is an experience of ultimate comfort and style. Whether you're planning a family holiday, a corporate event, or a romantic getaway, JLE Charters makes it possible to charter a yacht in Chicago without the hefty price tag.

HOW TO BOOK YOUR CHARTER ONLINE

Step 1: Use our online booking platform (click HERE) to select your date and view charter availability.

Step 2: Once you select your charter, reserve and pay directly online in less than 60 seconds.

Step 3: After booking, refer to your confirmation email for instructions on how to book a captain.

WHY JLE CHARTERS

The entire JLE Charter fleet is a collection of newer, modern, and spacious yachts compared to the rest of the Chicago boat rental scene. Our fleet features powerful and luxurious Formula yachts, making your experience the perfect combination of luxury, speed, flexibility, and affordability.

Chicago Experiences

In addition to luxury & speed, renting a yacht from JLE charters gives you more flexibility than others. If you choose to hire a captain from our list, that gives you the flexibility to curate the perfect adventure for you.

(773) 555 - 5566

[email protected]

YACHT MEMBERSHIP

Enjoy the benefits of boat ownership without all the hassle. Believe Chicago Membership option.  Members are given the option to purchase a partial or full yacht charter membership. Members have access to a professional crew, maintenance, cleaning, safety & vessel training, and easy booking every time. Believe Tours offers both personal and corporate membership plans. 

Believe Tours is Chicago’s premier, luxury yacht charter company. Our philosophy is to build on dreams by creating the ultimate yachting experience. Enjoy exceptional views of Chicago in our luxurious fleet of yachts. Whether you’re visiting Chicago or the city is your home, seeing this remarkable destination from the water offers a unique and inspiring perspective. It is this experience that Believe Tours Chicago Private Yachts makes an enticing reality.

TRANSPORTATION

Luxury travel to and from your charters or anywhere in chicago.

Believe Tours Chicago 3155 South Lake Shore Drive Chicago, Illinois 60616

Phone: 312-88 0-8770

Email:  info@believetourschica go.com

Experience The Seas From A   Luxury Private Yacht

46ft - 75ft luxury yacht rentals, welcome aboard prestige luxury charters.

Rent a luxury yacht at any one of our locations: downtown Chicago at Burnham Harbor, Marco Island and Naples , Florida, and  Miami , Florida at Turnberry Marina. The charters range from 6-passenger to 25-passengers  available for any occasion.  Catering available.

BOOK YOUR NEXT EVENT WITH US!

Birthday Parties  

Team Building Events  

Corporate Outings  

Bachelor/Bachelorette Parties  

Retirement Parties  

Engagement Photos  

Family Reunions  

Intimate Weddings

VISIT OUR FAQ PAGE TO ANSWER ALL OF YOUR QUESTIONS!

Great experience, Armand communicates well and Russ was awesome. They took care of us! Boat is great and has a ton of space. Already rebooked next trip

WHAT PEOPLE SAY

—  Jarold

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.

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.

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

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

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

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

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

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

Bachelorette Bachelor Charters

Wedding Ceremony Charters

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

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

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 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 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!

Review our  FAQ

Preferred Partners

Preferred Partners are the resources we depend on to deliver the highest quality service to our guests. We value them and appreciate their services.

WHAT OUR CUSTOMERS SAY

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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 .

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?

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

• 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

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

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 .

• 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

Time to relax and find your adventure

Our passion for providing our clients with spectacular moments on the water drives us every day

LuxeLife is a boat rental company that offers luxury rentals in downtown Chicago! We are more than just a boat rental company, we are your partner in creating life long memories on the water. Book your boat today and set sail beyond the Chicago skyline.

Booking with us  comes with several unique benefits - the price you pay includes fuel, cleaning, safety training, and access to all of our amenities (including a free lily pad and 2 free inflatable paddleboards!) 

In partnership with BoatSafeChicago, we offer a pre-select group of United States Coastal Guards ("USCG") Captains for you to choose, who are highly trained professionals (licensed, CPR and water rescue certified as well as drug tested regularly)  who will ensure that your boating experience is both safe, incredibly FUN and unforgettable. 

We offer a bareboat charter:

A bareboat charter is where the Charterer (client) has use of a vessel for a period of time 

The Charterer is allowed a max capacity of 12 passengers and you are allowed to bring your own food and drinks

The Charterer will need a licensed captain to operate the boat (LuxeLife Chicago will provide you with a list once you book) .

Captains are paid by you directly and charge $150 per hour (including gratuity)

Your itinerary is completely your choice on the day of the charter! Just tell your captain.

Your itinerary may include the the Chicago River, the “Playpen”, or any location on Lake Michigan within 10 nautical miles from your departure location (docking location). Please note, it can sometimes take 1+ hours to access the river on busy summer days

Our location at the 31st Street Harbor, which is the latest addition to the harbor system in Chicago, provides a unique and exceptional experience for you and your guests. So, why not choose LuxeLife Chicago for your next boating adventure?

Book your luxury boat rental and experience the ultimate in boating luxury today. Booking is easy in just 3 steps

You pick a date & time

We'll send you what to bring & a list of our pre-selected captains to choose from

Bring yourself and your party to the party!

Chicago's exceptional boating weekends or activities not to miss on the lake!

There's a reason why Chicago has been voted "#1 Best Big City in the U.S.” for Historic Seventh Straight Year by Readers of Condé Nast Traveler in 2023. 

We offer rentals everyday of the week and weekends, but below are just a few of the special 2024 summer dates that we know you would love to enjoy on the water!

May 5: Cinco de Mayo

May 25-27 Memorial Day Weekend

June 1: Chicago Yacht Club Boat Show

June 19: Juneteenth

June 22/23: Chicago PRIDE Weekend

June 16 - 24: Sail GP Chicago

July 1/2: NASCAR Chicago Street Race Weekend

July 4 - 7: Independence Day Weekend

July 13: Chicago to Mackinac Race

July 27/28: Milwaukee Air and Water Show

August 2: Chicago Scene Boat Party

August 1 - 4: Lollapalooza

August 10/11: Chicago Air and Water Show

August 24/25: Chicago Triathlon

Aug 31 - September 2: Labor Day Weekend

Fireworks on the lake

Chicago's summertime fireworks displays are one of the most spectacular events in the city. Views from the lake are unparalleled, culminating in an incredible visual and emotional experience with the evening city skyline and fireworks in perfect unison

Celebrate your milestones

Whether you're celebrating a birthday, anniversary, graduation, bachelor/bachelorette party, or any other milestone, LuxeLife offers the perfect setting for a memorable celebration.

Be treated to breathtaking views of Chicago's iconic skyline, while celebrating in style. Our boats come equipped with all the amenities you need to enjoy your celebration in style, including comfortable seating, state of the art bluetooth sound system for playing your favorite music, kitchen, shower and much more

31st St Harbor , Chicago IL, 60616

[email protected]

+1 (312)-779-1329

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Luxury Yacht Chartering in Chicago

[email protected]

Aspire Yacht Charters

Chicago's premier yacht experience.

Step aboard one of our luxury yachts and marvel at the view. We invite you to explore the spectacular Windy City skyline from the water. You will be captivated by our exclusive yacht and our carefully selected crew members. This is your opportunity to book Chicago’s premier luxury yacht rental service!

Luxury Amenities

Featuring spacious and luxurious lounges and suites with stunning views of Lake Michigan. We offer full service boating services including cleaning and maintenance, gourmet kitchens with high end appliances and entertainment systems.

Professional Crew

We specialize in entertaining clients, meeting with vendors and entertaining potential guests. Our crew will cater to your needs on board and we are happy to accommodate any request you may have!

CUSTOMIZED EXPERIENCES

Curate your yacht experience with catering, bar staff, private chefs and more. Customize your cruise package to make your event one to remember.

Amazing Views

Offering endless sightseeing opportunities! Whether you are looking to enjoy a private sunset cruise on Lake Michigan, hunt for that hard-to-find restaurant or simply relax with friends on your on the dock, Chicago has something to offer every type of guest.

DISCOVER OUR VESSEL

For daily rentals, our luxury models, click the button below to view our vessel in, what people are saying, testimonials, 10 out of 10.

I have chartered many yachts before and I can honestly say that this yacht was one of the best experiences I've had. The crew was very attentive and took great care of us. The yacht itself was very clean and the amenities were wonderful. The food prepared for us was excellent. Overall I give it a 10 out of 10, a must do in Chicago!

Very Professional

I had an amazing experience working with the charter specialists at Aspire Yacht Charter. They streamlined the booking process for us and provided the best options for our private yacht charter in Chicago. I highly recommend!

Top Notch Service!

We had the best time on board. The service was top notch and the itinerary was customized to our needs. Our charter was a hit with all of our guests. They couldn't stop talking it. We will be chartering again next year.

FREQUENTLY ASKED QUESTIONS

What is the capacity of the yacht.

Our maximum passenger capacity is 12 people, excluding the captain and crew. Our passenger capacity is regulated for your safety on board. Capacities cannot be increased under any circumstances.

Are your vessels Coast Guard certified?

All of our boats are Coast Guard-certified. We maintain our fleet regularly to adhere to strict safety regulations and the latest COVID restrictions.

Hours of Operation

Mon - Sun, 9.00am until 9.00pm

Burnham Harbor, 1559 E Waldron Dr, Chicago, IL 60605

[email protected]

THE MOST LUXURIOUS

Yachting experience.

reserve your yacht charter today

We are taking reservations for this summer and are looking forward to hosting your party! Before each charter, the yacht is thoroughly cleaned and disinfected including all surfaces, doorknobs, railings, handles, counters, tables, seating, sinks, toilets, etc. We’ve always taken safety very seriously and will continue to do so. 

In order to fulfill dreams, we strive to create the best yacht charter experience. Experience breathtaking views of the Chicago Skyline while aboard our opulent yacht. You are more than welcome to bring your own food, beverages, and anything else you may need! 

Our larger vessel Eclipse offers four spacious entertainment areas that are available to guests onboard, perfect for celebrations, corporate outings, and more. A complimentary cooler is provided to store your ice and beverages. The vessel comes equipped with a roll-out lake pad for water activities.

Our vessel Escape is the perfect yacht to enjoy a day on the lake with friends and families. If you are looking for a more scenic experience, we can cruise down the Chicago River. A complimentary cooler is provided to store your ice and beverages. The vessel comes equipped with a roll-out lake pad for water activities.

Searching for elite yacht charters in Chicago? Look no further because Exclusive Charter Yacht provides the greatest rental experience for a variety of occasions, including birthdays, bachelorette/bachelor parties, social gatherings, proposals, and business events. Fuel, tax, cleaning, safety instruction, and all other amenities are included in our price. We also offer a list of qualified captains who have experience with our boats. Our commitment lies in offering safe, fun, and full-service yacht charters.

There are two distinct boat options available from Exclusive Charter Yacht, each tailored to suit various preferences and price ranges. 

Corporate Event

Fireworks Cruise

Birthday Party

If you are looking for a luxury yacht that is sure to impress for corporate event, then book a business cruise on the Eclipse! Show your employees and clients that you care about their efforts and business.

Host your Bachelor & Bachelorette parties aboard our luxurious fleet. Make this an experience you’ll never forget!

Exclusive Charter Yacht is perfect for celebrations of all kinds. Whether you are celebrating a birthday, anniversary, or any special occasion, contact us for more information.

Visiting Chicago? Tour the Chicago skyline over the lake day or night and experience the beauty of Chicago during the summer. 

Have you opened a new location, redesigned your shop, or added a new product or service? Don’t keep it to yourself, let folks know.

Experience amazing sunset cruises and firework cruises on Lake Michigan. There are numerous dates available for your own private fireworks cruise, with fireworks displays happening every Wednesday & Saturday night!

• 31st Street Harbor, 3100 S Lake Shore Dr, Chicago, Illinois, United States
• 773-888-1133
• moc.l 1712831553 iamg@ 1712831553 thcay 1712831553 retra 1712831553 hcevi 1712831553 sulcx 1712831553 e 1712831553

Yacht Charters Chicago

A fantastic summer charter location, The ‘Windy City’ is popular for trips on Lake Michigan, or for cruising right through the heart of the city to admire the metropolis skyline that flanks the Chicago River. Don’t forget to indulge in the city’s world-class nightlife and cuisine, including the famous deep-dish pizza!

40' Sunseeker - United

52' Absolute - Sisterwife

60' sunseeker predator - sex sea, 60' sea ray - martini, 62' azimut s - checkmate, 68' sunseeker - earl grey, 105' denison, luxury yacht charter in chicago, what types of boats are available for a chicago yacht charter.

The types of yachts available for a Chicago charter are as follows: 

-Motor yachts. -Motor catamarans. 

-Sailing catamarans. 

-Sailboats (monohulls). 

It is essential that your yacht meets your needs in terms of size and capacity. If you are unsure, one of our brokers will be happy to assist you in choosing a yacht that meets all your requirements.

What should I bring with me for my Chicago yacht charter?

To help you pack imagine what you’ll be doing on your Chicago yacht charter.

We find that most people generally like to pack swim wear/ bathing suits, comfortable footwear such as gym shoes or sandals, and sunglasses. Soft side luggage is highly recommended, as they will easily fit inside cabin compartments. If anybody in your party is susceptible to seasickness, we would highly recommend having over the counter or prescription medication with you.

If you are a not an American national and chartering in American waters, it is essential that you bring your passport. This is a legal requirement; you will be asked to present your passport if encountered by the US Coast Guard. If you are a US national, a valid driver license or other government issued ID will be required.

Other than the additions we have mentioned, all essentials will be waiting for you once you embark onboard your Chicago yacht.

What is the processing fee for Chicago yacht charters?

The processing fee is collected when a purchase is made for your Chicago yacht charter through the website checkout. We accept most debit and credit cards. To avoid this fee, we encourage wire, Zelle or ACH payments. Please contact your broker and inform them what your preferred method of payment.

Free Spirit Private Yacht Charters

Experience all-inclusive luxury and set sail across the crystal blue waters of lake michigan., lake michigan, chicago, il, welcome aboard, whether celebrating a birthday or entertaining corporate clients, we personalize every detail of your event to provide an extraordinary experience you’ll never forget. soak in the magic of the chicago skyline. sip on refreshing cocktails and indulge in an array of delicious food. we’re thrilled to have you on board.

• Free Spirit

Our spacious Free Spirit luxury yacht accommodates up to 120 people and is custom-designed for your relaxation and comfort, inside and out. Free Spirit is perfect for larger groups for business meetings, company outings, networking events, family celebrations, weddings or parties. Whatever the occasion, it’s more memorable when it’s a boat!

• Gypsy Spirit

Our Gypsy Spirit luxury charter yacht is perfect for an intimate gathering or a small company outing. The Gypsy accommodates up to 49 passengers, offering multi-level entertaining with a salon, galley, and aft deck lounge area. Sit back, relax and cruise Chicago River or Lake Michigan.

WHAT WE Offer

We make special occasions memorable!

At Free Spirit Yacht Cruise, we go above and beyond to guarantee your occasion is truly special. You can delight out-of-state visitors with breathtaking views of Chicago’s world-famous skyline. Host a casual breakfast cruise with sparkling mimosas.

Need to impress new business clients? Break out of the ordinary and stun clients with an elegant dinner on a cruise along Lake Michigan.

From our attentive staff to the luxurious ambiance, our gorgeous yachts offer the perfect venue for you to host your next event.

Ready to Start Planning Your Event?

Free Spirit Yacht Cruises

708-361-2220

[email protected]

Burnham Harbor, Chicago, IL

Interested in chartering a yacht with us? Contact Free Spirit Cruises at 708-361-2220 or complete our online form. Let’s see how we can help you today!

Have A Question? Contact Us Today!

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Luxury yacht charters.

Chi City Charters

Chicago's Premier Yacht Charter Service!

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Pier Luxury Charters

by Perillo Chicago

Welcome Aboard!

Take your time and enjoy your feelings on the perfect boat with perfect service on Lake Michigan in Chicago!

Enjoy your time with Friends and Family here!

Pier Luxury Charters is your go-to destination for boat charters that provide an unforgettable experience. With a team of exper ienced and knowledgeable captains, you’ll be sure to enjoy the best views and feel of the lake . We strive to provide the perfect service for our customers and ensure that each boat charter is tailored to their needs. Our captains have years of experience in sailing and navigating the waters, so you can rest assured that your safety and satisfaction are our top priority.

31st Harbor 3155 S Lakeshore Drive Chicago, IL 60616

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Charter of your dreams.

Experience a Luxurious  Lifestyle Aboard

Non-stop adventure even at the dock, (630) 708-7618, find us on your socials, subscribe to get exclusive updates & specials.

31st Harbor - 3155 S Lake Shore Drive 

Chicago, IL 60616

P: (630) 708-7618

Email: [email protected]

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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: $ - $, 20 boat rentals & yacht charters in chicago, il.

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:

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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.

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