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How to Make the Most of This Year’s Annapolis Sailboat Show

By: Zeke Quezada, ASA American Sailing , Boat Shows

A shiny new sailboat will make your heart race, your palms sweat, and trigger the butterflies in your stomach. Stand on the boat of your dreams, and you’ll feel a powerful and intense feeling of affection, attraction, and emotional connection.  Amid the lively Annapolis Sailboat Show, I absorb the inspiration and ponder my own sailing journey. Around, dreams blossom—a vibrant tapestry of aspirations. Witnessing the joy of a boat purchase nearby, I sense the essence of possibility. Dreams meet reality on the dock in Annapolis as old goals are achieved, and new goals are set.

Up and down the rows of the show, you see bright flags and shiny vessels capturing your every glance. At last count, over 400 vendors attend the boat show, exposing you to the newest and coolest objects of desire. How great would it be to outfit your boat with all-new electronics? Imagine new sails to replace those tired but storied rags on your sloop. Can you ever have enough jackets or gloves or winch handles?

The Annapolis Sailboat Show is a spectacle for sailors and lovers of all things sailing. Everywhere you turn, conversations fill the air about vacations in the Med or anchors that can hold fast in all conditions or the dream to sail the world. 

The Annapolis Sailboat Show allows us to dream while seeking inspiration and motivation and engaging in some infatuation.

Why Should You Go to the Annapolis Sailboat Show?

Heading to Annapolis for this popular event is a sailor’s hall pass to enter a world of maritime innovation and inspiration. Nestled amongst a vibrant gathering of industry experts and enthusiasts, expose yourself to the unveiling of the latest vessels, cutting-edge technologies, and nautical gear. From connecting with like-minded individuals to exploring diverse sailing options, the sailboat show offers a firsthand experience of sailing’s finest offerings. Engaging seminars, networking opportunities, and a palpable atmosphere of a sailor’s passion further enrich the experience. Whether seeking a new vessel or simply immersing oneself in the sailing lifestyle, a boat show equips sailors with insights, knowledge, and connections that amplify their sailing journey.

10 Reasons to Attend the Annapolis Sailboat Show

• Dare to Dream about a New Boat: The show features a diverse and wide selection of sailboats, from small day-sailers to luxurious yachts. Whether you’re a novice sailor or an experienced boater, you’ll have the opportunity to explore and compare different types of sailboats, from various manufacturers and in different sizes.
• Hands-On Experience: Unlike traditional boat shows, the Annapolis Sailboat Show often allows attendees to step aboard many of the boats on display. This provides you with a chance to get a real feel for the boats, check out their features and layouts, and even discuss their design and performance with knowledgeable exhibitors.
• Educational seminars to open up your horizons: The Annapolis Sailboat Show typically hosts a series of seminars, workshops, and demonstrations on a wide range of topics related to sailing, boating safety, navigation, maintenance, and more. These educational opportunities can enhance your understanding of sailing and help you develop your skills. Maybe you will find that sailing destination you never knew was possible actually is well within your ability!
• Meet the rockstars and influencers of the sailing world: The show brings together boat manufacturers, dealers, and industry experts. This is a great opportunity to engage in conversations with professionals who can provide insights into the latest trends, technologies, and innovations in the sailing world.
• Networking with other sailors: If you’re passionate about sailing, this event provides an excellent platform to connect with fellow sailing enthusiasts. You can share experiences, exchange tips, and potentially make new friends who share your interest in boating.
• Exclusive deals that turn dreams into reality: Boat shows often offer special pricing, discounts, and promotions that may not be available at other times of the year. If you’re in the market for a sailboat or sailing-related equipment, the show could be an opportunity to find some great deals.
• Discover the latest tech and products: In addition to sailboats, the show usually features various exhibitors showcasing the latest sailing gear, equipment, accessories, and technologies. You can discover new products that could enhance your sailing experience.
• Scenic Location: Annapolis, known as the “Sailing Capital of the United States,” provides a picturesque backdrop for the event. The historic maritime town offers a charming atmosphere with waterfront views, local restaurants, and cultural attractions.
• Fun and Entertainment: Beyond the boats and equipment, the Annapolis Sailboat Show often includes entertainment, live music, and social events that make the experience enjoyable for attendees of all ages. Find a karaoke bar and sing with sailors until the early morning hours!
• Inspiration: Even if you’re not in the market to buy a boat, attending the show can be a source of inspiration for future sailing adventures. It’s a chance to immerse yourself in the sailing world and dream about future voyages.

In summary, the Annapolis Sailboat Show offers a unique opportunity to immerse yourself in the world of sailing, explore a wide range of sailboats, learn from experts, and connect with fellow sailing enthusiasts. Whether you’re a seasoned sailor or just curious about the boating lifestyle, the show can provide a memorable and enriching experience.

Learn from Experts in Two American Sailing Seminars 

American Sailing is hosting two seminars during the Annapolis Sailboat Show that are sure to help you achieve your sailing goals.

Cruising Essentials with Captains Andy and Lisa Batchelor

Join Captains Andy Batchelor and Lisa Batchelor on a journey to understanding cruising and living onboard for extended periods. Getting ready for a life of cruising for yourself and your boat can offer an exhilarating yet potentially bewildering journey. Lisa and Andy Batchelor bring their extensive expertise in sailing and cruising to the forefront in this all-encompassing in-person workshop. They aim to demystify, educate, and ignite inspiration. Lisa and Andy hold the distinction of being American Sailing Master Instructors and have authored numerous acclaimed American Sailing cruising guidebooks. They are the principal contributors to the ASA 106 Advanced Cruising & Seamanship manual. Whether you’re an aspiring cruiser, a weekend sailor, or nurturing ambitions of circumnavigation in the future, this seminar is meticulously crafted to equip you with the wisdom needed to strategize, gear up, and triumphantly actualize your cruising aspirations.

Details: Saturday, October 14, 2023 1:00 – 4:00 PM Eastern Time THE FEDERAL HOUSE – 22 MARKET SPACE, ANNAPOLIS MD 21401

How To Buy An Offshore Cruising Boat with Captain John Neal

Captain John Neal knows a thing or two about offshore sailing with over 400,000 offshore miles under his belt, including six Cape Horn roundings plus expeditions to Antarctica, Africa, Australia, and Spitsbergen. During this seminar, you will acquire insights into the present condition of the boat market, strategies for maneuvering through the purchasing procedure, and the requisite know-how for securing insurance in an environment that is continually evolving. Benefit from the firsthand advice of seasoned professionals within the industry on effectively pinpointing the perfect vessel tailored to your preferences. This seminar is designed to guide you through the process of handpicking a yacht ideally suited for cruising while also delving into a comprehensive examination of prevailing market instances encompassing prices and patterns.

Details Saturday, October 14, 2023 1:00 – 4:00 PM Eastern Time THE FEDERAL HOUSE – 22 MARKET SPACE, ANNAPOLIS MD 2140

Make Plans To Attend The Annapolis Sailboat Show

You might find yourself admiring the couple embarking on their journey with a new Beneteau, sensing the allure of their adventure. And you’ll share a knowing smile with the young enthusiast donning a fresh Helly Hansen jacket, recognizing the spirit of exploration and discovery they embrace. You will leave the boat show with a newfound motivation to escape into the fantasy of sailing. Spend enough time with fellow sailors, and their energy is intoxicating.

If you ever needed the gentle nudge to do more with your love for sailing and the sailing lifestyle, you can bet that a couple of days in Annapolis will push you in the right direction. 

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Annapolis Boat Shows An Annapolis Tradition Since 1970

The 1970 debut of the United States Sailboat Show in Annapolis, Maryland marked a new concept — the first in-water sailboat show in the country. Today the Annapolis Boat Shows has an unsurpassed reputation for offering the most comprehensive boating exhibitions in the industry.

Each of our boat shows give boaters the unique opportunity to board and inspect virtually every new model on the market, make side-by-side comparisons, and talk to industry representatives about all aspects of buying and owning a boat. Exhibitors are highly motivated to put you in the boat of your dreams at the best possible price. In addition, one can shop from a vast display of boating products and services — everything from financing and insurance to electronics and foul weather gear. It’s always a fun and informative day exploring boats and boat supplies.

• Sheila Jones , General Manager
• Julie Hare , Sales/Marketing
• Peter Alexander , Operations Manager
• Ryan Gullang , Communications Coordinator/Program Manager
• Kirsten Neumann , Administrative Services Specialist
• Tara Flanagan , Educational Coordinator
• Liz Powell , Employment Coordinator

Contact Information: Annapolis Boat Shows, Inc. 110 Compromise Street Suite 500 Annapolis, MD 21401 Phone: (410) 268-8828 [email protected]

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News | The Annapolis Spring Sailboat Show offered a…

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News | The Annapolis Spring Sailboat Show offered a ‘First Sail’ workshop. Here’s how it went.

But for those who participated in the hands-on First Sail Workshop, the show was a chance to begin pursuing what could be a lifelong love of the sport. And, is there really a better way to spend your Friday morning?

For one student, the class was a way to dip his toes in the water, testing it out before he committed to a three-day introductory course. Another student had inherited a boat and needed the skills to sail it. Ron Soberano, a Montgomery County resident, had spent years watching sailing videos on YouTube and hoped to make his own channel. Others were seeking out something new.

I also wanted to get a glimpse of what it was like to learn how to sail, but full disclosure — it wasn’t new to me. I’m already a sailor and an American Sailing Association certified instructor with several years of teaching ASA 101, the introductory keelboat sailing course that many sailors start with, under my belt.

While it never hurts to brush up on skills, even as a seasoned sailor, the workshop was a chance to see others experience the same joy that I felt the first time I went sailing, an enchantment with the water that still holds steady more than a decade after my own first sail. That experience is craved by others, too — several dozen spaces offered in the First Sail Workshops on Saturday and Sunday are sold out.

We started our journeys before the show opened for the weekend, learning the ropes in our makeshift classroom, a sunlit space above Latitude 38. The blue skies outside and a light breeze made for a perfect first day on the water.

ASA instructor Ken Roach, a longtime sailor from Delaware, walked us through the basics, using a model cutter rig sailboat to show us the parts of the boat — keel, hull, bow, stern, mast, standing and running rigging, jib and mainsail, port and starboard, among others, scratching the surface of the new vocabulary to be learned when embarking on your first sailing journey.

Adding to the lesson, Roach also showed us how to interpret a diagram of the points of sail, the directions of the wind that dictate where a boat can sail, and informed us of the rules of the road, or water.

As we walked outside after our classroom lecture, eager to hit the docks, the boat show was coming alive. Vendors and yacht brokers milled around, setting up for an eight-hour day under tents and on boats. The three-day event continues Saturday from 10 a.m. to 6 p.m. and 10 a.m. to 5 p.m. on Sunday.

Amid a sea of cruisers, our boat, a Beneteau First 22, awaited. The 22-foot keelboat boasts ample cockpit space and responsive, yet forgiving twin rudders, a design specifically tailored for beginner courses.

Rick Robey, another longtime ASA instructor and captain, was ready to get on the water, guiding each of us on the correct way to board the boat, ensuring we each had a hand on the shroud and a foot firmly planted on the deck as we stepped on — multiple points of contact are crucial when transferring from a floating dock to the boat.

The power of a tiny electric outboard motor would help us leave the dock once our lines were cast off, and Soberano guided us out past the mooring field in Spa Creek toward the Severn River. For him, taking the helm was bringing his years of watching others sail around the world on a screen to reality.

Once our bow was pointed into the wind, another classmate, Angela Ring, and I worked to raise the mainsail, tightening the foot of the reefed sail before unfurling the jib. With sails up, the motor was switched off, with only the sound of water lapping against the hull and a faint din from the show to be heard.

Ring, a Bowie resident who had casually motored around on powerboats for years before taking the workshop, decided to set sail on Friday to see if she liked it before diving deeper into lessons.

At 10 a.m. on a Friday, boat traffic on the water is light, lending itself to an ideal first-sail environment. A moored boat dead ahead, however, meant that we needed to change course. It was up to us, under the watchful eye of Robey, to navigate onto a new tack.

“Prepare to tack,” Soberano, our helmsman, said.

“Ready!” Ring and I replied, readying at the winches as the bow turned through the wind.

That would be the first in a series of tacks and jibes, with our responsibilities switching between taking the helm and working as crew over the 90-minute voyage. Although the breeze faltered at times, we were smoothly sailing throughout, possibly hitting a top speed of 4 knots.

All good things must come to an end, however, and the time came to drop the sails and motor back to the dock.

Though our arrival back to shore ended the trip, for my classmates, it wasn’t a true ending: it was the beginning of their sailing journeys. I can only hope that this morning excursion sparked a similar love for sailing in them, and that they, too, will find this to be a joy lasting a lifetime.

The First Sail Workshop, presented by the American Sailing Association, is available at the Annapolis Spring Sailboat Show in April and the Annapolis Sailboat Show in October. 

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7 Reasons to Attend the Annapolis Spring Sailboat Show

Are you itching to get on the water? Jumpstart the boating season with the Annapolis Sailboat Show this  April 26-28, 2024 . Set in the bayside capital of Annapolis, it displays catamarans, monohulls, racing boats, and inflatables - with over 100 new and brokerage yachts. If you've been wondering what a sailboat show is about and why you should attend, this list is for you!

1.) Premier Boat Showcase

Explore a diverse range of sailboats, from sleek racing vessels to luxurious cruisers, all gathered in one picturesque waterfront location. Spend the day touring the boats and your evenings settled in a waterfront restaurant , enjoying the views!

2.) Exclusive Deals and Discounts

Take advantage of special show-only offers from top manufacturers and vendors, making it the perfect opportunity to upgrade your sailing gear or invest in your dream boat. Visit the Annapolis Boat Shows website to search for sailboats on display and find out where they will be docked during the show.

3.) Historic Charm of Annapolis

Immerse yourself in the rich maritime history and charming atmosphere of Annapolis, known as "America's Sailing Capital," adding an extra layer of excitement to your boat show experience. Walk the docks, stroll the streets admiring the 18th-century architecture, or stop at a museum. Everything is within easy walking distance of the Annapolis Spring Sailboat Show.

4.) Interactive Demonstrations

Get hands-on experience with the latest sailing equipment and technologies through live demonstrations, allowing you to test and compare products before making a purchase.

5.) Family-Friendly Activities 

Enjoy a fun-filled day for the whole family with activities such as kids' sailing lectures, boat tours, and deck tours of the Pride of Baltimore tall ship .  After the show, take the family for ice cream and enjoy it in beautiful downtown Annapolis!

6.) Get out of the Water

As America's Sailing Capital, there is no shortage of watersports and boating excursions to enjoy. Book a sailing cruise at the Schooner Woodwinds located at the boat show, or book a private excursion aboard one of the many sailing and powerboat charter companies in Annapolis. There are also options for kayaking as well.

7.) Scenic Waterfront Setting

Delight in the Annapolis waterfront's breathtaking views and serene splendor, offering a perfect backdrop for the sailboat show. Venture over the bridge to Eastport to explore the various dining and shopping options across Spa Creek. Take in some live music at a local pub or restaurant, or book a walking history or ghost tour .

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Boats for Sale

Annapolis us sailboat show.

Preview Day ~ $40 Preview Day Combo ~ $57 ($60 at the gate) General Admission – Adult ~ $22 ($25 at the gate) Two Day Combo ~ $39 ($45 at the gate) General Admission – Children ages 7 to 12  ~ $10 Children under 6 are free Prices are subject to change.

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The United States Sailboat Show , formerly know as the " Annapolis Sailboat Show ", attracts more than 50,000 boating enthusiasts from around the world every year to the waterfront of historic Annapolis, Maryland. Home of U.S. Naval Academy the Chesapeake Bay town is recognized worldwide as the premier sailing showcase, this is the place to sell, buy or dream about owning a sailboat. The show showcases and displays all makes and models of sailboats including catamarans, international racing sailboats, family cruising boats and sailing yachts, plus sailing equipment, cruising and charter information, sailing accessories and daily educational seminars.

Workshops will also include boat demonstrations. Enjoy perusing the smaller boats including one designs and trailer-able sailboats along with sailing dinghies and inflatables.

List of Free Boating Seminars

Also, investigate maintenance products and services that are available.

Enjoy one of the largest collections of multihull sailboats on the planet!

Information about this was obtained from various sources and is thought to be correct. We strongly recommend that you contact the show producer to confirm this information. See the bottom of this page for informaiton on how to contact the show producers.

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2022 United States (Annapolis) Sailboat Show: Preview Guide

Table of Contents

Last Updated on September 26, 2022 by Boatsetter Team

Every October, the Chesapeake Bay enjoys an influx of new and salty sailors as they gather at the premier sailing event in the country. The United States Sailboat Show , also known simply as the ‘Annapolis Sailboat Show,’ attracts hundreds of exhibitors including boat builders, sailing schools, charter companies, boating gear manufacturers, boating magazines, and local marine businesses.

This year, the show will take place October 13-17 with a special preview day on Thursday. Attendees come from all over the country and even all over the world to see the latest sailboat technology in a place where you can’t beat the nautical vibe. Annapolis is a sailor’s paradise and if you’re planning to visit, why not charter a sailboat and get in some time on the water or even do a sleep-aboard and dodge the crowded hotels? Here at Boatsetter , we have a significant Annapolis fleet with options and experiences to choose from.

Here’s what to expect from the 2022 United States Sailboat Show:

• When: October 13th – 17th, 2022
• Where: City Dock (Annapolis, MD)
• Cost: $25 (at gate), $22 (at door), $10 (for children of ages 7-12), FREE (for kids 6 and under)
• Enhance your boat show experience with a boat rental : Book here

Own a Boat? Let your boat pay for itself. List, rent, earn — Only at Boatsetter.

New Boats and Exhibitors

Among the exhibitors this year, you’ll be able to check out:

• Fountaine Pajot
• And so much more!

Whether you’re looking for a racing monohull, a luxury catamaran, the latest electronics, technical apparel, or a charter vacation, you’ll find it at the Annapolis boat show.

VIP Experience Sponsored by La Victoire Finance

Enjoy the VIP Red Carpet Lounge with exclusive seating, mouth-watering catering, and craft cocktails. Pricing is $175. Add reserved parking for a $25 upcharge.

Sailing Channels Booth

Check out the Sailing Channels Booth to meet boating influencers:

• Sailing La Vagabonde
• Sailing SV Delos
• Sailing Doodles
• Parlay Revival

And more! Stop by to learn more about boating life from their personal stories.

Educational Opportunities

New to boating? If you’ve come to learn, you won’t be disappointed.

• The Take the Wheel interactive workshop is sponsored by Jeanneau sailboats and Sail Away catamarans and it’s your opportunity to learn on and off the water.
• Also, kids 11-15 can get on the water with the Junior Captains program designed to make them enthusiastic sailors while adults can take the wheel of two monohulls and two cats to see what best fits their personality.
• The very popular Cruisers University is already open for registration and most of the program will be held at the Historic Inns of Annapolis on State Circle. There are dozens of classes led by expert speakers. Learn diesel mechanics, weather for cruisers, marine electrical systems, anchoring, and more. University prices include educational materials, expert instruction, breakfast and lunch, evening activities, a one-year basic BoatUS membership, and admission to the show(s).

Register early for any of the above because they sell out fast.

Door Prizes

Pusser’s Painkiller and door prizes – what’s not to love? Purchase advance tickets online or sign up at the show to win special door prizes including a seven-day charter in the British Virgin Islands with The Moorings.

Brokerage Cove

If you’re looking for a pre-owned sailboat, visit Brokerage Cove on the other side of the Spa Creek Bridge. It’s an easy walk from the main show. Alternatively, you can take a water taxi to this floating marina in St. Mary’s Cove that’s full of boats for sale, ready for immediate cruising.

Pro Tip: Call up a babysitter or fur babysitter; pets and strollers are not allowed at this event.

The Annapolis show is an internationally acclaimed event, recognized as one of the world’s most comprehensive and prestigious sailboat shows. Even if you aren’t boat shopping, the atmosphere in Annapolis that weekend is for anyone who loves the water.

You can discover more boating events like the US Sailboat Show at Boatsetter’s Boating Guides & Resources !

Boatsetter is a unique boat-sharing platform that gives everyone — whether you own a boat or you’re just renting — the chance to experience life on the water. You can list a boat , book a boat , or make money as a captain .

Explore All Available Boats for Rent near Annapolis, MD

Zuzana Prochazka is an award-winning freelance journalist and photographer with regular contributions to more than a dozen sailing and powerboating magazines and online publications including Southern Boating, SEA, Latitudes & Attitudes and SAIL. She is SAIL magazines Charter Editor and the Executive Director of Boating Writers International. Zuzana serves as judge for SAIL’s Best Boats awards and for Europe’s Best of Boats in Berlin. 

A USCG 100 Ton Master, Zuzana founded and manages a flotilla charter organization called Zescapes that takes guests adventure sailing at destinations worldwide. 

Zuzana has lived in Europe, Africa and the United States and has traveled extensively in South America, the islands of the South Pacific and Mexico. 

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Annapolis Boat Shows Announces Five-Year Fall Shows Schedule

Providing the industry with an opportunity to plan ahead, while encouraging strong collaboration efforts with other industry-leading shows.

For Immediate Release (December 17, 2020) Annapolis, MD – While 2020 has been difficult for maritime shows everywhere, the Annapolis Boat Shows are alive and well and ready to take on 2021 with gusto and determination. The Annapolis Boat Shows have announced the next five-year dates for their fall shows. Their marquee fall shows will now take place on the same October weekends for the next five years.

The United States Powerboat Show will be held on the four days (Thursday to Sunday) of the first full weekend in October, and the United States Sailboat Show will follow on the second full weekend (Thursday to Monday). “Our future dates now coordinate seamlessly with the other major boat shows. This will allow our exhibitors flexibility with travel planning, affording them the ability to showcase their boats and products across multiple dates and locations,” said Paul Jacobs, President of the Annapolis Boat Shows.

Following this newly planned schedule, the United States Powerboat Show will run on October 7-10, 2021 and the United States Sailboat Show on October 14-18, 2021 at City Dock in Annapolis.

Taking in the knowledge from lessons learned in 2020, the management team is working hard to produce boat shows that ensure the health and safety of all in attendance. A steering committee consisting of county health officials, representatives from economic development, city management, the boat show producers, and their contractors is on the horizon. Additionally, a 35-page health and safety manual has been drafted, along with logistics and protocols, to allow each show to run safely and productively. 2021 and beyond is looking promising for all and the Annapolis Boat Shows looks forward to welcoming everyone back to Maryland.

Fall Boat Show Schedules

United States Powerboat Show 

• October 7 – 10, 2021
• October 6 – 9, 2022
• October 5 – 8, 2023
• October 3 – 6, 2024
• October 2 – 5, 2025

  United States Sailboat Show     

• October 14 – 18, 2021
• October 13 – 17, 2022
• October 12 – 16, 2023
• October 10 – 14, 2024
• October 9 – 13, 2025

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