See sailboats on display in the water and on land, new and brokerage, including catamarans, monohulls, family cruisers, daysailers, and blue water sailboats. Most sailboats available for immediate sale. Spend your summer sailing into the sunset.
The sailboat show has the latest in navigational equipment, high-tech electronics, inflatables, boating accessories, clothing, gear, and related services such as boating clubs, charter companies, insurance firms, and lending institutions. Boat show goers shop from a vast display of boating products and services.
Demonstration Alley: Sit, Stand, Paddle or Sail
Sailboats make room for an exciting demo area as Ego Alley is transformed into viewing and testing area for small sailboats, kayaks, stand up paddle boards, inflatables, easy kayak docking system and electric engines. See a range of smaller in-water products provided by exhibitors.
2018 Sailboat Show Guide
Browse the digital Annapolis Spring Sailboat Show Guide. Read about our exhibitors, plan your visit, and hear about exciting activities before you arrive on the docks.
Learn to Sail
Experience the joy of sailing on a Beneteau First 22. First Sail Workshops are taught by expert instructors. This is a two-and-a-half-hour class designed for the beginning sailor.
Cruisers University April 19 – 22, 2019
LOCATION: Naval Academy Club at the United States Naval Academy
The most comprehensive cruising educational program available anywhere offers one- to four-day tuition packages covering cruising destinations, boat systems, navigation, procedures, and all things related to the cruising lifestyle. Renowned cruising experts teach more than 40 different courses. Fee required. Learn More
Annapolis Junior Keelboat Regatta
In 2019 we will sponsor the 5th Annual Annapolis Junior Keelboat Regatta. Regional high school sailing teams will compete for traveling cup. For information on the 2018 Regatta click below.
Entertainment, Music, Prizes, Wine and Beer Tastings
Take a breather from the sailboats and enjoy continuous entertainment, music, valuable prizes, free food and drink tastings.
Visit the Most Beautiful Town in America
Join us for a picturesque weekend in our charming seaport and celebrate the end of winter and the opening of the sailing year. Annapolis named one of the best small towns to visit by National Geographic in 2018 and one of the most beautiful towns in America in 2016 by Conde Nast.
Register for prizes generously donated by our sponsors and exhibitors. Buy tickets online or register at the show to win.