Plan Your Visit

Sailors Celebrate Sailing!

There are very few places where you will find so many sailors in one place; the Annapolis Spring Sailboat Show is one of them. We look forward to a picture perfect spring weekend in Annapolis, the sailing capital of the world.



sail boatNew and brokerage sailboats on display in the water and on land including catamarans, monohulls, family cruisers, daysailers, and blue water sailboats. Most sailboats available for immediate sale. Spend your summer sailing into the sunset.

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boatshow_3The 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.  

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2019 Sailboat Show Guide

Browse the digital 2019 Annapolis Spring Sailboat Show Guide. Read about our exhibitors, plan your visit, and hear about exciting activities before you arrive on the docks.

See 2019 Show Guide – Plan Your Visit



Learn to Sail

sailing_1Experience the joy of sailing. First Sail Workshops are taught by expert instructors. This is a two and a half hour class designed for the beginning sailor.  

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Cruisers University April 25-28, 2019

NEW LOCATION: The Historic Inns of Annapolis

cruisersuniversityThe 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 50 different courses. Fee required. 

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VIP Lounge Experience

Exclusive access to an elegant lounge with comfortable seating, top tier cuisine, and your choice of liqour, wine and beer for sampling. The VIP Lounge experience is for the discriminating boat buyer looking for VIP treatment. Also includes an option for reserved parking at the gate entrance.  

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Free Daily Boating Seminars

Free daily seminars on boating presented by the Chesapeake Bay Magazine.

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Annapolis Junior Keelboat Regatta

sailing_2In 2019 we will sponsor the 5th Annual Annapolis Junior Keelboat Regatta. Regional high school sailing teams will compete for traveling cup. For more information on the 2018 Regatta click below.

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Entertainment, Music, Prizes, Wine and Beer Tastings

boatshow_1Take a breather from shopping.  Listen to our fabulous lineup of local musicians and taste some wine.  Free drink tastings presented by DOP’s, Inc.

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sailing_3Register to win prizes. Lucky sailors will win a prizes generously donated by our sponsors and exhibitors. Buy tickets online or register at the show to win.

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Annapolis Spring Sailboat Show
City Dock, Annapolis, Maryland

Friday, April 24, 2020
10:00am - 6:00pm

Saturday, April 25, 2020
10:00am - 6:00pm

Sunday, April 26, 2020
10:00am - 5:00pm

Adult - One Day  $12
Adult - Two Day Combo   $19
Children: 12 & under  FREE