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Schooner Woodwind

2024 Sailing Season is coming! See you April 13, 2024!

annapolis sailboat

Welcome Aboard!

Join us on our two beautiful, wooden, 74-foot schooners, Woodwind and Woodwind II , for a true sailing experience in Annapolis, Maryland.

Located in the heart of the Chesapeake Bay, Annapolis is “America’s Sailing Capital.” Help raise the sails, steer the boat, or simply sit back and relax as Woodwind sails from the historic Annapolis waterfront, past the Naval Academy and cruises into the Chesapeake Bay. As a family business, we take great pride in making your sailing experience a memorable one. Our captains and crew are engaging and enthusiastic. Sail away with us!

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Make your sailing experience a memorable one! Sail away with us!

Schooner Woodwind Sailing Cruises

IMAGES

  1. Annapolis Sailboat Show 2019 [Featured Boats + Guide]

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  2. Visit Annapolis

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  3. Annapolis Sailboat Show

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  4. Gearing Up for the Annapolis Sailboat Show

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  5. Annapolis Boat Shows Guide

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  6. Annapolis Sailboat Show Spring Edition

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COMMENTS

  1. Sailing Cruises in Annapolis, Maryland on the Schooner

    Welcome Aboard! Join us on our two beautiful, wooden, 74-foot schooners, Woodwind and Woodwind II, for a true sailing experience in Annapolis, Maryland. Located in the heart of the Chesapeake Bay, Annapolis is “America’s Sailing Capital.”. Help raise the sails, steer the boat, or simply sit back and relax as Woodwind sails from the ...