Annapolis Sailing Cruises: Schooner Woodwind

Two, 74ft schooners offer a real Chesapeake Bay sailing experience for public sails and private events. Buy a ticket or privately charter the entire boat. Learn about sailing, the ecology of the Bay as you sit back and relax with a cold beverage. A recognized Chesapeake Bay Storyteller, trained by the Maryland Office of Tourism.

Hours See website for hours.

Location

80 Compromise St

AnnapolisMD21401

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Central Maryland

	Admission/Tickets Required Catering Available Educational Resources Available Family-Friendly Green Property Group Tour Rates Offered Group-Friendly Guided Tours/Guide Available Maximum Group Participants 80 Meeting Facilities Student Group-Friendly Tour Length 2 hours or more Video Link https://www.youtube.com/watch?v=WTQCReY96r8&t=10s Weddings

June 06, 2025

betha720

Wonderful sailing experience.

Excellent experience and one of the highlights of our time in Annapolis. The crew, boat and tour were all exceptional. I would not hesitate to recommend this to anyone visiting the area.

May 25, 2025

Connector21701247608

A beautiful afternoon sailing

What a fun sail! A beautiful day and lots of wind. I loved how excited the captain was about her craft. Been to a lot of boats but I don’t think I’ve been to a sail boat before, how fun to let the...

May 19, 2025

IDBMWRS

Made it to Thomas point light house and back in 2 hrs

Had a great time with Captain Delaney and her crew, strong winds out of the West Northwest allowed us the reach the lighthouse at speeds up to 10 knots. Be prepared to get a little wet if you go, we...

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