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

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...

May 12, 2025

MCALV1970

Fab day on the Bay!!!

This was a wonderful and relaxing afternoon on the bay. Captain Delaney & crew made it a fabulous outing for Mother’s Day! We’re locals & learned a lot too!! We will be returning!!! ⛵️❤️⚓️⛵️❤️⚓️

May 09, 2025

dlburkett

Relaxing Sail!

We booked a sailing cruise at the last minute and it did not disappoint! The crew and captain were very friendly and helpful. The boat was spotless. This cruise provides a really great view of...

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