Hotels & Lodging Alternative Lodging

Boat & Breakfast: Schooner Woodwind

80 Compromise St., Annapolis, MD 21401
(410) 263-7837

About Boat & Breakfast: Schooner Woodwind

Sleep aboard a beautiful 74-foot wooden sailing schooner built for the Chesapeake. Package includes a beautiful, two-hour sunset sail, accommodations in a private air-conditioned stateroom and a delicious breakfast overlooking the harbor. Docked in historic downtown Annapolis, steps away from great restaurants and shopping. (Saturdays only, May-September)



- Family Friendly

- Maximum Group:


- Minimum Group:

- Reservation Recommended


- Alcohol Served

- Box Lunch Available

- Group Tours Available

- Private Tours Available

- Restrooms Onsite



- Payment Methods Accepted

American Express, Discover, Master Card, Visa,

This is a must The crew and boat are the best. You can really tell that they love what they are doing and make you feel like family the boat was in excellent condition and everything was spotless... Read Full Review
Awesome way to view the Chesapeake!
First time to Annapolis & this was our main event for the day. It was a beautiful day & the sail was relaxing. I thought you definitely got your monies worth. You basically go out past the bay... Read Full Review
Enjoyed the sunset sailing on Wednesday race night.
This was a fun 2 hours. Wednesday night is race night. There are two Schooner Woodwinds, and for the first part of the trip, they race each other. We had to shift from one side of the boat to the... Read Full Review

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