Even if you don't want to stayaboard for our Boat & Breakfast Package, we sail up to four times daily from the Annapolis Marriott Waterfront Hotel. Sailing cruises are typically 2-hours, we do have longer cruises and themed dinner cruises on many Sundays.
Even if you don't want to stayaboard for our Boat & Breakfast Package, we sail up to four times daily from the Annapolis Marriott Waterfront Hotel. Sailing cruises are typically 2-hours, we do have longer cruises and themed dinner cruises on many Sundays.
 

Contact Information

Schooner Woodwind Bed and Breakfast
Schooner Woodwind
80 Compromise St., 21401
Annapolis, MD 21403
USA
Phone: +1-410-263-8619
Fax: +1-410-280-6952
Innkeeper(s)
Ken and Ellen Kaye, and Jennifer Kaye
Rates:
$239 - $289
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Nearby States:

1. Delaware B&B's
2. District Of Columbia B&B's
3. New Jersey B&B's
4. Pennsylvania B&B's
5. Virginia B&B's
6. West Virginia B&B's

Reviews

Explanation of our ratings
Review Schooner Woodwind, Annapolis, MD

Video

Woodwind's Boat & Breakfast includes a delightful two-hour sunset sail, overnight stay aboard the 74-foot, wooden Schooner Woodwind and a gourmet breakfast while overlooking the Annapolis Harbor. For $289 (for a couple) including all taxes, you can experience a unique, romantic, and unforgettable overnight stay. The way it works: Enjoy our terrific sunset sail and when we return to the dock, excellent restaurants are steps away for dinner (not included in price). Woodwind will be waiting for you dockside when you're ready to sleep or to socialize with other guests, or the captain and to relax on deck. Breakfast is served around 8:30 am, and checkout is at 9:30 am. Ask about our combo cruises with our special events.

Photo Album

Sailing on the Woodwind is an interactive experience. Help raise the sails, steer the boat, or simply sit back and relax with a cold beverage. We have wonderful regional microbrews, wine and bubbly.Even if you don't want to stayaboard for our Boat & Breakfast Package, we sail up to four times daily from the Annapolis Marriott Waterfront Hotel. Sailing cruises are typically 2-hours, we do have longer cruises and themed dinner cruises on many Sundays.
Cabins aboard the Schooner Woodwind are very comfortable. Full-size berths have wood trim everywhere (its actually the framework for the boat). Each stateroom shares a head (bathroom & shower) with another couple. All staterooms are private and have air conditionerand opening ports. Snuggle into one of our cabins!
Sunset over the historic Annapolis city skyline. This is the view from Woodwind as we sail into the Annapolis Harbor on our two-hour sunset sail. This sail is included with your Boat & Breakfast package!Many sailing regattas take place in Annapolis. This is a very common scene when sailing on Schooner Woodwind. Notic the United States Naval Academy Chapel in the background. Beautiful views!
Schooner Woodwind was designed and built in 1993. Owned and operated by the same family who had the dream of building the boat. A very knowledgable captain stays aboard while up to four couples enjoy their overnight stay.Breakfast over looking Annapolis Harbor, Maryland. Breakfast consists of Apple Cake, Crab & Asparagus Quiche, Fresh Berries, Yogurt & Granola, fresh queezed oj & coffee.
Raise the sails, steer the boat or simply sit back and relax on your 2-hour sunset sail on the Chesapeake Bay that is included in your Boat & Breakfast package.