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  • Schooner Woodwind sailing into the sunset into Annapolis Harbor. Evry Boat & Breakfast stay includes a 2-hour sunset sail! "It is absolutely gorgeous to sail back from the Chesapeake Bay into Annapolis, and watch the sun set on the historical city's skyline."
    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.

    • Address 80 Compromise St., 21401
      Annapolis, MD 21403
      USA
    • Phone+1-410-263-8619
    • Fax+1-410-280-6952
    • EmailContact Innkeeper
    Inn's website

    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. Available Saturday nights only from the first Saturday in May through end of September.

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    Location

    Innkeeper Information

    Innkeeper(s)

    Ken and Ellen Kaye, and Jennifer Kaye

    Innkeepers Description:

    The innkeepers are the boat owners. The couple were public school teachers in Connecticut before pursuing their dream to own and operate this sailing yacht. They taught instrumental music and art. Jennifer, their daughter took a semester at sea in college and urged them to pursue this new venture.

    The innkeepers speak:

    • English

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  • Rooms & Rates

    • Nightly Rate $245 - $299

    Policy

    Reservation Policy

    • Check In: 6:00pm    Check Out: 9:30am

    • Deposit Amount Required: Paid in full on credit card

    • Cancellations: Once you have booked with a credit card, your stay is charged to your card. If you need to cancel your stay, our policy is if we can rebook your stateroom, then we will refund your account minus a $25 cancellation fee. If we cannot re-book your stateroom, then no refunds are given.

    • Open All Year Round: No


    General Policies

    • Smoking Allowed: Limited

    • Guest Pets Allowed: No

    • Drinking Allowed: Yes

    • Drinking Description: We sell drinks aboard the boat (beer, wine, champagne).

    • Drinks Available: Yes

    • Children Allowed: no children overnight under 16, unless you book three cabins

    • Suitable For Children: No

    • Childcare Provided: No

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  • Location Type

    • Historic town

    • On the water

    • Waterfront

    • Downtown

    • Small town

    City - Washington DC

    • Distance to city: 26 miles

    • Directions to property:
      Located in historic Annapolis at the Annapolis Marriott Waterfront Hotel Docks at 80 Compromise Street. Look on our website for the best directions.

    Airport

    • Baltimore, MD (BWI-Baltimore Washington) 22 miles

    • Directions to property:
      BWI-Shuttles to Hotel (where yacht is located)Look on our website for directions.


    Area Attractions

    • Amusement Park

    • Antique Shopping

    • Aquarium

    • Art Galleries

    • Beach

    • Concert venue

    • Gourmet/Fine Dining

    • Historical interests

    • Live Music

    • Movie Theater

    • Museum

    • National/State parks

    • Nature area

    • Ocean

    • St. John's College

    • Chesapeake Bay

    • Historic Buildings

    • United States Naval Academy

    • Sailing/boating center

    • Walking Tours

    • Outlet Stores

    • Performing Theater

    • Picnic area

    • Religious Services

    • River

    • Vineyard

    • Winery

    • Zoo

    • Bicycle rental

    • Bicycle riding trails

    • Billiards

    • Bird watching

    • Boating

    • Canoeing

    • Fishing

    • Golfing

    • Kayaking

    • Restaurant on site

    • Sailing

    • Powerboat rentals

    • Historic tours

    • Sailing schools

    • Sailing

    • Shopping

    • Sight-seeing

    • Swimming

    • Tennis courts

    • Tennis racket rental

    • Water sports

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  • Amenities

    Type:

    • Boat

    Property highlights

    • Interactive Experience

    • Sailing Cruise Included

    • Excellent views

    • Group events

    • Honeymoons

    • Nature

    • Peaceful getaway

    • Romantic escape

    • Weddings

    On-site

    • CD player

    • Conference Rooms

    • Copier

    • Fax Machine

    • Library

    • Telephone

    • Wedding Facilities

    • Wet bar

    Guest room(s)

    • Air conditioning

    • Amenities Basket

    Other

    • Narrated tour

    • cash bar filled with local microbrews

    • Includes a 2 hour Sunset Sail

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  • Breakfast

    • Type: Full

    • Time Served: 8:00 - 9:00 am

    • Serving Location: Outdoors overlooking harbor,Breakfast/dining area

    Complimentary Perks

    • Non-alcoholic Beverages

    Special meal options

    • Low fat

    • Vegetarian

    Additional food services

    • snacks while sailing

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