Inn Details

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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Schooner Woodwind

Location

  • Location is best described as:
    • Historic town
    • On the water
    • Waterfront
    • Downtown
    • Small town
  • Nearest major city: Washington DC, DC (26 miles West)
  • 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.
  • Nearest major airport: Baltimore, MD (BWI-Baltimore Washington) 22 miles
  • Directions from airport:
    BWI-Shuttles to Hotel (where yacht is located)Look on our website for directions.

Room Rates (USD American Dollars)

All occupancy rates are subject to change
  • State and local taxes may apply
  • Accommodations: Rooms
  • There are 4 guest accommodations
  • Single occupancy rate is $ 239.00
  • Double occupancy rate is $ 289.00
  • Other Accommodations: Rooms
    We also have the same accommodations for a 5-Day sailing cruise from Norfolk, VA to Annapolis, MD in late October. This is a one-way trip that is fun, educational, exciting and highly interactive. 4 couples is the max. All meals are included, except one dinner ashore. $1600 plus. tax for 2 people sharing a cabin!

Amenities

In Room
  • Air conditioning
  • Amenities Basket
    • On Site
  • CD player
  • Conference Rooms
  • Copier
  • Fax Machine
  • Library
  • Telephone
  • Wedding Facilities
  • Wet bar
    • Other Amenitites
  • Narrated tour
  • cash bar filled with local microbrews
  • Includes a 2 hour Sunset Sail

    • Meals

    • A Full breakfast is included with room rate
    • Breakfast is served from: 8:00 - 9:00 am
    • Breakfast is served in the Outdoors overlooking harbor, Breakfast/dining area
    • Additional food services included in room rate: snacks while sailing, Non-alcoholic beverage
    • Special meals available: Low Fat, Vegetarian

    Policies

    • No minimum stay required
    • Smoking is allowed outside only
    • We cannot accommodate guest pets
    • Accommodations are not suitable for children (no children overnight under 16, unless you book three cabins)
    • No childcare is provided
    • Consumption of alcohol is permitted (We sell drinks aboard the boat (beer, wine, champagne).)
    • Deposit amount required (Paid in full on credit card)
    • Closed: October 1- April 30
    • Check in time is 6:00pm and Check out time is 9:30am
    • 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.
    • Accepted by the following agencies:
      • Marine Charter Industry Association
      • US Coast Guard Certified Sailing Vessel

    Innkeepers

    • Innkeeper(s): Ken and Ellen Kaye, and Jennifer Kaye
      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

    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

    Onsite or Nearby Activities

    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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    Schooner Woodwind

    Annapolis Nearby Cities

    Noted below are the approximate distances from Annapolis, Maryland.

    Edgewater B&B's - 3 milesRoyal Oak B&B's - 24 miles
    Severna Park B&B's - 7 milesCatonsville B&B's - 24 miles
    Stevensville B&B's - 10 milesEllicott City B&B's - 26 miles
    Lothian B&B's - 12 milesColumbia B&B's - 26 miles
    Fort Meade B&B's - 17 milesEaston B&B's - 26 miles
    Rock Hall B&B's - 18 milesOxford B&B's - 27 miles
    St Michaels B&B's - 20 milesChestertown B&B's - 28 miles
    Tilghman B&B's - 20 milesSilver Spring B&B's - 29 miles
    Laurel B&B's - 21 milesClarksville B&B's - 29 miles
    Baltimore B&B's - 23 milesWashington B&B's - 30 miles
    McDaniel B&B's - 23 miles 

    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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    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.

    Features

    Property Noted For:
    • Interactive Experience
    • Sailing Cruise Included
    • Excellent views
    • Group events
    • Honeymoons
    • Nature
    • Peaceful getaway
    • Romantic escape
    • Weddings

    Type:
    • Boat

    Details:
    • Architectural style is Sailing Yacht
    • Built in 1993
    • Opened for business in 1993
    • Parking is limited (Additional cost at public lot on site)