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Windfall Luxury Crewed Yacht Charter Reviews

Windfall, our elegant 49-foot sailing vessel, is available for day or overnight sailing charters. We dock for the summer season (June–October) in historic Gloucester, MA, in Smith's Cove, within walking distance to the famed artist colony of Rocky Neck. Summer charters are also available out of Boston or any accessible New England port. Or, use Windfall as your floating B&B (Boat & Breakfast dockside) while visiting the lovely Cape Ann region. From February to May we'll be sailing in the beautiful, sunny Sea of Abaco. Meet us at our base of operations at the fabulous Baker's Bay Club in Great Guana Cay, Abaco, Bahamas. Or, charter Windfall for island hopping anywhere in the Bahamas. Come on down to Windfall in the Bahamas for an exceptional vacation!

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Windfall Reviews and Ratings (0 ratings)

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Basic Information about Windfall

  • Power Method: Sailboat
  • Hull Type: Monohull
  • Crew Type: Crewed

Boat Information

  • Toys Onboard: Inflatable hard-bottomed dinghy with 15 hp engine, hammock, fishing gear, masks, fins, snorkels, selection of board games, towing tubes, and a kite.
  • Entertainment: Clarion stereo system AM/FM cassette player with 6 CD changer, XM radio with BOSE™ speakers throughout the boat, iPod adapter, two flat screen HD/TV/DVDs, DVDs, books, magazines
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Boat Specifications (in feet)

  • Cabins: 2
  • Guests: 5
  • Showers: 2
  • Heads: 2
  • LOA (Length Overall): 49
  • LWL (Waterline Length): 40.42
  • Beam: 13.42
  • Draft: 5.67
  • Make: Hinckley
  • Model: 49' Ketch
  • Year: 1976
  • Engines: one

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Crew Information

  • Name: Raffi Kassabian
  • Role: Captain
  • Bio: United States Coast Guard certified; 100 ton Master License/Auxiliary sail. Captain Raffi has been sailing the waters from the coast of Maine to the Florida Keys, the Bahamas and the Gulf of Mexico since 1985. American Red Cross Certified First Aid, CPR and Automated External Defibrillation (AED).

  • Name: Lisa Kennedy
  • Role: Captain/Chef
  • Bio: United States Coast Guard certified OUPV license. Lisa has been sailing the waters of the U.S. Atlantic coast, the Gulf of Mexico and the Bahamas and canoeing the lakes and rivers of New England since 1976. American Red Cross Instructor Trainer of Water Safety, First Aid/CPR/AED, and CPR for the Professional Rescuer Instructors. American Red Cross Lifeguard Instructor; including rescue training for the U.S. Coast Guard aboard the "Grand Isle". Former American Red Cross Sailing Instructor.

Rate Information

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  • Rate Details: Cost varies with number of days and number of guests. Please see for the latest information.
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