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  1. Charter Directory

    ... charter companies specialize in sailing destinations to the Chesapeake Bay, Northeast United States, Northwest United States, South America, ...

    Duffy Duffy - 07/27/2022 - 17:42

  2. Waypoints Yacht Charters

    ... Region:  Caribbean Chesapeake Bay Boat Type:  Catamaran with Crew Catamaran Bareboat ...

    Zach Ditmars - 03/11/2024 - 12:22

  3. Dream Yacht Charters - Annapolis

    At about 200 miles long, Chesapeake Bay is the largest estuary in the United States, with thousands of miles of ...

    Royal Snyder - 07/27/2023 - 12:29

  4. Hunter Sailing Association-1 Charters in BVI

    From sailing the Chesapeake to sailing the BVI A sailing vacation in the BVI was a ... start planning for a large Hunter rendezvous in 2023 on the Bay and then in 2024 we will be at it again chartering in some destination ...

    Beth - 03/24/2022 - 18:28

  5. Sailboat Chartering on the Chesapeake

    Sailboat chartering on the Chesapeake Bay  can make for a memorable summer vacation, a relaxing weekend getaway, or ...

    Duffy Duffy - 05/12/2020 - 12:03

  6. Chartering the Chesapeake

    ... to think of spending time relaxing and taking in some of the Chesapeake Bay this season? Even if you don’t have a boat, don’t want to take her out, ...

    Duffy Duffy - 01/31/2017 - 13:50

  7. Please Take Our Sailing Charter Vacation Survey

    ... about at sailing events and boat shows, we hear all about Chesapeake Bay sailors’ sailing charter vacations and their dreams of chartering in ...

    Molly Winans - 02/11/2022 - 14:25

  8. Sailing in Maine – A Cruiser’s Paradise

    ... many veteran Maine cruisers call the area around Penobscot Bay “the greatest cruising ground in the world.” Little ... and backwaters. In contemplating a Maine cruising vacation, Chesapeake Bay sailors have a number of options before them: Take your ...

    Molly Winans - 07/09/2020 - 16:49

  9. Charter the Chesapeake

    The Perks of Chartering on the Chesapeake Bay With many reputable charter companies located on the Bay, anyone, ...

    Anonymous - 10/27/2023 - 10:16

  10. St. Michaels Where Eastern Shore Elegance Meets Chesapeake Fun

    See the Bay: St. Michaels From traders to tourists Like many Chesapeake villages, St. Michaels was an outpost for traders, trappers, and ... fun, whether one is enjoying gourmet fare delivered by a Yacht Butler (concierge service out of St. Michaels Marina) or fresh crabs ...

    Molly Winans - 08/27/2018 - 10:27

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