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    Captain
    All listings in Maryland

    Incredible sailboat rentals in Maryland, United States.

    5.0
    (402 Reviews)

    Page 2 of 2 • 29 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours
    Sailing in Saint Michaels · 6 guests

    Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours

    New
    $400hour
    VIKO S 35 Sailboat in Deale
    Sailing in Deale · 6 guests

    VIKO S 35 Sailboat in Deale

    New
    $298hour
    Sail on the Potomac in Washington, DC
    Sailing in Washington · 6 guests

    Sail on the Potomac in Washington, DC

    New
    $250hour
    41’ Bristol Sailboat Charter in Solomons Island, MD
    Sailing in Solomons · 6 guests

    41’ Bristol Sailboat Charter in Solomons Island, MD

    New
    $90hour
    34ft Sailing Yacht in Annapolis, Maryland
    Sailing in Annapolis · 4 guests

    34ft Sailing Yacht in Annapolis, Maryland

    New
    $250hour

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