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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,084 Reviews)

    Page 33 of 39 • 919 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Classic 1970 Sail Yacht
    Sailing in West Palm Beach · 4 guests

    Classic 1970 Sail Yacht

    2.0
    $900/hour
    The Gallivanders Ultimate Sailing Adventure
    Sailing in Nassau · 12 guests

    The Gallivanders Ultimate Sailing Adventure

    New
    $431/hour
    Instant Book
    Private Sail Up to 13 Guests | 44ft Leopard Catamaran
    Sailing in Saint Michaels · 13 guests

    Private Sail Up to 13 Guests | 44ft Leopard Catamaran

    New
    $580/hour
    Catalina island Experience Aboard Beneteau 41 Sailing Yacht In Long Beach
    Sailing in Long Beach · 12 guests

    Catalina island Experience Aboard Beneteau 41 Sailing Yacht In Long Beach

    New
    $250/hour
    59' Classic Sailing Yacht in San Diego
    Sailing in San Diego · 12 guests

    59' Classic Sailing Yacht in San Diego

    New
    $700/hour
    Sail the San Francisco Bay on a Beneteau 45f5 Cruising Monohull
    Sailing in Oakland · 6 guests

    Sail the San Francisco Bay on a Beneteau 45f5 Cruising Monohull

    New
    $200/hour
    Private Sunset Sailing Charter|42ft Caique Sailboat | Gulf of Nicoya, Costa Rica
    Sailing in Herradura · 8 guests

    Private Sunset Sailing Charter|42ft Caique Sailboat | Gulf of Nicoya, Costa Rica

    New
    $125/hour
    Crewed Charter 42' Jeanneau #SAIL42ODY Odyssey In Cancún
    Sailing in Isla Mujeres · 10 guests

    Crewed Charter 42' Jeanneau #SAIL42ODY Odyssey In Cancún

    New
    $188+/hour
    Shared Charleston Harbor Sunset Sail - 50ft Catamaran with Bar Onboard
    Sailing in Mount Pleasant · 100 guests

    Shared Charleston Harbor Sunset Sail - 50ft Catamaran with Bar Onboard

    New
    $375/hour
    Luxury 42ft Lagoon Catamaran in La Cruz de Huanacaxtle, Mexico
    Sailing in La Cruz de Huanacaxtle · 20 guests

    Luxury 42ft Lagoon Catamaran in La Cruz de Huanacaxtle, Mexico

    New
    $488/hour
    Sail Lake Macatawa and cruise past the lighthouse, Big Red onto Lake Michigan
    Sailing in Holland · 6 guests

    Sail Lake Macatawa and cruise past the lighthouse, Big Red onto Lake Michigan

    New
    $150/hour
    Charter our J-35 Sailboat, Blue Mind @ Northwest Creek Marina in New Bern NC
    Sailing in Morehead City · 6 guests

    Charter our J-35 Sailboat, Blue Mind @ Northwest Creek Marina in New Bern NC

    New
    $100/hour
    Sea Beast 70ft Mckinna Yacht for Unforgettable Adventure
    Sailing in Marina · 25 guests

    Sea Beast 70ft Mckinna Yacht for Unforgettable Adventure

    New
    $812+/hour
    Sail the Adirondack Mountain Lakes
    Sailing in New York · 4 guests

    Sail the Adirondack Mountain Lakes

    New
    $160/hour
    Fully Equipped Bavaria 46 Cruiser in La Paz, Baja California Sur
    Sailing in Zona Comercial · 6 guests

    Fully Equipped Bavaria 46 Cruiser in La Paz, Baja California Sur

    New
    $120/hour
    46ft Fountaine Pajot for 25 people in Taboga ALL INCLUSIVE
    Sailing in Panama City · 25 guests

    46ft Fountaine Pajot for 25 people in Taboga ALL INCLUSIVE

    New
    $468/hour
    Private Sunset Sails on Classic 35’ Challenger Ketch – Marina del Rey
    Sailing in Marina del Rey · 10 guests

    Private Sunset Sails on Classic 35’ Challenger Ketch – Marina del Rey

    New
    $190/hour
    Classic Rainbow Hobie Cat Racing or Day Sailor
    Sailing in Des Moines · 4 guests

    Classic Rainbow Hobie Cat Racing or Day Sailor

    New
    $150/hour
    Luxury 38' Fountaine Pajot Catamaran Tours & Charters in Cartagena, Colombia
    Sailing in Cartagena · 16 guests

    Luxury 38' Fountaine Pajot Catamaran Tours & Charters in Cartagena, Colombia

    New
    $152/hour
    Cruising Catamaran Charter in Falmouth
    Sailing in Falmouth · 40 guests

    Cruising Catamaran Charter in Falmouth

    New
    $1,250/hour
    Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas
    Sailing in Key West · 12 guests

    Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas

    New
    $560+/hour
    Private Catamaran in San Blas Islands – All Meals & Skipper Included
    Sailing in Guna Yala Comarca · 6 guests

    Private Catamaran in San Blas Islands – All Meals & Skipper Included

    New
    $950/night
    San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440
    Sailing in Brisbane · 6 guests

    San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440

    New
    $250/hour
    42ft Spacious Lagoon Catamaran in Cruz de Huanacaxtle, Nayarit
    Sailing in La Cruz de Huanacaxtle · 10 guests

    42ft Spacious Lagoon Catamaran in Cruz de Huanacaxtle, Nayarit

    New
    $686/hour

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