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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,133 Reviews)

    Page 39 of 39 • 926 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Private Sailing Charter on Martha's Vineyard
    Sailing in Tisbury · 6 guests

    Private Sailing Charter on Martha's Vineyard

    5.0
    Snoozed - Active 02 Jul 2026
    40' Luxury Cruising Sailboat – Private Charters for 8 Guests
    Sailing in Richmond · 8 guests

    40' Luxury Cruising Sailboat – Private Charters for 8 Guests

    New
    Snoozed - Active 19 Apr 2026
    Axe 1 Center Console Boat Rental in Montego Bay, Jamaica
    Events in Montego Bay · 8 guests

    Axe 1 Center Console Boat Rental in Montego Bay, Jamaica

    New
    Snoozed - Active 03 Sep 2026
    Catamaran boat Party La Paz
    Events in Zona Comercial · 12 guests

    Catamaran boat Party La Paz

    New
    Superowner
    Snoozed - Active 03 Oct 2026
    Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests
    Sailing in Oakland · 10 guests

    Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests

    New
    Snoozed - Active 19 Apr 2026
    42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland
    Sailing in Oakland · 12 guests

    42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland

    New
    Snoozed - Active 19 Apr 2026
    ⚓️ Suri 36' Cruising Catamaran Charter in Cruz de Huanacaxtle
    Sailing in La Cruz de Huanacaxtle · 30 guests

    ⚓️ Suri 36' Cruising Catamaran Charter in Cruz de Huanacaxtle

    New
    Snoozed - Active 02 May 2026
    Enjoy Sailing in Fort Lauderdale Aboard the Sailing Vessel V1
    Sailing in Fort Lauderdale · 4 guests

    Enjoy Sailing in Fort Lauderdale Aboard the Sailing Vessel V1

    New
    Snoozed - Active 02 May 2026
    Come Sail Newport, Narragansett Bay & Beyond with 50ft Jeanneau Sun Odyssey
    Sailing in Jamestown · 6 guests

    Come Sail Newport, Narragansett Bay & Beyond with 50ft Jeanneau Sun Odyssey

    New
    Snoozed - Active 03 May 2026
    Lagoon 420 Hybrid Eco Friendly Electric Catamaran
    Sailing in Guna Yala Comarca · 4 guests

    Lagoon 420 Hybrid Eco Friendly Electric Catamaran

    New
    Snoozed - Active 27 Mar 2027
    The Heritage Voyage – 1947 Classic Wooden Yacht
    Sailing in Vancouver · 6 guests

    The Heritage Voyage – 1947 Classic Wooden Yacht

    New
    Snoozed - Active 02 May 2026
    Martha's Vineyard Best Sailing Charters on 60' Luxury Ketch
    Sailing in Tisbury · 6 guests

    Martha's Vineyard Best Sailing Charters on 60' Luxury Ketch

    New
    Snoozed - Active 03 May 2026
    Montecarlo 43’ private sailing boat in San Blas Islands
    Sailing in Guna Yala Comarca · 2 guests

    Montecarlo 43’ private sailing boat in San Blas Islands

    New
    Snoozed - Active 22 Apr 2026
    ⚓️ Lagoon 40' Cruising Catamaran in Puerto Vallarta (Includes food)
    Sailing in Isla Iguana · 12 guests

    ⚓️ Lagoon 40' Cruising Catamaran in Puerto Vallarta (Includes food)

    New
    Snoozed - Active 02 May 2026

    Top Destinations Nearby

    Sailing Reviews in United States

    1. MR

      MV Landmarks

      Private Sailing Charter on Martha's Vineyard

      We really enjoyed sailing on the Miss Marilyn in Vineyard Sound. The sail was amazing and the captain was so knowledgeable and engaging. We most highly recommend the experience!

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