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    All listings in Caribbean

    Awesome sailboat rentals in the Caribbean.

    4.8
    (2,088 Reviews)

    Page 17 of 17 • 389 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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 02 Oct 2025
    Hanse 418 Cruising Monohull Rental in Hollywood, Florida
    Sailing in Hollywood · 12 guests

    Hanse 418 Cruising Monohull Rental in Hollywood, Florida

    New
    Snoozed - Active 02 Nov 2025
    Private 65ft Catamaran for Charter Trips in Montego Bay
    Sailing in Montego Bay · 40 guests

    Private 65ft Catamaran for Charter Trips in Montego Bay

    New
    Snoozed - Active 02 Nov 2025
    Leopard 46 Catamaran Sailing in Antigua & Barbuda
    Sailing in English Harbour · 6 guests

    Leopard 46 Catamaran Sailing in Antigua & Barbuda

    New
    Snoozed - Active 02 Mar 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 31 Mar 2026

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