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    All listings in Caribbean

    Awesome sailboat rentals in the Caribbean.

    4.8
    (297 Reviews)

    Page 2 of 2 • 29 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Lagoon 42 Cruising Catamaran for rental
    Sailing in Le Marin · 12 guests

    Lagoon 42 Cruising Catamaran for rental

    New
    $158/hour
    Instant Book
    65ft Searay Power Mega Yacht Rental in Miami, Florida
    Sailing in Miami · 13 guests

    65ft Searay Power Mega Yacht Rental in Miami, Florida

    New
    $450/hour
    Instant Book
    Private Charter Adventure to Palomino or Icacos, Fajardo PR - 26' Hydra Sports
    Powerboats in Fajardo · 6 guests

    Private Charter Adventure to Palomino or Icacos, Fajardo PR - 26' Hydra Sports

    New
    $650/day
    Instant Book
    Amazing beautifully crafted 40-foot-private day sail excursions in St John,USVI
    Sailing in Charlotte Amalie West · 6 guests

    Amazing beautifully crafted 40-foot-private day sail excursions in St John,USVI

    New
    $250/hour
    Instant Book
    Luperon: Tasting the Tides - Rum, Sail and Swim | 4 hrs to full day options
    Sailing in Puerto Plata Province · 8 guests

    Luperon: Tasting the Tides - Rum, Sail and Swim | 4 hrs to full day options

    New
    $85/hour
    Instant Book

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