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    All listings in Caribbean

    Awesome sailboat rentals in the Caribbean.

    4.7
    (2,409 Reviews)

    Page 18 of 20 • 460 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Nautitech 40 in San Blas Islands
    Sailing in Panama City · 7 guests

    Nautitech 40 in San Blas Islands

    New
    $1,550/night
    Explore Grand-Case, Saint Martin Aboard 53ft Ocean Voyager Catamaran - 28 Guests
    Sailing in Saint Martin · 28 guests

    Explore Grand-Case, Saint Martin Aboard 53ft Ocean Voyager Catamaran - 28 Guests

    New
    $616/hour
    2021 Lagoon 46 Sailing Catamaran Based in Saint Martin / Saint Barthélémy
    Sailing in Saint Martin · 12 guests

    2021 Lagoon 46 Sailing Catamaran Based in Saint Martin / Saint Barthélémy

    New
    $2,801/day
    The Stars are Calling aboard Bali 5.4 Sailing Catamaran in British Virgin Island
    Sailing in West End, Tortola · 10 guests

    The Stars are Calling aboard Bali 5.4 Sailing Catamaran in British Virgin Island

    New
    $5,142/night
    Sail in Luxury: Smack Offers Space, Style, and Seamless Comfort
    Sailing in Stock Island · 12 guests

    Sail in Luxury: Smack Offers Space, Style, and Seamless Comfort

    New
    $260+/hour
    Sailing in the Caribbean St. Martin
    Sailing in Saint Martin · 10 guests

    Sailing in the Caribbean St. Martin

    New
    $1,120/day
    Unforgettable Day Charter - Bali 4.6 Sailing Catamaran in Bahamas for 10 Guests
    Sailing in Nassau · 10 guests

    Unforgettable Day Charter - Bali 4.6 Sailing Catamaran in Bahamas for 10 Guests

    New
    $1,350/hour
    Lagoon 42 Cruising Catamaran for rent in Le Marin, Martinique
    Sailing in Le Marin · 12 guests

    Lagoon 42 Cruising Catamaran for rent in Le Marin, Martinique

    New
    $151/hour
    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
    $269/night
    Jeannuea Internacional 51" Sailboat - Jump onboard and relax!
    Sailing in San Andrés · 6 guests

    Jeannuea Internacional 51" Sailboat - Jump onboard and relax!

    New
    $425/night
    Oceanis Beneteau 63 Sailing Yacht Charter - 16 Guests
    Sailing in Cartagena · 16 guests

    Oceanis Beneteau 63 Sailing Yacht Charter - 16 Guests

    New
    $166+/hour
    Salinas 48 Cruising Catamaran Charter in San Blas Islands, Panama
    Sailing in Guna Yala Comarca · 8 guests

    Salinas 48 Cruising Catamaran Charter in San Blas Islands, Panama

    New
    $3,410/night
    Amazing new power catamaran for Coiba's amazing Pacific island paradise
    Powerboats in Boca Chica · 8 guests

    Amazing new power catamaran for Coiba's amazing Pacific island paradise

    New
    $3,150+/night
    Yacht charter in San Blas Islands |Alubat — Ovni 435 (2003) Sailboat
    Sailing in Guna Yala Comarca · 2 guests

    Yacht charter in San Blas Islands |Alubat — Ovni 435 (2003) Sailboat

    New
    $462/day
    Sail aboard our wonderful Jeanneau Sun Odyssey Sailboat and discover San Blas
    Sailing in Guna Yala Comarca · 10 guests

    Sail aboard our wonderful Jeanneau Sun Odyssey Sailboat and discover San Blas

    New
    $111/hour
    Your Private Yacht for the Day – Lagoon 46 Full-Day Charter
    Sailing in Fajardo · 6 guests

    Your Private Yacht for the Day – Lagoon 46 Full-Day Charter

    New
    $2,730/day
    Your Private Yacht for the Day – Lagoon 42 Full-Day Charter
    Sailing in Fajardo · 6 guests

    Your Private Yacht for the Day – Lagoon 42 Full-Day Charter

    New
    $2,500/day
    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
    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
    $150/hour
    Captained Charter on 47ft
    Sailing in Coclé Province · 8 guests

    Captained Charter on 47ft

    5.0
    $2,000/day
    40ft Fountaine Pajot Lucia 40 Catamaran for Snorkeling in Saint George, Grenada
    Sailing in Saint George's · 10 guests

    40ft Fountaine Pajot Lucia 40 Catamaran for Snorkeling in Saint George, Grenada

    New
    $250/hour
    2024 Valentine's Week in BVi 🍹🍸👙🤟
    Sailing in Fisher Estate · 8 guests

    2024 Valentine's Week in BVi 🍹🍸👙🤟

    New
    $92,160/day
    Custom 49’ Sloop for Sail in Bahamas and Newfoundland
    Sailing in United States · 4 guests

    Custom 49’ Sloop for Sail in Bahamas and Newfoundland

    New
    $1,500/day
    Sailing Yacht Charter with amazing crew all inclusive
    Sailing in Panama City · 6 guests

    Sailing Yacht Charter with amazing crew all inclusive

    New
    $852/night

    Top Destinations Nearby

    Sailing Reviews in Caribbean

    1. FO

      Fernando

      Captained Charter on 47ft

      Was the best trip ever! Really recommend this trip and hope soon have a weekend trip in this catamaran

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