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    All listings in Caribbean

    Awesome sailboat rentals in the Caribbean.

    4.8
    (2,300 Reviews)

    Page 17 of 18 • 428 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    7 Day Cruise Aboard 47ft Cruising Catamaran in Sainte-Anne, Guadeloupe
    Sailing in Sainte-Anne · 8 guests

    7 Day Cruise Aboard 47ft Cruising Catamaran in Sainte-Anne, Guadeloupe

    New
    $110/day
    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
    $473/day
    Step into a world of refined elegance aboard Fountaine Pajot Alegria 67
    Sailing in West End, Tortola · 8 guests

    Step into a world of refined elegance aboard Fountaine Pajot Alegria 67

    New
    $10,000/night
    Helia 44 Catamaran: Your Gateway to Adventure and Comfort on the Open Seas
    Sailing in Oranjestad-West · 4 guests

    Helia 44 Catamaran: Your Gateway to Adventure and Comfort on the Open Seas

    New
    $1,584/night
    Cruise on one of the most exciting crewed sailing yachts below 70 feet in BVI
    Sailing in Freshwater Pond · 6 guests

    Cruise on one of the most exciting crewed sailing yachts below 70 feet in BVI

    New
    $3,666/night
    28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN IN SAINT MARTIN
    Events in Marigot · 28 guests

    28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN IN SAINT MARTIN

    New
    $391/hour
    Captained Charter on 47ft
    Sailing in Coclé Province · 8 guests

    Captained Charter on 47ft

    5.0
    $2,000/day
    Sweden Yachts 38 Day Sail Fort Lauderdale, Si hablo Español
    Sailing in Aventura · 6 guests

    Sweden Yachts 38 Day Sail Fort Lauderdale, Si hablo Español

    New
    $130+/hour
    Book your dream vacation on the Lagoon 51 Athena Blu
    Sailing in Upper Prince's Quarter · 10 guests

    Book your dream vacation on the Lagoon 51 Athena Blu

    New
    $2,446/day
    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
    Private Catamaran Cruise in Punta Cana, Dominican Republic
    Sailing in Punta Cana · 34 guests

    Private Catamaran Cruise in Punta Cana, Dominican Republic

    New
    $273+/hour
    Jamaican Party Boat In Punta Cana Noahs Ark
    Sailing in Bávaro · 50 guests

    Jamaican Party Boat In Punta Cana Noahs Ark

    New
    $265/hour
    Romantic Sunset Sailing in La Boquilla, Bolívar
    Sailing in La Boquilla · 4 guests

    Romantic Sunset Sailing in La Boquilla, Bolívar

    New
    $260/hour
    2024 Valentine's Week in BVi 🍹🍸👙🤟
    Sailing in Fisher Estate · 8 guests

    2024 Valentine's Week in BVi 🍹🍸👙🤟

    New
    $92,160/day
    Beneteau Oceanis Yacht 62 - Miami Charter with Captain for up to 10 Guests
    Sailing in North Bay Village · 10 guests

    Beneteau Oceanis Yacht 62 - Miami Charter with Captain for up to 10 Guests

    New
    $800+/hour
    Massive Luxury 51ft Lagoon Catamaran In Fort Lauderdale
    Sailing in Fort Lauderdale · 12 guests

    Massive Luxury 51ft Lagoon Catamaran In Fort Lauderdale

    New
    $375/hour
    45' Large Lagoon Catamaran | Private Luxury Charter | Fort Lauderdale
    Sailing in Fort Lauderdale · 12 guests

    45' Large Lagoon Catamaran | Private Luxury Charter | Fort Lauderdale

    New
    $350/hour
    Luxury 39ft Lagoon Catamaran for 12 in Fort Lauderdale
    Powerboats in Fort Lauderdale · 12 guests

    Luxury 39ft Lagoon Catamaran for 12 in Fort Lauderdale

    New
    $330/hour
    Beneteau 50 Sailing Yacht Charter in San Blas Islands
    Colón · 10 guests

    Beneteau 50 Sailing Yacht Charter in San Blas Islands

    New
    $1,400/day
    28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN
    Events in The Valley · 28 guests

    28 GUESTS - OCEAN VOYAGER 53 CRUISING CATAMARAN

    New
    $690/hour
    Explore the British Virgin Islands on a Boston Whaler
    Powerboats in Wickhams Cay 1 · 10 guests

    Explore the British Virgin Islands on a Boston Whaler

    New
    $2,400/day
    Bali Catspace 40 ft Catamaran in Ft Lauderdale for charter to Florida Keys
    Sailing in Fort Lauderdale · 12 guests

    Bali Catspace 40 ft Catamaran in Ft Lauderdale for charter to Florida Keys

    New
    $1,400/day
    Luxury Sailing Experience – The Ultimate Caribbean Adventure
    Sailing in Cruz Bay · 6 guests

    Luxury Sailing Experience – The Ultimate Caribbean Adventure

    New
    $250/hour
    Sailing Yacht Charter with amazing crew all inclusive
    Sailing in Panama City · 6 guests

    Sailing Yacht Charter with amazing crew all inclusive

    New
    $873/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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