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    All listings in Caribbean

    Incredible cruising catamaran rentals in the Caribbean.

    4.7
    (1,093 Reviews)

    Page 2 of 9 • 215 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Luxury Catamaran located in Downtown Miami
    Sailing in Miami · 12 guests

    Luxury Catamaran located in Downtown Miami

    5.0
    $219+/hour
    All-Inclusive Luxury Sailing Catamaran Charter from Paradise Island
    Sailing in Nassau · 12 guests

    All-Inclusive Luxury Sailing Catamaran Charter from Paradise Island

    5.0
    $600/hour
    Instant Book
    44ft Sailing Catamaran Charter in Bridgetown, Saint Michael
    Sailing in Henrys · 20 guests

    44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

    5.0
    $205/hour
    Private Luxury Sailing Experience out of Old San Juan
    Sailing in San Juan · 12 guests

    Private Luxury Sailing Experience out of Old San Juan

    5.0
    $725/hour
    Private Party Boat Available for your party in our Beautiful Beaches
    Events in Bávaro · 30 guests

    Private Party Boat Available for your party in our Beautiful Beaches

    New
    $100/hour
    Sail Away In Negril With 39ft Leopard Catamaran
    Sailing in Negril · 16 guests

    Sail Away In Negril With 39ft Leopard Catamaran

    5.0
    Superowner
    Best of 2025
    $900/hour
    3.5hr Catamaran Experience Montego Bay
    Sailing in Montego Bay · 30 guests

    3.5hr Catamaran Experience Montego Bay

    5.0
    Superowner
    Best of 2025
    $834/hour
    Catamaran Party Boat up to 49 people. Includes: 1-Captain, 2-Mates
    Sailing in Miami Beach · 49 guests

    Catamaran Party Boat up to 49 people. Includes: 1-Captain, 2-Mates

    5.0
    Superowner
    Best of 2025
    $900/hour
    Catamaran Party Boat (49 Max) Includes: 1-Captain, 1-Mate and 1-Bartender
    Sailing in Miami Beach · 49 guests

    Catamaran Party Boat (49 Max) Includes: 1-Captain, 1-Mate and 1-Bartender

    5.0
    Superowner
    Best of 2025
    $800/hour
    FULLY CUSTOMIZABLE Luxury Catamaran Charter
    Sailing in Nassau · 12 guests

    FULLY CUSTOMIZABLE Luxury Catamaran Charter

    5.0
    $665/hour
    3hr Classic Yacht Experience Montego Bay
    Powerboats in Montego Bay · 25 guests

    3hr Classic Yacht Experience Montego Bay

    5.0
    Superowner
    Best of 2025
    $933/hour
    Private Luxury Catamaran Day Charter (All-inclusive) in St. Maarten
    Sailing in Cole Bay · 10 guests

    Private Luxury Catamaran Day Charter (All-inclusive) in St. Maarten

    5.0
    $2,395/day
    44ft Helia Fountinae Pajot Catamaran for sailing in Turks and Caicos
    Sailing in Leeward Settlement · 18 guests

    44ft Helia Fountinae Pajot Catamaran for sailing in Turks and Caicos

    5.0
    $999+/hour
    Sailing Hobie Cat Rental in Noord, Aruba
    Sailing in Oranjestad-West · 4 guests

    Sailing Hobie Cat Rental in Noord, Aruba

    4.4
    $89/hour
    Catamaran Party Boat with Captain & Crew – Up to 42 Guests!
    Sailing in Miami Beach · 42 guests

    Catamaran Party Boat with Captain & Crew – Up to 42 Guests!

    4.7
    Superowner
    Best of 2025
    $900/hour
    Luxury Lagoon 440 Sailing Catamaran in Key West
    Sailing in Key West · 6 guests

    Luxury Lagoon 440 Sailing Catamaran in Key West

    5.0
    $250/hour
    Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷
    Sailing in Fajardo · 6 guests

    Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷

    4.9
    $995/day
    Instant Book
    48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil
    Sailing in Miami · 13 guests

    48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

    5.0
    $187+/hour
    Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...
    Sailing in Cartagena · 45 guests

    Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...

    4.9
    Superowner
    Best of 2025
    $300/hour
    ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura
    Sailing in Nassau · 40 guests

    ALL INCLUSIVE luxury day and overnight charter on the sailing catamaran Amura

    5.0
    Best of 2025
    $960/hour
    sunbathe and relax on our island in the middle of the ocean
    Events in Punta Cana · 100 guests

    sunbathe and relax on our island in the middle of the ocean

    3.7
    Best of 2025
    $50/hour
    🤩DELUXE BOAT FOR PRIVATE VIP BACHELORETTE/BIRTHDAY PARTY in Sosua Beach.
    Events in Sosúa · 150 guests

    🤩DELUXE BOAT FOR PRIVATE VIP BACHELORETTE/BIRTHDAY PARTY in Sosua Beach.

    5.0
    $425/hour
    DELUXE BOAT FOR PRIVATE VIP BACHELORETTE/BIRTHDAY PARTY
    Events in Uvero Alto · 80 guests

    DELUXE BOAT FOR PRIVATE VIP BACHELORETTE/BIRTHDAY PARTY

    5.0
    $50/hour
    Lagoon 38 Catamaran trip in St Martin with skipper, departure from Orient bay
    Sailing in Collectivity of Saint Martin · 12 guests

    Lagoon 38 Catamaran trip in St Martin with skipper, departure from Orient bay

    4.9
    $1,100/day

    Cruising Catamaran Reviews in Caribbean

    1. BD

      Bill

      All-Inclusive Luxury Sailing Catamaran Charter from Paradise Island

      If you want a fun and safe cruise on a clean and well maintained luxury vessel, Ignacio is your man! Very professional, great communicator and tremendously experienced. Also, don't miss a tremendous culinary experience with his chef/crew/wife who is simply a doll. We loved everything about out trip and would highly recommend Ignacio to anyone interested in a luxurious cruise!

    2. AP

      Andy

      3hr Classic Yacht Experience Montego Bay

      If in Jamaica you must take this boat out on the Bay! The staff made our experience unforgettable. My kids got to snorkel, jump off the boat, and dance to music of their choice from our private DJ. Can't wait to get back on this vessel!

    3. RR

      Rami

      3.5hr Catamaran Experience Montego Bay

      Great value! The crew is professional and fun! A definite must for any occasion!

    4. Ross

      Ross

      Luxury Catamaran located in Downtown Miami

      Just Amazing!!! Aaron was professional, responsive to emails and text. He was accommodating and extremely knowledgeable. He was a gracious captain and the boat was as described. Just amazing! Highly recommend!

    5. BS

      Bryan

      44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

      Don’t go anywhere else for your dream boat trip in Barbados. Kirk and Caroline are the best and their boat is awesome.

    6. LB

      Leanne

      Private Luxury Sailing Experience out of Old San Juan

      Great day out on the water. The boat was gorgeous and William & David were such wonderful hosts highly recommend!

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