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    Caribbean Boat Rentals & Yacht Charters - 2026

    4.8
    (25,603 Reviews)

    Page 84 of 147 • 3,524 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Private Luminous Lagoon Tour Experience Falmouth Jamaica
    Tours in Falmouth · 10 guests

    Private Luminous Lagoon Tour Experience Falmouth Jamaica

    New
    $1,000/hour
    25' Formula Center Console to cruise on the stunning west coast of Barbados
    Powerboats in Holetown · 12 guests

    25' Formula Center Console to cruise on the stunning west coast of Barbados

    New
    $35/hour
    Meridian Yacht in Dominicus
    Events in Dominicus · 10 guests

    Meridian Yacht in Dominicus

    New
    $2,235/day
    Hit the water on Beneteau 50 Cruising Monohull in Cartagena, Colombia
    Sailing in Cartagena · 12 guests

    Hit the water on Beneteau 50 Cruising Monohull in Cartagena, Colombia

    New
    Superowner
    $150/hour
    Exclusive Catamaran Charter - Voted Best 2025-2026
    Powerboats in Dominican Republic · 80 guests

    Exclusive Catamaran Charter - Voted Best 2025-2026

    New
    Superowner
    Best of 2026
    $15/hour
    33ft Sea Ray Yacht in Miami Beach
    Powerboats in Miami Beach · 11 guests

    33ft Sea Ray Yacht in Miami Beach

    New
    $125/hour
    Hunter 450 Passage Yacht - Sail From Key Biscayne
    Sailing in Key Biscayne · 10 guests

    Hunter 450 Passage Yacht - Sail From Key Biscayne

    New
    Superowner
    $250/hour
    60 feet Azimut Motor Yacht in Casa de Campo
    Events in La Romana · 12 guests

    60 feet Azimut Motor Yacht in Casa de Campo

    New
    $807/hour
    43ft Midnight Express for Charter in St. Thomas, U.S. Virgin Islands
    Powerboats in St. Thomas · 12 guests

    43ft Midnight Express for Charter in St. Thomas, U.S. Virgin Islands

    5.0
    $2,000/day
    Have an amazing time in Cartagena, Colombia on Beneteau 41 Sailboat
    Sailing in Cartagena · 8 guests

    Have an amazing time in Cartagena, Colombia on Beneteau 41 Sailboat

    New
    Superowner
    $1,220/day
    Have an amazing time in Cartagena, Colombia on Bavaria 51 Cruising Monohull
    Sailing in Cartagena · 10 guests

    Have an amazing time in Cartagena, Colombia on Bavaria 51 Cruising Monohull

    New
    Superowner
    $163/hour
    Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten
    Sailing in Saint Martin · 8 guests

    Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten

    5.0
    $1,000/day
    Small Boat for Charter in Castries
    Fishing in Castries · 10 guests

    Small Boat for Charter in Castries

    5.0
    $150/hour
    Manhattan 80ft | Luxury Miami Yacht Charter | Spacious Flybridge, VIP Experience
    Events in Miami · 14 guests

    Manhattan 80ft | Luxury Miami Yacht Charter | Spacious Flybridge, VIP Experience

    New
    $550/hour
    Sea Ray 53’ Express Flybridge “Bandido” | Double Deck Yacht in Miami
    Events in Miami · 12 guests

    Sea Ray 53’ Express Flybridge “Bandido” | Double Deck Yacht in Miami

    New
    $90/hour
    36ft Luxury Sea Ray - Bachelor and bachelorette Discount!
    Events in Miami Beach · 12 guests

    36ft Luxury Sea Ray - Bachelor and bachelorette Discount!

    New
    $250/hour
    20' Tiki Boat Charter in Key West, Florida Keys - 6 Passenger
    Powerboats in Key West · 6 guests

    20' Tiki Boat Charter in Key West, Florida Keys - 6 Passenger

    New
    $131+/hour
    Spectacular 34 Monterey With Bathroom And Cabin A/C
    Events in Hollywood · 12 guests

    Spectacular 34 Monterey With Bathroom And Cabin A/C

    New
    $235/hour
    Puerto Plata Private 6 Hour Catamaran Snorkel and BBQ
    Powerboats in Sosúa · 20 guests

    Puerto Plata Private 6 Hour Catamaran Snorkel and BBQ

    New
    $265/hour
    Deal of the Week! 97' San Lorenzo Yacht for Rent in Miami, Florida.
    Events in Miami Beach · 13 guests

    Deal of the Week! 97' San Lorenzo Yacht for Rent in Miami, Florida.

    New
    Superowner
    Best of 2026
    $1,657/hour
    Instant Book
    Charter The AKKA 68ft catamaran
    Sailing in Oranjestad-West · 15 guests

    Charter The AKKA 68ft catamaran

    New
    $700/hour
    Deal of the Day! 65' Numarine Yacht for Rent in Miami, Florida.
    Events in Miami Beach · 13 guests

    Deal of the Day! 65' Numarine Yacht for Rent in Miami, Florida.

    New
    Superowner
    Best of 2026
    $776/hour
    Instant Book
    26' SeaRay - Boat Rental in Miami, Florida
    Events in Miami · 12 guests

    26' SeaRay - Boat Rental in Miami, Florida

    4.0
    $175+/hour
    Hit the water on Sea Ray 58 Motor Yacht in Cartagena, Colombia
    Events in Cartagena · 15 guests

    Hit the water on Sea Ray 58 Motor Yacht in Cartagena, Colombia

    New
    Superowner
    $4,400/day

    Top Destinations Nearby

    Caribbean Reviews

    1. JT

      Jamie

      Small Boat for Charter in Castries

      We had such a great day with Gilian. He picked us up right at the cruise dock and took us to see the Pitons, Sugar Beach where we ante lunch and snorkeled along with a black sand beach. It was money well spent.

    2. AS

      Aaron

      Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten

      Great time sailing with Robert in Sxm. Food and drinks were great. Only on the boat for two nights but got a lot done for the amount of time we had available.

    3. KF

      Kayla

      26' SeaRay - Boat Rental in Miami, Florida

      We had some issues with the boat we chose a few times, but Jason and Jesse were able to get us on a different boat and covered our transportation because of the mistake.

    4. MC

      Michael

      Charter 47' Leopard Cruising Catamaran in Cupe Coy, Sint Maarten

      Wonderful day. Highly recommend.

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