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    Caribbean Boat Rentals & Yacht Charters - 2026

    4.8
    (24,465 Reviews)

    Page 77 of 133 • 3,180 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    78' Sunseeker Luxury Yacht with Captain – 4 Cabins, Swim Platform, Miami Charter
    Events in Miami · 12 guests

    78' Sunseeker Luxury Yacht with Captain – 4 Cabins, Swim Platform, Miami Charter

    New
    Superowner
    $875/hour
    22ft Pontoon In Miami For Up To 12 People!
    Powerboats in Miami · 12 guests

    22ft Pontoon In Miami For Up To 12 People!

    New
    Superowner
    Best of 2026
    $157/hour
    50 Luxury Sailing Catamaran in Miami
    Sailing in Fort Lauderdale · 12 guests

    50 Luxury Sailing Catamaran in Miami

    5.0
    $330/hour
    Captained Charter on 112' Mega Yacht from Miami to the Bahamas
    Events in Nassau · 12 guests

    Captained Charter on 112' Mega Yacht from Miami to the Bahamas

    New
    Superowner
    $1,315/hour
    Experience MIAMI ON 55FT AZIMUT FLYBRIDGE
    Events in Miami · 13 guests

    Experience MIAMI ON 55FT AZIMUT FLYBRIDGE

    New
    Superowner
    Best of 2026
    $250/hour
    28’ Private Speedboat Charter to Saona Island Economy Option! Up to 12 Guests
    Powerboats in Los Melones · 12 guests

    28’ Private Speedboat Charter to Saona Island Economy Option! Up to 12 Guests

    New
    Superowner
    $80/hour
    Catalina Private Yacht Retreat – All-Inclusive Island Experience (1–20 Guests)
    Powerboats in La Romana · 20 guests

    Catalina Private Yacht Retreat – All-Inclusive Island Experience (1–20 Guests)

    New
    $260/hour
    50' Cruising Catamaran in Casa de Campo, La Romana
    Powerboats in La Romana · 20 guests

    50' Cruising Catamaran in Casa de Campo, La Romana

    New
    $2,395/day
    Captained Motor Yacht in Punta Cana
    Events in Punta Cana · 16 guests

    Captained Motor Yacht in Punta Cana

    New
    $4,053/day
    46' Monohull Sailing Private Charter in Charlotte Amalie
    Sailing in St. Thomas · 6 guests

    46' Monohull Sailing Private Charter in Charlotte Amalie

    New
    $200/hour
    46ft Sea Ray Sundancer White in Miami Beach
    Events in Miami Beach · 13 guests

    46ft Sea Ray Sundancer White in Miami Beach

    New
    Superowner
    Best of 2026
    $120/hour
    Deal of the Week! 105' Leopard Yacht for Rent in Miami, Florida.
    Events in Miami · 13 guests

    Deal of the Week! 105' Leopard Yacht for Rent in Miami, Florida.

    New
    Superowner
    Best of 2026
    $1,478/hour
    Cruise Miami in Luxury Aboard Our 45ft Azimut!
    Events in Aventura · 13 guests

    Cruise Miami in Luxury Aboard Our 45ft Azimut!

    New
    Superowner
    Best of 2026
    $350/hour
    27ft Four Winns Deck Boat
    Powerboats in Miami Beach · 8 guests

    27ft Four Winns Deck Boat

    New
    Superowner
    Best of 2026
    $110/hour
    45ft Private yacht cruise
    Events in Miami · 12 guests

    45ft Private yacht cruise

    New
    $200/hour
    Have an amazing time in Cartagena, Colombia on Vitek 74 Power Mega Yacht
    Events in Cartagena · 25 guests

    Have an amazing time in Cartagena, Colombia on Vitek 74 Power Mega Yacht

    New
    Superowner
    $15,700/day
    Weekly Caribbean Sailing Cruise from Saint Lucia on 44ft Beneteau Yacht
    Sailing in Rodney Bay · 6 guests

    Weekly Caribbean Sailing Cruise from Saint Lucia on 44ft Beneteau Yacht

    New
    $1,162/day
    Sailing Cruise Guadeloupe to Martinique on Beneteau Oceanis 440
    Sailing in Les Abymes · 10 guests

    Sailing Cruise Guadeloupe to Martinique on Beneteau Oceanis 440

    New
    $232/day
    Luxury 60ft Chaparral Yacht in Punta Cana | 5-Star Crew & Captain Included
    Powerboats in Bávaro · 50 guests

    Luxury 60ft Chaparral Yacht in Punta Cana | 5-Star Crew & Captain Included

    New
    Superowner
    Best of 2026
    $17/hour
    42ft Motor Yacht Rental in Casa de Campo, La Romana
    Events in La Romana · 12 guests

    42ft Motor Yacht Rental in Casa de Campo, La Romana

    New
    $2,235/day
    Sunset Cruise & Swim at San Juan - 6 Guest Captained 42' Great Banks Trawler
    Events in San Juan · 12 guests

    Sunset Cruise & Swim at San Juan - 6 Guest Captained 42' Great Banks Trawler

    New
    $599/hour
    72' Sunseeker Predator Miami Beach Marina Dog Friendly!! Free jetski for 1 hour!
    Events in Miami Beach · 13 guests

    72' Sunseeker Predator Miami Beach Marina Dog Friendly!! Free jetski for 1 hour!

    New
    $667+/hour
    Fun Tubing And Banana ride In Turks and Caicos With 20ft Yamaha powerboat
    Tours in The Bight Settlement · 10 guests

    Fun Tubing And Banana ride In Turks and Caicos With 20ft Yamaha powerboat

    New
    $50/hour
    33' Jeanneau Leader Motor Yacht Available In Miami Beach, Florida
    Events in Miami Beach · 8 guests

    33' Jeanneau Leader Motor Yacht Available In Miami Beach, Florida

    New
    $450/hour

    Top Destinations Nearby

    Caribbean Reviews

    1. SA

      Sharon

      50 Luxury Sailing Catamaran in Miami

      Just book it! You will NOT regret it. I promise- it's an amazing experience! The crew (Leornardo and Alina) were awesome and very accommodating! Book with these two!

    2. TL

      Tanya

      46' Monohull Sailing Private Charter in Charlotte Amalie

      Captain Fancy and Lindsey were awesome!! We loved every minute of it. Pedro the pirate dog was so sweet. I would post pictures but not sure how. I don’t see an option.

    3. Blue

      Blue

      50 Luxury Sailing Catamaran in Miami

      Leo and crew were fantastic, and my friends and I had a blast out on the water! Can't wait to do it again.

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