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    Caribbean Boat Rentals & Yacht Charters - 2026

    4.8
    (23,696 Reviews)

    Page 75 of 128 • 3,055 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    7 to 21 Days Sailing to the Grenadines aboard Beneteau Oceanis 440 Sailing Yacht
    Sailing in Le Marin · 10 guests

    7 to 21 Days Sailing to the Grenadines aboard Beneteau Oceanis 440 Sailing Yacht

    New
    $228/day
    BOOK NOW 🏆 5-Star Private Luxury Yacht: All-Inclusive Captain & Crew
    Water Sports in Macao · 110 guests

    BOOK NOW 🏆 5-Star Private Luxury Yacht: All-Inclusive Captain & Crew

    New
    Superowner
    Best of 2026
    $17/hour
    55' Sea Ray Sedan Bridge Yacht in Miami!
    Events in Miami Beach · 13 guests

    55' Sea Ray Sedan Bridge Yacht in Miami!

    New
    Superowner
    Best of 2026
    $142+/hour
    Rebel 38ft boats for great St Maarten-Anguilla-St.Barth's charters+great crew!
    Events in Saint Martin · 12 guests

    Rebel 38ft boats for great St Maarten-Anguilla-St.Barth's charters+great crew!

    5.0
    $1,900/day
    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
    Leopard 53 Power Catamaran Available in Anguilla
    Powerboats in Sandy Ground · 13 guests

    Leopard 53 Power Catamaran Available in Anguilla

    New
    $4,892/day
    86 Feet Azimut Yacht in Punta Cana, La Altagracia
    Events in Bávaro · 12 guests

    86 Feet Azimut Yacht in Punta Cana, La Altagracia

    New
    $1,200/hour
    Limited Availability
    Luxury & Elegance 'Miami in Style' 110FT MAIORA! WITH JACUZZI 🚤✨
    Events in Miami · 13 guests

    Luxury & Elegance 'Miami in Style' 110FT MAIORA! WITH JACUZZI 🚤✨

    New
    Superowner
    Best of 2026
    $560/hour
    Instant Book
    Experience MIAMI ON 55FT AZIMUT FLYBRIDGE
    Events in Miami · 13 guests

    Experience MIAMI ON 55FT AZIMUT FLYBRIDGE

    New
    Superowner
    Best of 2026
    $250/hour
    🛥️👙🥂Party Aboard our Private Boat Trip in Puerto Plata 🛥️👙🥂
    Powerboats in Barrio Las Yaguitas · 30 guests

    🛥️👙🥂Party Aboard our Private Boat Trip in Puerto Plata 🛥️👙🥂

    New
    Superowner
    Best of 2026
    $50/hour
    Miami Beach: Enjoy our Luxurious 2019 Silverton 45ft with Flybridge!
    Events in Miami Beach · 13 guests

    Miami Beach: Enjoy our Luxurious 2019 Silverton 45ft with Flybridge!

    New
    $1,600/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
    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
    Experience Ultimate Luxury Aboard a 100ft Mega Yacht in Fort Lauderdale
    Events in Fort Lauderdale · 12 guests

    Experience Ultimate Luxury Aboard a 100ft Mega Yacht in Fort Lauderdale

    New
    $949+/hour
    Azimut 55 La Romana Country House
    Events in La Romana · 16 guests

    Azimut 55 La Romana Country House

    New
    $3,876/day
    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
    Catamaran Lagoon 450 from Marina Puerto del Rey in Fajardo
    Sailing in Fajardo · 12 guests

    Catamaran Lagoon 450 from Marina Puerto del Rey in Fajardo

    New
    $699/hour
    27ft Four Winns Deck Boat
    Powerboats in Miami Beach · 8 guests

    27ft Four Winns Deck Boat

    New
    Superowner
    Best of 2026
    $110/hour
    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
    🚨Jacuzzi is Included! 😍Sea oRay 48 Yacht! Summer time come and enjoy with us!
    Events in North Bay Village · 12 guests

    🚨Jacuzzi is Included! 😍Sea oRay 48 Yacht! Summer time come and enjoy with us!

    New
    $250/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
    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
    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
    Charter on 65ft Sunseeker Manhattan - 13 People
    Events in Miami · 13 guests

    Charter on 65ft Sunseeker Manhattan - 13 People

    New
    Superowner
    Best of 2026
    $230/hour

    Top Destinations Nearby

    Caribbean Reviews

    1. 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.

    2. BB

      Bernardo

      Rebel 38ft boats for great St Maarten-Anguilla-St.Barth's charters+great crew!

      He is the best!

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