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    Caribbean Boat Rentals & Yacht Charters - 2026

    4.8
    (25,642 Reviews)

    Page 109 of 147 • 3,515 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    23 Dorado Pro Guide in Cape Coral
    Powerboats in Cape Coral · 6 guests

    23 Dorado Pro Guide in Cape Coral

    New
    $125/hour
    "Boat Naples" Bennington Pontoon
    Powerboats in Naples · 6 guests

    "Boat Naples" Bennington Pontoon

    New
    $191/hour
    Private Custom Charter - 28ft Grady - Stingrays, snorkeling, Starfish, tubing.
    Tours in West Bay · 8 guests

    Private Custom Charter - 28ft Grady - Stingrays, snorkeling, Starfish, tubing.

    New
    $200+/hour
    75ft Ferry Style Boat can take up to 145 Passengers with Maximalism Interior
    Events in Miami · 145 guests

    75ft Ferry Style Boat can take up to 145 Passengers with Maximalism Interior

    New
    $1,400/hour
    "Piano Piano" Triton 218 Bay Explorer Center Console Rental located in Naples, Florida
    Powerboats in Naples · 6 guests

    "Piano Piano" Triton 218 Bay Explorer Center Console Rental located in Naples, Florida

    New
    $157/hour
    Luxury 70ft Sunreef Catamaran Experience🛥️✨
    Events in Sunny Isles Beach · 13 guests

    Luxury 70ft Sunreef Catamaran Experience🛥️✨

    New
    $1,137+/hour
    Private Anguilla Adventure – 7h50, up to 9 guests | 33ft Schaefer Boat
    Events in Sandy Ground · 9 guests

    Private Anguilla Adventure – 7h50, up to 9 guests | 33ft Schaefer Boat

    New
    $1,866/day
    Jetcar Rental Ride Falmouth Jamaica
    Water Sports in Falmouth · 2 guests

    Jetcar Rental Ride Falmouth Jamaica

    New
    $770/hour
    Romantic Sunset Cruise Boat Charter Exclusive in Ocho Rios Jamaica
    Powerboats in Ocho Rios · 6 guests

    Romantic Sunset Cruise Boat Charter Exclusive in Ocho Rios Jamaica

    New
    $420/hour
    110' Maiora Power Mega Yacht for Rent in Miami, Florida.
    Events in Miami · 13 guests

    110' Maiora Power Mega Yacht for Rent in Miami, Florida.

    New
    $1,000/hour
    Luxury Leopard 47' Power Catamaran for Daily Charter or Scuba in Fajardo
    Sailing in Fajardo · 12 guests

    Luxury Leopard 47' Power Catamaran for Daily Charter or Scuba in Fajardo

    New
    $450/hour
    Intrepid 37 - La Romana Country House
    Events in La Romana · 9 guests

    Intrepid 37 - La Romana Country House

    New
    $1,575/day
    74ft Sunreef Sailing Catamaran In The Bahamas
    Sailing in Black Point · 13 guests

    74ft Sunreef Sailing Catamaran In The Bahamas

    New
    $1,690/hour
    Luxurious 88ft Sirena serving South Florida, Bahamas and Caribbean
    Events in Miami · 12 guests

    Luxurious 88ft Sirena serving South Florida, Bahamas and Caribbean

    New
    $1,625+/hour
    Azimut 60 For Boating Puerto Rico
    Events in Fajardo · 13 guests

    Azimut 60 For Boating Puerto Rico

    New
    $460+/hour
    Luxury 45ft Lagoon Catamaran Key West 🛥️⚓ • July 4th Available 🇺🇸
    Sailing in Key West · 13 guests

    Luxury 45ft Lagoon Catamaran Key West 🛥️⚓ • July 4th Available 🇺🇸

    New
    $739+/hour
    Set sail and enjoy Montego Bay’s stunning waterfront - 42 ft Catalina Sailboat
    Sailing in Montego Bay · 14 guests

    Set sail and enjoy Montego Bay’s stunning waterfront - 42 ft Catalina Sailboat

    New
    $250/hour
    Deal of the Week! Pershing 56 Motor Yacht for Rent in Cartagena, Colombia.
    Events in Cartagena · 15 guests

    Deal of the Week! Pershing 56 Motor Yacht for Rent in Cartagena, Colombia.

    New
    Superowner
    Best of 2026
    $602/hour
    Instant Book
    1 Hour FREE Sea Ray Sedan Bridge 50ft Yacht in Miami
    Events in Miami · 13 guests

    1 Hour FREE Sea Ray Sedan Bridge 50ft Yacht in Miami

    New
    $65+/hour
    Instant Book
    Private Fishing Charter Deep Sea Fishing Adventure for 4 People in Montego Bay!
    Fishing in Montego Bay · 4 guests

    Private Fishing Charter Deep Sea Fishing Adventure for 4 People in Montego Bay!

    New
    $380/hour
    Luxurious Nighttime Yacht Experience with Underwater LED Lights
    Events in Fajardo · 13 guests

    Luxurious Nighttime Yacht Experience with Underwater LED Lights

    New
    $800/hour
    38ft Eduardoño Speed Boat Rental in Cartagena, Colombia
    Powerboats in Cartagena · 16 guests

    38ft Eduardoño Speed Boat Rental in Cartagena, Colombia

    New
    $699/day
    2017 Regal Open Deck 33ft Yacht
    Events in Deerfield Beach · 12 guests

    2017 Regal Open Deck 33ft Yacht

    New
    $250+/hour
    Spend The Day Aboard Our Sea Ray 235 Weekender!
    Events in Miami · 12 guests

    Spend The Day Aboard Our Sea Ray 235 Weekender!

    New
    $120+/hour

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