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    Caribbean Boat Rentals & Yacht Charters - 2026

    4.8
    (24,563 Reviews)

    Page 122 of 135 • 3,224 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Caribbean Island-hopping
    Sailing in Portsmouth · 10 guests

    Caribbean Island-hopping

    New
    $150/hour
    Sea Ray Sedan Bridge 45ft Yacht
    Events in Miami · 13 guests

    Sea Ray Sedan Bridge 45ft Yacht

    New
    $225/hour
    Private Sunset Cruise With Dinner Ocho Rios, Jamaica
    Events in Ocho Rios · 30 guests

    Private Sunset Cruise With Dinner Ocho Rios, Jamaica

    New
    $1,400/hour
    Luxury Day Captained Charters| Naples by Water
    Powerboats in Naples · 6 guests

    Luxury Day Captained Charters| Naples by Water

    New
    $350/hour
    Private Boat Rental in Cartagena | Islands | Night Time Cruises | Fishing
    Powerboats in Cartagena · 6 guests

    Private Boat Rental in Cartagena | Islands | Night Time Cruises | Fishing

    New
    $48+/hour
    Aquila 42ft Cruise Private Full Day Trip - USVI
    Powerboats in Cruz Bay · 12 guests

    Aquila 42ft Cruise Private Full Day Trip - USVI

    New
    $372/hour
    Adventure escape challenge on the waters in Key West, Florida
    Tours in Key West · 6 guests

    Adventure escape challenge on the waters in Key West, Florida

    New
    $150/hour
    38 Ft Sea Ray Sundancer | Up to $100 OFF Monday-Thursday**
    Events in Miami · 12 guests

    38 Ft Sea Ray Sundancer | Up to $100 OFF Monday-Thursday**

    New
    $168/hour
    Perfect mix of Comfort and Performance - Experience the 25' Sea Pro
    Fishing in Fort Myers · 8 guests

    Perfect mix of Comfort and Performance - Experience the 25' Sea Pro

    New
    $75/hour
    Georgetown/Great Exuma Private 27' Robalo boat
    Powerboats in Black Point · 11 guests

    Georgetown/Great Exuma Private 27' Robalo boat

    New
    $413/hour
    Sail this cruising catamaran Nautitech 48 in Cartagena, Colombia
    Sailing in Cartagena · 30 guests

    Sail this cruising catamaran Nautitech 48 in Cartagena, Colombia

    New
    $2,200/day
    Custom 27ft Catamaran | Guiding Tour Around The Island
    Events in Saint Martin · 10 guests

    Custom 27ft Catamaran | Guiding Tour Around The Island

    New
    $172/hour
    Three Hour Fishing Tour with Dusky Boat in Boynton Beach, Florida
    Fishing in Boynton Beach · 4 guests

    Three Hour Fishing Tour with Dusky Boat in Boynton Beach, Florida

    New
    $150/hour
    Modern Luxury aboard 55FT prestige + Free Jetski!
    Events in Miami Beach · 12 guests

    Modern Luxury aboard 55FT prestige + Free Jetski!

    New
    $400/hour
    Luxury Grady-White 306 Sport Fisherman Yacht Private Charter in Nassau
    Fishing in Nassau · 12 guests

    Luxury Grady-White 306 Sport Fisherman Yacht Private Charter in Nassau

    New
    $375/hour
    Sail Bocas del Toro Aboard 40ft Beneteau Oceanis 40 with Captain Included
    Sailing in Bocas del Toro Province · 8 guests

    Sail Bocas del Toro Aboard 40ft Beneteau Oceanis 40 with Captain Included

    New
    $112+/hour
    Serene Day on the Water | Grady-White 282 Sailfish Boat
    Powerboats in Fajardo · 6 guests

    Serene Day on the Water | Grady-White 282 Sailfish Boat

    New
    $125/hour
    Limited Availability
    42ft Orc San Blas Cruising Catamaran in Guna Yala Comarca
    Sailing in Guna Yala Comarca · 6 guests

    42ft Orc San Blas Cruising Catamaran in Guna Yala Comarca

    New
    $1,130+/day
    64ft Sunseeker Predator Luxury Yacht Charter in Nassau, Bahamas | Up to 12 Guest
    Events in Nassau · 15 guests

    64ft Sunseeker Predator Luxury Yacht Charter in Nassau, Bahamas | Up to 12 Guest

    New
    $819/hour
    Instant Book
    Exclusive Boat Tour to Icacos, Palomino, Culebra & Vieques — Snorkeling
    Powerboats in Fajardo · 6 guests

    Exclusive Boat Tour to Icacos, Palomino, Culebra & Vieques — Snorkeling

    New
    $87/hour
    Eric welcomes you on board of Corail Bleu, boarding Pointe a Pitre
    Powerboats in Pointe-a-Pitre · 12 guests

    Eric welcomes you on board of Corail Bleu, boarding Pointe a Pitre

    New
    $676/day
    38' Beneteau Sailing/Diving The Carribbean Sea
    Sailing in Saint Martin · 12 guests

    38' Beneteau Sailing/Diving The Carribbean Sea

    New
    $630/day
    Explore Miami and celebrate your special event!
    Events in Miami · 12 guests

    Explore Miami and celebrate your special event!

    New
    $250/hour
    Boat Tours & Fishing Charters on a 28ft Pirogue Boat in Buccoo, Tobago
    Powerboats in Trinidad and Tobago · 10 guests

    Boat Tours & Fishing Charters on a 28ft Pirogue Boat in Buccoo, Tobago

    New
    $600/day

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