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    Caribbean Boat Rentals & Yacht Charters - 2026

    4.8
    (24,504 Reviews)

    Page 121 of 134 • 3,194 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
    Miami | 45' Sea Ray Express for 13 guests
    Events in Miami · 12 guests

    Miami | 45' Sea Ray Express for 13 guests

    New
    $325/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
    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
    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
    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
    Modern Luxury aboard 55FT prestige + Free Jetski!
    Events in Miami Beach · 12 guests

    Modern Luxury aboard 55FT prestige + Free Jetski!

    New
    $400/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
    Luxury Yacht In Cartagena Colombia
    Events in Cartagena · 12 guests

    Luxury Yacht In Cartagena Colombia

    New
    $328/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
    $173/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
    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
    $1,139+/day
    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
    Menorquin XV Yacht Charter for Your Vacation Getaway!
    Powerboats in Nassau · 12 guests

    Menorquin XV Yacht Charter for Your Vacation Getaway!

    New
    $751/hour
    Negril & Montego Bay Private Charter Sunset Catamaran Jamaica Ricks Cafe
    Sailing in Hanover Parish · 120 guests

    Negril & Montego Bay Private Charter Sunset Catamaran Jamaica Ricks Cafe

    New
    $700/hour
    Offshore Fishing Aboard a 350 Luhrs Sportfishing Yacht
    Fishing in Cartagena · 8 guests

    Offshore Fishing Aboard a 350 Luhrs Sportfishing Yacht

    New
    $144+/hour
    38' Beneteau Sailing/Diving The Carribbean Sea
    Sailing in Saint Martin · 12 guests

    38' Beneteau Sailing/Diving The Carribbean Sea

    New
    $635/day
    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
    Half Day, 4 hrs, Deep Sea Fishing Charter on Angler Management, 8am or 1pm
    Fishing in The Bight Settlement · 10 guests

    Half Day, 4 hrs, Deep Sea Fishing Charter on Angler Management, 8am or 1pm

    New
    $469/hour
    33ft Cafe Racer Cigarette Exclusive Private Charter
    Powerboats in Nassau · 15 guests

    33ft Cafe Racer Cigarette Exclusive Private Charter

    New
    $300/hour
    Hydra-Sport 41' Yacht - Explore Private 4 Hour Pirate Caves, 8AM or 1PM start
    Powerboats in The Bight Settlement · 15 guests

    Hydra-Sport 41' Yacht - Explore Private 4 Hour Pirate Caves, 8AM or 1PM start

    New
    $699/hour

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