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    Caribbean Boat Rentals & Yacht Charters - 2026

    4.8
    (24,807 Reviews)

    Page 105 of 139 • 3,323 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    💥82’ Sunseeker + 2 FREE Jetskis in Miami, Florida💥
    Events in Miami Beach · 13 guests

    💥82’ Sunseeker + 2 FREE Jetskis in Miami, Florida💥

    New
    Superowner
    Best of 2026
    $552+/hour
    Instant Book
    Riviera 45ft Luxury Cabin Yacht Charter — Palomino & Icacos, Fajardo PR
    Events in Fajardo · 12 guests

    Riviera 45ft Luxury Cabin Yacht Charter — Palomino & Icacos, Fajardo PR

    New
    $484+/hour
    Schaefer 45 Luxury Sport Yacht Charter in Icacos, Palomino & Culebra, Fajardo
    Events in Fajardo · 12 guests

    Schaefer 45 Luxury Sport Yacht Charter in Icacos, Palomino & Culebra, Fajardo

    New
    $500+/hour
    Luxury Deep Impact 40 — Private Yacht Charter to Icacos, Palomino & Culebra
    Powerboats in Fajardo · 12 guests

    Luxury Deep Impact 40 — Private Yacht Charter to Icacos, Palomino & Culebra

    New
    $625+/hour
    Sunseeker 82ft Superyacht Charter — Private Luxury Day Charter in Fajardo PR
    Events in Fajardo · 12 guests

    Sunseeker 82ft Superyacht Charter — Private Luxury Day Charter in Fajardo PR

    New
    $1,500+/hour
    Bertram 31 Private Deep Sea Fishing Charter — San Juan, Puerto Rico
    Fishing in San Juan · 6 guests

    Bertram 31 Private Deep Sea Fishing Charter — San Juan, Puerto Rico

    New
    $375+/hour
    "Piano Piano" Triton 218 Bay Explorer Center Console Rental located in Naples
    Powerboats in Naples · 6 guests

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

    New
    $157/hour
    Party Boat for 60 people in La Romana, Dominican Republic
    Powerboats in La Romana · 60 guests

    Party Boat for 60 people in La Romana, Dominican Republic

    New
    $50/hour
    68ft Azimut Yacht Experience | Miami 🛥️🌴
    Events in Sunny Isles Beach · 13 guests

    68ft Azimut Yacht Experience | Miami 🛥️🌴

    New
    $710+/hour
    Instant Book
    Hit the Water Aboard 50ft Sea Ray 50 Fly Yacht in Miami, Florida!
    Events in Miami · 13 guests

    Hit the Water Aboard 50ft Sea Ray 50 Fly Yacht in Miami, Florida!

    New
    Superowner
    $80/hour
    Wellcraft Portofino Charter in Miami – Up to 13 Guests (Bareboat)
    Events in Miami · 13 guests

    Wellcraft Portofino Charter in Miami – Up to 13 Guests (Bareboat)

    New
    $183+/hour
    58ft Beneteau Gran Turismo 49 Sightseeing Yacht in Miami, Florida
    Events in Miami · 13 guests

    58ft Beneteau Gran Turismo 49 Sightseeing Yacht in Miami, Florida

    New
    $300/hour
    Bertram 70 Super Large Yachts, Seabob Water Scooter Included
    Events in Fajardo · 6 guests

    Bertram 70 Super Large Yachts, Seabob Water Scooter Included

    New
    $600+/hour
    Luxury Cabo 40ft Yacht Charter in Fajardo, Puerto Rico | Up to 12 Guests
    Events in Fajardo · 12 guests

    Luxury Cabo 40ft Yacht Charter in Fajardo, Puerto Rico | Up to 12 Guests

    New
    $363+/hour
    Wellcraft 30ft Private Yacht Charter, Cabin & Onboard Bathroom from Fajardo PR
    Powerboats in Fajardo · 7 guests

    Wellcraft 30ft Private Yacht Charter, Cabin & Onboard Bathroom from Fajardo PR

    New
    $398/hour
    Hydra Sport 38ft Private Charter — Icacos, Palomino & Culebra | Fajardo PR
    Events in Fajardo · 10 guests

    Hydra Sport 38ft Private Charter — Icacos, Palomino & Culebra | Fajardo PR

    New
    $498/hour
    Cruisers Yachts 60ft Luxury Yacht Charter — Palomino & Icacos, Fajardo PR
    Events in Fajardo · 12 guests

    Cruisers Yachts 60ft Luxury Yacht Charter — Palomino & Icacos, Fajardo PR

    New
    $584+/hour
    Intrepid 37 - La Romana Country House
    Events in La Romana · 9 guests

    Intrepid 37 - La Romana Country House

    New
    $1,575/day
    Luxury 38ft Axopar Sun-Top Charter in Miami 🛥️☀️
    Powerboats in Miami Beach · 12 guests

    Luxury 38ft Axopar Sun-Top Charter in Miami 🛥️☀️

    New
    $304+/hour
    Instant Book
    Brand New Sea Pro 230 DLX for Rent in Bonita Springs
    Powerboats in Bonita Springs · 6 guests

    Brand New Sea Pro 230 DLX for Rent in Bonita Springs

    New
    $100/hour
    Fishing Charters & Leisure Cruising in Miami - 26ft Avenger
    Tours in North Miami · 6 guests

    Fishing Charters & Leisure Cruising in Miami - 26ft Avenger

    New
    $125+/hour
    Private Catamaran Sail & Snorkel in Negril – Open Bar, Snacks & Music
    Sailing in Negril · 60 guests

    Private Catamaran Sail & Snorkel in Negril – Open Bar, Snacks & Music

    New
    $930+/hour
    💥 2 JETSKI FREE* 💥 Sea Ray Sundancer 55ft (Includes floating mat)
    Events in Miami · 13 guests

    💥 2 JETSKI FREE* 💥 Sea Ray Sundancer 55ft (Includes floating mat)

    New
    $125/hour

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