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    Caribbean Boat Rentals & Yacht Charters - 2026

    4.8
    (25,566 Reviews)

    Page 132 of 147 • 3,523 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests
    Sailing in Key West · 6 guests

    Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests

    New
    $150/hour
    62' Azimut Power Yacht Charter in Cartagena, Bolívar
    Events in Cartagena · 20 guests

    62' Azimut Power Yacht Charter in Cartagena, Bolívar

    New
    $3,700/day
    Private Gourmet Sailing Charters on Elegant 50ft Catamaran
    Sailing in Gustavia · 10 guests

    Private Gourmet Sailing Charters on Elegant 50ft Catamaran

    New
    $595+/hour
    Chaparral SSI 21 OB – Captain Included! Gas, Ice & Water Provided
    Powerboats in Naples · 6 guests

    Chaparral SSI 21 OB – Captain Included! Gas, Ice & Water Provided

    New
    $100/hour
    Exclusive Charter In Panama City: Regal 38 SAV – Limited Availability
    Events in Panama City · 16 guests

    Exclusive Charter In Panama City: Regal 38 SAV – Limited Availability

    New
    $415/hour
    Salinas 48 Cruising Catamaran Charter in San Blas Islands, Panama
    Sailing in Guna Yala Comarca · 8 guests

    Salinas 48 Cruising Catamaran Charter in San Blas Islands, Panama

    New
    $3,410/night
    Private sailing and snorkeling charter for 2. A unique and custom tailored trip
    Sailing in Guna Yala Comarca · 2 guests

    Private sailing and snorkeling charter for 2. A unique and custom tailored trip

    New
    $185/night
    42ft Luxury Center Console Rental / Visit Rosario Islands and Baru
    Powerboats in Cartagena · 20 guests

    42ft Luxury Center Console Rental / Visit Rosario Islands and Baru

    New
    $120/hour
    Luxury Canard Hybrid Open Yacht Rental In Miami, Florida
    Events in Miami · 8 guests

    Luxury Canard Hybrid Open Yacht Rental In Miami, Florida

    New
    $400/hour
    Lagoon 450 - Catamaran Charter in Le Marin - Premium - Air conditioned
    Sailing in Le Marin · 12 guests

    Lagoon 450 - Catamaran Charter in Le Marin - Premium - Air conditioned

    New
    $1,141/day
    Private, Customizable Tour on 30' Angler- Snorkel, Island Hop & Turtle Adventure
    Powerboats in Nassau · 12 guests

    Private, Customizable Tour on 30' Angler- Snorkel, Island Hop & Turtle Adventure

    New
    $340/hour
    Island Dreams on a Luxury Contender 40' Center Console
    Powerboats in Fajardo · 8 guests

    Island Dreams on a Luxury Contender 40' Center Console

    New
    $225+/hour
    Linking Your Island Experiences with Wellcraft Scarab Powerboat
    Powerboats in Nassau · 8 guests

    Linking Your Island Experiences with Wellcraft Scarab Powerboat

    New
    $250/hour
    29ft Center Console for Exploring Rosario Islands and Baru
    Powerboats in Cartagena · 10 guests

    29ft Center Console for Exploring Rosario Islands and Baru

    New
    $524/day
    Sailing in the Caribbean St. Martin
    Sailing in Saint Martin · 10 guests

    Sailing in the Caribbean St. Martin

    New
    $1,157/day
    The Ultimate Stingray City Tour
    Tours in Rum Point · 15 guests

    The Ultimate Stingray City Tour

    New
    $275+/hour
    Antigua Barbuda Sailing lessons and expedition!
    Sailing in Jolly Harbour · 10 guests

    Antigua Barbuda Sailing lessons and expedition!

    New
    $1,388/night
    Sailing Lagoon 42 Premium (Crewed and Bareboat Charter Options!) in Le Marin
    Sailing in Le Marin · 12 guests

    Sailing Lagoon 42 Premium (Crewed and Bareboat Charter Options!) in Le Marin

    New
    $943/day
    21' Nauticstar - Explore Key West Snorkeling and Remote Beaches with a captain
    Powerboats in Key West · 6 guests

    21' Nauticstar - Explore Key West Snorkeling and Remote Beaches with a captain

    New
    $160+/hour
    Let's enjoy Miami from a different perspective! Boat Monterey 258 SS 25ft
    Powerboats in Miami · 8 guests

    Let's enjoy Miami from a different perspective! Boat Monterey 258 SS 25ft

    New
    $150/hour
    Luxury 35' Jeanneau Yacht from Palmas del Mar to Vieques, Icacos, Culebra & more
    Events in Palmas del Mar · 6 guests

    Luxury 35' Jeanneau Yacht from Palmas del Mar to Vieques, Icacos, Culebra & more

    New
    $490/hour
    Premium Yacht Rentals for Unforgettable Experiences in Miami
    Events in Florida · 12 guests

    Premium Yacht Rentals for Unforgettable Experiences in Miami

    New
    $400/hour
    Romantic Private Dinner Yacht Cruise for 2
    Tours in Miami · 2 guests

    Romantic Private Dinner Yacht Cruise for 2

    New
    $2,850/hour
    SAINT BARTHELEMY Luxury power catamaran 53
    Powerboats in Gustavia · 12 guests

    SAINT BARTHELEMY Luxury power catamaran 53

    New
    $700/hour

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