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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,284 Reviews)

    Page 29 of 40 • 939 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Charter the Cruising Monohull in Las Terrenas, Samana
    Sailing in Las Terrenas · 10 guests

    Charter the Cruising Monohull in Las Terrenas, Samana

    New
    $1,586/day
    Enjoy This beautiful 38 ft yacht in Los Cabos
    Events in Juárez · 12 guests

    Enjoy This beautiful 38 ft yacht in Los Cabos

    New
    $255/hour
    The perfect Summer getaway with our 45ft Sailing Catamaran
    Sailing in Zona Comercial · 15 guests

    The perfect Summer getaway with our 45ft Sailing Catamaran

    New
    $600/hour
    Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago
    Sailing in Chicago · 6 guests

    Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

    New
    $230+/hour
    Sail & Stay in Nantucket – Private Charters + Overnight Aboard a Beneteau 36.7
    Sailing in Nantucket · 6 guests

    Sail & Stay in Nantucket – Private Charters + Overnight Aboard a Beneteau 36.7

    New
    $320+/hour
    62ft Amazing Sailboat for Incredible Mazatlan Charter Experience!
    Sailing in Marina Mazatlán · 30 guests

    62ft Amazing Sailboat for Incredible Mazatlan Charter Experience!

    New
    $225/hour
    Ultra luxe Full Day Yacht Charter to Negril!
    Events in Montego Bay · 10 guests

    Ultra luxe Full Day Yacht Charter to Negril!

    New
    Superowner
    $1,625/hour
    65ft Catamaran Private Charter / Capacity 100 people
    Sailing in Cancún · 100 guests

    65ft Catamaran Private Charter / Capacity 100 people

    New
    Superowner
    $800/hour
    2022 Catspace 38 Sailing Catamaran in Chesapeake Bay
    Sailing in Annapolis · 12 guests

    2022 Catspace 38 Sailing Catamaran in Chesapeake Bay

    New
    $334+/hour
    Private Group Catamaran Cruise in Ocho Rios
    Sailing in Ocho Rios · 40 guests

    Private Group Catamaran Cruise in Ocho Rios

    New
    $1,266/hour
    53' Leopard Power Catamaran – Private Bahamas Day Charter
    Sailing in Nassau · 15 guests

    53' Leopard Power Catamaran – Private Bahamas Day Charter

    New
    $1,160+/hour
    All Inclusive Luxury Sailing Vacation in Belize
    Sailing in Stann Creek District · 6 guests

    All Inclusive Luxury Sailing Vacation in Belize

    New
    $3,395/night
    Deal of the Week! Leopard 51 Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 35 guests

    Deal of the Week! Leopard 51 Ft Catamaran for Rent in Cartagena, Colombia.

    New
    Superowner
    Best of 2026
    $766/hour
    Instant Book
    Predator 60ft, Free pick up transportation Hotel marina one way
    Events in Cancún · 18 guests

    Predator 60ft, Free pick up transportation Hotel marina one way

    New
    $330/hour
    Lagoon 40 Award-Winning Luxury Charters Cozumel- Gourmet Lunch & Top Shelf Bar
    Sailing in San Miguel de Cozumel · 20 guests

    Lagoon 40 Award-Winning Luxury Charters Cozumel- Gourmet Lunch & Top Shelf Bar

    New
    $437+/hour
    Luxury Lagoon 620 Essence Sailing Catamaran in The Bahamas
    Sailing in Nassau · 25 guests

    Luxury Lagoon 620 Essence Sailing Catamaran in The Bahamas

    New
    $1,225/hour
    The Unique Boat in Cancun and Isla Mujeres holds 50
    Events in Cancún · 50 guests

    The Unique Boat in Cancun and Isla Mujeres holds 50

    New
    $454/hour
    34ft Adventure Catamaran Da Vinci Puerto Aventuras, Tulum
    Sailing in Puerto Aventuras · 8 guests

    34ft Adventure Catamaran Da Vinci Puerto Aventuras, Tulum

    New
    $400+/hour
    BRAND NEW 2025 Lagoon 43 Luxury Catamaran with AC price include 2 guests
    Sailing in Guna Yala Comarca · 8 guests

    BRAND NEW 2025 Lagoon 43 Luxury Catamaran with AC price include 2 guests

    New
    $2,600/night
    "Thea Marie" Yacht Charter in Riviera Beach, FL
    Sailing in Riviera Beach · 49 guests

    "Thea Marie" Yacht Charter in Riviera Beach, FL

    New
    $1,288/hour
    De Luxe Cat Fountine 50ft In Riviera Maya up to 20 guests in Puerto Aventuras
    Sailing in Puerto Aventuras · 20 guests

    De Luxe Cat Fountine 50ft In Riviera Maya up to 20 guests in Puerto Aventuras

    New
    $445+/hour
    🌞 Serenity Sun and Sailing
    Sailing in San Diego · 4 guests

    🌞 Serenity Sun and Sailing

    New
    $250/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
    Luxury Lagoon Catamaran 42’ Stuart FL
    Sailing in Stuart · 12 guests

    Luxury Lagoon Catamaran 42’ Stuart FL

    New
    $354/hour

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