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    Awesome sailboat rentals in United States.

    4.9
    (8,056 Reviews)

    Page 25 of 39 • 923 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    All inclusive & Private Leopard Catamaran 52ft
    Sailing in Juárez · 35 guests

    All inclusive & Private Leopard Catamaran 52ft

    New
    $740/hour
    Montego Bay All-inclusive Yacht Experience
    Events in Montego Bay · 10 guests

    Montego Bay All-inclusive Yacht Experience

    New
    Superowner
    $998/hour
    Private Sunset Dinner Cruise Belize – Chef & Luxury Experience
    Powerboats in San Pedro · 4 guests

    Private Sunset Dinner Cruise Belize – Chef & Luxury Experience

    New
    $340/hour
    Luxury Private Customized Sail Yacht rental for groups and families up to 15 pax
    Sailing in Isla Mujeres · 15 guests

    Luxury Private Customized Sail Yacht rental for groups and families up to 15 pax

    New
    $200/hour
    40' Luxury Cruising Sailboat – Private Charters for 8 Guests
    Sailing in Richmond · 8 guests

    40' Luxury Cruising Sailboat – Private Charters for 8 Guests

    New
    $232/hour
    Lux Catamaran Fountaine Pajot 40ft
    Sailing in Leeward Settlement · 10 guests

    Lux Catamaran Fountaine Pajot 40ft

    New
    $714+/hour
    45ft Catamaran Private Charter / Capacity 40 people
    Sailing in Cancún · 40 guests

    45ft Catamaran Private Charter / Capacity 40 people

    New
    Superowner
    $257+/hour
    Bali 4.5 Luxury Catamaran Charter to the Islands of Loreto
    Sailing in Baja California Sur · 12 guests

    Bali 4.5 Luxury Catamaran Charter to the Islands of Loreto

    New
    $350/hour
    46' Sailing Catamaran - New Sound System - Up to 12 Guests - Crew Included
    Events in San Diego · 12 guests

    46' Sailing Catamaran - New Sound System - Up to 12 Guests - Crew Included

    New
    $500+/hour
    Luxury Lagoon 40ft Catamaran Charter in Cozumel
    Sailing in San Miguel de Cozumel · 15 guests

    Luxury Lagoon 40ft Catamaran Charter in Cozumel

    New
    $598/hour
    Bali 40ft Sailing Catamaran Charter in Playa del Carmen
    Sailing in Puerto Aventuras · 8 guests

    Bali 40ft Sailing Catamaran Charter in Playa del Carmen

    New
    $820/hour
    40ft Sailboat Rental in Cancún, Quintana Roo
    Sailing in Cancún · 16 guests

    40ft Sailboat Rental in Cancún, Quintana Roo

    New
    $109+/hour
    Private 50ft Hunter Sailboat Charter in Puerto Vallarta for up to 12 Guests
    Sailing in Marina Vallarta · 12 guests

    Private 50ft Hunter Sailboat Charter in Puerto Vallarta for up to 12 Guests

    New
    $187/hour
    Morgan 42ft Sailing Charter in Puerto Vallarta
    Sailing in Marina Vallarta · 18 guests

    Morgan 42ft Sailing Charter in Puerto Vallarta

    New
    $257/hour
    Aventura 34ft Catamaran Charter in Playa del Carmen
    Sailing in Puerto Aventuras · 8 guests

    Aventura 34ft Catamaran Charter in Playa del Carmen

    New
    $644/hour
    Gorgeous Private Catamaran for 25 People Open bar
    Sailing in Cancún · 25 guests

    Gorgeous Private Catamaran for 25 People Open bar

    New
    $261/hour
    Your Own Private 40ft Yacht in Cabo – Snorkeling & Crew
    Events in Marina · 8 guests

    Your Own Private 40ft Yacht in Cabo – Snorkeling & Crew

    New
    $370/hour
    50ft Luxury Great White Catamaran Charter – Up to 42 Guests in Miami!
    Sailing in Miami Beach · 42 guests

    50ft Luxury Great White Catamaran Charter – Up to 42 Guests in Miami!

    New
    Superowner
    Best of 2026
    $850/hour
    3 courses dinner & sunset cruise on a luxury catamaran up to 12 guests
    Sailing in Nassau · 12 guests

    3 courses dinner & sunset cruise on a luxury catamaran up to 12 guests

    New
    $4,800/hour
    Luxury Lagoon 42 Catamaran for 12 in Annapolis
    Sailing in Annapolis · 12 guests

    Luxury Lagoon 42 Catamaran for 12 in Annapolis

    New
    $335+/hour
    SEXY 35 ft. SUNDANCER in Cancun With 1 hour Free Jetski
    Events in Cancún · 10 guests

    SEXY 35 ft. SUNDANCER in Cancun With 1 hour Free Jetski

    New
    $168/hour
    Sail Boat for a Classy sailing adventure.
    Sailing in Marina Vallarta · 10 guests

    Sail Boat for a Classy sailing adventure.

    New
    $130/hour
    Sol Brillio Negril Sailing Catamaran Rental fin Negril Westmoreland, Parish
    Sailing in Negril · 100 guests

    Sol Brillio Negril Sailing Catamaran Rental fin Negril Westmoreland, Parish

    New
    $1,800/hour
    Aicon 67 Fly – Elite Luxury Yacht Experience
    Events in Miami · 13 guests

    Aicon 67 Fly – Elite Luxury Yacht Experience

    New
    $350/hour
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