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    Awesome sailboat rentals in United States.

    4.9
    (8,249 Reviews)

    Page 25 of 40 • 937 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    Clear Kayak Mangrove Cay Eco Venture 2-hour tour
    Adventures in Leeward Settlement · 10 guests

    Clear Kayak Mangrove Cay Eco Venture 2-hour tour

    New
    $200/hour
    Montego Bay All-inclusive Yacht Experience
    Events in Montego Bay · 10 guests

    Montego Bay All-inclusive Yacht Experience

    New
    Superowner
    $998/hour
    All inclusive & Private Leopard Catamaran 52ft
    Sailing in Juárez · 35 guests

    All inclusive & Private Leopard Catamaran 52ft

    New
    $740/hour
    Sun, Luxury & Fun | Sea Ray Flybridge 52ft in Miami
    Events in Miami · 14 guests

    Sun, Luxury & Fun | Sea Ray Flybridge 52ft in Miami

    New
    $350/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
    40ft Sailboat Rental in Cancún, Quintana Roo
    Sailing in Cancún · 16 guests

    40ft Sailboat Rental in Cancún, Quintana Roo

    New
    $108+/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
    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
    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
    23' Ranger Daysailer in Oakland, California
    Sailing in Oakland · 5 guests

    23' Ranger Daysailer in Oakland, California

    New
    $70/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
    Charter this 53ft Cruising Catamaran for a Boat Party in Cancún, Quintana Roo
    Sailing in Cancún · 55 guests

    Charter this 53ft Cruising Catamaran for a Boat Party in Cancún, Quintana Roo

    New
    $490/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
    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
    $167/hour
    42' Lagoon Catamaran | Open Bar + Water Toys | Up to 20 Guests
    Sailing in La Cruz de Huanacaxtle · 20 guests

    42' Lagoon Catamaran | Open Bar + Water Toys | Up to 20 Guests

    New
    $1,446/hour
    Luxury Catamaran Belize, Private Chef & Hol Chan Snorkeling
    Powerboats in San Pedro · 12 guests

    Luxury Catamaran Belize, Private Chef & Hol Chan Snorkeling

    New
    $882/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
    Private Boat Rental La Morronga Bravo 41' Luxury Finishes
    Powerboats in Cartagena · 15 guests

    Private Boat Rental La Morronga Bravo 41' Luxury Finishes

    New
    $842/day
    Relax, feel free & sail into a nautical world of Wonder - Hunter 36 Sailboat
    Sailing in Berkeley Township · 6 guests

    Relax, feel free & sail into a nautical world of Wonder - Hunter 36 Sailboat

    New
    $125/hour
    Luxury 50ft Sea Ray Sedan Bridge 2005 | Premium Yacht Experience in Miami
    Events in Miami · 13 guests

    Luxury 50ft Sea Ray Sedan Bridge 2005 | Premium Yacht Experience in Miami

    New
    $250/hour
    Parasailing Adventure in West Palm Beach
    Adventures in Riviera Beach · 12 guests

    Parasailing Adventure in West Palm Beach

    New
    $99/hour

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