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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,367 Reviews)

    Page 27 of 39 • 924 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston
    Sailing in Mount Pleasant · 12 guests

    3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston

    New
    $250/hour
    Classic Sailing 39ft Vessel for cruising with style at PV.
    Sailing in Marina Vallarta · 12 guests

    Classic Sailing 39ft Vessel for cruising with style at PV.

    New
    $136/hour
    35ft Classy Allmand Sailboat for Extended Charters in Gulf Islands
    Sailing in Sidney · 6 guests

    35ft Classy Allmand Sailboat for Extended Charters in Gulf Islands

    New
    $115/hour
    Best Sea Ray Sundancer 40ft in Miami | Perfect for Parties & Cruises
    Events in Miami · 14 guests

    Best Sea Ray Sundancer 40ft in Miami | Perfect for Parties & Cruises

    New
    $250/hour
    All inclusive Bali 4.4 Luxury Catamaran Charter
    Sailing in Nassau · 10 guests

    All inclusive Bali 4.4 Luxury Catamaran Charter

    New
    $720/hour
    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
    $843+/hour
    Instant Book
    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
    Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida
    Events in Key West · 12 guests

    Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida

    New
    $14,750/night
    Party Boat that can host 150 people in La Romana, Dominican Republic
    Events in La Romana · 150 guests

    Party Boat that can host 150 people in La Romana, Dominican Republic

    New
    Superowner
    Best of 2026
    $100/hour
    Velero Montainer 45ft Sailboat in Puerto Vallarta
    Sailing in Isla Iguana · 15 guests

    Velero Montainer 45ft Sailboat in Puerto Vallarta

    New
    $165/hour
    40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay
    Sailing in Saint Petersburg · 12 guests

    40’ Fountaine Pajot Sailing Catamaran - Explore the Beauty of Tampa Bay

    New
    $350+/hour
    Charter The AKKA 68ft catamaran
    Sailing in Oranjestad-West · 15 guests

    Charter The AKKA 68ft catamaran

    New
    $700/hour
    Hunter 336 Sailing Yacht Charter in Palm Beach, Florida
    Sailing in North Palm Beach · 4 guests

    Hunter 336 Sailing Yacht Charter in Palm Beach, Florida

    New
    $125/hour
    42ft Catamaran Private Charter / Capacity 40 people
    Sailing in Cancún · 40 guests

    42ft Catamaran Private Charter / Capacity 40 people

    New
    Superowner
    $257+/hour
    Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York
    Sailing in Sag Harbor · 6 guests

    Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York

    New
    $249/hour
    40' Luxury Nuevo Vallarta Catamaran Charter
    Events in Nuevo Vallarta · 18 guests

    40' Luxury Nuevo Vallarta Catamaran Charter

    New
    $300+/hour
    The Very Best service in Cozumel | 40' Bali Sailing Catamaran
    Sailing in Cancún · 25 guests

    The Very Best service in Cozumel | 40' Bali Sailing Catamaran

    New
    $354/hour
    Sunseeker 120 Super Yacht in Cancun. Super Yacht Crew
    Events in Cancún · 40 guests

    Sunseeker 120 Super Yacht in Cancun. Super Yacht Crew

    New
    Superowner
    $42,000/hour
    Deal of the Week! Leopard 43Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 25 guests

    Deal of the Week! Leopard 43Ft Catamaran for Rent in Cartagena, Colombia.

    New
    Superowner
    Best of 2026
    $709+/hour
    Instant Book
    Sail Lake Michigan from Racine, WI
    Sailing in Racine · 6 guests

    Sail Lake Michigan from Racine, WI

    5.0
    $75/hour
    Amazing 64ft Flybridge Motor yacht in Cancún and isla mujeres holds 20 person!
    Events in Cancún · 20 guests

    Amazing 64ft Flybridge Motor yacht in Cancún and isla mujeres holds 20 person!

    New
    $708/hour
    Deal of the Day! Lagoon 40Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 18 guests

    Deal of the Day! Lagoon 40Ft Catamaran for Rent in Cartagena, Colombia.

    New
    Superowner
    Best of 2026
    $471+/hour
    Instant Book
    42ft Lagoon Catamaran for Amazing Sailing Trips in Cancun and Isla Mujeres
    Sailing in Isla Mujeres · 20 guests

    42ft Lagoon Catamaran for Amazing Sailing Trips in Cancun and Isla Mujeres

    New
    $295/hour
    Legacy Catamaran 36’ All Inclusive Cozumel- El Cielo
    Sailing in San Miguel de Cozumel · 10 guests

    Legacy Catamaran 36’ All Inclusive Cozumel- El Cielo

    New
    Superowner
    $375/hour

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