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    Awesome sailboat rentals in United States.

    4.9
    (7,306 Reviews)

    Page 23 of 37 • 887 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    SLOWDOWN - DUFOUR 430
    Sailing in Annapolis · 12 guests

    SLOWDOWN - DUFOUR 430

    New
    $250+/hour
    Cruising Catamaran Charter in Cabarete, Dominican Republic
    Sailing in Cabarete · 80 guests

    Cruising Catamaran Charter in Cabarete, Dominican Republic

    New
    Superowner
    Best of 2025
    $400/hour
    40ft Luxury Catamaran Private Charter for up to 25 people
    Sailing in Cancún · 25 guests

    40ft Luxury Catamaran Private Charter for up to 25 people

    New
    $357+/hour
    Instant Book
    Beautiful & Luxury 44 Lagoon New Catamaran in Cozumel / Private Tour in COZUMEL
    Sailing in San Miguel de Cozumel · 30 guests

    Beautiful & Luxury 44 Lagoon New Catamaran in Cozumel / Private Tour in COZUMEL

    New
    $495/hour
    Deal of the Week! Leopard 43 Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 25 guests

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

    New
    Superowner
    $207/hour
    Instant Book
    Charter The AKKA 68ft catamaran
    Sailing in Oranjestad-West · 15 guests

    Charter The AKKA 68ft catamaran

    New
    $700/hour
    48ft Sailing Catamaran – Day Charter in Miami with Captain
    Sailing in Miami · 12 guests

    48ft Sailing Catamaran – Day Charter in Miami with Captain

    New
    $423+/hour
    Lagoon 62’ 2019 Cruising Catamaran Rental in Nassau, New Providence
    Sailing in Nassau · 10 guests

    Lagoon 62’ 2019 Cruising Catamaran Rental in Nassau, New Providence

    New
    Superowner
    $1,307/hour
    Mega Catamaran Charter in Ocho Rios
    Sailing in Ocho Rios · 120 guests

    Mega Catamaran Charter in Ocho Rios

    New
    $2,300/hour
    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
    44' Monohull Day and Multi-day Sailing Charter
    Sailing in Puerto Plata Province · 6 guests

    44' Monohull Day and Multi-day Sailing Charter

    New
    $100/hour
    SOLERA | Great Columbia 40ft Sailboat for a perfect day in PV.
    Sailing in Marina Vallarta · 12 guests

    SOLERA | Great Columbia 40ft Sailboat for a perfect day in PV.

    New
    $128/hour
    40ft Sailboat Rental in Cancún, Quintana Roo
    Sailing in Cancún · 16 guests

    40ft Sailboat Rental in Cancún, Quintana Roo

    New
    $101+/hour
    38' Sailing Yacht in Toronto, Ontario
    Sailing in Toronto · 8 guests

    38' Sailing Yacht in Toronto, Ontario

    New
    $450/hour
    Private Boat Tours for Whale Watching, Snorkeling & Beach Adventures
    Tours in Marina · 8 guests

    Private Boat Tours for Whale Watching, Snorkeling & Beach Adventures

    New
    $65+/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
    Deal of the Day! Lagoon 40 Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 18 guests

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

    New
    Superowner
    $139/hour
    Instant Book
    🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata
    Events in Barrio Las Yaguitas · 60 guests

    🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata

    New
    $170/hour
    Amazing Hunter 40ft Sailing Vessel for your Classic Adventure at sea.
    Sailing in Marina Vallarta · 12 guests

    Amazing Hunter 40ft Sailing Vessel for your Classic Adventure at sea.

    New
    $130/hour
    Luxury 42ft Catamaran Located at La Cruz de Huanacaxtle
    Sailing in La Cruz de Huanacaxtle · 20 guests

    Luxury 42ft Catamaran Located at La Cruz de Huanacaxtle

    New
    $710/hour
    Private Grand Sailboat Jake 50 feet in Puerto Vallarta
    Sailing in Isla Iguana · 20 guests

    Private Grand Sailboat Jake 50 feet in Puerto Vallarta

    New
    Best of 2025
    $145/hour
    Private party catamaran in San Diego Bay!
    Sailing in San Diego · 6 guests

    Private party catamaran in San Diego Bay!

    New
    $200+/hour
    FUNTIMES Catamaran rental Cancun Isla Mujeres #GMBFUN440
    Events in Cancún · 25 guests

    FUNTIMES Catamaran rental Cancun Isla Mujeres #GMBFUN440

    New
    $350/hour
    Charter 42' Cruising Monohull In La Paz, Baja California, Mexico
    Sailing in La Paz · 10 guests

    Charter 42' Cruising Monohull In La Paz, Baja California, Mexico

    New
    $137+/hour

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