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    Awesome sailboat rentals in United States.

    4.9
    (7,306 Reviews)

    Page 24 of 37 • 887 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Sail Boat for a Classy sailing adventure.
    Sailing in Marina Vallarta · 10 guests

    Sail Boat for a Classy sailing adventure.

    New
    $130/hour
    MARTINA Powerboat 40FT in Cartagena de Indias
    Powerboats in Cartagena · 35 guests

    MARTINA Powerboat 40FT in Cartagena de Indias

    New
    $998/day
    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
    $156/hour
    Catamaran Sailing Lessons Chicago
    Tours in Chicago · 6 guests

    Catamaran Sailing Lessons Chicago

    New
    Best of 2025
    $350+/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
    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 2025
    $100/hour
    The VERY BEST service in Cozumel
    Sailing in Cancún · 25 guests

    The VERY BEST service in Cozumel

    New
    $323/hour
    41ft Catamaran Private Charter / Capacity 35 people
    Sailing in Cancún · 35 guests

    41ft Catamaran Private Charter / Capacity 35 people

    New
    $257+/hour
    Private Sailing Tour in San Diego for Families
    Sailing in San Diego · 12 guests

    Private Sailing Tour in San Diego for Families

    New
    $150/hour
    45ft Luxury Catamaran Private Charter / Capacity 38 people
    Sailing in Cancún · 40 guests

    45ft Luxury Catamaran Private Charter / Capacity 38 people

    New
    $572+/hour
    Private Lunch Tour Deluxe in Curacao
    Sailing in Jan Thiel · 6 guests

    Private Lunch Tour Deluxe in Curacao

    New
    $325/hour
    Saona Island: Private Yacht Tour with Snorkel in DR
    Events in Los Melones · 15 guests

    Saona Island: Private Yacht Tour with Snorkel in DR

    New
    $320/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
    SAILING BOAT for your excursion at the Pacific in PV
    Sailing in Marina Vallarta · 12 guests

    SAILING BOAT for your excursion at the Pacific in PV

    New
    $140/hour
    Magnificent Sailing Endeavour 40ft for a unique Experience at PV.
    Sailing in Isla Iguana · 10 guests

    Magnificent Sailing Endeavour 40ft for a unique Experience at PV.

    New
    $140/hour
    Deal of the Week! Lagoon 44 Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 23 guests

    Deal of the Week! Lagoon 44 Ft Catamaran for Rent in Cartagena, Colombia.

    New
    Superowner
    $144/hour
    Instant Book
    48ft Mar Sail - Big groups Special Sailing Trimaran
    Sailing in Marina Mazatlán · 25 guests

    48ft Mar Sail - Big groups Special Sailing Trimaran

    New
    $154/hour
    Luxury 58ft Hanse Velero, Cartagena, Colombia
    Sailing in Cartagena · 12 guests

    Luxury 58ft Hanse Velero, Cartagena, Colombia

    New
    $403/hour
    Velero 41 Ps/Ft, Cancun, Mexico
    Sailing in Cancún · 12 guests

    Velero 41 Ps/Ft, Cancun, Mexico

    New
    $788+/hour
    Jeannaeu 40 Ps Sailboat, Cancun, Mexico
    Sailing in Cancún · 16 guests

    Jeannaeu 40 Ps Sailboat, Cancun, Mexico

    New
    $522+/hour
    Fountaine Pajot Catamaran 43ft, Santa Marta, Colombia
    Sailing in Comuna 2 · 30 guests

    Fountaine Pajot Catamaran 43ft, Santa Marta, Colombia

    New
    $210+/hour
    Cabo Private 29ft Yacht Cruise with Snorkeling and Swim Stop
    Events in Marina · 7 guests

    Cabo Private 29ft Yacht Cruise with Snorkeling and Swim Stop

    New
    $200/hour
    Cabo Private 36ft Motor Yacht – Scenic Cruise & Relaxation
    Events in Marina · 10 guests

    Cabo Private 36ft Motor Yacht – Scenic Cruise & Relaxation

    New
    $285/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
    $285/hour

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