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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,255 Reviews)

    Page 26 of 40 • 949 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Catamaran Sailing Lessons Chicago
    Tours in Chicago · 6 guests

    Catamaran Sailing Lessons Chicago

    New
    Best of 2025
    $350+/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
    $327/hour
    41ft Catamaran Private Charter / Capacity 35 people
    Sailing in Cancún · 35 guests

    41ft Catamaran Private Charter / Capacity 35 people

    New
    $257+/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
    Private Gourmet Sailing Charters on Elegant 50ft Catamaran
    Sailing in Nassau · 10 guests

    Private Gourmet Sailing Charters on Elegant 50ft Catamaran

    New
    $595+/hour
    Deal of the Week! Leopard 47 Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 35 guests

    Deal of the Week! Leopard 47 Ft Catamaran for Rent in Cartagena, Colombia.

    New
    Superowner
    $240/hour
    Instant Book
    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 Santa Barbara Plantation · 6 guests

    Private Lunch Tour Deluxe in Curacao

    New
    $325/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
    $269/hour
    Instant Book
    Classic Rainbow Hobie Cat Racing or Day Sailor
    Sailing in Des Moines · 4 guests

    Classic Rainbow Hobie Cat Racing or Day Sailor

    New
    $150/hour
    Instant Book
    Sail Lake Michigan from Racine, WI
    Sailing in Racine · 6 guests

    Sail Lake Michigan from Racine, WI

    5.0
    $75/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
    Luxury 58ft Hanse Velero, Cartagena, Colombia
    Sailing in Cartagena · 12 guests

    Luxury 58ft Hanse Velero, Cartagena, Colombia

    New
    $403/hour
    Fountaine Pajot Catamaran 43ft, Santa Marta, Colombia
    Sailing in Comuna 2 · 30 guests

    Fountaine Pajot Catamaran 43ft, Santa Marta, Colombia

    New
    $210+/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
    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
    Private Yacht Day Charter
    Events in Nassau · 12 guests

    Private Yacht Day Charter

    New
    $750/hour
    Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA
    Sailing in Norfolk · 6 guests

    Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA

    New
    $725/day
    The Gallivanders Ultimate Sailing Adventure
    Sailing in Nassau · 12 guests

    The Gallivanders Ultimate Sailing Adventure

    New
    $395/hour
    Instant Book
    Hatteras Luxury 61 Yatch in Nuevo Vallarta
    Events in Nuevo Vallarta · 20 guests

    Hatteras Luxury 61 Yatch in Nuevo Vallarta

    New
    $435/hour
    Sunday Funday Mimosa Bar Shared Sail– Ultimate Brunch on the Water! Catamaran
    Sailing in Mount Pleasant · 100 guests

    Sunday Funday Mimosa Bar Shared Sail– Ultimate Brunch on the Water! Catamaran

    New
    $135/hour

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