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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,080 Reviews)

    Page 26 of 39 • 917 listings

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

    Catamaran Sailing Lessons Chicago

    New
    $350+/hour
    Lagoon 440 Catamaran rental in Cancun Isla Mujeres
    Sailing in Cancún · 25 guests

    Lagoon 440 Catamaran rental in Cancun Isla Mujeres

    New
    $375/hour
    Bali 4.5 Luxury Catamaran Charter to the Islands of Loreto
    Sailing in Baja California Sur · 12 guests

    Bali 4.5 Luxury Catamaran Charter to the Islands of Loreto

    New
    $350/hour
    Sail Gloucester Harbor and Beyond on a Private 43ft Sailing Catamarant!!
    Sailing in Gloucester · 6 guests

    Sail Gloucester Harbor and Beyond on a Private 43ft Sailing Catamarant!!

    5.0
    $225+/hour
    😎 For Exclusive Party Yacth in Cabarete, Puerto Plata 😎
    Events in Sosúa · 18 guests

    😎 For Exclusive Party Yacth in Cabarete, Puerto Plata 😎

    New
    Superowner
    Best of 2026
    $75/hour
    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
    $515/hour
    Pearson 42ft Sailboat | Charleston Sailing Trip
    Sailing in Charleston · 6 guests

    Pearson 42ft Sailboat | Charleston Sailing Trip

    New
    Superowner
    $250/hour
    Private Lunch Tour Deluxe in Curacao
    Sailing in Santa Barbara Plantation · 6 guests

    Private Lunch Tour Deluxe in Curacao

    New
    $325/hour
    Lagoon Basileus 42 Catamaran in Puerto Vallarta
    Sailing in Isla Iguana · 20 guests

    Lagoon Basileus 42 Catamaran in Puerto Vallarta

    New
    $274/hour
    Private Sailing Catamaran Experience in Los Cabos | Nautitech 46 Open for 12
    Sailing in San José del Cabo · 12 guests

    Private Sailing Catamaran Experience in Los Cabos | Nautitech 46 Open for 12

    New
    $700/hour
    Private overnight Charter on a Luxurious Fountaine Pajot 47 up to 8 guests
    Sailing in Nassau · 9 guests

    Private overnight Charter on a Luxurious Fountaine Pajot 47 up to 8 guests

    New
    $3,715+/night
    Set sail and enjoy Montego Bay’s stunning waterfront - 42 ft Catalina Sailboat
    Sailing in Montego Bay · 14 guests

    Set sail and enjoy Montego Bay’s stunning waterfront - 42 ft Catalina Sailboat

    New
    $250/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
    $435/hour
    Instant Book
    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
    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
    Sailing in Cancún · 25 guests

    The VERY BEST service in Cozumel

    New
    $336/hour
    Safe and Comfortable 42ft Fountaine Pajot catamaran sailing in West Palm Beach
    Sailing in West Palm Beach · 6 guests

    Safe and Comfortable 42ft Fountaine Pajot catamaran sailing in West Palm Beach

    New
    $300/hour
    46' Sailing Catamaran - New Sound System - Up to 12 Guests - Crew Included
    Events in San Diego · 12 guests

    46' Sailing Catamaran - New Sound System - Up to 12 Guests - Crew Included

    New
    $500+/hour
    Durfour 430 Sailing Yacht to Discover the Chesapeake Bay
    Sailing in Annapolis · 12 guests

    Durfour 430 Sailing Yacht to Discover the Chesapeake Bay

    New
    $210+/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
    Cruising Catamaran Charter in Cabarete, Dominican Republic
    Sailing in Cabarete · 80 guests

    Cruising Catamaran Charter in Cabarete, Dominican Republic

    New
    Superowner
    Best of 2026
    $400/hour
    Sail Lake Michigan from Racine, WI
    Sailing in Racine · 6 guests

    Sail Lake Michigan from Racine, WI

    5.0
    $75/hour
    Velero Montainer 45ft Sailboat in Puerto Vallarta
    Sailing in Isla Iguana · 15 guests

    Velero Montainer 45ft Sailboat in Puerto Vallarta

    New
    $157/hour

    Top Destinations Nearby

    Sailing Reviews in United States

    1. AD

      Alice

      Sail Gloucester Harbor and Beyond on a Private 43ft Sailing Catamarant!!

      Captain Lu is THE MAN ! We had an amazing time with him, he’s very nice and extremely knowledgeable. He adjusted the course of the cruise to an easier swell when our friend that is easily seasick started to feel dizzy, and she felt great the entire time! I can only recommend cruising with Captain Lu and will surely be back again !

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