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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,246 Reviews)

    Page 34 of 40 • 948 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Leopard 51ft Catamaran in Cancun, Isla Mujeres Luxury meal included
    Sailing in Isla Mujeres · 10 guests

    Leopard 51ft Catamaran in Cancun, Isla Mujeres Luxury meal included

    New
    $780+/hour
    Sail Lake Macatawa and cruise past the lighthouse, Big Red onto Lake Michigan
    Sailing in Holland · 6 guests

    Sail Lake Macatawa and cruise past the lighthouse, Big Red onto Lake Michigan

    New
    $150/hour
    50¨Cranchi Mediterranee Cancun, Plaza La Isla, Meal & Beverages included
    Sailing in Cancún · 8 guests

    50¨Cranchi Mediterranee Cancun, Plaza La Isla, Meal & Beverages included

    New
    $456+/hour
    Sail the Adirondack Mountain Lakes
    Sailing in New York · 4 guests

    Sail the Adirondack Mountain Lakes

    New
    $160/hour
    Sail into adventure in Costa Rica, playa Flamingo
    Sailing in Playa Flamingo · 12 guests

    Sail into adventure in Costa Rica, playa Flamingo

    New
    $2,640/hour
    60ft Sea Ray Power MegaYacht Rental in Cartagena, Bolívar
    Sailing in Cartagena · 16 guests

    60ft Sea Ray Power MegaYacht Rental in Cartagena, Bolívar

    New
    $3,350/day
    Sailing Adventures on the Choptank River
    Sailing in Cambridge · 6 guests

    Sailing Adventures on the Choptank River

    New
    $100/hour
    Discover the magic of the sea | Westsail 43' Private Sailing Tours
    Sailing in San Diego · 12 guests

    Discover the magic of the sea | Westsail 43' Private Sailing Tours

    New
    $280/hour
    Luxury 38ft Lagoon Catamaran in La Cruz de Huanacaxtle, Mexico
    Sailing in La Cruz de Huanacaxtle · 20 guests

    Luxury 38ft Lagoon Catamaran in La Cruz de Huanacaxtle, Mexico

    New
    $496+/hour
    35ft Ericson Puerto Vallarta Sailing Charter for up to 8 people
    Sailing in Marina Vallarta · 8 guests

    35ft Ericson Puerto Vallarta Sailing Charter for up to 8 people

    New
    $87+/hour
    30ft Beneteau Cruising Monohull - 2 cabins/1 head - Marina del Rey
    Sailing in Marina del Rey · 6 guests

    30ft Beneteau Cruising Monohull - 2 cabins/1 head - Marina del Rey

    New
    $184/hour
    Take a Sunset Sail, or Sailing Lesson with Capt. Jack!
    Sailing in Jacksonville · 4 guests

    Take a Sunset Sail, or Sailing Lesson with Capt. Jack!

    New
    $300/hour
    Come Sail Newport, Narragansett Bay & Beyond with 50ft Jeanneau Sun Odyssey
    Sailing in Jamestown · 6 guests

    Come Sail Newport, Narragansett Bay & Beyond with 50ft Jeanneau Sun Odyssey

    New
    $350/hour
    Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours
    Sailing in Saint Michaels · 6 guests

    Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours

    New
    $400/hour
    Luxury Private Sailing Tours Cancun-Isla Mujeres up to 15 pax.incl. Snorkeling,Fishing
    Sailing in Isla Mujeres · 15 guests

    Luxury Private Sailing Tours Cancun-Isla Mujeres up to 15 pax.incl. Snorkeling,Fishing

    New
    $129/hour
    Luxury Sailing Aboard a 38-Foot Lagoon Catamaran in Marina del Rey
    Sailing in Marina del Rey · 12 guests

    Luxury Sailing Aboard a 38-Foot Lagoon Catamaran in Marina del Rey

    New
    $475/hour
    Instant Book
    Nautitech 43 Cruising Catamaran Rental in San Blas Islands, Panama
    Sailing in Guna Yala Comarca · 6 guests

    Nautitech 43 Cruising Catamaran Rental in San Blas Islands, Panama

    New
    $1,600/night
    65ft Searay Power Mega Yacht Rental in Miami, Florida
    Sailing in Miami · 13 guests

    65ft Searay Power Mega Yacht Rental in Miami, Florida

    New
    $450/hour
    Instant Book
    ASA practice sailing exercizes
    Tours in Bronx · 6 guests

    ASA practice sailing exercizes

    New
    $150/hour
    Private Events Charleston's Luxury 50ft Catamaran w/Bar Party Sail
    Sailing in Mount Pleasant · 100 guests

    Private Events Charleston's Luxury 50ft Catamaran w/Bar Party Sail

    New
    $1,625+/hour
    A Night to Remember: Experience the Magic of Cabo’s Full Moon Cruise
    Tours in San José del Cabo · 10 guests

    A Night to Remember: Experience the Magic of Cabo’s Full Moon Cruise

    New
    $300/hour
    All-Inclusive 4-Hour Private Catamaran Charter Experience in Riviera Maya
    Sailing in Puerto Aventuras · 12 guests

    All-Inclusive 4-Hour Private Catamaran Charter Experience in Riviera Maya

    New
    $270+/hour
    Jeannuea Internacional 51" Sailboat - Jump onboard and relax!
    Sailing in Guna Yala Comarca · 4 guests

    Jeannuea Internacional 51" Sailboat - Jump onboard and relax!

    New
    $100/hour
    The Rainbow Boat: 23ft Catboat with Captain Ryan
    Sailing in Charleston · 6 guests

    The Rainbow Boat: 23ft Catboat with Captain Ryan

    New
    $174/hour

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