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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,041 Reviews)

    Page 37 of 39 • 918 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    26' Sailing Boat for Exploring and Camping in Gulf Islands of British Columbia
    Sailing in British Columbia · 5 guests

    26' Sailing Boat for Exploring and Camping in Gulf Islands of British Columbia

    New
    $99/hour
    Sweden Yachts 38 Day Sail Fort Lauderdale, Si hablo Español
    Sailing in Aventura · 6 guests

    Sweden Yachts 38 Day Sail Fort Lauderdale, Si hablo Español

    New
    $130+/hour
    Beneteau Oceanis 41 for sailing adventures in San Blas Islands
    Sailing in Guna Yala Comarca · 3 guests

    Beneteau Oceanis 41 for sailing adventures in San Blas Islands

    New
    $185/day
    Sailing JOURNEY on the Sound
    Sailing in Stamford · 6 guests

    Sailing JOURNEY on the Sound

    New
    $262/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
    Romantic Sunset Sailing in La Boquilla, Bolívar
    Sailing in La Boquilla · 4 guests

    Romantic Sunset Sailing in La Boquilla, Bolívar

    New
    $260/hour
    Beneteau 50 Sailing Yacht Charter in San Blas Islands
    Colón · 10 guests

    Beneteau 50 Sailing Yacht Charter in San Blas Islands

    New
    $1,400/day
    52ft Jeanneau Sailing Yacht – Luxury, Performance & Adventure on the Water
    Sailing in Benicia · 6 guests

    52ft Jeanneau Sailing Yacht – Luxury, Performance & Adventure on the Water

    New
    $500/hour
    Sail the Chesapeake Bay, Atlantic Coast or the Caribbean Islands in style! Charter this Jeanneau Sun Odyssey 509
    Sailing in Deltaville · 8 guests

    Sail the Chesapeake Bay, Atlantic Coast or the Caribbean Islands in style! Charter this Jeanneau Sun Odyssey 509

    New
    $524+/day
    Sailing Yacht Charter with amazing crew all inclusive
    Sailing in Panama City · 6 guests

    Sailing Yacht Charter with amazing crew all inclusive

    New
    $896/night
    ⚓️ Lagoon 40' Cruising Catamaran in Puerto Vallarta (Includes food)
    Sailing in Isla Iguana · 12 guests

    ⚓️ Lagoon 40' Cruising Catamaran in Puerto Vallarta (Includes food)

    New
    $365+/hour
    Bali Catspace 40' Catamaran in Ft Lauderdale for charter to Florida Keys
    Sailing in Fort Lauderdale · 12 guests

    Bali Catspace 40' Catamaran in Ft Lauderdale for charter to Florida Keys

    New
    $1,400/day
    Bayliner Deck Boat Rental at Lake wallenpaupack!
    Powerboats in Pennsylvania · 6 guests

    Bayliner Deck Boat Rental at Lake wallenpaupack!

    New
    $115/hour
    VIKO S 35 Sailboat in Deale
    Sailing in Deale · 6 guests

    VIKO S 35 Sailboat in Deale

    New
    $298/hour
    St. Pete Sunset Sails - 34ft Sailboat
    Sailing in Saint Petersburg · 4 guests

    St. Pete Sunset Sails - 34ft Sailboat

    New
    $160/hour
    44' LAGOON STANDARD CATAMARAN - RIVIERA MAYA
    Sailing in Puerto Aventuras · 20 guests

    44' LAGOON STANDARD CATAMARAN - RIVIERA MAYA

    New
    $333/hour
    41’ Bristol Sailboat Charter in Solomons Island, MD
    Sailing in Solomons · 6 guests

    41’ Bristol Sailboat Charter in Solomons Island, MD

    New
    $90/hour
    SAILING THE GULF OF NICOYA ON A LUXURY 37" YACHT
    Sailing in Punta Arenas · 4 guests

    SAILING THE GULF OF NICOYA ON A LUXURY 37" YACHT

    New
    $150/hour
    22ft SeaSwirl Striper Center Console
    Fishing in Los Angeles · 8 guests

    22ft SeaSwirl Striper Center Console

    New
    $175/hour
    Aqua Catamaran 65ft | Private Group Cruises in Guanacaste
    Sailing in Playa Hermosa · 46 guests

    Aqua Catamaran 65ft | Private Group Cruises in Guanacaste

    New
    $895+/hour
    All Inclusive 45´ Luxury Catamaran in Baja California Sur
    Sailing in Centro · 8 guests

    All Inclusive 45´ Luxury Catamaran in Baja California Sur

    New
    $268/hour
    LOVELY 40FT SAILING CATAMARAN
    Sailing in Pensacola · 6 guests

    LOVELY 40FT SAILING CATAMARAN

    New
    $250/hour
    Hunter 216 Sailboat for rent in McKinley Marina, Milwaukee WI
    Sailing in Milwaukee · 6 guests

    Hunter 216 Sailboat for rent in McKinley Marina, Milwaukee WI

    New
    $120/hour
    VIKO 30 Premium Sailing Yacht In Deale, MD
    Sailing in Deale · 5 guests

    VIKO 30 Premium Sailing Yacht In Deale, MD

    New
    $925/day

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