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    Awesome sailboat rentals in United States.

    4.9
    (8,481 Reviews)

    Page 38 of 40 • 940 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    36' Catalina Sailboat for LA Coastal Sailing | Santa Monica - Malibu - Catalina
    Sailing in Marina del Rey · 6 guests

    36' Catalina Sailboat for LA Coastal Sailing | Santa Monica - Malibu - Catalina

    New
    $90/hour
    Catalina Capri 22 Daysailer - Simple to Sail in Seattle
    Sailing in Seattle · 5 guests

    Catalina Capri 22 Daysailer - Simple to Sail in Seattle

    New
    $80/hour
    Private Sailing Yacht to Coiba National Park – Overnight Option
    Sailing in Panamá · 6 guests

    Private Sailing Yacht to Coiba National Park – Overnight Option

    New
    $120/hour
    Sailing Yacht Charter with amazing crew all inclusive
    Sailing in Panama City · 6 guests

    Sailing Yacht Charter with amazing crew all inclusive

    New
    $866/night
    Sail the 30,000 islands in Georgian Bay aboard 40' Beneteau Sailboat
    Sailing in Parry Sound · 6 guests

    Sail the 30,000 islands in Georgian Bay aboard 40' Beneteau Sailboat

    New
    $141/hour
    Sail the glamorous Hamptons in a 58ft Catana luxury catamaran
    Sailing in Sag Harbor · 12 guests

    Sail the glamorous Hamptons in a 58ft Catana luxury catamaran

    New
    $750/hour
    Luxury 47' Lagoon Catamaran Charter - Snorkel, Sunset, Overnight Stays
    Sailing in Marina Vallarta · 25 guests

    Luxury 47' Lagoon Catamaran Charter - Snorkel, Sunset, Overnight Stays

    New
    $226/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
    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
    45ft Maxum Luxury Boat
    Events in Marina · 10 guests

    45ft Maxum Luxury Boat

    New
    $339/hour
    Standart Trip Luxury Catamaran in Gulf of Papagayo & Water Activities
    Sailing in Playa Hermosa · 25 guests

    Standart Trip Luxury Catamaran in Gulf of Papagayo & Water Activities

    New
    $750/hour
    Romantic Sunset Sailing in La Boquilla, Bolívar
    Sailing in La Boquilla · 4 guests

    Romantic Sunset Sailing in La Boquilla, Bolívar

    New
    $260/hour
    44' LAGOON STANDARD CATAMARAN - RIVIERA MAYA
    Sailing in Puerto Aventuras · 20 guests

    44' LAGOON STANDARD CATAMARAN - RIVIERA MAYA

    New
    $333/hour
    VIKO S 35 Sailboat in Deale
    Sailing in Deale · 6 guests

    VIKO S 35 Sailboat in Deale

    New
    $298/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
    1986 22ft Catalina Sailboat in Holland, Michigan
    Sailing in Holland · 6 guests

    1986 22ft Catalina Sailboat in Holland, Michigan

    New
    $75+/hour
    Sail A Proven World Circumnavigation Yacht | 30' Classic
    Sailing in Vancouver · 4 guests

    Sail A Proven World Circumnavigation Yacht | 30' Classic

    New
    $260/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
    St. Pete Sunset Sails - 34ft Sailboat
    Sailing in Saint Petersburg · 4 guests

    St. Pete Sunset Sails - 34ft Sailboat

    New
    $160/hour
    Bahia 46 FT | Sailing Experiences along Costa Rica’s Coastline
    Sailing in Playa Flamingo · 20 guests

    Bahia 46 FT | Sailing Experiences along Costa Rica’s Coastline

    New
    $860+/hour
    Gold Coast 65ft Catamaran in Playas del Coco
    Sailing in Coco · 45 guests

    Gold Coast 65ft Catamaran in Playas del Coco

    New
    $1,330+/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
    $260/hour
    Lagoon 46Ft - Your Private Luxury Escape on the Pacific
    Events in Guanacaste Province · 30 guests

    Lagoon 46Ft - Your Private Luxury Escape on the Pacific

    New
    $650+/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

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