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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,393 Reviews)

    Page 35 of 39 • 914 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Captained sail on a beautiful and comfortable 50' wooden ketch
    Sailing in Greenport · 6 guests

    Captained sail on a beautiful and comfortable 50' wooden ketch

    New
    $475/hour
    Reggae Catamaran Negril Sail Snorkel and Sunset Tour
    Sailing in West End · 20 guests

    Reggae Catamaran Negril Sail Snorkel and Sunset Tour

    New
    $1,084/hour
    42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland
    Sailing in Oakland · 12 guests

    42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland

    New
    $575/hour
    ⛵ Charming Sunset Cruises & Adventure Sails Aboard a Classic C&C 40-2
    Sailing in Marina del Rey · 6 guests

    ⛵ Charming Sunset Cruises & Adventure Sails Aboard a Classic C&C 40-2

    New
    $250/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 Sailing Catamaran Charters in the Sea of Cortez
    Sailing in La Paz · 10 guests

    All-Inclusive Sailing Catamaran Charters in the Sea of Cortez

    New
    $345/hour
    27ft Stiletto Sailboat SE Private Sailing Experience - Salt Marsh Charter
    Sailing in Hilton Head Island · 6 guests

    27ft Stiletto Sailboat SE Private Sailing Experience - Salt Marsh Charter

    New
    $136+/hour
    Helia 44 FT | Luxury Catamaran
    Sailing in Guanacaste Province · 25 guests

    Helia 44 FT | Luxury Catamaran

    New
    $1,070+/hour
    Clean Modern Sailboat - Private Sailing Experience
    Sailing in Pensacola · 6 guests

    Clean Modern Sailboat - Private Sailing Experience

    New
    $150/hour
    2023 Catalina for Corporate Sailing Events
    Sailing in Kirkland · 5 guests

    2023 Catalina for Corporate Sailing Events

    New
    $275/hour
    Salinas 48 Cruising Catamaran Charter in San Blas Islands, Panama
    Sailing in Guna Yala Comarca · 8 guests

    Salinas 48 Cruising Catamaran Charter in San Blas Islands, Panama

    New
    $3,410/night
    Charter the 100ft Azimut GMB100AZFB Power Mega Yacht in Cancun
    Events in Playa del Carmen · 30 guests

    Charter the 100ft Azimut GMB100AZFB Power Mega Yacht in Cancun

    New
    $1,400+/hour
    Private sailing and snorkeling charter for 2. A unique and custom tailored trip
    Sailing in Guna Yala Comarca · 2 guests

    Private sailing and snorkeling charter for 2. A unique and custom tailored trip

    New
    $185/night
    Rent 22ft Catalina Sailboat In Kemah, Texas
    Sailing in Seabrook · 4 guests

    Rent 22ft Catalina Sailboat In Kemah, Texas

    New
    $54/hour
    Lagoon 500 in San Blas Islands
    Sailing in Panama City · 8 guests

    Lagoon 500 in San Blas Islands

    New
    $2,700/night
    Catamaran Charter In San Blas Panama
    Sailing in Guna Yala Comarca · 10 guests

    Catamaran Charter In San Blas Panama

    New
    $1,269/night
    Jeannuea Internacional 51" Sailboat - Jump onboard and relax!
    Sailing in San Andrés · 6 guests

    Jeannuea Internacional 51" Sailboat - Jump onboard and relax!

    New
    $425/night
    Cancun Fishing Charter 46ft
    Fishing in Cancún · 12 guests

    Cancun Fishing Charter 46ft

    New
    $176/hour
    Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests
    Sailing in Oakland · 10 guests

    Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests

    New
    $335/hour
    All-inclusive Crewed Charter on 40ft Nautitech Sailing Catamaran in San Blas
    Sailing in Guna Yala Comarca · 7 guests

    All-inclusive Crewed Charter on 40ft Nautitech Sailing Catamaran in San Blas

    New
    $1,000/night
    All inclusive Luxury 45´ Lagoon Sailing Catamaran in La Paz, Baja California Sur
    Sailing in Zona Comercial · 10 guests

    All inclusive Luxury 45´ Lagoon Sailing Catamaran in La Paz, Baja California Sur

    New
    $2,345/day
    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
    27 feet of fun in the summer sun, under sail!
    Sailing in Brooklyn · 6 guests

    27 feet of fun in the summer sun, under sail!

    New
    $150/hour
    Sail aboard our wonderful Jeanneau Sun Odyssey Sailboat and discover San Blas
    Sailing in Guna Yala Comarca · 12 guests

    Sail aboard our wonderful Jeanneau Sun Odyssey Sailboat and discover San Blas

    New
    $114/hour

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