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    Awesome sailboat rentals in United States.

    4.9
    (8,128 Reviews)

    Page 35 of 39 • 925 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    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
    Boat Tours in Panama
    Sailing in Panama City · 70 guests

    Boat Tours in Panama

    1.0
    $125/day
    Enjoy beautiful Maine at Damariscotta Lake with Mariah SX19 Bowrider!
    Powerboats in Nobleboro · 8 guests

    Enjoy beautiful Maine at Damariscotta Lake with Mariah SX19 Bowrider!

    New
    $260+/day
    It's a Water Planet, Sail it - Beneteau 41S5 Sailboat
    Sailing in Miami · 6 guests

    It's a Water Planet, Sail it - Beneteau 41S5 Sailboat

    New
    $200/hour
    ASA practice sailing exercizes
    Tours in Bronx · 6 guests

    ASA practice sailing exercizes

    New
    $150/hour
    Private Cruises on 24' Seawind Sailing Catamaran Cancún Isla Mujeres #GMBCAT24
    Sailing in Cancún · 10 guests

    Private Cruises on 24' Seawind Sailing Catamaran Cancún Isla Mujeres #GMBCAT24

    New
    $150+/hour
    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
    Sail this cruising catamaran Nautitech 48 in Cartagena, Colombia
    Sailing in Cartagena · 30 guests

    Sail this cruising catamaran Nautitech 48 in Cartagena, Colombia

    New
    $2,200/day
    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
    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
    Oceanis 393 Beneteau Sailing Yacht Rental in Chicago
    Sailing in Chicago · 10 guests

    Oceanis 393 Beneteau Sailing Yacht Rental in Chicago

    New
    $275/hour
    Jeannuea Internacional 51" Sailboat - Jump onboard and relax!
    Sailing in Cartagena · 4 guests

    Jeannuea Internacional 51" Sailboat - Jump onboard and relax!

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

    2023 Catalina for Corporate Sailing Events

    New
    $275/hour
    Rent a 31ft Sailing Yacht In Rock Hall, MD
    Sailing in Rock Hall · 4 guests

    Rent a 31ft Sailing Yacht In Rock Hall, MD

    New
    $250/day
    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
    Luxury Lagoon 450 Catamaran – Private Charters in Guanacaste, Costa Rica
    Sailing in Culebra · 6 guests

    Luxury Lagoon 450 Catamaran – Private Charters in Guanacaste, Costa Rica

    New
    $680/hour
    Lagoon 50 in San Blas Islands
    Sailing in Panama City · 8 guests

    Lagoon 50 in San Blas Islands

    New
    $2,700/night
    All-Inclusive Boutique Catamaran Charters in the Sea of Cortez
    Sailing in La Paz · 10 guests

    All-Inclusive Boutique Catamaran Charters in the Sea of Cortez

    New
    $290/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
    Cancun Fishing Charter 46ft
    Fishing in Cancún · 12 guests

    Cancun Fishing Charter 46ft

    New
    $166/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
    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
    Charter 30ft Sabre Cruising Monohull In Berkeley, California
    Sailing in Berkeley · 6 guests

    Charter 30ft Sabre Cruising Monohull In Berkeley, California

    New
    $150/hour

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