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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,469 Reviews)

    Page 35 of 39 • 933 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Mattapoisett Sailboat Cruise - 42ft "Our Passion"
    Sailing in Mattapoisett · 6 guests

    Mattapoisett Sailboat Cruise - 42ft "Our Passion"

    New
    Superowner
    $355/hour
    Classic 1970 Sail Yacht
    Sailing in West Palm Beach · 4 guests

    Classic 1970 Sail Yacht

    2.0
    $900/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
    Private charter offers an intimate, customizable sailing experience.
    Sailing in Maine · 6 guests

    Private charter offers an intimate, customizable sailing experience.

    New
    $80+/hour
    Cruising Catamaran Charter in Falmouth
    Sailing in Falmouth · 40 guests

    Cruising Catamaran Charter in Falmouth

    New
    $1,250/hour
    Sailing adventure in San blas
    Sailing in Guna Yala Comarca · 8 guests

    Sailing adventure in San blas

    New
    $550/day
    46ft Fountaine Pajot for 25 people in Taboga ALL INCLUSIVE
    Sailing in Panama City · 25 guests

    46ft Fountaine Pajot for 25 people in Taboga ALL INCLUSIVE

    New
    $468/hour
    42ft Spacious Lagoon Catamaran in Cruz de Huanacaxtle, Nayarit
    Sailing in La Cruz de Huanacaxtle · 10 guests

    42ft Spacious Lagoon Catamaran in Cruz de Huanacaxtle, Nayarit

    New
    $721/hour
    Boat Tours in Panama
    Sailing in Panama City · 70 guests

    Boat Tours in Panama

    1.0
    $125/day
    Private Sunset Cruise With Dinner Ocho Rios, Jamaica
    Events in Ocho Rios · 30 guests

    Private Sunset Cruise With Dinner Ocho Rios, Jamaica

    New
    $1,400/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
    Martha's Vineyard Best Sailing Charters on 60' Luxury Ketch
    Sailing in Tisbury · 6 guests

    Martha's Vineyard Best Sailing Charters on 60' Luxury Ketch

    New
    $300/hour
    Limited Availability
    42ft Orc San Blas Cruising Catamaran in Guna Yala Comarca
    Sailing in Guna Yala Comarca · 6 guests

    42ft Orc San Blas Cruising Catamaran in Guna Yala Comarca

    New
    $1,148+/day
    Charter 30ft Sabre Cruising Monohull In Berkeley, California
    Sailing in Berkeley · 6 guests

    Charter 30ft Sabre Cruising Monohull In Berkeley, California

    New
    $150/hour
    Charter 40' Fountaine Pajot Cruising Catamaran in Cancún, Quintana Roo
    Sailing in Cancún · 25 guests

    Charter 40' Fountaine Pajot Cruising Catamaran in Cancún, Quintana Roo

    New
    $250+/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
    Negril & Montego Bay Private Charter Sunset Catamaran Jamaica Ricks Cafe
    Sailing in Hanover Parish · 120 guests

    Negril & Montego Bay Private Charter Sunset Catamaran Jamaica Ricks Cafe

    New
    $700/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
    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
    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
    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
    $98/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
    $150/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
    Enjoy Sailing in Fort Lauderdale Aboard the Sailing Vessel V1
    Sailing in Fort Lauderdale · 4 guests

    Enjoy Sailing in Fort Lauderdale Aboard the Sailing Vessel V1

    New
    $50/hour

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