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    Awesome sailboat rentals in United States.

    4.9
    (8,496 Reviews)

    Page 36 of 40 • 951 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    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
    $662/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
    Charter 30ft Sabre Cruising Monohull In Berkeley, California
    Sailing in Berkeley · 6 guests

    Charter 30ft Sabre Cruising Monohull In Berkeley, California

    New
    $150/hour
    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
    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
    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
    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
    $1,105+/day
    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
    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
    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
    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
    Tortuga Island Escape: Full-Day Cruise Aboard Our 60ft Catamaran - Puntarenas
    Sailing in Punta Arenas · 38 guests

    Tortuga Island Escape: Full-Day Cruise Aboard Our 60ft Catamaran - Puntarenas

    New
    $788+/hour
    Sail Bocas del Toro Aboard 40ft Beneteau Oceanis 40 with Captain Included
    Sailing in Bocas del Toro Province · 8 guests

    Sail Bocas del Toro Aboard 40ft Beneteau Oceanis 40 with Captain Included

    New
    $112+/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
    $95/hour
    Clean Modern Sailboat - Private Sailing Experience
    Sailing in Pensacola · 6 guests

    Clean Modern Sailboat - Private Sailing Experience

    New
    $143/hour
    2023 Catalina for Corporate Sailing Events
    Sailing in Kirkland · 5 guests

    2023 Catalina for Corporate Sailing Events

    New
    $275/hour
    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
    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
    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
    Lagoon 500 in San Blas Islands
    Sailing in Panama City · 8 guests

    Lagoon 500 in San Blas Islands

    New
    $2,700/night

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