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    Awesome sailboat rentals in United States.

    4.9
    (7,185 Reviews)

    Page 27 of 37 • 886 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    DOS MILAGROS Beneteau Oceanis 45 Sailing Yacht in Chesapeake Bay!
    Sailing in Annapolis · 10 guests

    DOS MILAGROS Beneteau Oceanis 45 Sailing Yacht in Chesapeake Bay!

    New
    $232+/hour
    Enjoy This beautiful 38 ft yacht in Los Cabos
    Events in Juárez · 12 guests

    Enjoy This beautiful 38 ft yacht in Los Cabos

    New
    $242/hour
    AMAZING 65 FOOT CATAMARAN IN CARTAGENA COLOMBIA
    Events in Cartagena · 56 guests

    AMAZING 65 FOOT CATAMARAN IN CARTAGENA COLOMBIA

    New
    $3,000/day
    Glastron GX185 Bowrider Rental in Saint Germain, Wisconsin
    Powerboats in Wisconsin · 8 guests

    Glastron GX185 Bowrider Rental in Saint Germain, Wisconsin

    New
    $449/day
    D Luxe Cat Fountine 50ft In Riviera Maya up to 20 guests in Puerto Aventuras
    Sailing in Puerto Aventuras · 20 guests

    D Luxe Cat Fountine 50ft In Riviera Maya up to 20 guests in Puerto Aventuras

    New
    $445+/hour
    Catamaran #GMBCAT46PA at Puerto Aventuras Riviera Maya
    Sailing in Puerto Aventuras · 25 guests

    Catamaran #GMBCAT46PA at Puerto Aventuras Riviera Maya

    New
    $600/hour
    Ultra luxe Full Day Yacht Charter to Negril!
    Events in Montego Bay · 10 guests

    Ultra luxe Full Day Yacht Charter to Negril!

    New
    Superowner
    Best of 2025
    $1,625/hour
    40ft Catamaran Lagoon, Cartagena, Colombia
    Sailing in Cartagena · 23 guests

    40ft Catamaran Lagoon, Cartagena, Colombia

    New
    $185+/hour
    Catamaran Tour in Flamingo, Costa Rica
    Sailing in Quepos · 90 guests

    Catamaran Tour in Flamingo, Costa Rica

    New
    $99/day
    44 ft Luxury Catamaran Private Charter / Capacity 40 people
    Events in Cancún · 45 guests

    44 ft Luxury Catamaran Private Charter / Capacity 40 people

    New
    $368+/hour
    Cancun Shared Catamaran: Isla Mujeres, Snorkeling, Drinks & Buffet Lunch
    Sailing in Cancún · 40 guests

    Cancun Shared Catamaran: Isla Mujeres, Snorkeling, Drinks & Buffet Lunch

    New
    $60/day
    Private 44' Cruising Catamaran in Puerto Aventuras, Playa del Carmen
    Sailing in Tulum · 15 guests

    Private 44' Cruising Catamaran in Puerto Aventuras, Playa del Carmen

    New
    $475/hour
    63' Catamaran - Newport, RI - Luxury sailing for large groups!
    Sailing in Newport · 40 guests

    63' Catamaran - Newport, RI - Luxury sailing for large groups!

    New
    $833/hour
    Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package
    Sailing in San Francisco · 20 guests

    Nicest Certified 53' Santa Cruz Sailing Yacht on the West Coast - 20 Pax Package

    New
    $750+/hour
    Instant Book
    Luxury 48' Fountaine Pajot Catamaran - Elegant coastal sailing adventure!
    Sailing in Marina del Rey · 12 guests

    Luxury 48' Fountaine Pajot Catamaran - Elegant coastal sailing adventure!

    New
    $375+/hour
    Private Gourmet Sailing Charters on Elegant 50ft Catamaran
    Sailing in Nassau · 10 guests

    Private Gourmet Sailing Charters on Elegant 50ft Catamaran

    New
    $595+/hour
    The perfect Summer getaway with our 45ft Sailing Catamaran
    Sailing in Zona Comercial · 15 guests

    The perfect Summer getaway with our 45ft Sailing Catamaran

    New
    $600/hour
    Deal of the Week! All-Inclusive Leopard 51 Ft Catamaran in Cancun, Mexico.
    Powerboats in Cancún · 25 guests

    Deal of the Week! All-Inclusive Leopard 51 Ft Catamaran in Cancun, Mexico.

    New
    Superowner
    $278/hour
    Instant Book
    All Inclusive Luxury Sailing Vacation in Belize
    Sailing in Stann Creek District · 6 guests

    All Inclusive Luxury Sailing Vacation in Belize

    New
    $3,395/night
    Private Sailing Charter – Explore the Hamptons from Sag Harbor Aboard a Beneteau
    Sailing in Sag Harbor · 6 guests

    Private Sailing Charter – Explore the Hamptons from Sag Harbor Aboard a Beneteau

    New
    $230+/hour
    PDQ Catamaran 37’ from Tulum with all inclusive.
    Sailing in Tulum · 10 guests

    PDQ Catamaran 37’ from Tulum with all inclusive.

    New
    Superowner
    $523/hour
    28' Sailboat for 5 guests in Toronto
    Sailing in Toronto · 5 guests

    28' Sailboat for 5 guests in Toronto

    New
    $300/hour
    Cancun Private Catamaran Cruise– Open Bar & Snorkeling Experience
    Sailing in Cancún · 25 guests

    Cancun Private Catamaran Cruise– Open Bar & Snorkeling Experience

    New
    $213/hour
    Cabo Luxury 45ft Yacht Charter – Private Crew & Snorkeling
    Events in Marina · 8 guests

    Cabo Luxury 45ft Yacht Charter – Private Crew & Snorkeling

    New
    $285/hour

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