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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,361 Reviews)

    Page 33 of 39 • 921 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    38ft Endeavour Trawler Cat Catamaran, Captain Included: Explore Playa del Carmen
    Sailing in Playa del Carmen · 20 guests

    38ft Endeavour Trawler Cat Catamaran, Captain Included: Explore Playa del Carmen

    New
    $210+/hour
    Sail Newport Harbor Aboard a 36ft 1989 Catalina 36 MK I Sloop in Newport Beach
    Sailing in Newport Beach · 9 guests

    Sail Newport Harbor Aboard a 36ft 1989 Catalina 36 MK I Sloop in Newport Beach

    New
    $150/hour
    36ft Custom Catamaran Charter - Private Cruise for Up to 24 Guests
    Sailing in Hilton Head Island · 24 guests

    36ft Custom Catamaran Charter - Private Cruise for Up to 24 Guests

    New
    $725+/hour
    Day Sail Statue of Liberty, Ellis Island and Wall Street
    Sailing in Manhattan · 6 guests

    Day Sail Statue of Liberty, Ellis Island and Wall Street

    New
    $250/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
    Charter The Arusun 65ft catamaran
    Sailing in Oranjestad-West · 20 guests

    Charter The Arusun 65ft catamaran

    New
    $700/hour
    Lagoon Catamarán 46’ 2012 with open bar in Isla Mujeres
    Sailing in Isla Mujeres · 35 guests

    Lagoon Catamarán 46’ 2012 with open bar in Isla Mujeres

    New
    Superowner
    $500/hour
    Private Historic 1935 Ketch Sail | 13 People | Gratuity & Tax Included
    Sailing in Saint Michaels · 13 guests

    Private Historic 1935 Ketch Sail | 13 People | Gratuity & Tax Included

    New
    $645/hour
    Exclusive Ocean Cruise
    Sailing in Long Beach · 12 guests

    Exclusive Ocean Cruise

    New
    $300/hour
    Private Group Catamaran Sail Snorkeling Adventure in Ocho Rios, Jamaica
    Sailing in Ocho Rios · 60 guests

    Private Group Catamaran Sail Snorkeling Adventure in Ocho Rios, Jamaica

    New
    $1,080/hour
    Catalina Capri Discover Sailing in Kirkland!
    Sailing in Kirkland · 5 guests

    Catalina Capri Discover Sailing in Kirkland!

    New
    $50/hour
    Catalina 32' Cruising Monohull for up to 6 people in Seabrook
    Sailing in Seabrook · 6 guests

    Catalina 32' Cruising Monohull for up to 6 people in Seabrook

    New
    $155/hour
    Limited Availability
    Dufour 430 Sailing Yacht to Discover the Chesapeake Bay
    Sailing in Annapolis · 12 guests

    Dufour 430 Sailing Yacht to Discover the Chesapeake Bay

    New
    $216+/hour
    40ft Jeanneau Sun Odyssey 42i Crewed Sailboat Charter in Cancún, Quintana Roo
    Sailing in Isla Mujeres · 10 guests

    40ft Jeanneau Sun Odyssey 42i Crewed Sailboat Charter in Cancún, Quintana Roo

    New
    $188+/hour
    Unforgettable Day Charter - Bali 4.6 Sailing Catamaran in Bahamas for 10 Guests
    Sailing in Nassau · 10 guests

    Unforgettable Day Charter - Bali 4.6 Sailing Catamaran in Bahamas for 10 Guests

    New
    $1,350/hour
    59' Classic Sailing Yacht in San Diego
    Sailing in San Diego · 12 guests

    59' Classic Sailing Yacht in San Diego

    New
    $700/hour
    Luxury 42ft Lagoon Catamaran in La Cruz de Huanacaxtle, Mexico
    Sailing in La Cruz de Huanacaxtle · 20 guests

    Luxury 42ft Lagoon Catamaran in La Cruz de Huanacaxtle, Mexico

    New
    $488/hour
    Luxury Charter 45ft Lagoon Cruising Catamaran in Cancun - Takes up to 20 Guests!
    Sailing in Cancún · 20 guests

    Luxury Charter 45ft Lagoon Cruising Catamaran in Cancun - Takes up to 20 Guests!

    New
    $593+/hour
    ⚓️ Suri 36' Cruising Catamaran Charter in Cruz de Huanacaxtle
    Sailing in La Cruz de Huanacaxtle · 30 guests

    ⚓️ Suri 36' Cruising Catamaran Charter in Cruz de Huanacaxtle

    New
    $47/hour
    Luxury 38' Fountaine Pajot Catamaran Tours & Charters in Cartagena, Colombia
    Sailing in Cartagena · 16 guests

    Luxury 38' Fountaine Pajot Catamaran Tours & Charters in Cartagena, Colombia

    New
    $203/hour
    Private Charter Charleston Harbor Sail - 55ft Catamaran with Bar Onboard
    Sailing in Mount Pleasant · 100 guests

    Private Charter Charleston Harbor Sail - 55ft Catamaran with Bar Onboard

    New
    $1,625+/hour
    Overnight Stay aboard a beautiful 65' Schooner in Lopez Island
    Overnight in Lopez Island · 12 guests

    Overnight Stay aboard a beautiful 65' Schooner in Lopez Island

    New
    $75+/night
    Sunday Mimosa Brunch Sail: Shared Sail with Brunch Bites Included
    Sailing in Mount Pleasant · 100 guests

    Sunday Mimosa Brunch Sail: Shared Sail with Brunch Bites Included

    New
    $375/hour
    Sailing adventure in San blas
    Sailing in Guna Yala Comarca · 8 guests

    Sailing adventure in San blas

    New
    $550/day

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