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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,051 Reviews)

    Page 33 of 39 • 919 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    46ft Luxury Catamaran Experience | Playa Flamingo
    Sailing in Playa Flamingo · 20 guests

    46ft Luxury Catamaran Experience | Playa Flamingo

    New
    $860+/hour
    Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests
    Sailing in Oakland · 10 guests

    Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests

    New
    $265/hour
    Rent This Lux Sea Ray 33’ Miami Experience
    Events in Miami · 12 guests

    Rent This Lux Sea Ray 33’ Miami Experience

    New
    $130+/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
    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
    Sea Beast 70ft Mckinna Yacht for Unforgettable Adventure
    Sailing in Marina · 25 guests

    Sea Beast 70ft Mckinna Yacht for Unforgettable Adventure

    New
    $812+/hour
    Classic 1970 Sail Yacht
    Sailing in West Palm Beach · 4 guests

    Classic 1970 Sail Yacht

    2.0
    $900/hour
    59' Classic Sailing Yacht in San Diego
    Sailing in San Diego · 12 guests

    59' Classic Sailing Yacht in San Diego

    New
    $700/hour
    THE ONE AND ONLY GRADY WHITE FREEDOM
    Fishing in Marathon · 8 guests

    THE ONE AND ONLY GRADY WHITE FREEDOM

    New
    $150/hour
    Sunset Sail or Daytime Cruise on 33' Endeavour Yacht - Chesapeake Bay, MD
    Sailing in Maryland · 6 guests

    Sunset Sail or Daytime Cruise on 33' Endeavour Yacht - Chesapeake Bay, MD

    New
    $120+/hour
    Crewed Charter 42' Jeanneau #SAIL42ODY Odyssey In Cancún
    Sailing in Isla Mujeres · 10 guests

    Crewed Charter 42' Jeanneau #SAIL42ODY Odyssey In Cancún

    New
    $188+/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
    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
    Shared Charleston Harbor Sunset Sail - 50ft Catamaran with Bar Onboard
    Sailing in Mount Pleasant · 100 guests

    Shared Charleston Harbor Sunset Sail - 50ft Catamaran with Bar Onboard

    New
    $375/hour
    Sail Lake Macatawa and cruise past the lighthouse, Big Red onto Lake Michigan
    Sailing in Holland · 6 guests

    Sail Lake Macatawa and cruise past the lighthouse, Big Red onto Lake Michigan

    New
    $150/hour
    Sail the Adirondack Mountain Lakes
    Sailing in New York · 4 guests

    Sail the Adirondack Mountain Lakes

    New
    $160/hour
    Private Sunset Sailing Charter|42ft Caique Sailboat | Gulf of Nicoya, Costa Rica
    Sailing in Herradura · 8 guests

    Private Sunset Sailing Charter|42ft Caique Sailboat | Gulf of Nicoya, Costa Rica

    New
    $125/hour
    Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests
    Sailing in Key West · 6 guests

    Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests

    New
    $150/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
    $565+/hour
    Private Luxury Yacht Experience in Montego Bay
    Events in Montego Bay · 12 guests

    Private Luxury Yacht Experience in Montego Bay

    New
    $450/hour
    Private Sail Charter of NYC Skyline and Statue of Liberty
    Sailing in Manhattan · 6 guests

    Private Sail Charter of NYC Skyline and Statue of Liberty

    New
    $250+/hour
    Rent The only Custom Pirate ship in Miami for a unique experience!
    Events in Miami · 85 guests

    Rent The only Custom Pirate ship in Miami for a unique experience!

    New
    $1,200/hour
    Beneteau Oceanis Yacht 62 - Miami Charter with Captain for up to 10 Guests
    Sailing in North Bay Village · 10 guests

    Beneteau Oceanis Yacht 62 - Miami Charter with Captain for up to 10 Guests

    New
    $800+/hour
    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

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