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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (7,660 Reviews)

    Page 24 of 45 • 1,074 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Kapis One Beneteau 63 Sailboat In Cartagena de Indias
    Sailing in Cartagena · 16 guests

    Kapis One Beneteau 63 Sailboat In Cartagena de Indias

    New
    $159-$175hour
    "Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo
    Sailing in Tamarindo · 70 guests

    "Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo

    5.0
    $75person
    Cruising Catamaran Rental in Puerto Plata, Puerto Plata
    Sailing in Barrio Las Yaguitas · 80 guests

    Cruising Catamaran Rental in Puerto Plata, Puerto Plata

    1.0
    $99hour
    A Luxuriously Appointed Schooner Perfect for Casual Sails and Events up to 41
    Sailing in Sag Harbor · 41 guests

    A Luxuriously Appointed Schooner Perfect for Casual Sails and Events up to 41

    5.0
    $1,200hour
    Custom Catamaran with food and open bar
    Sailing in Cancún · 45 guests

    Custom Catamaran with food and open bar

    New
    Snoozed - Active 02 Jan 2025
    Luxury Experience with 40ft Sailboat | Puerto Vallarta
    Sailing in Isla Iguana · 14 guests

    Luxury Experience with 40ft Sailboat | Puerto Vallarta

    New
    $200-$220hour
    Luxury Experience with a 38ft Sailboat | Puerto Vallarta
    Sailing in Isla Iguana · 8 guests

    Luxury Experience with a 38ft Sailboat | Puerto Vallarta

    New
    $160-$220hour
    Classic Formosa 51 Sailing Boat Rental in Santa Marta, Magdalena
    Sailing in Comuna 2 · 26 guests

    Classic Formosa 51 Sailing Boat Rental in Santa Marta, Magdalena

    5.0
    $50person
    Private Charters on Classic 80' Schooner yacht in Salem, Massachusetts
    Sailing in Salem · 6 guests

    Private Charters on Classic 80' Schooner yacht in Salem, Massachusetts

    5.0
    $498-$550hour
    Enjoy This beautiful 38 ft yacht in Los Cabos
    Events in Juárez · 12 guests

    Enjoy This beautiful 38 ft yacht in Los Cabos

    New
    $263hour
    Charter 38' Lagoon Catamaran in Nuevo Vallarta Mexico
    Sailing in Nuevo Vallarta · 23 guests

    Charter 38' Lagoon Catamaran in Nuevo Vallarta Mexico

    5.0
    $350-$438hour
    Amazing Day On Catamaran 43 FT With Unlimited Open Bar Cancun and Isla Mujeres
    Sailing in Cancún · 35 guests

    Amazing Day On Catamaran 43 FT With Unlimited Open Bar Cancun and Isla Mujeres

    New
    $304hour
    Enjoy Miami in SEA RAY 45FT!!
    Events in Miami Beach · 13 guests

    Enjoy Miami in SEA RAY 45FT!!

    New
    Superowner
    Best of 2023
    $140hour
    27ft Catalina Sailing Yacht in Pacific Ocean!
    Sailing in Marina del Rey · 6 guests

    27ft Catalina Sailing Yacht in Pacific Ocean!

    New
    $115hour
    GENESIS III POWERBOAT 42FT
    Powerboats in Cartagena · 19 guests

    GENESIS III POWERBOAT 42FT

    New
    $854day
    41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.
    Sailing in Whitehall · 6 guests

    41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.

    5.0
    $115hour
    1980 CATALINA SS Sparkman & Stephens 38ft
    Sailing in Marina del Rey · 10 guests

    1980 CATALINA SS Sparkman & Stephens 38ft

    2.0
    $120hour
    45' Hunter Deck Salon PRIVATE Luxury Sailing Yacht, San Diego Bay
    Sailing in San Diego · 6 guests

    45' Hunter Deck Salon PRIVATE Luxury Sailing Yacht, San Diego Bay

    5.0
    $550-$650hour
    Catalina 28 MK II Sailing in Los Angeles up to 6 people
    Sailing in Marina del Rey · 6 guests

    Catalina 28 MK II Sailing in Los Angeles up to 6 people

    4.3
    $55-$179hour
    🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata
    Events in Barrio Las Yaguitas · 60 guests

    🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata

    New
    Superowner
    $59person
    Classic Yacht Charter in New York, New York
    Sailing in Manhattan · 30 guests

    Classic Yacht Charter in New York, New York

    5.0
    $1,800hour
    Deal of the Day! Lagoon 40 Ft Catamaran for Rent in Cartagena, Colombia.
    Powerboats in Cartagena · 18 guests

    Deal of the Day! Lagoon 40 Ft Catamaran for Rent in Cartagena, Colombia.

    New
    $2,500day
    Montego Bay All-inclusive Yacht Experience
    Events in Montego Bay · 10 guests

    Montego Bay All-inclusive Yacht Experience

    New
    Superowner
    $998hour
    Searay Sundancer 60¨ in North Miami Beach, Florida
    Events in Aventura · 12 guests

    Searay Sundancer 60¨ in North Miami Beach, Florida

    4.0
    $400hour

    Top Destinations Nearby

    Sailing Reviews in United States

    1. Mayuri

      Mayuri

      A Luxuriously Appointed Schooner Perfect for Casual Sails and Events up to 41

      If you are looking for an amazing time, do not hesitate booking the Luna! Toby and his staff take care of you every step of the way. The boat is well equipped with servingware, water, and ice for your event. Fun bean bags are plenty aboard. Our guests enjoyed the awning and swim spot on a hot day, as well. Just a fabulous experience from start to finish!

    2. AA

      Adam

      45' Hunter Deck Salon PRIVATE Luxury Sailing Yacht, San Diego Bay

      What can I say except a big thank you for the best experience I’ve had before! It’s been an adventure holiday and for me personally, an awakening. You gave it your all for me and it's been totally great. Your new friend, Adam.

    3. JL

      Jaina

      A Luxuriously Appointed Schooner Perfect for Casual Sails and Events up to 41

      We had the best time with Captain Toby. The boat was absolutely beautiful, and the staff was very attentive. We loved getting to cruise with this awesome team. It was the highlight of our weekend!

    4. Sreenivasan

      Sreenivasan

      Private Charters on Classic 80' Schooner yacht in Salem, Massachusetts

      Excellent sail boat and amazing crew. We had an unforgettable experience. The When & If… is a beauty! Thank you Capt. Seth & team of pirates :)..

    5. AN

      Anna

      Classic Yacht Charter in New York, New York

      James was great, his communication ahead of our sailing day was on point and him and his crew provided an unforgettable experience for our team.

    6. CA

      Calie

      41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.

      We had a perfect day sailing on White Lake. Captain John is very knowledgeable and experienced. You won’t be disappointed!

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