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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,341 Reviews)

    Page 24 of 38 • 912 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Private Sunset Catamaran Cruise Cabo San Lucas for 50 Guests
    Sailing in Ildefonso Green · 50 guests

    Private Sunset Catamaran Cruise Cabo San Lucas for 50 Guests

    New
    $890/hour
    Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!
    Sailing in San Diego · 6 guests

    Discover, Explore, Experience San Diego - Setting sail is the ultimate serenity!

    New
    $225/hour
    65 People - All inclusive service aboard the 65ft Power Catamaran
    Events in Marina · 65 guests

    65 People - All inclusive service aboard the 65ft Power Catamaran

    New
    $548/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
    Family Friendly Sailing Catamaran | Explore San Diego Bay!
    Sailing in San Diego · 6 guests

    Family Friendly Sailing Catamaran | Explore San Diego Bay!

    New
    $250/hour
    Luxury Catamaran Party Lagoon 50 in Fort Lauderdale, Florida
    Sailing in Fort Lauderdale · 12 guests

    Luxury Catamaran Party Lagoon 50 in Fort Lauderdale, Florida

    New
    $355/hour
    Cabo Private 29ft Yacht Cruise with Snorkeling and Swim Stop
    Events in Marina · 7 guests

    Cabo Private 29ft Yacht Cruise with Snorkeling and Swim Stop

    New
    $255/hour
    50 Luxury Sailing Catamaran in Miami
    Sailing in Fort Lauderdale · 12 guests

    50 Luxury Sailing Catamaran in Miami

    5.0
    $335/hour
    40' Bali Sailing Catamaran in Tulum - All Inclusive with Chef and Bartender
    Events in Tulum · 20 guests

    40' Bali Sailing Catamaran in Tulum - All Inclusive with Chef and Bartender

    New
    $346/hour
    36ft Sailing Catamaran Charter for Up to 20 People in Cancún
    Sailing in Cancún · 20 guests

    36ft Sailing Catamaran Charter for Up to 20 People in Cancún

    New
    Superowner
    $129+/hour
    Private Antaris 680 Sailing Catamaran Tour in Cancún!!
    Sailing in Cancún · 9 guests

    Private Antaris 680 Sailing Catamaran Tour in Cancún!!

    New
    $259+/hour
    Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston
    Sailing in Boston · 8 guests

    Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

    5.0
    $550/hour
    Instant Book
    High Demand
    63' Catamaran - Newport, RI - Luxury sailing for large groups!
    Sailing in Newport · 40 guests

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

    5.0
    $833/hour
    Hit the water on Beneteau 50 Cruising Monohull in Cartagena, Colombia
    Sailing in Cartagena · 12 guests

    Hit the water on Beneteau 50 Cruising Monohull in Cartagena, Colombia

    New
    Superowner
    $150/hour
    Have an amazing time in Cartagena, Colombia on Beneteau 41 Sailboat
    Sailing in Cartagena · 8 guests

    Have an amazing time in Cartagena, Colombia on Beneteau 41 Sailboat

    New
    Superowner
    $1,220/day
    Have an amazing time in Cartagena, Colombia on Bavaria 51 Cruising Monohull
    Sailing in Cartagena · 10 guests

    Have an amazing time in Cartagena, Colombia on Bavaria 51 Cruising Monohull

    New
    Superowner
    $163/hour
    Pontoon #GMBPONTOON Playa Mujeres boat for day tour with slide
    Sailing in Isla Mujeres · 16 guests

    Pontoon #GMBPONTOON Playa Mujeres boat for day tour with slide

    New
    $120+/hour
    Private Sailing Charter on Martha's Vineyard
    Sailing in Tisbury · 6 guests

    Private Sailing Charter on Martha's Vineyard

    5.0
    $45+/hour
    Lagoon 62’ 2019 Cruising Catamaran Rental in Nassau, New Providence
    Sailing in Nassau · 10 guests

    Lagoon 62’ 2019 Cruising Catamaran Rental in Nassau, New Providence

    New
    Superowner
    $1,331/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
    Captained Luxury Lagoon 560 Catamaran In The Bahamas
    Sailing in Nassau · 25 guests

    Captained Luxury Lagoon 560 Catamaran In The Bahamas

    New
    $1,050/hour
    Day Sails & Sunset Cruises – Downtown St. Petersburg, FL – 36’ Catalina Yacht
    Sailing in Saint Petersburg · 6 guests

    Day Sails & Sunset Cruises – Downtown St. Petersburg, FL – 36’ Catalina Yacht

    New
    $206+/hour
    Bali 4.5 Luxury Catamaran Charter to the Islands of Loreto
    Sailing in Baja California Sur · 12 guests

    Bali 4.5 Luxury Catamaran Charter to the Islands of Loreto

    New
    $350/hour
    Puerto Plata Private 6 Hour Catamaran Snorkel and BBQ
    Powerboats in Sosúa · 20 guests

    Puerto Plata Private 6 Hour Catamaran Snorkel and BBQ

    New
    $265/hour

    Top Destinations Nearby

    Sailing Reviews in United States

    1. BH

      Betsy

      Luxury Charter on Peningo - 50' World Class Sailing Racer/Cruiser in Boston

      Oh what a night! We had a fantastic time on our sailing trip with Jake and his crew. They picked us up right on time, we had a perfect sale, and they even gave us some extra time at the end. The views of Boston were perfection, the sale was smooth and we felt very well taken care of by the entire crew the whole time! It really could not have been any more perfect. We highly recommend!

    2. Angela

      Angela

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

      We had an amazing time on the Heron - the boat and its amenities were perfect for a large group. The crew provided great service and the itinerary and swimming off Jamestown was perfect for those of all ages. We highly recommend this experience!

    3. SA

      Sharon

      50 Luxury Sailing Catamaran in Miami

      Just book it! You will NOT regret it. I promise- it's an amazing experience! The crew (Leornardo and Alina) were awesome and very accommodating! Book with these two!

    4. MR

      MV Landmarks

      Private Sailing Charter on Martha's Vineyard

      We really enjoyed sailing on the Miss Marilyn in Vineyard Sound. The sail was amazing and the captain was so knowledgeable and engaging. We most highly recommend the experience!

    5. Blue

      Blue

      50 Luxury Sailing Catamaran in Miami

      Leo and crew were fantastic, and my friends and I had a blast out on the water! Can't wait to do it again.

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