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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,388 Reviews)

    Page 24 of 39 • 913 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Cancun Private Catamaran Cruise– Open Bar & Snorkeling Experience
    Sailing in Cancún · 25 guests

    Cancun Private Catamaran Cruise– Open Bar & Snorkeling Experience

    New
    $213/hour
    Private 40' Lagoon Catamaran Charter - 12 Guests will have fun in La Paz!
    Sailing in La Paz · 12 guests

    Private 40' Lagoon Catamaran Charter - 12 Guests will have fun in La Paz!

    New
    $330/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
    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
    Private Sailing Lessons & Tours | 30' Catalina 30 MkII | Marina del Rey, CA
    Sailing in Marina del Rey · 4 guests

    Private Sailing Lessons & Tours | 30' Catalina 30 MkII | Marina del Rey, CA

    New
    $100/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
    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
    Limited Availability
    50 Luxury Sailing Catamaran in Miami
    Sailing in Fort Lauderdale · 12 guests

    50 Luxury Sailing Catamaran in Miami

    5.0
    $335/hour
    Sail Boat for a Classy sailing adventure.
    Sailing in Marina Vallarta · 10 guests

    Sail Boat for a Classy sailing adventure.

    New
    $130/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
    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
    $264+/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
    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
    40' Bali Sailing Catamaran in Tulum - All Inclusive with Chef and Bartender
    Sailing in Tulum · 20 guests

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

    New
    $352/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
    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
    2002 Beneteau 50ft Sailing Yacht for Day or Overnight trips!
    Sailing in Herradura · 20 guests

    2002 Beneteau 50ft Sailing Yacht for Day or Overnight trips!

    New
    $300/hour
    Private Sailing Charter on Martha's Vineyard
    Sailing in Tisbury · 6 guests

    Private Sailing Charter on Martha's Vineyard

    5.0
    $45+/hour
    Montego Bay All-inclusive Yacht Experience
    Events in Montego Bay · 10 guests

    Montego Bay All-inclusive Yacht Experience

    New
    Superowner
    $998/hour
    Clear Kayak Mangrove Cay Eco Venture 2-hour tour
    Adventures in Leeward Settlement · 10 guests

    Clear Kayak Mangrove Cay Eco Venture 2-hour tour

    New
    $200/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

    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. 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!

    3. 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!

    4. 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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