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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,090 Reviews)

    Page 23 of 39 • 919 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    Superowner
    Best of 2026
    $183/hour
    Sailing Adventure on Bay in Miami on Tartan Sailboat!
    Sailing in Key Biscayne · 6 guests

    Sailing Adventure on Bay in Miami on Tartan Sailboat!

    5.0
    $100/hour
    Maxicat 65ft Private Party Catamaran in Cartagena
    Sailing in Cartagena · 80 guests

    Maxicat 65ft Private Party Catamaran in Cartagena

    New
    Superowner
    $838/hour
    Catamaran |15 People |Choptank River
    Sailing in Maryland · 15 guests

    Catamaran |15 People |Choptank River

    New
    Superowner
    $700/hour
    Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington
    Tours in Anacortes · 6 guests

    Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington

    5.0
    $200/hour
    Isla Mujeres Eco Catamaran Experience with Snorkeling & Beach Club
    Sailing in Cancún · 30 guests

    Isla Mujeres Eco Catamaran Experience with Snorkeling & Beach Club

    New
    Superowner
    Best of 2026
    $75/hour
    Cabo Private Sail & Snorkel Tour Arch & Open Bar
    Sailing in Marina · 8 guests

    Cabo Private Sail & Snorkel Tour Arch & Open Bar

    New
    $200/hour
    Costa Rica Catamaran Private Sunset Tour with Drinks
    Sailing in Tamarindo · 20 guests

    Costa Rica Catamaran Private Sunset Tour with Drinks

    New
    $515/hour
    Luxury 50ft Sea Ray Sedan Bridge 2005 | Premium Yacht Experience in Miami
    Events in Miami · 13 guests

    Luxury 50ft Sea Ray Sedan Bridge 2005 | Premium Yacht Experience in Miami

    New
    $250/hour
    Biggest 65' Catamaran! Tulum and Riviera Maya Up to 100 Guests
    Sailing in Tulum · 100 guests

    Biggest 65' Catamaran! Tulum and Riviera Maya Up to 100 Guests

    New
    $634+/hour
    Unforgettable Private Sunset Cruise in Punta Cana - Luxury VIP Boat Experience
    Events in Sosúa · 25 guests

    Unforgettable Private Sunset Cruise in Punta Cana - Luxury VIP Boat Experience

    New
    $135/hour
    Custom 40ft Sail Boat Rental in Cozumel
    Sailing in Centro · 12 guests

    Custom 40ft Sail Boat Rental in Cozumel

    New
    $180/hour
    Catalina 27 Sailboat Rental in Olga, Washington
    Sailing in Anacortes · 6 guests

    Catalina 27 Sailboat Rental in Olga, Washington

    5.0
    $90+/hour
    Charter the yacht of your dreams Jeanneau 54 Cruising Monohull in Cartagena
    Sailing in Cartagena · 14 guests

    Charter the yacht of your dreams Jeanneau 54 Cruising Monohull in Cartagena

    New
    Superowner
    $200/hour
    Best Sea Ray Sundancer 40ft in Miami | Perfect for Parties & Cruises
    Events in Miami · 14 guests

    Best Sea Ray Sundancer 40ft in Miami | Perfect for Parties & Cruises

    New
    $250/hour
    Luxury Sea Ray 48FT For Queens and Kings Sailing in Cancun and Isla Mujeres
    Sailing in Cancún · 20 guests

    Luxury Sea Ray 48FT For Queens and Kings Sailing in Cancun and Isla Mujeres

    New
    $288+/hour
    Safe and Comfortable 42ft Fountaine Pajot catamaran sailing in West Palm Beach
    Sailing in West Palm Beach · 6 guests

    Safe and Comfortable 42ft Fountaine Pajot catamaran sailing in West Palm Beach

    New
    $300/hour
    Dunn’s River Falls Private Catamaran Cruise – Ocho Rios
    Powerboats in Ocho Rios · 100 guests

    Dunn’s River Falls Private Catamaran Cruise – Ocho Rios

    New
    $654/hour
    French 42ft Sailboat for Romantic and All Inclusive Sailing Experience in Cabo
    Sailing in Marina · 12 guests

    French 42ft Sailboat for Romantic and All Inclusive Sailing Experience in Cabo

    New
    $259/hour
    Private party catamaran in San Diego Bay!
    Sailing in San Diego · 6 guests

    Private party catamaran in San Diego Bay!

    New
    $200+/hour
    2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey
    Sailing in Island Heights · 6 guests

    2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey

    5.0
    $120/hour
    Have an amazing time on Maxi Cat 65 Cruising Catamaran in Cartagena, Colombia
    Sailing in Cartagena · 80 guests

    Have an amazing time on Maxi Cat 65 Cruising Catamaran in Cartagena, Colombia

    New
    Superowner
    $5,000/day
    Best Catamaran In Cancun and Isla Mujeres - Accommodate Up To 100 Guests
    Sailing in Cancún · 100 guests

    Best Catamaran In Cancun and Isla Mujeres - Accommodate Up To 100 Guests

    New
    $576/hour
    Sailing Lessons with Chicago's #1 Rated Sailing School
    Tours in Chicago · 6 guests

    Sailing Lessons with Chicago's #1 Rated Sailing School

    New
    $175+/hour

    Top Destinations Nearby

    Sailing Reviews in United States

    1. Rachel

      Rachel

      Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington

      What a fun day sailing around the orcas . Nat was an amazing sailing instructor and we loved learning about sailing and checking out the islands by water . Would highly recommend doing this - highlight of the trip .

    2. MS

      Michelle

      Catalina 27 Sailboat Rental in Olga, Washington

      Lots to learn of you're new at sailing. Great teacher. Guess over it until you get it. Did a wonderful job explaining everything. The who what when where and why's. Also gave us a great dinner ideas.

    3. KJ

      Kyle

      2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey

      Fantastic trip with a great captain. Captain Mike was very experienced and was able to easily navigate us on a windy day. We had a great time and would book with him again.

    4. GS

      Grant

      Sailing Adventure on Bay in Miami on Tartan Sailboat!

      Wonderful experience. The boat functioned perfectly and was a blast. Great communication from the owner Don.

    5. Caitlin

      Caitlin

      2006 Hunter 44’ Sloop Sailing Charter In Island Heights, New Jersey

      Such a great time with captain Mike! So easy going, fun and a smooth process!

    6. RH

      Roger

      Sailing Adventure on Bay in Miami on Tartan Sailboat!

      Great vessel. Well maintained. Up to date equipment. Very relaxed.

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