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    All listings in the United States

    Awesome sailboat rentals in United States.

    4.9
    (8,251 Reviews)

    Page 23 of 40 • 937 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Maxicat 65ft Private Party Catamaran in Cartagena
    Sailing in Cartagena · 80 guests

    Maxicat 65ft Private Party Catamaran in Cartagena

    New
    Superowner
    $838/hour
    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
    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
    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
    Limited Availability
    57' Fountaine Pajot Sailing Catamaran - A Luxury Experience
    Sailing in Fort Lauderdale · 12 guests

    57' Fountaine Pajot Sailing Catamaran - A Luxury Experience

    5.0
    $450/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
    Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne
    Tours in Miami Beach · 10 guests

    Private Yacht Tour — Miami Skyline Sunset Cruise with Bottle of Champagne

    New
    Superowner
    $159+/hour
    2hrs | 49 Guests | $4400 | Sailing Catamara
    Sailing in Washington · 49 guests

    2hrs | 49 Guests | $4400 | Sailing Catamara

    New
    Superowner
    $2,200/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
    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
    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
    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
    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
    Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York
    Sailing in Sag Harbor · 6 guests

    Learn To Sail 23' Pearson With Instructor In Sag Harbor, New York

    New
    $249/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
    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
    $300/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
    An amazing charter experience - Lagoon 44 Cruising Catamaran in Cartagena
    Sailing in Cartagena · 23 guests

    An amazing charter experience - Lagoon 44 Cruising Catamaran in Cartagena

    New
    Superowner
    $231/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
    Sail from Boynton Beach to Lake Boca
    Sailing in Boynton Beach · 12 guests

    Sail from Boynton Beach to Lake Boca

    New
    Superowner
    $126+/hour
    Montego Bay Private Catamaran Cruise with Open Bar & Snorkeling
    Sailing in Montego Bay · 60 guests

    Montego Bay Private Catamaran Cruise with Open Bar & Snorkeling

    New
    $1,176/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. 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.

    4. RH

      Roger

      Sailing Adventure on Bay in Miami on Tartan Sailboat!

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

    5. erkan

      erkan

      57' Fountaine Pajot Sailing Catamaran - A Luxury Experience

      Crew , boat , owner … they were the best !

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