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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,087 Reviews)

Page 23 of 39920 listings

Super Comfortable McClain 50 Sailing Catamaran
Events in Marina Vallarta · 20 guests

Super Comfortable McClain 50 Sailing Catamaran

New
Superowner
$349/hour
Massive Luxury 51ft Lagoon Catamaran In Fort Lauderdale
Sailing in Fort Lauderdale · 12 guests

Massive Luxury 51ft Lagoon Catamaran In Fort Lauderdale

New
$375/hour
Custom 40ft Sail Boat Rental in Cozumel
Sailing in Centro · 12 guests

Custom 40ft Sail Boat Rental in Cozumel

New
$175+/hour
Hunter 'Legend' Sailboat, 36ft in Seabrook, Texas
Sailing in Seabrook · 8 guests

Hunter 'Legend' Sailboat, 36ft in Seabrook, Texas

5.0
$151+/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
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
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
Costa Rica Catamaran Private Sunset Tour with Drinks
Sailing in Tamarindo · 20 guests

Costa Rica Catamaran Private Sunset Tour with Drinks

New
$515/hour
Catalina 27 Sailboat Rental in Olga, Washington
Sailing in Anacortes · 6 guests

Catalina 27 Sailboat Rental in Olga, Washington

5.0
$90+/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
Luxury Catamaran Party |  Lagoon 50
Sailing in Fort Lauderdale · 12 guests

Luxury Catamaran Party | Lagoon 50

New
$300/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
$281+/hour
🛥🥂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
$170/hour
Private Charter with Crew | Sail the Legendary Wind of Howe Sound | Squamish, BC
Sailing in Squamish · 12 guests

Private Charter with Crew | Sail the Legendary Wind of Howe Sound | Squamish, BC

New
$287/hour
Charter The AKKA 68ft catamaran
Sailing in Oranjestad-West · 15 guests

Charter The AKKA 68ft catamaran

New
$700/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
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
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
$618+/hour
40ft Lagoon Sailing Catamaran with Skipper and Crew!
Sailing in Marina Vallarta · 18 guests

40ft Lagoon Sailing Catamaran with Skipper and Crew!

New
$625/hour
All Inclusive Lagoon 42' Sailing Catamaran In Playa Del Carmen
Sailing in Playa del Carmen · 25 guests

All Inclusive Lagoon 42' Sailing Catamaran In Playa Del Carmen

New
Superowner
$450+/hour
44 Luxury Catamaran BIG BEN
Sailing in Leeward Settlement · 18 guests

44 Luxury Catamaran BIG BEN

New
$875+/hour
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
$292/hour
Best Catamaran Up to 100 People in Cancun and Isla Mujeres
Sailing in Cancún · 100 guests

Best Catamaran Up to 100 People in Cancun and Isla Mujeres

New
$562/hour
Charleston's Largest Private Luxury Sailing Yacht 50ft Windchaser Custom Cruises
Sailing in Mount Pleasant · 12 guests

Charleston's Largest Private Luxury Sailing Yacht 50ft Windchaser Custom Cruises

New
$250/hour

Sailing Reviews in United States

  1. JM

    Julie

    Hunter 'Legend' Sailboat, 36ft in Seabrook, Texas

    The girls had such a great time! They appreciated the upgrade (when y'all found out it was a bachelorette party they got the upgrade) and said the boat driver was very attentive and super nice! It was the best part of their bachelorette weekend! Thank you!

  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. 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!

  5. Jessenia

    Jessenia

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

    Good experience , everything nice good captain and great service