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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,355 Reviews)

Page 23 of 39913 listings

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

Super Comfortable McClain 50 Sailing Catamaran

New
Superowner
$349/hour
Bahia de las Aguilas- Private Catamaran Cruise
Events in Dominican Republic · 70 guests

Bahia de las Aguilas- Private Catamaran Cruise

New
$500/hour
Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts
Sailing in Salem · 6 guests

Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts

5.0
$550/hour
Maxicat 65ft Private Party Catamaran in Cartagena
Sailing in Cartagena · 80 guests

Maxicat 65ft Private Party Catamaran in Cartagena

New
Superowner
$838/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
$285/hour
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
Sail Bocas del Toro Aboard 40ft Beneteau Oceanis 40 with Captain Included
Sailing in Bocas del Toro Province · 8 guests

Sail Bocas del Toro Aboard 40ft Beneteau Oceanis 40 with Captain Included

New
$112+/hour
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
$580/hour
Hunter 'Legend' Sailboat, 36ft in Seabrook, Texas
Sailing in Seabrook · 8 guests

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

5.0
$151+/hour
Beautiful Catalina Marina Del Rey
Sailing in Marina del Rey · 8 guests

Beautiful Catalina Marina Del Rey

New
$125/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
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
Limited Availability
Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday
Sailing in Mount Pleasant · 100 guests

Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday

5.0
$375/hour
Limited Availability
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
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
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
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
Ocho Rios Private Sunset Catamaran with Dinner & Open Bar
Powerboats in Ocho Rios · 100 guests

Ocho Rios Private Sunset Catamaran with Dinner & Open Bar

New
$817/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
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
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
Discover the magic of the sea | Westsail 43' Private Sailing Tours
Sailing in San Diego · 12 guests

Discover the magic of the sea | Westsail 43' Private Sailing Tours

New
$280/hour
Limited Availability
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
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

Sailing Reviews in United States

  1. 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!

  2. 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!

  3. Sreenivasan

    Sreenivasan

    Private Charters on Classic 80' Sailing Schooner in Salem, Massachusetts

    Excellent sail boat and amazing crew. We had an unforgettable experience. The When & If… is a beauty! Thank you Capt. Seth & team of pirates :)..

  4. MB

    Molly

    Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday

    The captain and crew were great! We had lots of fun, we thought it was BYOB but there is actually a bar on board that you can order from.

  5. erkan

    erkan

    57' Fountaine Pajot Sailing Catamaran - A Luxury Experience

    Crew , boat , owner … they were the best !