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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,089 Reviews)

Page 20 of 39921 listings

65ft Sailing Catamaran in Playa del Coco
Sailing in Coco · 70 guests

65ft Sailing Catamaran in Playa del Coco

5.0
$532/hour
Amazing 36' Catamaran in Puerto Aventuras, closest marina from Tulum
Sailing in Puerto Aventuras · 18 guests

Amazing 36' Catamaran in Puerto Aventuras, closest marina from Tulum

5.0
$325/hour
Brand New Bali Camaran All Inclusive with Chef and Bartender
Events in Tulum · 20 guests

Brand New Bali Camaran All Inclusive with Chef and Bartender

New
$563/hour
Puerto Plata Luxury Catamaran Charter with Snorkeling & Lunch
Powerboats in Sosúa · 70 guests

Puerto Plata Luxury Catamaran Charter with Snorkeling & Lunch

New
$242/hour
Jeanneau 49 Sailing Charter in Channel Islands Harbor, Oxnard CA
Sailing in Oxnard · 6 guests

Jeanneau 49 Sailing Charter in Channel Islands Harbor, Oxnard CA

5.0
$363+/hour
Custom 45ft Sailing Catamaran with food and open bar
Sailing in Cancún · 55 guests

Custom 45ft Sailing Catamaran with food and open bar

New
$535/hour
Private Group Sail and Snorkel Montego Bay
Sailing in Montego Bay · 30 guests

Private Group Sail and Snorkel Montego Bay

5.0
$940/hour
🛥️🏝️ Snorkeling Cruise Charter in Puerto Plata🛥️🏝️
Sailing in Barrio Las Yaguitas · 18 guests

🛥️🏝️ Snorkeling Cruise Charter in Puerto Plata🛥️🏝️

New
Superowner
Best of 2026
$75/hour
60ft Luxury Catamaran Private Charter / Capacity 60 people
Sailing in Cancún · 60 guests

60ft Luxury Catamaran Private Charter / Capacity 60 people

5.0
Superowner
$442+/hour
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
MAXIMA Powerboat 38ft in Cartagena de Indias
Powerboats in Cartagena · 20 guests

MAXIMA Powerboat 38ft in Cartagena de Indias

4.0
$830/day
42' Luxury Catamaran Sailboat
Sailing in Miami · 6 guests

42' Luxury Catamaran Sailboat

New
$285/hour
Best 75ft Catamaran in Cancun and Isla Mujeres! Holds 100 people
Sailing in Cancún · 100 guests

Best 75ft Catamaran in Cancun and Isla Mujeres! Holds 100 people

5.0
$816+/hour
Sailing Lessons in Valle de Bravo
Tours in Valle de Bravo · 5 guests

Sailing Lessons in Valle de Bravo

5.0
$84/hour
48' Sun Odyssey 479 Private Sailboat in Puerto Vallarta, Mexico
Sailing in Nuevo Vallarta · 12 guests

48' Sun Odyssey 479 Private Sailboat in Puerto Vallarta, Mexico

5.0
$325/hour
Beneteau Oceanis Yacht 62 - Miami Charter with Captain for up to 10 Guests
Sailing in North Bay Village · 10 guests

Beneteau Oceanis Yacht 62 - Miami Charter with Captain for up to 10 Guests

New
$800+/hour
Sailing Aboard Fountaine Pajot Athena 38 Catamaran
Sailing in Zona Comercial · 12 guests

Sailing Aboard Fountaine Pajot Athena 38 Catamaran

5.0
$260/hour
Rent our 25ft Sailboat in Kemah, Texas
Sailing in Seabrook · 4 guests

Rent our 25ft Sailboat in Kemah, Texas

5.0
$54/hour
Sailboat Odyssey 46 Luxury Sailing In Cancun, Mexico
Sailing in Isla Mujeres · 10 guests

Sailboat Odyssey 46 Luxury Sailing In Cancun, Mexico

5.0
$217+/hour
Beautiful Hunter 46ft Sailboat for 15 people
Sailing in Marina Vallarta · 15 guests

Beautiful Hunter 46ft Sailboat for 15 people

New
Superowner
$160/hour
🛥️🏝️ SAIL IN PUNTA CANA PRIVATE GROUPS 🛥️🏝️
Tours in Dominican Republic · 40 guests

🛥️🏝️ SAIL IN PUNTA CANA PRIVATE GROUPS 🛥️🏝️

New
Superowner
Best of 2026
$75/hour
"Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo
Sailing in Tamarindo · 70 guests

"Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo

5.0
$532/hour
Classic Yacht Charter in New York, New York
Sailing in Manhattan · 30 guests

Classic Yacht Charter in New York, New York

5.0
$1,900/hour
Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez
Sailing in Zona Comercial · 8 guests

Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez

5.0
$359/hour

Sailing Reviews in United States

  1. Cherie

    Cherie

    65ft Sailing Catamaran in Playa del Coco

    I had a great trip. Everything was a smooth process and I was able to book on a last minute whim. Jeff was very responsive and helpful throughout the booking. The staff chartering the catamaran were all amazing and I would highly recommend this company to anyone looking to get out on the water in Costa Rica.

  2. Ryankeisha

    Ryankeisha

    Private Group Sail and Snorkel Montego Bay

    My crew and I really enjoyed our boat ride and the Excursions that went along with it. We had lots of fun and the captain, my co-captain, and crew were very entertaining and accommodating. The food was delicious and the drinks were continuously flowing. I will definitely come back and do it again.

  3. Andrew

    Andrew

    Sailing Aboard Fountaine Pajot Athena 38 Catamaran

    My family booked a last minute sailing adventure for the day. He was prompt at communicating with us, and was very accommodating of our itinerary. He was able to put together something special for us, the weather was perfect, and he knew just where to take us. Our whole family enjoyed the experience, and appreciated his professionalism, and approachability. Sadly, our vacation came to a close, but we would love to have another sailing excursion with Him in the future!

  4. DF

    Dina

    Rent our 25ft Sailboat in Kemah, Texas

    Loved the sailing experience on the 25 foot sailboat. Eventhough it was an old sailboat form the 80's, David, our captain, was in control of every detail. He is a great captain. He is very paused and confident and easy to get along with. Recommend David with closed eyes. Lucy and the rest of the gals at the office are great people.

  5. ET

    Erica

    Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez

    Thank you for an unforgettable day visiting Isla Espiritu Santo! The crew aboard Lambo were truly what set this trip apart from any other. Armando was so attentive and always thinking 3 steps ahead to anticipate our wants and needs. They were professional, polished and efficient in everything they did from maneuvering the boat to setting up for lunch, and more. The boat was immaculate- in fantastic condition, which made for a comfortable ride and luxurious experience. We will definitely book again next time we visit La Paz!

  6. KA

    Kaileigh

    Amazing 36' Catamaran in Puerto Aventuras, closest marina from Tulum

    They were extremely accommodating. I had accidentally booked the wrong date and Chris and team were able to re-book me for the week we were in town. The service was amazing and we are excited to return and use them again.