Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,051 Reviews)

Page 3 of 39919 listings

La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California
Sailing in Oceanside · 6 guests

La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

5.0
$150/hour
38' Luxury Catamaran All-Inclusive Cruise in Riviera Maya.
Sailing in Puerto Aventuras · 15 guests

38' Luxury Catamaran All-Inclusive Cruise in Riviera Maya.

5.0
Superowner
Best of 2026
$420/hour
43' Belize Catamaran Yacht Charter in Cabo San Lucas Baja, California Sur
Sailing in Marina · 20 guests

43' Belize Catamaran Yacht Charter in Cabo San Lucas Baja, California Sur

5.0
$544+/hour
PRIVATE CATAMARAN ⛵️ STARTING ON ISLA MUJERES 🏝️
Sailing in Centro - Supmza. 001 · 15 guests

PRIVATE CATAMARAN ⛵️ STARTING ON ISLA MUJERES 🏝️

4.9
Superowner
$188/hour
Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht
Sailing in Newport · 6 guests

Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht

5.0
$200/hour
Charter the 36' Fountaine Pajot Tobago Cruising Catamaran in Cartagena, Colombia
Sailing in Cartagena · 16 guests

Charter the 36' Fountaine Pajot Tobago Cruising Catamaran in Cartagena, Colombia

4.8
Superowner
$870/day
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Sailing in Chicago · 6 guests

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

5.0
Superowner
Best of 2026
$220/hour
All-Inclusive Private 42’ Trimaran in Los Cabos
Sailing in Marina · 50 guests

All-Inclusive Private 42’ Trimaran in Los Cabos

4.8
Superowner
Best of 2026
$379/hour
Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark
Sailing in Marina del Rey · 6 guests

Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

5.0
Superowner
Best of 2026
$150/hour
SeaRay 320 Yacht Charter in Cabo San Lucas
Events in Marina · 8 guests

SeaRay 320 Yacht Charter in Cabo San Lucas

4.9
$180/hour
Avalon Harbor's Only Sailing Charter
Sailing in Avalon · 6 guests

Avalon Harbor's Only Sailing Charter

5.0
$275+/hour
Rent a 5 person Daysailer in Valle de Bravo, Mexico
Sailing in Valle de Bravo · 5 guests

Rent a 5 person Daysailer in Valle de Bravo, Mexico

5.0
$64/hour
48ft Maui Catamaran for Island, Sunsets and Night Events
Sailing in Cartagena · 40 guests

48ft Maui Catamaran for Island, Sunsets and Night Events

5.0
Superowner
$999/day
Cal 36 Sailboat Rental in Marblehead, Massachusetts
Sailing in Marblehead · 6 guests

Cal 36 Sailboat Rental in Marblehead, Massachusetts

5.0
$165/hour
Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México
Sailing in Marina Vallarta · 20 guests

Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México

5.0
$265/hour
Enjoy Luxury Catamaran for Islands, Sunsets and Night Events
Sailing in Cartagena · 20 guests

Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

5.0
Superowner
$155+/hour
12 passengers:  Explore San Diego Bay on a Luxury Sailing Catamaran
Sailing in San Diego · 12 guests

12 passengers: Explore San Diego Bay on a Luxury Sailing Catamaran

5.0
$330/hour
🤩VIP EXPERIENCE 🎊🎂🛥💕Bachelorette/Birthday Party Power in Sosua Beach.
Events in Barrio Las Yaguitas · 150 guests

🤩VIP EXPERIENCE 🎊🎂🛥💕Bachelorette/Birthday Party Power in Sosua Beach.

5.0
$160/hour
High End Catamaran, Luxury Private Party in Cabo San Lucas. Captain &  crew inc
Powerboats in Marina · 50 guests

High End Catamaran, Luxury Private Party in Cabo San Lucas. Captain & crew inc

5.0
Superowner
$600/hour
Private 38' Hunter Sailing boat in Cabo San Lucas
Sailing in Marina · 12 guests

Private 38' Hunter Sailing boat in Cabo San Lucas

4.9
Superowner
Best of 2026
$275/hour
    Cancun Private Catamaran Isla Mujeres 🏝️ Open Bar, Snorkeling Lunch & Fun
Sailing in Cancún · 15 guests

Cancun Private Catamaran Isla Mujeres 🏝️ Open Bar, Snorkeling Lunch & Fun

5.0
Superowner
$169/hour
Sail Away Private Day Trip: all inclusive with Snorkelling and Island Hop!
Sailing in San Pedro · 10 guests

Sail Away Private Day Trip: all inclusive with Snorkelling and Island Hop!

4.9
$275+/hour
The Midnight Sun,  Affordable Luxury  motor yacht
Events in Oranjestad-East · 15 guests

The Midnight Sun, Affordable Luxury motor yacht

5.0
Superowner
$498/hour
Luxury 40' Leopard Catamaran Tours & Charters in Cartagena, Colombia
Sailing in Cartagena · 15 guests

Luxury 40' Leopard Catamaran Tours & Charters in Cartagena, Colombia

4.6
$200/hour
Instant Book

Sailing Reviews in United States

  1. JP

    Joshua

    Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

    I had a great time on Amory's boat. The staff was great and everything was better than expected, we had a small group so there was more than enough space... I recommend Amory if you want a good experience in Cartagena!

  2. TM

    Tyler

    Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México

    We were a group of 13 and had a blast out on Yacht. Everything from booking to sailing was A+. I would highly recommend booking with this company. Big shoutout to the crew for making the day so special.

  3. Andrea

    Andrea

    Charter the 36' Fountaine Pajot Tobago Cruising Catamaran in Cartagena, Colombia

    Amazing experience! The views were absolutely beautiful and the atmosphere was great. Everyone was so kind and welcoming. The captain even saved my friend’s camera after it fell in the water, which we really appreciated. The crew was very attentive throughout the trip. Watching the sunset was truly the highlight just breathtaking. I will definitely be booking again!

  4. MK

    Michele

    Cancun Private Catamaran Isla Mujeres 🏝️ Open Bar, Snorkeling Lunch & Fun

    We had a wonderful time! The boat was clean and comfortable. The captain and crew were AMAZING and took good care of care of us. They were professional, helpful and friendly! Lunch was good and drinks were okay. Snorkeling the shipwreck was fun and we saw lots of cool fish. Water was a little rough but our guide went in the water with us which made us feel safe! We would definitely book again if we are ever in the area!

  5. KO

    Kristen

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    Capitan Mark, is the epitome of a true Capitan and professional sailor. My family and I had a magical experience and learned so much from Mark in just a few short hours. Mark has an incredible depth of knowledge about the Sea and California's coastline and was an amazing host. Thank you for everything Mark, see you next time!

  6. NN

    Niti

    Luxury 40' Leopard Catamaran Tours & Charters in Cartagena, Colombia

    Great half day trip accommodating our request to find a safe place to swim with a 4 hour tour. Snacks were provided on board and even accommodated our vegetarian guest. Amazing staff! Would highly recommend.