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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,041 Reviews)

Page 3 of 39918 listings

44' Leopard Catamaran All-Inclusive Charter in Riviera Maya
Sailing in Puerto Aventuras · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Riviera Maya

5.0
Superowner
Best of 2026
$520/hour
Premium Sunset Sailing on a True WestSail 43ft Yacht
Sailing in San Diego · 6 guests

Premium Sunset Sailing on a True WestSail 43ft Yacht

5.0
$200/hour
Limited Availability
Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete
Sailing in Saint Petersburg · 6 guests

Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete

5.0
$238+/hour
Los Cabos Private Catamaran Cruise with Snorkeling & Open Bar!
Sailing in Marina · 70 guests

Los Cabos Private Catamaran Cruise with Snorkeling & Open Bar!

5.0
$352/hour
Beautiful Catalina 42 Sailboat In Puerto Vallarta, México
Sailing in Marina Vallarta · 12 guests

Beautiful Catalina 42 Sailboat In Puerto Vallarta, México

5.0
$130+/hour
⛵️ Ultimate Catamaran Party Boat | Up to 49 Passengers!
Events in Miami · 49 guests

⛵️ Ultimate Catamaran Party Boat | Up to 49 Passengers!

4.9
Superowner
$700+/hour
Sail From Northport or Huntington, NY
Sailing in Huntington · 12 guests

Sail From Northport or Huntington, NY

4.8
Superowner
$150/hour
Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey
Sailing in Marina del Rey · 6 guests

Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

5.0
Superowner
Best of 2026
$150/hour
60ft Fountaine Pajot Motor Yacht Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 12 guests

60ft Fountaine Pajot Motor Yacht Charter in Fort Lauderdale

5.0
Superowner
Best of 2026
$425+/hour
Why Not Oceanic Experience- Luxury Fountaine Pajot 61 feet in Flamingo
Sailing in Tamarindo · 20 guests

Why Not Oceanic Experience- Luxury Fountaine Pajot 61 feet in Flamingo

5.0
$2,190/day
38-ft Hunter 376 Sailing Adventure in Annapolis
Sailing in Annapolis · 6 guests

38-ft Hunter 376 Sailing Adventure in Annapolis

5.0
Superowner
$100+/hour
Spacious, fast 80 foot sailboat
Events in Marina Vallarta · 40 guests

Spacious, fast 80 foot sailboat

5.0
$275/hour
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
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
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
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
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
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

Sailing Reviews in United States

  1. TE

    Tate

    Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete

    Jonas and Captain Carlos took top care of my family and I! I was so impressed with the amenities and cleanliness of the boat. They were both extremely knowledgeable about the area and sailing in whole. My nephew had a blast and they showed him patience and earned the respect of an 8 year old in addition to all of the "adults". Thank you so much, Jonas and Captain Carlos!

  2. BK

    Brad

    Los Cabos Private Catamaran Cruise with Snorkeling & Open Bar!

    This boat was so fun! We rented out the whole boat with our group. The crew was the best….from always making sure you had a drink to grabbing our blown off hats out of the water. This was the highlight of our Cabo trip and highly recommend.

  3. AH

    Alexandra

    38-ft Hunter 376 Sailing Adventure in Annapolis

    Alberto and Grace were the perfect team. They are kind, knowledgeable, respectful, communicative, safe and I would recommend them to anyone. This was our first time sailing in Annapolis, and we could not have asked for a better experience. We hope to share future experiences with them. Everything was perfect.

  4. 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!

  5. 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!

  6. EP

    Emily

    Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete

    This was an amazing cruise! Jonas and the captain were incredibly hospitable and friendly. Jonas was also very communicative as well and made the whole process seamless. Highly recommend!