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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,232 Reviews)

Page 8 of 40949 listings

Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package
Sailing in San Francisco · 10 guests

Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package

5.0
$600+/hour
Instant Book
Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL
Sailing in West Palm Beach · 12 guests

Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL

4.5
Superowner
$125+/hour
ALL FEES INCLUDED! Endeavor 43 Sailboat Charter out of Miami.
Sailing in Miami · 4 guests

ALL FEES INCLUDED! Endeavor 43 Sailboat Charter out of Miami.

5.0
Superowner
$75+/hour
Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California
Sailing in Marina del Rey · 12 guests

Stunning 46' Bali Cruising Catamaran Charter in Marina del Rey, California

5.0
Superowner
$650/hour
Memorable Experience on this Leopard 47 Catamaran
Sailing in Isla Iguana · 25 guests

Memorable Experience on this Leopard 47 Catamaran

5.0
$325/hour
⭐️ 🎉 PROMO: 1 HOUR FREE ☀️VIP Catamaran 40ft 🐳 🌴
Sailing in Playa del Carmen · 22 guests

⭐️ 🎉 PROMO: 1 HOUR FREE ☀️VIP Catamaran 40ft 🐳 🌴

5.0
Superowner
$254+/hour
Enjoy Cancun like never before! Special offers for private 60 foot yacht tours!
Events in Cancún · 20 guests

Enjoy Cancun like never before! Special offers for private 60 foot yacht tours!

5.0
$301/hour
Instant Book
Full Day Sailing Potrero Guanacaste Province, Costa Rica
Sailing in Potrero · 12 guests

Full Day Sailing Potrero Guanacaste Province, Costa Rica

5.0
Best of 2025
$950/day
50' Azimut All-Inclusive Yacht Charter in Playa del Carmen.
Events in Playa del Carmen · 20 guests

50' Azimut All-Inclusive Yacht Charter in Playa del Carmen.

4.9
Superowner
$420/hour
38ft Leopard Catamaran in Cape Canaveral
Sailing in Cape Canaveral · 6 guests

38ft Leopard Catamaran in Cape Canaveral

5.0
$250/hour
Gorgeous Luxurious Catamaran Open Bar
Sailing in Cancún · 30 guests

Gorgeous Luxurious Catamaran Open Bar

5.0
$219+/hour
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
Sailing in Folly Beach · 6 guests

🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

5.0
Superowner
$300/hour
44' Leopard Catamaran All-Inclusive Charter in Playa del Carmen.
Sailing in Playa del Carmen · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Playa del Carmen.

5.0
Superowner
$520/hour
One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!
Events in Manhattan · 12 guests

One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!

5.0
$475/hour
60’ Premier Sailing Yacht in San Diego.
Sailing in San Diego · 35 guests

60’ Premier Sailing Yacht in San Diego.

5.0
$925/hour
Board our Azimut Flybridge 42' for an unforgettable experience!
Events in Miami Beach · 13 guests

Board our Azimut Flybridge 42' for an unforgettable experience!

5.0
$200/hour
Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
Sailing in Gloucester Point · 6 guests

Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

5.0
Superowner
$125/hour
Amazing Sailing Catamaran for Charter in Cabo San Lucas, Mexico
Sailing in Ildefonso Green · 10 guests

Amazing Sailing Catamaran for Charter in Cabo San Lucas, Mexico

5.0
$550/hour
Sailing NYC aboard 34' Catalina
Sailing in Manhattan · 6 guests

Sailing NYC aboard 34' Catalina

5.0
Superowner
$285/hour
2.5 Hour Catamaran Sailing Tours - Sail San Diego Bay - 1- 6 ticketed Passengers
Tours in San Diego · 6 guests

2.5 Hour Catamaran Sailing Tours - Sail San Diego Bay - 1- 6 ticketed Passengers

5.0
$238/hour
Enjoy a memorable sailing experience aboard this beautiful Jeanneau 389
Sailing in West Palm Beach · 8 guests

Enjoy a memorable sailing experience aboard this beautiful Jeanneau 389

5.0
$105+/hour
28' Party Catamaran with Trampoline for Bay Sails & Sunset Cruises!
Sailing in Marina del Rey · 8 guests

28' Party Catamaran with Trampoline for Bay Sails & Sunset Cruises!

5.0
$175+/hour
Well Appointed Beneteau 32, Folly Beach, SC
Sailing in Folly Beach · 6 guests

Well Appointed Beneteau 32, Folly Beach, SC

5.0
Best of 2025
$190/hour
65' Custom Trimaran with Waterslides [All Inclusive] in Puerto Vallarta Mexico
Powerboats in Área Militar de Vallarta · 85 guests

65' Custom Trimaran with Waterslides [All Inclusive] in Puerto Vallarta Mexico

4.3
Superowner
Best of 2025
$815/hour

Sailing Reviews in United States

  1. JG

    Jen

    Well Appointed Beneteau 32, Folly Beach, SC

    Loved our sunset cruise with Greg for my friends birthday. Beautiful boat, scenery, and weather! It was so relaxing to sail, watch the dolphins and catch a gorgeous sunset on the water. Greg was super nice, took pics of our group, and made the trip more enjoyable with his easygoing personality. We would sail again with Greg anytime!

  2. ME

    Malky

    Sailing NYC aboard 34' Catalina

    Sailing with this boat was a truly beautiful and magical experience!! It was comfortable and looked fresh too. We had a wonderful captain and he was very experienced and smooth! Ian was very responsive and accommodated us with our specific timing at sunset. My husband and I really enjoyed our night on the water!

  3. JF

    Joseph

    60’ Premier Sailing Yacht in San Diego.

    Great crew that was helpful, fun and fantastic. Beautiful boat and an amazing day on the water.

  4. Amber

    Amber

    ALL FEES INCLUDED! Endeavor 43 Sailboat Charter out of Miami.

    As natives of the Appalachians, our son has always dreamt of having a sailboat one day, yet we know absolutely nothing about boats. Instead of paying an extravagant amount for senior pictures, as he is going to the U of Miami in the fall we decided to book this sailboat adventure while visiting campus, that would allow our son to learn about sailboats as well as provide an opportunity for us to take his senior pictures ourselves while on the boat. Alexei and his girlfriend were more than accommodating to our family, answering any questions we had and making sure we stayed comfortable the entire time. The Bluetooth speaker provided, while unexpected, was such an added bonus to our magical time on the water! If you do absolutely nothing else during your time while in Miami, BOOK THIS JOURNEY, as I promise it’s something you will never regret.

  5. BG

    Brandon

    ALL FEES INCLUDED! Endeavor 43 Sailboat Charter out of Miami.

    Alexi was outstanding. The trip was fantastic and he was enthusiastic about showing us the sights of Miami. He even showed us an island where he could jump into the water and swim for a bit. After that he showed us nice parts of the city. Overall it was fantastic and I would highly recommend. Also, if you book the sailboat I would recommend his other boat. It is more expensive but it is 100% worth it.

  6. Cesar

    Cesar

    ALL FEES INCLUDED! Endeavor 43 Sailboat Charter out of Miami.

    The captain greeted us on time and did just as he said he would do. We got to his boat via dinghy and the ship was just as advertised. He took us to a couple of spots but our favorite part was Monument Island. I would definitely charter this boat again if I ever come back to Miami. Because of this, and the fact that he was quite friendly gives him 5 stars from us.