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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,247 Reviews)

Page 8 of 40950 listings

Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!
Sailing in Gloucester · 6 guests

Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

5.0
$250/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
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
Memorable Experience on this Leopard 47 Catamaran
Sailing in Isla Iguana · 25 guests

Memorable Experience on this Leopard 47 Catamaran

5.0
$325/hour
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
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
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
$300/hour
Instant Book
Gorgeous Luxurious Catamaran Open Bar
Sailing in Cancún · 30 guests

Gorgeous Luxurious Catamaran Open Bar

5.0
$218+/hour
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
🎉🐬⛵️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
⭐️ 🎉 PROMO: 1 HOUR FREE ☀️VIP Catamaran 40ft 🐳 🌴
Sailing in Playa del Carmen · 22 guests

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

5.0
Superowner
$253+/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
Bali 43 Complete comfort Catamaran
Sailing in Marina del Rey · 12 guests

Bali 43 Complete comfort Catamaran

5.0
$275+/hour
38ft Leopard Catamaran in Cape Canaveral
Sailing in Cape Canaveral · 6 guests

38ft Leopard Catamaran in Cape Canaveral

5.0
$250/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
Stunning 60ft Party Catamaran for Exclusive Parties in Cabo San Lucas
Sailing in Marina · 50 guests

Stunning 60ft Party Catamaran for Exclusive Parties in Cabo San Lucas

4.7
$550/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
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
Sailing NYC aboard 34' Catalina
Sailing in Manhattan · 6 guests

Sailing NYC aboard 34' Catalina

5.0
Superowner
$285/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
38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS
Sailing in Long Beach · 12 guests

38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS

5.0
Superowner
$169+/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

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. Gerard

    Gerard

    Bali 43 Complete comfort Catamaran

    Quick response. Easy booking. The actual Boat was brand new and absolutely spacious catamaran. We played music , we drank rose and swam a bit cause the water was beautiful. Captain Sebastian was the icing on the cake. Took us sailing up to Malibu and around. Good guy, professional and laid back. Already have recommended this boat to a few friends. Thanks for a great experience and day

  3. 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!

  4. Samantha

    Samantha

    Bali 43 Complete comfort Catamaran

    We had the absolute best time on the catamaran. Everything was so nice! Captain Sebastian was very knowledgable, helpful and fun at the same time. Can't wait to book again in the future!

  5. CW

    Chelsea

    38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS

    This was my first time ever chartering a boat or using this website. I was nervous about it since I don’t know much about any of this, so I’m here to tell you to do it. If you want to have a fantastic boating experience, choose David! We had an amazing time celebrating my birthday on this boat and I would 100% book it again. Everything went as planned (except when the unicorn floatie was whisked away off the boat and we then had to recover it in windy conditions- it was a very funny and memorable time).

  6. VL

    Vincent

    Sail with us aboard our 64’ sailing yacht Artemis. Gloucester MA. Meal included!

    I booked a trip for my niece and nephew to scatter their mom's (my sister's) ashes. They were very pleased with the service, and it was a perfect day. Communication was fantastic, and the crew was very receptive to their needs. Don't hesitate to book with them!