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All listings in the United States

Awesome sailboat rentals in United States.

4.9

(8,341 Reviews)

Page 8 of 39 • 915 listings

Sailing in Folly Beach · 6 guests

Well Appointed Beneteau 32, Folly Beach, SC

5.0

$190/hour

Sailing in Washington · 49 guests

$4400 | 2hrs | 49 Guests | Sailing Catamaran

5.0

Superowner

$2,200/hour

Sailing in Wilmington · 6 guests

Sailing Charters in Wilmington NC

5.0

$178/hour

Sailing in Marina Vallarta · 12 guests

Beatiful Catalina 42' Yacht Rental in Puerto Vallarta

5.0

Superowner

$138+/hour

Events in Manhattan · 12 guests

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

5.0

$475/hour

Sailing in Marina · 14 guests

Your own 42' Private Sailboat in Cabo

5.0

Superowner

Best of 2026

$363/hour

Sailing in Isla Mujeres · 16 guests

3-hour exclusive Catamaran Sunrise or Sunset

4.9

Superowner

$262/hour

Sailing in Seattle · 6 guests

Puget Sound Sailing Adventure on 32' Hunter Sailboat

5.0

$180/hour

Sailing in Playa del Carmen · 35 guests

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

5.0

Superowner

Best of 2026

$520/hour

Events in Marina · 8 guests

37ft Sea Ray Sundancer Yacht for Charter in Cabo San Lucas, Baja California Sur

5.0

$230/hour

Sailing in Shalimar · 6 guests

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

5.0

$150/hour

Sailing in San Miguel de Cozumel · 22 guests

Promo: 1 Hour Free Vip 40ft Lagoon Sailing Catamaran

5.0

Superowner

$267+/hour

Sailing in Potrero · 12 guests

Private Sailing Tour Flamingo, Guanacaste - Unforgettable Ocean Adventure

5.0

$165/hour

Sailing in San Francisco · 6 guests

FAST J/105 Sailing Yacht Charter Downtown San Francisco, California!

5.0

Superowner

$300+/hour

Sailing in Marina Vallarta · 12 guests

Endeavour 40 Sailboat in Puerto Vallarta, Mexico

5.0

$125+/hour

Events in Marina · 12 guests

Beautiful Sea Ray Flybridge 45 ft Available In Cabo San Lucas,

5.0

$350/hour

Sailing in New Durham · 2 guests

Sunfish Sailboat on Merrymeeting Lake in New Hampshire

5.0

$61+/day

Sailing in Gloucester · 6 guests

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

5.0

$250/hour

Events in Miami · 13 guests

Sea Ray Sundancer 38ft – Classic Luxury Cruise in Miami!

5.0

$100/hour

Sailing in Manhattan · 6 guests

Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

5.0

$300/hour

Sailing in Santa Marta · 12 guests

Sunset Sail in Bay of Santa Marta, Magdalena

5.0

$125/hour

Sailing in Newport Beach · 6 guests

Create Memories you will Cherish for Life on this 47' Luxuary Sailboat!

5.0

Superowner

$200+/hour

Limited Availability

Sailing in Huntington · 12 guests

Sail From Northport or Huntington, NY

4.8

Superowner

$150/hour

Events in Cancún · 20 guests

Sunseeker 60ft Motor Yacht - Free Pick Up Transportation Hotel Marina One Way

4.8

$330/hour

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Sailing Reviews in United States

Jessi

Puget Sound Sailing Adventure on 32' Hunter Sailboat
We had a great time on our sailing adventure! The boat was very nice and outfitted to protect us from the wind. We saw some wildlife and it was just a picturesque experience. The Captain was knowledgeable and engaging. Overall, we enjoyed our time on the water.
PR
Prapsede

One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!
Sorry for the very late review! I took this boat ride about 3 years ago, and it was such an amazing experience. The views were beautiful, the ride was relaxing, and I had a great time. Gene and his crew took care of us and made my sisters party amazing. Highly recommend!
MD
Michael

Beatiful Catalina 42' Yacht Rental in Puerto Vallarta
Muy buen servicio y comunicación. Todo el crew muy servicial. El bote fue muy lento, unas bocinas ya estaban tronadas, y no visitamos mas que 1 playa, tuvimos que pedir que nos llevaran a unos arcos cerca de la playa para ver algo mas. Había un tarp azul (perforado) que servia como sombra pero estaba nublado y con lluvia lo cual ayudo.
Jake

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Captain Bill was great and accommodating for our group. Was a beautiful day for sailing!
SK
Sean

Puget Sound Sailing Adventure on 32' Hunter Sailboat
Russ was outstanding from start to finish. Such an incredible human and captain. Our family spent 3 beautiful hours filled with incredible beauty and wonderful conversation with Russ. It exceeded all of our expectations and was a perfect way to escape the chaos and enjoy the tranquil vibes of the ocean. Top notch from start to finish. We highly recommend Russ and Dylan.
Kelly

Well Appointed Beneteau 32, Folly Beach, SC
Greg is an amazing captain!! He’s chill, fun, and so accommodating! We used the boat for our engagement pics and he couldn’t have been nicer to us and our photographer. We would definitely go on his boat again in a heartbeat!!!