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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,056 Reviews)

Page 11 of 39923 listings

36ft Beneteau Private Sailing Charter – Explore Mystic and Fisher's Island
Sailing in Stonington · 6 guests

36ft Beneteau Private Sailing Charter – Explore Mystic and Fisher's Island

5.0
$220+/hour
Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers
Events in San Francisco · 49 guests

Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

5.0
Superowner
$1,467/hour
36' Private Catamaran Charter in Cozumel, Mexico
Sailing in San Miguel de Cozumel · 15 guests

36' Private Catamaran Charter in Cozumel, Mexico

5.0
$310/hour
Private Sailboat Beneteau 42ft in Cabo, All-Inclusive
Sailing in Marina · 12 guests

Private Sailboat Beneteau 42ft in Cabo, All-Inclusive

5.0
$320/hour
Fountaine Pajot 41 Catamaran in Nuevo Vallarta, MX
Events in Nuevo Vallarta · 15 guests

Fountaine Pajot 41 Catamaran in Nuevo Vallarta, MX

5.0
$160+/hour
Instant Book
The nicest Charter Sailing Yacht in the West - Downtown San Francisco
Sailing in San Francisco · 20 guests

The nicest Charter Sailing Yacht in the West - Downtown San Francisco

4.9
$750+/hour
Sunfish Sailboat on Merrymeeting Lake in New Hampshire
Sailing in New Durham · 2 guests

Sunfish Sailboat on Merrymeeting Lake in New Hampshire

5.0
$61+/day
Let's Go Sail in Gloucester Point, Virginia
Sailing in Gloucester Point · 6 guests

Let's Go Sail in Gloucester Point, Virginia

5.0
Superowner
$117+/hour
Private Boat Rental Turks & Caicos
Powerboats in Long Bay Hills · 8 guests

Private Boat Rental Turks & Caicos

5.0
$200/hour
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
Sailing in Rock Hall · 4 guests

34' Hunter Cruising Monohull In Rock Hall, Maryland United States

4.6
$275+/night
Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!
Sailing in Clear Lake Shores · 6 guests

Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!

5.0
$180/hour
Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.
Sailing in Nassau · 26 guests

Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.

4.4
$607+/hour
Sea Ray 350 Luxury Charter for Up to 10 Guests in Cabo, San Lucas
Events in Marina · 10 guests

Sea Ray 350 Luxury Charter for Up to 10 Guests in Cabo, San Lucas

5.0
$230/hour
Bali 43 Complete comfort Catamaran
Sailing in Marina del Rey · 12 guests

Bali 43 Complete comfort Catamaran

5.0
$400/hour
Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia
Sailing in Kilmarnock · 4 guests

Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia

5.0
$15+/hour
Montego Bay Private Champagne Sunset Catamaran Cruise
Powerboats in Montego Bay · 10 guests

Montego Bay Private Champagne Sunset Catamaran Cruise

New
$1,896/hour
Cancun Party Yacht 46ft Sea Ray Flybridge
Tours in Cancún · 15 guests

Cancun Party Yacht 46ft Sea Ray Flybridge

5.0
$260/hour
Instant Book
Sailing Sloop Hunter 40 in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Sailing Sloop Hunter 40 in Puerto Vallarta

4.7
Superowner
$145/hour
Puerto Plata-private And Luxury VIP Party Yachts
Powerboats in Puerto Plata · 100 guests

Puerto Plata-private And Luxury VIP Party Yachts

New
Superowner
Best of 2026
$50/hour
Bachelorette Party in Trimaran at Cabo San Lucas💃🏼🎉🎶🍾⛵️
Sailing in Marina · 50 guests

Bachelorette Party in Trimaran at Cabo San Lucas💃🏼🎉🎶🍾⛵️

5.0
Superowner
Best of 2026
$359/hour
Sailing Catamaran Yacht for up to 20 Guests in Aruba
Sailing in Oranjestad-West · 24 guests

Sailing Catamaran Yacht for up to 20 Guests in Aruba

4.6
Superowner
$675/hour
Catmania Sailing Catamarans in Playa Mujeres, Cancun, Mexico.
Sailing in Isla Mujeres · 38 guests

Catmania Sailing Catamarans in Playa Mujeres, Cancun, Mexico.

5.0
Superowner
$262/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
Curacao Private Morning Tour All Inclusive
Sailing in Jan Thiel · 6 guests

Curacao Private Morning Tour All Inclusive

5.0
$250/hour

Sailing Reviews in United States

  1. JP

    Jeremy Pratt

    Fountaine Pajot 41 Catamaran in Nuevo Vallarta, MX

    We had an incredible experience on this catamaran trip. The boat itself was gorgeous—new, spotless, and spacious, with multiple bedrooms and bathrooms that made the journey comfortable and relaxing. The wildlife sightings were unforgettable. We watched whales slapping their fins, leaping out of the water, and even saw a mother with her baby right near the boat. The baby breached around 20 times, and the mother followed multiple times—truly a once-in-a-lifetime moment we’ll never forget. The crew was extremely attentive and kept everything tidy throughout the trip, and the captain navigated the catamaran with absolute skill and confidence. Overall, an extraordinary adventure that exceeded every expectation.

  2. AR

    Arielle

    Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

    Our team had such an incredible experience! The boat was absolutely beautiful, exactly as pictured and even better in person. The crew was amazing! So friendly, attentive, and welcoming from start to finish. Couldn’t have asked for a better trip.Highly recommend!

  3. ML

    Maria

    Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

    Had the most fabulous sunset cruise with spectacular views of the city and the bay. My Big-Birthday party went off without a hitch and couldn't have been more fun for me and all my guests. The crew was very accommodating and hosted us very well. Would highly recommend this experience and look forward to sailing with Gas Light again.

  4. CW

    Catherine

    Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

    From the outset, the coordination and organization were nothing short of exceptional. Communication was clear and timely, the itinerary was well-planned, and every minute detail was considered and accounted for - a testament to the team’s commitment to providing a world-class sailing experience. We were greeted by an incredibly welcoming and skilled crew. The crew had notable warmth and approachability, providing not just safe navigation, but also a friendly atmosphere that brought our group even closer together. The food was delicious and they thought of many details - blankets, jackets, helped us take photos, etc.

  5. ES

    Eva

    Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

    Bay Lights Charters is a very special group who it was a privilege to work with. If you are debating which company to go with, these guys are the real deal. Both extremely personable and professional, Allie, Captain Steve, and their crew are beyond capable; their experience working together as a crew clearly translates into impressively efficient task delegation beyond sailing - such as with decor & catering set up & other logistics. They were fun to hangout with during the trip, took great photos & videos, and facilitated a very personalized experience. Not to mention how beautiful the Gaslight sailboat is. Thank you so much Allie, Steve, James, Andora, and Dan!

  6. AS

    Andrea

    Sailing Charter On 72' Tall Ship on SF Bay, California- up to 49 passengers

    We had the BEST time aboard the Gas Light. We chartered this beauty for a work event, approx. ~24 adults. Many were from out of town and loved the experience and opportunity to see San Francisco from this vantagepoint. As a Bay Area native, I also loved experiencing this part of our beautiful city. The crew was AWESOME, extremely attentive and made themselves available for any possible request- it was clear their goal was to make this a wonderful experience. Allie made the booking process smooth, clear, and easy. She was always available to answer my (many) questions. We also enjoyed drinks and catering, and we were very happy with the spread (many options available). I look forward to chartering the Gas Light again for a personal event!