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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,469 Reviews)

Page 18 of 41 • 966 listings

Private sailing tour in Cancún Mexico
Sailing in Isla Mujeres · 8 guests

Private sailing tour in Cancún Mexico

5.0
$150/hour
23' Ranger Daysailer in Oakland, California
Sailing in Oakland · 5 guests

23' Ranger Daysailer in Oakland, California

5.0
$70/hour
Custom Sailing Charter - Newport/ Block Island
Sailing in Newport · 6 guests

Custom Sailing Charter - Newport/ Block Island

5.0
$450/hour
Private 40ft Lagoon Sailing Catamaran in Cartagena
Sailing in Cartagena · 18 guests

Private 40ft Lagoon Sailing Catamaran in Cartagena

New
$325/hour
Luxury 44ft Lagoon Catamaran Charter in Rosario Islands
Sailing in Cartagena · 23 guests

Luxury 44ft Lagoon Catamaran Charter in Rosario Islands

New
$350/hour
Charter Jeanneau 50 DS Sailing Yacht in English Bay
Sailing in North Vancouver · 10 guests

Charter Jeanneau 50 DS Sailing Yacht in English Bay

5.0
$358/hour
Private 2.5 Hour Glass-Bottom Boat Tour with Cabo Arch & Snorkeling
Powerboats in Marina · 12 guests

Private 2.5 Hour Glass-Bottom Boat Tour with Cabo Arch & Snorkeling

New
$150/hour
Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained
Sailing in Alameda · 6 guests

Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained

5.0
$300/hour
Private Catamaran Negril – Rick's Café Sunset & Open Bar
Sailing in West End · 60 guests

Private Catamaran Negril – Rick's Café Sunset & Open Bar

New
$2,740/day
Instant Book
Beautiful & Luxury 44 Lagoon New Catamaran in Cozumel / Private Tour in Cozumel
Sailing in San Miguel de Cozumel · 30 guests

Beautiful & Luxury 44 Lagoon New Catamaran in Cozumel / Private Tour in Cozumel

5.0
$495/hour
 Come Play and Sail Away Barnegat Bay!
Sailing in Lacey Township · 6 guests

Come Play and Sail Away Barnegat Bay!

5.0
$150/hour
Classic Yacht Charter in New York, New York
Sailing in Manhattan · 30 guests

Classic Yacht Charter in New York, New York

5.0
$1,600/hour
San Diego Sunset & Sunshine Sailing Tour on our Catalina 36 MK1 Sailboat
Sailing in San Diego · 8 guests

San Diego Sunset & Sunshine Sailing Tour on our Catalina 36 MK1 Sailboat

5.0
$300/hour
Sailing Trip on 35' Catamaran in Cozumel All Inclusive
Sailing in Zona Hotelera Norte · 15 guests

Sailing Trip on 35' Catamaran in Cozumel All Inclusive

5.0
Superowner
$323/hour
Charming Sunset Cruises & Adventure Sails Aboard a Classic C&C 40-2
Sailing in Marina del Rey · 6 guests

Charming Sunset Cruises & Adventure Sails Aboard a Classic C&C 40-2

New
$150/hour
Catamaran Lose 50 Country House La Romana
Sailing in La Romana · 20 guests

Catamaran Lose 50 Country House La Romana

New
$2,088/day
Private Catamaran Charter to Passion Island, Cozumel | 44ft Voyage Yacht
Sailing in Zona Hotelera Norte · 20 guests

Private Catamaran Charter to Passion Island, Cozumel | 44ft Voyage Yacht

5.0
$377/hour
Luxury Private Sail Yacht rental for groups and families up to 15 Pax
Sailing in Isla Mujeres · 15 guests

Luxury Private Sail Yacht rental for groups and families up to 15 Pax

5.0
$129/hour
5⭐️ SUNSEEKER 64’ Visit Isla Mujeres
Events in Playa del Carmen · 15 guests

5⭐️ SUNSEEKER 64’ Visit Isla Mujeres

5.0
Superowner
$700/hour
40ft Jeanneau Sloop Charter in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

40ft Jeanneau Sloop Charter in Fort Lauderdale

5.0
$109+/hour
Private Cat 30' Magic-Sea-wind Sailing Catamaran
Sailing in Cancún · 20 guests

Private Cat 30' Magic-Sea-wind Sailing Catamaran

5.0
$165+/hour
Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen
Sailing in Centro - Supmza. 001 · 16 guests

Catamaran 38' Private tour to Isla Mujeres / Cancun / Playa del Carmen

5.0
$200+/hour
77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico
Sailing in Cancún · 280 guests

77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico

5.0
$1,227/hour
50ft Searay Yacht - Waterfall Cruise at Deep Cove
Powerboats in Port Moody · 14 guests

50ft Searay Yacht - Waterfall Cruise at Deep Cove

5.0
$430/hour

Sailing Reviews in United States

  1. ST

    Samantha

    Custom Sailing Charter - Newport/ Block Island

    We really enjoyed our sail with Candace, Stephanie and Matt - and we can't forget Eddie Spaghetti the daschaund! They told us a lot about the history of the area and made sure we were comfortable and well-taken care of on this sail. Many thanks to Stephanie too for the wonderful photos on the trip.

  2. sk

    sarah

    Custom Sailing Charter - Newport/ Block Island

    Captain Candace, Captain Don and Stephanie were an absolute delight to work with from start to finish. Capt. Candace was very easy to communicate with and worked to accommodate our age diverse group. Great directions and instructions as to how to find the boat, the boat was in pristine condition and VERY comfortable accommodations for our sail. Captain Don and Stephanie were very clear about safety first at all times, very knowledgable sailers and wonderful tour guides and historians when the wind was not working with us. We could not have asked for anything more - the boat and the crew are top notch. We hope to have the opportunity to sail with Candace and crew again. Our sailing experience was the highlight of our trip to Newport.

  3. Madison

    Madison

    Custom Sailing Charter - Newport/ Block Island

    Candace is an amazing host & captain and her boat is absolutely beautiful! The space in the back was more than enough room for our bachelorette party of 6. She lets us BYOB, food, and connect to her bluetooth to play our own music. Not to mention her crew mate Stephanie was also more than happy to be our personal photographer the whole time lol!! 100% recommend sailing with Serendipity Sailing we had SO much fun!

  4. HS

    Harman

    Charter Jeanneau 50 DS Sailing Yacht in English Bay

    Chris and his wife were amazing. I Did a surprise proposal. They were so professional they greeted us outside the boat with uniforms. Both of them helped my whole family get on board safely. He Gave us all the guidelines to be safe. Really cared for our safety. We were around some crazy boaters that night and they had no clue what they were doing and Chris jumped into action saved us every time, he’s well prepared for anything that might happen. He’s a very trust worthy captain his background shows for it. His sail boat is amazing it’s huge and it’s spacious and clean. It’s really nice and well maintained. I would definitely rent again. Price is amazing for what you get and him and his wife have such a great personality. They also helped us off load and take stuff back to our cars amazing people. Highly recommend renting from him. Safest captain

  5. MR

    Matt

    Charter Jeanneau 50 DS Sailing Yacht in English Bay

    Chris and Michelle were fantastic hosts aboard their boat. We had a group of nine, including a baby and it was the perfect way to spend an afternoon in Vancouver. We got to see incredible views of the city during a peaceful sail and enjoyed the company that Chris, Michelle and Frederick (the cat) provided. Strongly recommend and would book with them again.

  6. KB

    Katja

    Frostbite-Free Sailing Adventures - Catamaran w/ Sunroom - Captained

    The booking process was easy, and Jeremy was very quick to respond to any questions. On the day of our trip, we arrived about 50 minutes early due to light traffic, and the team was flexible enough to let us start about 20 minutes earlier so we could enjoy the great weather. During the 3-hour trip, we spent most of our time relaxing on the hammock, which comfortably fit three people at once. The team also provided very comfortable loungers for the other two members of our group. They were attentive throughout the trip and warned us about larger waves that might drench us while we were sitting on the hammock. Captain Efe regularly checked in to make sure we were doing well and happily explained what we were seeing around us, including the container ships, cranes, and the bay. We had an amazing trip. The boat is beautiful, and we felt safe and well taken care of the entire time. I would 100% recommend this experience and can’t wait to go out with Captain Efe again.