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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,393 Reviews)

Page 17 of 39915 listings

63' Catamaran - Newport, RI - Luxury sailing for large groups!
Sailing in Newport · 40 guests

63' Catamaran - Newport, RI - Luxury sailing for large groups!

5.0
$833/hour
35' Beneteau Sailing Yacht For Rent Newport (MAP: 2022-32)
Sailing in Newport Beach · 10 guests

35' Beneteau Sailing Yacht For Rent Newport (MAP: 2022-32)

5.0
$100+/hour
40ft Catamaran Private Charter / Capacity 30 people
Sailing in Cancún · 30 guests

40ft Catamaran Private Charter / Capacity 30 people

5.0
Superowner
$275+/hour
Custom Sailing Charter - Newport/ Block Island
Sailing in Newport · 6 guests

Custom Sailing Charter - Newport/ Block Island

5.0
$450/hour
44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.
Sailing in Tulum · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.

4.5
Superowner
Best of 2026
$520/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
20ft Bayliner VR5 Boat in Rockville, IN
Powerboats in Indiana · 6 guests

20ft Bayliner VR5 Boat in Rockville, IN

5.0
$510/day
23' Ranger Daysailer in Oakland, California
Sailing in Oakland · 5 guests

23' Ranger Daysailer in Oakland, California

5.0
$70/hour
Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington
Tours in Anacortes · 6 guests

Sailing Lesson on a 19' Pearson Resolute Sloop in Olga, Washington

5.0
$200/hour
44' Catamaran Party Boat In Grand Bahamas Island
Sailing in Bell Channel Bay · 45 guests

44' Catamaran Party Boat In Grand Bahamas Island

4.6
$140/hour
Boat for Groups of up to 60 People in Cancún, Quintana Roo
Events in Cancún · 61 guests

Boat for Groups of up to 60 People in Cancún, Quintana Roo

5.0
$205/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
$359/hour
Fountaine Pajot 38ft Catamaran in Isla Mujeres Fountain Pajot
Sailing in Centro - Supmza. 001 · 18 guests

Fountaine Pajot 38ft Catamaran in Isla Mujeres Fountain Pajot

5.0
$250/hour
45' Large Lagoon Catamaran | Private Luxury Charter | Fort Lauderdale
Sailing in Fort Lauderdale · 12 guests

45' Large Lagoon Catamaran | Private Luxury Charter | Fort Lauderdale

New
$350/hour
Private Cruise on 40’ Luxury Sailing Yacht - Beneteau Oceanis 393 “Vagabond”
Sailing in Chicago · 10 guests

Private Cruise on 40’ Luxury Sailing Yacht - Beneteau Oceanis 393 “Vagabond”

5.0
$275/hour
Private Sailing Tours in Playa Flamingo, Guanacaste
Sailing in Playa Flamingo · 17 guests

Private Sailing Tours in Playa Flamingo, Guanacaste

5.0
Superowner
$186+/hour
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
$539/hour
Private sailing tour in Cancún Mexico
Sailing in Isla Mujeres · 8 guests

Private sailing tour in Cancún Mexico

5.0
$150/hour
Sail Cabo in Style - Escape the Crowds on a Private 36ft Sailboat
Sailing in Marina · 10 guests

Sail Cabo in Style - Escape the Crowds on a Private 36ft Sailboat

5.0
$150/hour
42' Lagoon Luxury Catamaran Charter in Riviera Maya
Sailing in Puerto Aventuras · 25 guests

42' Lagoon Luxury Catamaran Charter in Riviera Maya

5.0
$369+/hour
Gold Coast 65ft Catamaran in Playas del Coco
Sailing in Coco · 45 guests

Gold Coast 65ft Catamaran in Playas del Coco

New
$1,330+/hour
BEAUTIFUL — 38' BENETEAU SAILING YACHT _PERFECT FOR CATALINA (MAP: 2022-32 )
Sailing in Newport Beach · 12 guests

BEAUTIFUL — 38' BENETEAU SAILING YACHT _PERFECT FOR CATALINA (MAP: 2022-32 )

5.0
$185+/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
Boat Rental On Lake Washington - 19ft Sea Ray
Powerboats in Renton · 8 guests

Boat Rental On Lake Washington - 19ft Sea Ray

3.0
$150/hour
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Sailing Reviews in United States

  1. JS

    Janessa

    63' Catamaran - Newport, RI - Luxury sailing for large groups!

    Thank you so much for having us last night! It was truly the BEST boat experience any of us had ! The Captaint and Kiki were the best hosts ! Super helpful and fun !! They exceeded our expectations and the boat was amazing ! Will definitely make this a yearly thing !!!

  2. Angela

    Angela

    63' Catamaran - Newport, RI - Luxury sailing for large groups!

    We had an amazing time on the Heron - the boat and its amenities were perfect for a large group. The crew provided great service and the itinerary and swimming off Jamestown was perfect for those of all ages. We highly recommend this experience!

  3. 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.

  4. 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.

  5. 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!

  6. BG

    Brittany

    44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.

    BEST TRIP EVER! WOW! For my combined bach/bachelorette we were greeted with an amazing crew and best of all, SHOTS lol. The crew was clear about the rules and expectations on our trip and ensured our safety. We had the most amazing ride out on the ocean, the catamaran was gorgeous, clean, spacious, better than we could have imagined. The staff Aldo, Master P, Captain Juan, and Omar absolutely made our trip. They were joining in our fun and showing us how to enjoy the ocean safely. We were provided snorkeling gear, and were able to swim with and touch stingrays, this was a dream to say the least! The floating pad and paddle board were also amazing to hang out on. We didn't know what to expect with the food, and boy, they did not disappoint, the burgers were delicious, the guacamole was insane and the ceviche literally made this trip. Also, the photography skills of the staff, they had us in the best spots on the boat and made the funniest video for us. My group has been on several boats and this is BY FAR THE MOST AMAZING EXPERIENCE. Wish we could do it all over again. HIGHLY RECOMMEND!😊