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All listings in the United States

Awesome sailboat rentals in United States.

4.9

(7,696 Reviews)

Page 14 of 45 • 1,074 listings

Sailing in Sin Nombre · 5 guests

Rent a 5 person Daysailer in Valle de Bravo, Mexico

5.0

$66hour

Sailing in Marina del Rey · 6 guests

40' Catamaran - Sail away

New

$400hour

Sailing in Deale · 10 guests

Charter 44' Orana Cruising Catamaran In Deale, Maryland

5.0

$2,600day

Sailing in Newport Beach · 6 guests

Christmas Boat Parade Pirate Ship Cruise in Newport Beach, California

5.0

Snoozed - Active 02 Dec 2024

Sailing in Chicago · 4 guests

Charter this Classic Shannon Sailboat w/ Professional Captain in Chicago

5.0

$202hour

Sailing in Kemah · 6 guests

34' Cruiser Sailboat in Clear Lake/Galveston Bay

5.0

$150hour

Sailing in Guna Yala Comarca · 4 guests

Cruising Catamaran Rental in Guna Yala Comarca

5.0

$300day

Sailing in Marina · 7 guests

35' Seawind Sailing Catamaran - Cabo

5.0

$325-$350hour

Sailing in San Pedro · 24 guests

Day Sailing Trip in San Pedro Aboard 42' Polynesian Catamaran

5.0

$1,500day

Sailing in Cartagena · 18 guests

Lagoon 400 18 People Cruising Catamaran In Cartagena, Colombia

5.0

$1,600day

Sailing in Manhattan · 6 guests

46ft Hunter Sailing Yacht Rental in Brooklyn, NY - $295/Hour

5.0

Superowner

Best of 2023

$295hour

Events in Marina · 9 guests

32ft Sea ray for whale watching

New

$170hour

Travel in Marina · 11 guests

Water Taxi by the Arch

New

$45hour

Sailing in Zona Hotelera Norte · 20 guests

Private Catamaran Charter to Passion Island, Cozumel!

5.0

$421hour

Sailing in Sag Harbor · 25 guests

A Luxuriously Appointed USCG Certified Trimaran Large and Small Groups

5.0

$600hour

Sailing in Cancún · 45 guests

44 ft Catamaran Private Charter / Capacity 45 people

5.0

$343-$400hour

Sailing in Marina Vallarta · 8 guests

Lancer 36 Sailing Sloop for 8 Passenger in Puerto Vallarta

New

Superowner

Best of 2023

$125hour

Sailing in West Bay · 15 guests

Beneteau Oceanis 473 Luxury Sailing Charter in Grand Cayman, Cayman Islands

New

$300hour

Events in Fort Lauderdale · 13 guests

Stunning Luxe 60' White Princess Yacht

New

$750hour

Sailing in Isla Mujeres · 12 guests

Wildcat 350 Sailing Catamaran for Rent in Punta Sam, Cancun

5.0

Superowner

Best of 2023

$60person

Powerboats in Cartagena · 35 guests

MARTINA Powerboat 40FT in Cartagena de Indias

New

$949day

Sailing in Marina · 14 guests

Luxury Shared Sunset Sailing Cruise in Cabo San Lucas, Mexico

5.0

Superowner

Best of 2023

$105person

Sailing in San Pedro · 20 guests

41ft Luxury Bali Lagoon Sailing Catamaran Charter in San Pedro

5.0

$2,800day

Sailing in Sequim · 2 guests

Baltic 35 Sailboat for Dock Sailing in Sequim, Washington

New

$250-$350day

Top Destinations Nearby

Sailing Reviews in United States

JM
Jordan
March, 2024
35' Seawind Sailing Catamaran - Cabo
Rodrigo and Juan were a wonderful team! The boat was very clean, the service was amazing from getting us delicious drinks to the amazing food and great options for our kids. Rodrigo did a great job taking us around to see all of Cabo and some close up whale watching and Juan did a great job telling us about all the sight seeing and keeping us happy with snacks and drinks. We would highly recommend this experience!
Kari
March, 2024
44 ft Catamaran Private Charter / Capacity 45 people
Jose was excellent about communication the entire time, made the process super easy. The boat was as described and perfect for our group of spring breakers! Loved the on board staff!
Danika
July, 2021
Charter 44' Orana Cruising Catamaran In Deale, Maryland
We had the best time! Everything was perfect! Rob communicated well! The boat looked exactly like the pictures. It was enough space for my 10 guest party! We sailed out for 7hrs and it still didn’t feel like enough time! I’m so glad I went with this boat and will be using it again in the future. Best birthday ever!!!
JH
Jennifer
September, 2020
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Rob was so communicative and helpful throughout the entire booking process, and our experience on the boat was even better! Not only was it a beautifully appointed vessel, but our captain Adam took such wonderful care of our group. We can never outdo this day-- just plan when we can do it again!
Lauren
August, 2020
Christmas Boat Parade Pirate Ship Cruise in Newport Beach, California
We had a really fun trip through the harbor and down the coast for my husband’s Birthday. Captain Andrew was able to find the sweet spot between sharing interesting information and allowing us to enjoy the natural scenery. The kids loved how all the other boats wanted to sail up to ours to yell “Argghhhh!l” and “Ahoy!!!”
Shubhobroto
August, 2020
Christmas Boat Parade Pirate Ship Cruise in Newport Beach, California
The trip was very interesting, particularly for my 5 year old as he wanted a pirate ship experience on his birthday. The captain and crew were very professional and made sure we were comfortable. Our needs were take care off. We had a great great time. I would suggest to stay in and around the bay and less of deep waters, as it gets a bit bumpy in deep waters. We enjoyed every bit of the trip. We will surely want to do it again😀.