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All listings in the United States

Awesome sailboat rentals in United States.

4.9

(8,251 Reviews)

Page 18 of 40 • 950 listings

Sailing in Cancún · 25 guests

5 ⭐️ Lagoon 44' Cancun-Isla Mujeres.

5.0

Superowner

$408/hour

Sailing in San Miguel de Cozumel · 27 guests

Catamaran Lagoon 42 in Puerto Aventuras

5.0

Superowner

$613/hour

Sailing in Manhattan · 6 guests

North River Sailing - See NYC from a Classic Racing Yacht

5.0

$315/hour

Powerboats in Savannah · 17 guests

26ft Beach Cat Private Charter in Savannah GA *COI Vessel

5.0

$450/hour

Sailing in Playa Flamingo · 17 guests

Private Sailing Tours in Playa Flamingo, Guanacaste

5.0

Superowner

$186+/hour

Sailing in La Romana · 20 guests

Catamaran Lose 50 Country House La Romana

New

$2,088/day

Sailing in Montego Bay · 30 guests

Private Group Sail and Snorkel Montego Bay

5.0

$940/hour

Sailing in Fort Walton Beach · 6 guests

4 Hour Private Charter in Destin, FL! Crab Island, Snorkeling, Dolphins & More!

5.0

$150/hour

Sailing in San José del Cabo · 16 guests

Luxury Sailboat 50' Beneteau Oceanis from the Exclusive San Jose del Cabo Marina

New

$410/hour

Events in Cancún · 15 guests

Sail on Amazing Sea Ray 53ft with flybridge perfect for 22 people min 4hours

5.0

$450/hour

Sailing in South Haven · 6 guests

2hr Day Sail from the port of South Haven Mi. on a Catalina 36

5.0

$175/hour

Instant Book

Powerboats in Lake Havasu City · 13 guests

Lake Havasu: Regengy Luxury Pontoon for Charter GB01

5.0

$199/hour

Sailing in Puerto Aventuras · 25 guests

42' Lagoon Luxury Catamaran Charter in Riviera Maya

5.0

$347+/hour

Instant Book

Sailing in Zona Hotelera Norte · 20 guests

Private Catamaran Charter to Passion Island, Cozumel!

5.0

$381/hour

Sailing in Herradura · 35 guests

Foilborne Power Catamaran 40´Party Boat For Your Next Adventure!

5.0

$500/hour

Events in Playa del Carmen · 15 guests

5⭐️ SUNSEEKER 64’ Visit Isla Mujeres

5.0

Superowner

$708/hour

Sailing in Bell Channel Bay · 45 guests

44' Catamaran Party Boat In Grand Bahamas Island

4.5

$140/hour

Powerboats in Port Moody · 14 guests

50ft Searay Yacht - Waterfall Cruise at Deep Cove

5.0

$430/hour

Sailing in Oranjestad-West · 40 guests

50ft Catamaran sail experience in Aruba. OPEN BAR AND BBQ included!!

4.0

$1,120/hour

Sailing in Folly Beach · 6 guests

Sailing The Edge of America - Folly Beach

5.0

$200/hour

Events in Cancún · 27 guests

Amazing Huge Sea Ray 60ft for up to 27 people in Cancún, Quintana Roo

5.0

$300/hour

Sailing in Zona Comercial · 8 guests

Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez

5.0

$359/hour

Powerboats in Deerfield Beach · 10 guests

30 foot Jupiter Center Console Rental in Fort Lauderdale, Florida

5.0

$200/hour

Sailing in Sausalito · 6 guests

San Francisco Sailing Awesomeness

5.0

$155/hour

Top Destinations Nearby

Sailing Reviews in United States

Ani

42' Lagoon Luxury Catamaran Charter in Riviera Maya
We had the absolute pleasure of renting Chris’s catamaran for my husband’s 40th birthday in Tulum, and it was nothing short of phenomenal. The boat itself was beautiful and spacious, but what truly made the experience unforgettable was Chris and his incredible staff. They were superb—attentive, professional, and went above and beyond to make sure every detail was perfect. From start to finish, we felt taken care of, and our group had the best time out on the water. If you’re looking for an unforgettable experience in Tulum, I can’t recommend Chris and his team enough!
Joe

26ft Beach Cat Private Charter in Savannah GA *COI Vessel
Great day out on the water with the family. Couldn’t ask for a better crew! Capt Tim and Missy were awesome. Pickup and drop off was very smooth, the boat was clean and it was a perfect day!
Sonia

42' Lagoon Luxury Catamaran Charter in Riviera Maya
Best crew ever - Jesus Camilla Roberto and Kevin were amazing! made our bday trip extra special with extra special details and attention!
Ashwin

50ft Searay Yacht - Waterfall Cruise at Deep Cove
Had a really great time on the yacht! There was a slight snafu regarding a last-minute change that was seamlessly communicated, and ended up with us having a larger boat. Highly recommend!
NB
Nikki

Private Sailing Tours in Playa Flamingo, Guanacaste
The staff, the ship, the views, the food, the music…everything was awesome and was definitely the highlight of our trip to Costa Rica. Our kids even got to hold an octopus and a starfish while snorkeling! We did the full day private charter and I highly recommend it!
Ryankeisha

Private Group Sail and Snorkel Montego Bay
My crew and I really enjoyed our boat ride and the Excursions that went along with it. We had lots of fun and the captain, my co-captain, and crew were very entertaining and accommodating. The food was delicious and the drinks were continuously flowing. I will definitely come back and do it again.