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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(5,513 Reviews)

Page 1 of 19438 listings

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey
Sailing in Marina del Rey · 4 guests

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

5.0
$100+/hour
Privat 30’ Luxury Sailing Yacht in Mazatlan Bays & Islands
Sailing in Marina Mazatlán · 8 guests

Privat 30’ Luxury Sailing Yacht in Mazatlan Bays & Islands

5.0
$132/hour
Sunset Sails: Explore the Open Waters of Tampa, Florida
Sailing in Tampa · 6 guests

Sunset Sails: Explore the Open Waters of Tampa, Florida

5.0
$225/hour
Instant Book
 Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Sailing in Manhattan · 6 guests

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

5.0
Superowner
Best of 2025
$240+/hour
Luxury 48' Leopard Catamaran in Cartagena
Sailing in Cartagena · 25 guests

Luxury 48' Leopard Catamaran in Cartagena

4.8
Superowner
Best of 2025
$200/hour
⛵New in the bay! Lagoon 42 Yacht Catamaran in La Cruz
Sailing in La Cruz de Huanacaxtle · 20 guests

⛵New in the bay! Lagoon 42 Yacht Catamaran in La Cruz

5.0
Superowner
Best of 2025
$250+/hour
Instant Book
Private Catamaran - Sailing To Isla Mujeres
Sailing in Cancún · 15 guests

Private Catamaran - Sailing To Isla Mujeres

5.0
Superowner
Best of 2025
$169/hour
Instant Book
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
Sailing in Oxon Hill · 6 guests

Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise

5.0
$240/hour
The Only 40ft Hinckley Sailboat in Manhattan
Sailing in Manhattan · 6 guests

The Only 40ft Hinckley Sailboat in Manhattan

5.0
$300/hour
Instant Book
35' Private Catamaran Charters in Belize
Sailing in San Pedro · 16 guests

35' Private Catamaran Charters in Belize

4.9
$130/hour
Beautiful 40ft Hunter Sailboat — Enjoy Adventure & Sea Breeze in Puerto Vallarta
Sailing in Marina Vallarta · 13 guests

Beautiful 40ft Hunter Sailboat — Enjoy Adventure & Sea Breeze in Puerto Vallarta

4.7
Best of 2025
$120/hour
Spacious, fast 80 foot sailboat with a hot tub
Events in Marina Vallarta · 40 guests

Spacious, fast 80 foot sailboat with a hot tub

5.0
$275/hour
Enjoy Luxury Catamaran for Islands, Sunsets and Night Events
Sailing in Cartagena · 20 guests

Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

5.0
Superowner
$155+/hour
Instant Book
40' Luxury Catamaran in Cozumel
Sailing in San Miguel de Cozumel · 20 guests

40' Luxury Catamaran in Cozumel

5.0
Superowner
$290/hour
35ft C&C 35 Sailboat in Toronto
Sailing in Etobicoke · 6 guests

35ft C&C 35 Sailboat in Toronto

5.0
$182/hour
34ft Brown Sea Ray Sundancer Motor Yacht Rental in Cabo San Lucas
Events in Marina · 8 guests

34ft Brown Sea Ray Sundancer Motor Yacht Rental in Cabo San Lucas

5.0
$190/hour
⛵ Lagoon 40 Yacht Catamaran in Puerto Vallarta
Sailing in Marina Vallarta · 15 guests

⛵ Lagoon 40 Yacht Catamaran in Puerto Vallarta

5.0
Superowner
Best of 2025
$225+/hour
Instant Book
Luxury Catamaran Lagoon 52' Capacity up to 40
Powerboats in Cartagena · 40 guests

Luxury Catamaran Lagoon 52' Capacity up to 40

5.0
$200/hour
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Sailing in Saint Petersburg · 12 guests

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

5.0
Superowner
Best of 2025
$300+/hour
Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey
Sailing in Marina del Rey · 6 guests

Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

5.0
Superowner
Best of 2025
$120+/hour
Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Sailing in Shalimar · 6 guests

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

5.0
$150/hour
Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB
Sailing in Charleston · 6 guests

Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB

5.0
Superowner
$220/hour
Nice Sailing vessel 41ft for cruising and explore PV.
Sailing in Marina Vallarta · 12 guests

Nice Sailing vessel 41ft for cruising and explore PV.

5.0
$130/hour
Gorgeous 50 FT Luxurious Catamaran Open Bar
Sailing in Cancún · 45 guests

Gorgeous 50 FT Luxurious Catamaran Open Bar

5.0
$235+/hour

Sailing Reviews in United States

  1. CB

    Catherine

    ⛵ Lagoon 40 Yacht Catamaran in Puerto Vallarta

    We were a family of 10 on the Ibiza. We had a fantastic time! The crew was amazing, they took care of everything for us. They had fruit, guacamole, and margaritas. They even had nonalcoholic juice for the kids and the non-drinkers. We asked to go snorkeling and they took us to a great snorkeling spot. They had all the equipment we needed. The boat was spotless. We would do this again on the Ibiza next time we were in Puerto Vallarta Thank you for a lovely day!

  2. ss

    steven

    ⛵New in the bay! Lagoon 42 Yacht Catamaran in La Cruz

    What an experience. Couldn’t be more pleased with the boat and the crew. The kids absolutely loved the boat. Loved sitting on the net in front and getting splashed by the water. Within 5 mins on the boat they put the fishing lines in the water and we caught 4 fish right away. They then cut it up for us and made sashimi. 20 min on the boat we had fresh sashimi made by the crew. Took us to a cove where we paddled boarded snorkeled and floated in the water for hours. Kids loved jumped off the roof into water. What a great day. And we will be back.

  3. MA

    Mike

    Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

    An absolutely incredible sailing experience from start to finish! Captain Matthew was nothing short of amazing. He was knowledgeable, professional, and genuinely passionate about what he does. He made us feel completely safe and at ease while still keeping things fun, relaxed, and full of adventure. The boat was in pristine condition, and the entire trip was seamless. Whether you’re brand new to sailing or a seasoned pro, I can’t recommend Captain Matthew enough.

  4. VP

    Viral

    Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

    We recently rented a Amory's catamaran for a day trip and it was hands down one of the best experiences we've had. From Start to finish everything was seamless and well-organized. The boat was absolutely stunning, clean, spacious and incredibly well maintained. Plenty of room for our group to lounge comfortably and the crew was outstanding, friendly, professional and knowledgeable.. I will definitely recommend anyone who would like to have a good time.. Thank you Amory for everything.. Appreciate it..

  5. Scott

    Scott

    Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

    Gustavo was calm, professional and made us feel welcome as soon as we met him. The boat is perfect for a small group and has a great sound system! We will be using him again in the future, 10/10 highly recommend you book with him.

  6. JB

    James

    Luxury Catamaran Lagoon 52' Capacity up to 40

    Jose and his team are excellent!!!! I would recommend them 10/10 and look forward to using them on my next visit! Please do yourself a favor use Jose and his team!!!!