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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,429 Reviews)

Page 1 of 441,036 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
Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
Sailing in San Diego · 12 guests

Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat

5.0
$99+/person
Affordable Luxury Charter on Lagoon 420 Cruising Catamaran in Cartagena
Sailing in Cartagena · 20 guests

Affordable Luxury Charter on Lagoon 420 Cruising Catamaran in Cartagena

5.0
$144+/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
$175/hour
 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
$240+/hour
Instant Book
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
$125/hour
The Only 40ft Hinckley Sailboat in NYC Harbor – Sail in Style!
Sailing in Manhattan · 6 guests

The Only 40ft Hinckley Sailboat in NYC Harbor – Sail in Style!

5.0
$285/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 2023
$250+/hour
Instant Book
Beautiful sailboat hunter 40ft adventure sea breezes in Puerto Vallarta
Sailing in Marina Vallarta · 13 guests

Beautiful sailboat hunter 40ft adventure sea breezes in Puerto Vallarta

4.5
$94/hour
New  Catamaran Lagoon 450 Charter in Puerto Vallarta Mexico
Events in Marina Vallarta · 30 guests

New Catamaran Lagoon 450 Charter in Puerto Vallarta Mexico

5.0
Superowner
Best of 2023
$350/hour
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
51' Classic Sailing Yacht in Marina del Rey
Sailing in Marina del Rey · 12 guests

51' Classic Sailing Yacht in Marina del Rey

5.0
Superowner
$350/hour
Luxury 48' Leopard Catamaran in Cartagena
Sailing in Cartagena · 25 guests

Luxury 48' Leopard Catamaran in Cartagena

4.8
Superowner
Best of 2023
$200/hour
Discover the richelieu on a 31ft sailboat
Sailing in Montreal · 5 guests

Discover the richelieu on a 31ft sailboat

5.0
$32/hour
Beautiful Sea Ray Flybridge 45 ft Available In Cabo San Lucas,
Events in Marina · 12 guests

Beautiful Sea Ray Flybridge 45 ft Available In Cabo San Lucas,

5.0
$350/hour
Instant Book
Beautiful Professionally Maintained Sailing Fleet, Catamarans and Sailboats
Sailing in Marina del Rey · 12 guests

Beautiful Professionally Maintained Sailing Fleet, Catamarans and Sailboats

4.8
$250+/hour
40' Leopard Luxury Catamaran All-Inclusive Charter in Riviera Maya.
Sailing in Puerto Aventuras · 20 guests

40' Leopard Luxury Catamaran All-Inclusive Charter in Riviera Maya.

5.0
Superowner
Best of 2023
$450/hour
30ft Catlina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catlina Sailboat Charter in Alameda CA

5.0
$95/hour
All Inclusive Sunset Party Cruise in Cabo San Lucas!
Tours in Marina · 45 guests

All Inclusive Sunset Party Cruise in Cabo San Lucas!

5.0
$260/hour
46 feet luxury yacht in Montego Bay with round trip transportation!
Powerboats in Montego Bay · 16 guests

46 feet luxury yacht in Montego Bay with round trip transportation!

5.0
Best of 2023
$699/hour
Why Not Oceanic Experience- Luxury Fountaine Pajot 61 feet in Flamingo
Events in Tamarindo · 20 guests

Why Not Oceanic Experience- Luxury Fountaine Pajot 61 feet in Flamingo

5.0
$2,000/day
MAUI CATAMARAN - ISLANDS, SUNSETS AND NIGHT EVENTS
Sailing in Cartagena · 40 guests

MAUI CATAMARAN - ISLANDS, SUNSETS AND NIGHT EVENTS

5.0
Superowner
Best of 2023
$1,100/day
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
Charming and Stylish Lagoon Catamaran 390
Sailing in Marina del Rey · 12 guests

Charming and Stylish Lagoon Catamaran 390

5.0
Superowner
$400/hour

Sailing Reviews in United States

  1. Ivett

    Ivett

    40' Leopard Luxury Catamaran All-Inclusive Charter in Riviera Maya.

    We had a great time on the boat! It’s always one of our best days and the crew was wonderful! Very friendly and helpful with the kids! Would recommend this company to everyone, they communicated all instructions many days in advance and continued to check in before our departure!

  2. KM

    Kelley

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

    If you’re looking for a unique and fun way to celebrate a special occasion, or just want to take advantage of the beautiful weather and get out on the water, this is it! I booked a Sunday afternoon trip with friends to celebrate my 36th birthday and it absolutely exceeded my expectations. Captain James was communicative and professional leading up to the trip; he’s a skilled captain and a joy to be around. His catamaran is clean and safe, and equipped with everything you could need, including a sound system and bumpin’ playlist! I will absolutely be booking with him again.

  3. wb

    william

    Luxury 48' Leopard Catamaran in Cartagena

    Would highly recommend this for larger groups. We had 14 people and had a blast! Plenty of room on the boat for everyone, and it was clean and well maintained. The staff was friendly and helpful, and the captain took us anywhere we wanted. We really enjoyed our time on board!

  4. MC

    Monica

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    Ian is absolutely wonderful. I wanted to celebrate my 30th birthday and it was a rainy weekend, and Ian was SUPER FLEXIBLE in booking around good weather, like he truly and genuinely cared about us having a good experience. Great human!!!

  5. CG

    Camila

    New Catamaran Lagoon 450 Charter in Puerto Vallarta Mexico

    Adrian was great! From the initial contact to book to the drop off, it was smooth sailing. Everything was as expected, the entire staff was extremely attentive. Could not have asked for a better crew :)

  6. JN

    John

    30ft Catlina Sailboat Charter in Alameda CA

    Had a great day out on the bay with Capt. Brad. He provided great communication and direction prior to departure. Capt. Brad really knows what he's doing. Will sail with him again.