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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,580 Reviews)

Page 1 of 37874 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
$133/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
Best of 2025
$240+/hour
Fun family time Jet Ski Rentals at Lake Norman, NC
Water Sports in Cornelius · 8 guests

Fun family time Jet Ski Rentals at Lake Norman, NC

4.8
$85/hour
Instant Book
30ft Catlina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catlina Sailboat Charter in Alameda CA

5.0
$95/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
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
$450/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
Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise
Sailing in West Bay · 12 guests

Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise

5.0
$400+/hour
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
35' Private Catamaran Charters in Belize
Sailing in San Pedro · 16 guests

35' Private Catamaran Charters in Belize

4.9
$130/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
Cabbage Key, Captiva Day Trip 1-6 people Captained
Powerboats in Cape Coral · 6 guests

Cabbage Key, Captiva Day Trip 1-6 people Captained

5.0
$95+/hour
38' Luxury Catamaran All-Inclusive Cruise in Riviera Maya.
Sailing in Puerto Aventuras · 15 guests

38' Luxury Catamaran All-Inclusive Cruise in Riviera Maya.

5.0
Superowner
$420/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
Superowner
Best of 2025
$659/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
$121/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
Private Costal Sailing - Los Angeles
Sailing in Marina del Rey · 4 guests

Private Costal Sailing - Los Angeles

4.8
$75/hour
35ft C&C 35 Sailboat in Toronto
Sailing in Etobicoke · 6 guests

35ft C&C 35 Sailboat in Toronto

5.0
$183/hour
Private Sailboat Beneteau 42ft in Cabo, All-Inclusive
Sailing in Juárez · 12 guests

Private Sailboat Beneteau 42ft in Cabo, All-Inclusive

5.0
Best of 2025
$350/hour
Why Not Oceanic Experience- Luxury Fountaine Pajot 61 feet in Flamingo
Sailing 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 2025
$1,100/day

Sailing Reviews in United States

  1. Sydni

    Sydni

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

    Fernando, Irving, and Alfredo were an amazing crew for our boat trip in June 2025. We were with a group of 11 women for a bachelorette trip and did the unlimited drink and all inclusive food menu. The guys were so attentive and kind and made sure we always had drinks and were safe. We departed from La Cruz marina and had a 6 hour tour and went to Los Arcos and got to snorkel, paddle board and swim. We had a blast and this was my second time with Alfredo and this team and I will absolutely come back a third time the next time I’m in PV! Thank you, we really appreciate how nice the guys were (truly even jumping in and helping the girls that weren’t strong swimmers, they actually saved some lives)

  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. LB

    LaNeisha

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

    To say “we had a great time” is an UNDERSTATEMENT! Knot Stressin has made my husband’s 40th birthday one for the books! With limited time to prepare, Deidrick and his crew created a memorable experience for our party group. We were able to host a magnificent party boat experience for our family and can’t wait to celebrate again. We will definitely use you guys again! Thanks!! 🫶🏾

  4. 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.

  5. TA

    Tanisha

    Fun family time Jet Ski Rentals at Lake Norman, NC

    Breyanna was amazing , she made sure to throughly go over all rules and regulations before we hit the water to make sure we were comfortable and have the best experience. We have already planned to rent through her again before the summer is over and in the future.

  6. Sean

    Sean

    Private Costal Sailing - Los Angeles

    Our group had such an amazing time sailing with Ayesha. She was professional and knowledgeable about the marina, navigating us with ease. We all loved it and can’t wait to go back again!