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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,246 Reviews)

Page 1 of 38890 listings

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
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
$136/hour
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
22ft Sea Fox 226 Commander for Family fun or Fishing!
Powerboats in Tavernier · 8 guests

22ft Sea Fox 226 Commander for Family fun or Fishing!

5.0
$65/hour
Sail away in Montego Bay! 39ft Leopard Catamaran
Sailing in Montego Bay · 16 guests

Sail away in Montego Bay! 39ft Leopard Catamaran

5.0
Superowner
Best of 2025
$600/hour
Private Coastal Sailing - Los Angeles
Sailing in Marina del Rey · 4 guests

Private Coastal Sailing - Los Angeles

4.8
$95/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
High Demand
30ft Catalina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/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
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
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 unlimited cocktails
Powerboats in Montego Bay · 16 guests

46 feet luxury yacht in Montego Bay with unlimited cocktails

5.0
Superowner
Best of 2025
$599/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
Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin
Sailing in Newport · 6 guests

Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

5.0
Best of 2025
$180/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
$124/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
Fort Lauderdale Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0
$130+/hour
40' Luxury Catamaran in Cozumel -
Sailing in San Miguel de Cozumel · 22 guests

40' Luxury Catamaran in Cozumel -

5.0
Superowner
$254+/hour
Fun time Jet Ski Rental at Lake Norman/Lake Wylie, SC near Charlotte, NC
Water Sports in Cornelius · 8 guests

Fun time Jet Ski Rental at Lake Norman/Lake Wylie, SC near Charlotte, NC

4.9
$84+/hour
Lagoon 42 Yacht Catamaran in Punta Mita
Sailing in Punta de Mita · 20 guests

Lagoon 42 Yacht Catamaran in Punta Mita

5.0
Superowner
Best of 2025
$310+/hour
Cabbage Key, Captiva Day Trip 1-6 people Captained
Powerboats in Iona · 6 guests

Cabbage Key, Captiva Day Trip 1-6 people Captained

5.0
$95+/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
New addition! Lagoon 450 Catamaran
Sailing in George Town · 30 guests

New addition! Lagoon 450 Catamaran

5.0
$500/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

Sailing Reviews in United States

  1. CL

    Chloe

    Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

    We booked the full-day rental for a bachelorette party and had a wonderful time. Amory was very responsive, answered all of our questions, and even offered to decorate the boat for the celebration. The crew on board was nice and attentive throughout the day. The catamaran itself was spacious with plenty of room for our group of 10, and one of the girls especially loved how comfortable the bed was for a nap. The highlight of the day was the beautiful sunset on the ride back, an unforgettable experience!

  2. KS

    Kenneth

    Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

    From the beginning of the booking process to the day of the experience, Amory and his team were completely professional, knowledgeable, accommodating, and a complete joy to sail with. I’d highly recommend this company. I’d also book again! They were a 10 out of a 10! We all had a blast.

  3. BA

    Bridget

    Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

    Our sail with Captain Perrin was an absolute dream. We were lucky enough to have gorgeous weather for our sunset sail and Perrin could not have been more accommodating. Our bachelorette party of five loved his historic tidbits and great vibes. Would definitely book again when back in the area!

  4. MH

    Melissa

    Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

    We had a great trip with Kenny - highly recommend. Very prompt, communicative, and clear in departure directions. We had a great sail with beautiful conditions and Kenny is personable and knowledgeable. Highly recommend for a great time on the water, we’ll definitely go sailing with him again next time!

  5. SC

    Steven

    Sailing in Newport- Catalina 320 Sailboat with Captain Kenneth & Captain Perrin

    This wasn’t just a sail—it was an adventure filled with stories, laughter, and the kind of peaceful moments you only find out on the water. I can’t recommend Kenneth highly enough if you’re looking for a memorable and truly enjoyable sailing experience. Highly recommend! 🚤⛵️

  6. Jen

    Jen

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

    Had such a great time on Matthew’s boat. My sister and I spent the afternoon with Matthew who was super accommodating, very knowledgeable and friendly. Would definitely sail with Matthew again.