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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,250 Reviews)

Page 17 of 40950 listings

52ft  Luxury Catamaran Private Charter / Capacity 45 people
Sailing in Cancún · 45 guests

52ft Luxury Catamaran Private Charter / Capacity 45 people

5.0
$586+/hour
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$250/hour
40ft party catamaran for 13 on sand bar!
Sailing in Sunny Isles Beach · 12 guests

40ft party catamaran for 13 on sand bar!

New
Superowner
$280+/hour
Catamaran Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami · 42 guests

Catamaran Party Boat Includes: 1-Captain, 1-Mate and 1-Bartender

1.0
Superowner
Best of 2025
$800/hour
Cruising Monohull Charter in Samaná, Dominican Republic
Sailing in Samana · 10 guests

Cruising Monohull Charter in Samaná, Dominican Republic

5.0
$1,586/day
ALL INCLUDED | 35ft Luxury Scarab Sportster Sport Boat
Powerboats in West Palm Beach · 12 guests

ALL INCLUDED | 35ft Luxury Scarab Sportster Sport Boat

5.0
$280/hour
Instant Book
Seaside Opulence | 2024 Lagoon 46 Sailing Catamaran
Sailing in Nuevo Vallarta · 12 guests

Seaside Opulence | 2024 Lagoon 46 Sailing Catamaran

New
$1,399/hour
3-Hour Daytime Cruise in Destin, Florida
Sailing in Fort Walton Beach · 6 guests

3-Hour Daytime Cruise in Destin, Florida

5.0
$150/hour
55Ft Sunseeker Yacht
Powerboats in Marina · 12 guests

55Ft Sunseeker Yacht

New
$465/hour
Charter Lagoon 40 Sailing Catamaran Yacht In Cartagena, Colombia
Sailing in Cartagena · 15 guests

Charter Lagoon 40 Sailing Catamaran Yacht In Cartagena, Colombia

New
$250+/hour
Charter 75' Cruising Monohull In Cancun, Mexico
Sailing in Cancún · 12 guests

Charter 75' Cruising Monohull In Cancun, Mexico

New
$150+/hour
BEAUTIFUL — 38' BENETEAU SAILING YACHT _PERFECT FOR CATALINA (MAP: 2022-32 )
Sailing in Newport Beach · 12 guests

BEAUTIFUL — 38' BENETEAU SAILING YACHT _PERFECT FOR CATALINA (MAP: 2022-32 )

5.0
$185+/hour
Melges 24 - One Design Racing Experience
Sailing in Hampton · 5 guests

Melges 24 - One Design Racing Experience

5.0
Superowner
$100/hour
La Paz Island Adventure Sailing Cruiser
Sailing in Zona Comercial · 8 guests

La Paz Island Adventure Sailing Cruiser

5.0
$235/hour
44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.
Sailing in Tulum · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.

4.5
Superowner
$520/hour
Sailing Trip on 35' Catamaran in Cozumel All Inclusive
Sailing in Zona Hotelera Norte · 15 guests

Sailing Trip on 35' Catamaran in Cozumel All Inclusive

5.0
Superowner
$327/hour
48' Sun Odyssey 479 Private Sailboat in Puerto Vallarta, Mexico
Sailing in Nuevo Vallarta · 12 guests

48' Sun Odyssey 479 Private Sailboat in Puerto Vallarta, Mexico

5.0
$325/hour
2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale
Sailing in Fort Lauderdale · 6 guests

2 Hour Sunset River Cruise for up to 6 people in Fort Lauderdale

5.0
$150/hour
40' Luxury Cruising Sailboat – Private Charters for 8 Guests
Sailing in Richmond · 8 guests

40' Luxury Cruising Sailboat – Private Charters for 8 Guests

New
$245/hour
Come Experience the ambient waters of the Potomac on the Sylvan MIRAGE Pontoon!
Powerboats in Washington · 6 guests

Come Experience the ambient waters of the Potomac on the Sylvan MIRAGE Pontoon!

5.0
$185/hour
Boat for Groups of up to 60 People in Cancún, Quintana Roo
Events in Cancún · 61 guests

Boat for Groups of up to 60 People in Cancún, Quintana Roo

5.0
$191/hour
41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.
Sailing in Whitehall · 6 guests

41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.

5.0
$140/hour
Instant Book
Private all inclusive Sunset or Snorkel Tour of Cabo San Lucas
Sailing in Marina · 10 guests

Private all inclusive Sunset or Snorkel Tour of Cabo San Lucas

5.0
$200/hour
38ft Excess Catamaran 4 cabins/2 heads
Sailing in Marina del Rey · 12 guests

38ft Excess Catamaran 4 cabins/2 heads

5.0
$330/hour

Sailing Reviews in United States

  1. CS

    Corrie

    41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.

    John recently took my family out on Lake Michigan and he made the trip a great experience - communicative, nicely kept boat and very competent as a captain! I appreciated how he answered my youngest questions and was so thoughtful with them. Would recommend.

  2. DK

    Dmitri

    Charter 36ft Sloop In Westbrook, Connecticut

    We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!

  3. Michelle

    Michelle

    BEAUTIFUL — 38' BENETEAU SAILING YACHT _PERFECT FOR CATALINA (MAP: 2022-32 )

    I HIGHLY recommend this boat and this company! Everyone was fantastic; friendly, helpful and efficient. We LOVED our Captain, Molly! She was awesome! We had 8 people and it was just perfect all around! Plenty of room, we had music, drinks and food - we took the coast to Laguna and back. It was an absolutely beautiful and perfect day!

  4. SR

    Shannon

    Melges 24 - One Design Racing Experience

    The boat was in perfect condition, ready for anything we could ask for. Doug sails and races on a weekly basis, often in this particular boat, so his feel for the boat, the wind, and the waters we sailed in are well honed. The boat is forgiving, and Doug was unflappable. An encouraging beginner experience, and very fast under experienced guidance. I did not hope for as good an experience, and cannot offer a higher endorsement. Top marks.

  5. BG

    Brittany

    44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.

    BEST TRIP EVER! WOW! For my combined bach/bachelorette we were greeted with an amazing crew and best of all, SHOTS lol. The crew was clear about the rules and expectations on our trip and ensured our safety. We had the most amazing ride out on the ocean, the catamaran was gorgeous, clean, spacious, better than we could have imagined. The staff Aldo, Master P, Captain Juan, and Omar absolutely made our trip. They were joining in our fun and showing us how to enjoy the ocean safely. We were provided snorkeling gear, and were able to swim with and touch stingrays, this was a dream to say the least! The floating pad and paddle board were also amazing to hang out on. We didn't know what to expect with the food, and boy, they did not disappoint, the burgers were delicious, the guacamole was insane and the ceviche literally made this trip. Also, the photography skills of the staff, they had us in the best spots on the boat and made the funniest video for us. My group has been on several boats and this is BY FAR THE MOST AMAZING EXPERIENCE. Wish we could do it all over again. HIGHLY RECOMMEND!😊

  6. ST

    Sara

    41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.

    I booked this trip as a surprise for my dear friends Rob and Leslie. This was a first anniversary trip gift. John was amazing to work with and everything went smoothly. Rob and Leslie were so excited and said it is a memory for a lifetime. I would highly recommend John and his beautiful vessel!