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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,340 Reviews)

Page 13 of 38912 listings

Stunning 60ft Party Catamaran for Exclusive Parties in Cabo San Lucas
Sailing in Marina · 50 guests

Stunning 60ft Party Catamaran for Exclusive Parties in Cabo San Lucas

4.8
$550/hour
38' Luxury Catamaran All-Inclusive Cruise in Tulum Beach.
Sailing in Tulum · 15 guests

38' Luxury Catamaran All-Inclusive Cruise in Tulum Beach.

5.0
Superowner
Best of 2026
$420/hour
★ 28' Classic Schooner in Rockland, Maine ★
Sailing in Rockland · 4 guests

★ 28' Classic Schooner in Rockland, Maine ★

5.0
$175/hour
Sailing Hobie Cat Rental in Noord, Aruba
Sailing in Oranjestad-West · 4 guests

Sailing Hobie Cat Rental in Noord, Aruba

4.4
$89/hour
Private Charter on a 38ft Cruising Catamaran for Up to 15 People in Cabo, Mexico
Sailing in Marina · 15 guests

Private Charter on a 38ft Cruising Catamaran for Up to 15 People in Cabo, Mexico

5.0
$420/hour
See the wonders of Puerto Vallarta aboard 38' Sailing Catamaran Charter
Sailing in Isla Iguana · 12 guests

See the wonders of Puerto Vallarta aboard 38' Sailing Catamaran Charter

5.0
Superowner
Best of 2026
$240/hour
Enjoy the Hamptons waters on wonderful and unique Classic 45' Mahogany Trimaran
Sailing in Sag Harbor · 25 guests

Enjoy the Hamptons waters on wonderful and unique Classic 45' Mahogany Trimaran

5.0
$900+/hour
Limited Availability
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
$180/hour
San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
Sailing in San Diego · 30 guests

San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event

5.0
$600+/hour
46' Lagoon 450 Sailing Catamaran - 12 Guests - Kemah Boardwalk Marina, Galv Bay
Sailing in Kemah · 12 guests

46' Lagoon 450 Sailing Catamaran - 12 Guests - Kemah Boardwalk Marina, Galv Bay

5.0
$512+/hour
Lagoon 400 18 People Cruising Catamaran In Cartagena, Colombia
Sailing in Cartagena · 18 guests

Lagoon 400 18 People Cruising Catamaran In Cartagena, Colombia

5.0
$1,700/day
San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440
Sailing in Brisbane · 6 guests

San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440

5.0
$250/hour
Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC
Sailing in Squamish · 10 guests

Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC

5.0
$32/hour
Yacht 46ft Sea Ray, Free pick up transporation Hotel Marina One way
Tours in Cancún · 15 guests

Yacht 46ft Sea Ray, Free pick up transporation Hotel Marina One way

5.0
$210/hour
Curacao Private Sunset Tour Deluxe
Sailing in Jan Thiel · 6 guests

Curacao Private Sunset Tour Deluxe

5.0
$250/hour
Jeanneau 39i Julia Sailing Yacht in NY Harbor
Sailing in Manhattan · 6 guests

Jeanneau 39i Julia Sailing Yacht in NY Harbor

5.0
$400/hour
!!Best 2025 Winner !! Power Catamaran in La Romana, Dominican Republic
Events in La Romana · 100 guests

!!Best 2025 Winner !! Power Catamaran in La Romana, Dominican Republic

5.0
Superowner
Best of 2026
$60/hour
Limited Availability
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
$190/hour
No Rush Sailing Tours
Sailing in San Pedro · 16 guests

No Rush Sailing Tours

5.0
$125/day
Nicest Certified Sailing Yacht on the West Coast for 15 People Package
Sailing in San Francisco · 15 guests

Nicest Certified Sailing Yacht on the West Coast for 15 People Package

5.0
Superowner
$650+/hour
Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis
Sailing in Port Washington · 6 guests

Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

5.0
$169+/hour
Puerto Plata-private And Luxury VIP Party Yachts
Powerboats in Puerto Plata · 100 guests

Puerto Plata-private And Luxury VIP Party Yachts

New
Superowner
Best of 2026
$50/hour
Sailing Trips out of La Conner, Washington
Sailing in Anacortes · 8 guests

Sailing Trips out of La Conner, Washington

5.0
$500/day
44' Luxury Catamaran Private Sailing Adventure
Sailing in Zona Hotelera Norte · 25 guests

44' Luxury Catamaran Private Sailing Adventure

5.0
$403/hour

Sailing Reviews in United States

  1. KL

    Krista

    CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

    Johnny was a fantastic captain! My fiancé and I booked this last minute and we had such a wonderful day! We saw dolphins and popped over to a sandbar with beautiful seashells. If you are looking for a relaxing cruise on the water with an incredible captain this is it! 5 stars all the way!!!

  2. Alyssa

    Alyssa

    Sailing Trips out of La Conner, Washington

    Great day sailing! TK is very experienced & knowledgeable. He is a great communicator. The boat is kept in clean condition. Our family enjoyed the trip.

  3. JK

    Jonipher

    Stunning 60ft Party Catamaran for Exclusive Parties in Cabo San Lucas

    I can't say enough nice things about our trip. Carlos/Kevin was very communicative from the beginning and gave very clear instructions. The food was great, the snorkeling trip itself was amazing. A great time was had by all. Thank you!

  4. NS

    Nirali

    Stunning 60ft Party Catamaran for Exclusive Parties in Cabo San Lucas

    I recently organized a trip to Cabo with 42 friends, where we rented a boat with a Captain. Our experience was fantastic! They accommodated our vegetarian dietary preferences with a variety of options and provided unlimited drinks. The staff were incredibly friendly, and the quality of the professional photos they offered was exceptional. The Captain was prompt in responding to messages and extremely courteous throughout. The entire process went seamlessly, and I highly recommend this boat rental service!

  5. PJ

    Preslee

    Stunning 60ft Party Catamaran for Exclusive Parties in Cabo San Lucas

    We went on an unforgettable journey with the friendliest crew in Cabo! From the moment we stepped aboard, the atmosphere was perfect, the food was delicious, and the drinks that were included were so good as well. Carlos and his team made sure everyone was having a great time, and their communication was so quick and easily responsive to all the questions we had before the trip. We were able to relax, and party with friends, and this boat trip was a can't-miss experience in Cabo! Thank you so much to Carlos and crew for giving us a unforgettable time!

  6. Dalicia

    Dalicia

    Stunning 60ft Party Catamaran for Exclusive Parties in Cabo San Lucas

    We had a wonderful, three hour excursion to kickoff my daughter's wedding activities. I found everything to be as described and the crew was fantastic. Food and drinks, the whale sightings and snorkeling we all a big hit with our group. Captain was great to work with and I would recommend this trip to anyone.