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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,467 Reviews)

Page 14 of 41 • 964 listings

Fountaine Pajot 41' Sailing Catamaran In Nuevo Vallarta, Mexico
Sailing in Nuevo Vallarta · 15 guests

Fountaine Pajot 41' Sailing Catamaran In Nuevo Vallarta, Mexico

5.0
$160+/hour
Instant Book
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
Montego Bay Private Champagne Sunset Catamaran Cruise
Powerboats in Montego Bay · 10 guests

Montego Bay Private Champagne Sunset Catamaran Cruise

New
$1,585/hour
Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package
Sailing in San Francisco · 10 guests

Nicest Certified Sailing Yacht on the West Coast for 10 Pax Package

5.0
Superowner
$600+/hour
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
Celebrate your special event in style with a fun Cruise on SF Bay
Sailing in San Francisco · 35 guests

Celebrate your special event in style with a fun Cruise on SF Bay

5.0
Superowner
$650/hour
Pirate Ship in Avalon, Catalina
Sailing in Avalon · 6 guests

Pirate Ship in Avalon, Catalina

5.0
$150+/hour
All Inclusive 67' Fountaine Pajot Catamaran for Day and Overnight Charter
Sailing in Nassau · 24 guests

All Inclusive 67' Fountaine Pajot Catamaran for Day and Overnight Charter

5.0
$1,050/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
Luxury Catamaran Lagoon ' Capacity up to 18
Powerboats in Cartagena · 18 guests

Luxury Catamaran Lagoon ' Capacity up to 18

5.0
Superowner
$180/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
Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building
Sailing in Vancouver · 8 guests

Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

5.0
$179/hour
★ 28' Classic Schooner in Rockland, Maine ★
Sailing in Rockland · 4 guests

★ 28' Classic Schooner in Rockland, Maine ★

5.0
$175/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
!!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
No Rush Sailing Tours
Sailing in San Pedro · 16 guests

No Rush Sailing Tours

5.0
$125/day
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
Fully Crewed, All Inclusive Private Luxury Experience for 2 to 12
Sailing in San Francisco · 12 guests

Fully Crewed, All Inclusive Private Luxury Experience for 2 to 12

5.0
$876+/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
50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle
Sailing in Seattle · 47 guests

50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle

4.9
$1,050/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
Curacao Private Sunset Tour Deluxe
Sailing in Santa Barbara Plantation · 6 guests

Curacao Private Sunset Tour Deluxe

5.0
$250/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
Dream sailing a wonderful experience on the water | 40'  Sun Odyssey Sailboat
Sailing in Marina del Rey · 6 guests

Dream sailing a wonderful experience on the water | 40' Sun Odyssey Sailboat

New
$250/hour

Sailing Reviews in United States

  1. AF

    Allison

    All Inclusive 67' Fountaine Pajot Catamaran for Day and Overnight Charter

    What a day! That’s the best way I can describe this incredible experience. True Story is a true gem. Our crew, Steven our captain and Cecilia and Bianca made this a trip to remember. From the moment we boarded to the moment we left. We booked this trip for my mom’s 80th birthday. We had ages 21-80 and everyone fully enjoyed. From relaxing in the sun, to snorkeling, jet skiing, paddle boarding, walking on private beaches, and we even had a few try the E-Foil. It was constant fun! And I can’t say enough about the food. Beautiful, healthy and super yummy. We did not leave hungry. This was truly an experience of a lifetime and again, it would not have been the same without this incredible crew. We hope to be back to the Bahamas and we would 100% book this again. Thank you from the bottom of our hearts, True Story crew!

  2. KB

    Katya

    Stunning Dufour 38 Sailboat for Charter. Learn to Sail. Fireworks. Team Building

    We had a great trip with Paul! He was super communicative and easy to plan with

  3. JP

    Jeremy Pratt

    Fountaine Pajot 41' Sailing Catamaran In Nuevo Vallarta, Mexico

    We had an incredible experience on this catamaran trip. The boat itself was gorgeous—new, spotless, and spacious, with multiple bedrooms and bathrooms that made the journey comfortable and relaxing. The wildlife sightings were unforgettable. We watched whales slapping their fins, leaping out of the water, and even saw a mother with her baby right near the boat. The baby breached around 20 times, and the mother followed multiple times—truly a once-in-a-lifetime moment we’ll never forget. The crew was extremely attentive and kept everything tidy throughout the trip, and the captain navigated the catamaran with absolute skill and confidence. Overall, an extraordinary adventure that exceeded every expectation.

  4. Tiffany

    Tiffany

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

    This private boat party was the highlight of my trip. The hostess Zaria and her crew were so amazing. The food and drinks were great especially the guacamole! I loved that the pole provided more laughs and fun. Pictures were taken during the entire ride and you receive a link with all pictures. If you’re looking for a party boat full of fun this is definitely the boat you want!

  5. 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!

  6. 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!