We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,350 Reviews)

Page 3 of 451,073 listings

3 hour Sailing Experiences on North Lake Tahoe - $600
Sailing in Placer County · 6 guests

3 hour Sailing Experiences on North Lake Tahoe - $600

4.9
$200hour
36ft Hunter Sailboat Rental in Vancouver, British Columbia
Sailing in Vancouver · 6 guests

36ft Hunter Sailboat Rental in Vancouver, British Columbia

5.0
Snoozed - Active 02 May 2024
PARTY BOAT CATAMARAN AND CRUISES TO CATALINA
Sailing in Long Beach · 12 guests

PARTY BOAT CATAMARAN AND CRUISES TO CATALINA

4.8
Superowner
$99person
Instant Book
2019 Lagoon 450F Sailing Catamaran Yacht in Puerto Vallarta, Mexico
Sailing in Marina Vallarta · 17 guests

2019 Lagoon 450F Sailing Catamaran Yacht in Puerto Vallarta, Mexico

5.0
Superowner
$380-$505hour
Luxury BYOB Sailing in the Charleston Harbor
Sailing in Charleston · 6 guests

Luxury BYOB Sailing in the Charleston Harbor

5.0
Superowner
Best of 2023
$220hour
51ft Trimaran-Catamaran Sailing Yacht Charter in Miami, Florida
Powerboats in Miami · 15 guests

51ft Trimaran-Catamaran Sailing Yacht Charter in Miami, Florida

5.0
$150-$200hour
Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!
Sailing in San Francisco · 8 guests

Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!

5.0
$250-$300hour
Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana
Sailing in New Orleans · 6 guests

Shannon Cruising 52' Sailboat on Lake Pontchartrain, Louisiana

5.0
$110hour
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Sailing in Stamford · 6 guests

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

5.0
Superowner
$37person
Luxury Fountaine Pajot 61 feet in Flamingo
Events in Tamarindo · 20 guests

Luxury Fountaine Pajot 61 feet in Flamingo

5.0
$1,600day
#1 Manhattan Sailboat! 5-Star Service with Captain, Crew, Champagne & Catering
Sailing in Manhattan · 6 guests

#1 Manhattan Sailboat! 5-Star Service with Captain, Crew, Champagne & Catering

5.0
Superowner
Best of 2023
$330hour
The Midnight Sun,  Affordable Luxury  motor yacht
Events in Oranjestad-East · 12 guests

The Midnight Sun, Affordable Luxury motor yacht

5.0
Superowner
Best of 2023
$350hour
Curated Sailing Experience from the Golden Gate Bridge: Islander 36 Sailboat
Sailing in San Francisco · 5 guests

Curated Sailing Experience from the Golden Gate Bridge: Islander 36 Sailboat

5.0
Superowner
$75person
35' Private Catamaran Charters in Belize
Sailing in San Pedro · 16 guests

35' Private Catamaran Charters in Belize

5.0
$130hour
Sail Away in Style: Private 37ft Catamaran Charter in Cancún for up to 25 Guests
Sailing in Cancún · 25 guests

Sail Away in Style: Private 37ft Catamaran Charter in Cancún for up to 25 Guests

5.0
$143-$225hour
🤩VIP EXPERIENCE 🎊🎂🛥💕Bachelorette/Birthday Party Power in Sosua Beach.
Events in Barrio Las Yaguitas · 150 guests

🤩VIP EXPERIENCE 🎊🎂🛥💕Bachelorette/Birthday Party Power in Sosua Beach.

5.0
Superowner
$59person
Curacao Experience, Spanish Waters, snorkel and fuik cruise ship pickup possible
Sailing in Jan Thiel · 30 guests

Curacao Experience, Spanish Waters, snorkel and fuik cruise ship pickup possible

5.0
Snoozed - Active 02 Jan 2025
Charter the 36' Fountaine Pajot Tobago Cruising Catamaran in Cartagena, Colombia
Sailing in Cartagena · 16 guests

Charter the 36' Fountaine Pajot Tobago Cruising Catamaran in Cartagena, Colombia

4.7
Superowner
Best of 2023
$970day
40 ft Luxury Catamaran Sailing Yacht in Charleston
Sailing in Mount Pleasant · 6 guests

40 ft Luxury Catamaran Sailing Yacht in Charleston

5.0
Superowner
$275hour
PERFECT SAIL BOAT FOR ENJOY THE ISLANDS OR HAVE A BEAUTIFUL SUNSET
Sailing in Cartagena · 8 guests

PERFECT SAIL BOAT FOR ENJOY THE ISLANDS OR HAVE A BEAUTIFUL SUNSET

New
$230hour
43' Balize Catamaran Yacht Charter in Cabo San Lucas Baja, California Sur
Sailing in Marina · 20 guests

43' Balize Catamaran Yacht Charter in Cabo San Lucas Baja, California Sur

5.0
Superowner
$2,500-$4,350hour
Excellent yacht for the SF Bay!   Wind power/green clean fun! In Richmond, CA
Sailing in Richmond · 6 guests

Excellent yacht for the SF Bay! Wind power/green clean fun! In Richmond, CA

5.0
$140-$215hour
Beautiful Jeanneau 58' Sailboat in Marina del Rey
Sailing in Marina del Rey · 8 guests

Beautiful Jeanneau 58' Sailboat in Marina del Rey

4.6
$400hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200hour

Sailing Reviews in United States

  1. AL

    Andrea

    Curacao Experience, Spanish Waters, snorkel and fuik cruise ship pickup possible

    We had a great day of sailing and snorkelling with Captain Daniel. The itinerary was custom designed for our interests and the BBQ lunch was delicious. Great time all around and informative commentary about Curaçao and its marine life and culture. We were a family group with four teens—highly recommended for a family or group of friends.

  2. MB

    Monica

    Sail the San Francisco Bay with Sun Odessy 449 Cruising Monohull!!!

    We booked Jim's boat for my sister's birthday (she's a Pisces). Jim was nothing short of an exceptional host and his boat was beautiful. Communication was great from start to finish, he answered all our questions, and gave user friendly directions. (And made a ton of dad jokes).The inside space had a bunch of amenities we forgot to bring and Jim kept us at ease with his knowledge and expertise while out on the Bay. Jim was amazing, funny, and a whole VIBE. We all enjoyed the trip and would highly recommend his ship.

  3. Rick

    Rick

    Charter the 36' Fountaine Pajot Tobago Cruising Catamaran in Cartagena, Colombia

    Nice boat with plenty of space for a cat. 2 rooms to use (third is for crew) and kitchenette with cabin. The crew was more than attentive to us and did a great job showing us around to beautiful sights. Would book again.

  4. PT

    Philip

    35' Private Catamaran Charters in Belize

    Linda and her boat's crew Ana and Claudio provided my family and I a spectacular day on the water. We booked a 7 hour tour and enjoyed a perfect day full of great food, drinks, snorkeling and sight seeing. I cannot stress enough how smooth everything was from setup to the actual trip day! Thank you for everything and I hope to book with you again soon!

  5. NM

    Natasha

    🤩VIP EXPERIENCE 🎊🎂🛥💕Bachelorette/Birthday Party Power in Sosua Beach.

    🩷 food was great, the ladies did a great job making sure I had a good time. Everyone was helpful on the boat and was fun. Definitely would recommend this company to ride with! Ignore the locals on the beach. This is the way to go. Despite the weather - the boat crew was very understanding and communicative and did their best to make my birthday the best time!

  6. LT

    Laura

    Luxury Fountaine Pajot 61 feet in Flamingo

    Complete 5 star experience. Could not recommend a boat and crew more. Such a great day with wonderful service, food, drinks, and a friendly crew!