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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,352 Reviews)

Page 2 of 451,073 listings

2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Sailing in Treasure Island · 12 guests

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

5.0
$225-$350hour
22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!
Powerboats in Bay Pines · 10 guests

22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

4.8
Superowner
$49hour
Luxury Catamaran Lagoon 52' Capacity up to 40
Powerboats in Cartagena · 40 guests

Luxury Catamaran Lagoon 52' Capacity up to 40

5.0
$250hour
Cruise with Catalina 25 Sailboat in Alameda California
Sailing in Alameda · 4 guests

Cruise with Catalina 25 Sailboat in Alameda California

5.0
$80hour
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 2023
$600hour
30ft Catlina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catlina Sailboat Charter in Alameda CA

5.0
$115hour
2022 Chaparral 23' SSI  - Get up to 6 captained up and down the Potomac River
Powerboats in Fort Washington · 6 guests

2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River

5.0
$175hour
Suncatcher 22ft Family Pontoon!
Powerboats in Montana · 8 guests

Suncatcher 22ft Family Pontoon!

5.0
$85hour
⛵ 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 2023
$238-$300hour
34' Hunter Sailing in San Diego!
Sailing in Coronado · 10 guests

34' Hunter Sailing in San Diego!

5.0
$50hour
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
$200hour
Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey
Sailing in Marina del Rey · 6 guests

Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

5.0
Superowner
Best of 2023
$160-$175hour
VIP EXPERIENCE-SUNSET CRUISE-BBQ PRIVATE BOAT🌅🤩🛥
Events in Puerto Plata · 150 guests

VIP EXPERIENCE-SUNSET CRUISE-BBQ PRIVATE BOAT🌅🤩🛥

4.0
Superowner
$45person
Sail a Melges 24 Race Boat for 3 hours on Lake Tahoe $500
Sailing in Placer County · 4 guests

Sail a Melges 24 Race Boat for 3 hours on Lake Tahoe $500

5.0
$200hour
⭐️ 🎉 PROMO: 1 HOUR FREE ☀️VIP Catamaran 41ft 🐳 🌴 luxury service🛥️
Sailing in Playa del Carmen · 20 guests

⭐️ 🎉 PROMO: 1 HOUR FREE ☀️VIP Catamaran 41ft 🐳 🌴 luxury service🛥️

5.0
$290hour
5 Hours - All Inclusive Luxury Sailing Catamaran Charter from Nassau
Sailing in Nassau · 12 guests

5 Hours - All Inclusive Luxury Sailing Catamaran Charter from Nassau

New
$680hour
34ft Brown Sea Ray Sundancer Motor Yacht Rental in Cabo San Lucas
Events in Marina · 8 guests

34ft Brown Sea Ray Sundancer Motor Yacht Rental in Cabo San Lucas

5.0
$190hour
Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin
Sailing in Shalimar · 6 guests

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

5.0
$150hour
Sailing Catamaran with Kayak and Paddle Board Rentals in Mazatlán
Sailing in Marina Mazatlán · 20 guests

Sailing Catamaran with Kayak and Paddle Board Rentals in Mazatlán

5.0
$7hour
27 Foot Sailboat for a Day of Fun in the Sun in Toronto
Sailing in Toronto · 6 guests

27 Foot Sailboat for a Day of Fun in the Sun in Toronto

5.0
$55person
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Sailing in Chicago · 6 guests

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

5.0
Superowner
Best of 2023
$220hour
Beautiful Catalina 42 Sailboat In Puerto Vallarta, México
Sailing in Marina Vallarta · 12 guests

Beautiful Catalina 42 Sailboat In Puerto Vallarta, México

5.0
Superowner
$170-$195hour
Charter this beautiful Catalina from Milwaukee, WI - Captain Included
Sailing in Milwaukee · 6 guests

Charter this beautiful Catalina from Milwaukee, WI - Captain Included

5.0
$150hour
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

Sailing Reviews in United States

  1. CB

    Christine

    22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

    Great value and very efficient communication. The day we rented a boat was very windy. Richard provided a pontoon with a higher horsepower motor - it made our day much more enjoyable. We will definitely reach out to rent from Richard next time we are in FLA!

  2. Tasha

    Tasha

    ⭐️ 🎉 PROMO: 1 HOUR FREE ☀️VIP Catamaran 41ft 🐳 🌴 luxury service🛥️

    We booked this charter for a day in Cozumel with our family of four. It was a VERY full day - we stayed at Kanai and had to take taxi to playa del Carmen, then ferry to Cozumel, ferry, then taxi back. But definitely worth it to see the waters at Cozumel - it was beautiful. The staff were attentive and excellent. Food was plentiful if a little limited with the menu. The ceviche was excellent as was the pineapple pico de gallo. Not great for picky eaters, though. The snorkeling was fun and we really enjoyed anchoring down in the shallower waters to enjoy the paddle board and jumping off the boat.

  3. Shajira

    Shajira

    2017 Robertson and Caine Leopard 40 - Luxury Catamaran

    Celebrated my 40th alongside my family on David and Emma’s catamaran and it turned out better than I would’ve ever imagined! Emma was the best captain and she was even more awesome with the kids. We went during spring break and their recommendations on where to go with the kids was just perfect. David was great with communicating with me since before I even booked the trip, and answered all the questions I had promptly. We all had such a great time, made so many memories and will definitely be booking with David and Emma again!!

  4. Meghan

    Meghan

    2017 Robertson and Caine Leopard 40 - Luxury Catamaran

    We booked David's boat for a bachelorette/30th birthday party and had a BLAST. David, and his daughter, Emma, were absolutely amazing. They were easy to get in contact with and responded promptly. Their boat was modern and perfect for what we were looking for. They even added some decorations and heart shaped sunglasses! We thought that was so thoughtful. If you're looking for a boat in St. Pete beach, I highly recommend this one!

  5. RS

    Richard

    Luxury Catamaran Lagoon 52' Capacity up to 40

    "This boat excursion in Cartagena, Colombia, was a true highlight of our trip! The stunning views of the coastline, coupled with the rich history of the area, made for an unforgettable experience. The boat's smooth handling allowed us to explore the beauty of Cartagena's waters with ease. The warm and knowledgeable local staff not only provided excellent service but also enhanced the overall experience. A perfect blend of adventure and relaxation, this Cartagena boat excursion, with its friendly crew, is a must for anyone visiting this vibrant destination!"

  6. Daziah

    Daziah

    2017 Robertson and Caine Leopard 40 - Luxury Catamaran

    My family and I had an absolutely amazing time with David & his daughter! The took us to see dolphins, we got to jump off the boat, it was just wonderful. 10/10 would recommend. I can’t wait to book again!!