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Captain
All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,596 Reviews)

Page 2 of 441,040 listings

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
34' Hunter Sailing in San Diego!
Sailing in Coronado · 8 guests

34' Hunter Sailing in San Diego!

5.0
$50hour
Luxury Fountaine Pajot 61 feet in Flamingo
Events in Tamarindo · 20 guests

Luxury Fountaine Pajot 61 feet in Flamingo

5.0
$1,600day
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
$100person
Sunset Sail in Bay of Santa Marta, Magdalena
Sailing in Comuna 2 · 12 guests

Sunset Sail in Bay of Santa Marta, Magdalena

5.0
$40person
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
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
$150-$190hour
30ft Sailing Yatch. Real & Unique Sailing in Mazatlán
Sailing in Marina Mazatlán · 8 guests

30ft Sailing Yatch. Real & Unique Sailing in Mazatlán

5.0
$83person
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
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
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
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
Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️
Events in Baltimore · 12 guests

Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️

5.0
Superowner
Best of 2023
$389-$459hour
MAUI CATAMARAN - ISLANDS, SUNSETS AND NIGHT EVENTS
Sailing in Cartagena · 40 guests

MAUI CATAMARAN - ISLANDS, SUNSETS AND NIGHT EVENTS

5.0
Superowner
Best of 2023
$1,100day
Beautiful sailboat hunter 40ft adventure sea breezes in Puerto Vallarta
Sailing in Marina Vallarta · 13 guests

Beautiful sailboat hunter 40ft adventure sea breezes in Puerto Vallarta

4.7
$95hour
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
Unforgettable Boat Rental Experience with FREE Captain & Fuel!
Powerboats in Fort Lauderdale · 6 guests

Unforgettable Boat Rental Experience with FREE Captain & Fuel!

5.0
$89-$129hour
Beautiful Catalina 42 Sailboat In Puerto Vallarta, México
Sailing in Marina Vallarta · 14 guests

Beautiful Catalina 42 Sailboat In Puerto Vallarta, México

5.0
Superowner
$180-$205hour
Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
Sailing in Salisbury · 2 guests

Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

5.0
$85hour
Spacious, fast 80 foot sailboat with a hot tub
Events in Marina Vallarta · 40 guests

Spacious, fast 80 foot sailboat with a hot tub

5.0
$275hour
4Hours-PRIVATE BOAT-VIP EXPERIENCE-SUNSET CRUISE-BBQ 🌅🤩🛥
Events in Puerto Plata · 150 guests

4Hours-PRIVATE BOAT-VIP EXPERIENCE-SUNSET CRUISE-BBQ 🌅🤩🛥

4.0
Superowner
$45person
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
⭐️ 🎉 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
Superowner
$290hour
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-$510hour

Sailing Reviews in United States

  1. JK

    Jennifer

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

    Everyone in our group of 16 thoroughly enjoyed the beautiful catamaran! Hugo's communication was excellent. He even arranged transportation for us to the marina, which was very helpful. The crew on the boat was wonderful. The ceviche and guacamole that they made were delicious!!! The itinerary was perfect - it was just the right amount of time snorkeling and visiting the private beach. I would definitely rent with Hugo again.

  2. NW

    Nicole

    Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️

    I hosted my 50th birthday on this vessel!! Absolutely, positively an amazing experience! The vessel is absolutely beautiful and spacious. There was plenty of room on this vessel for my 12 guests! The Captain Shane provided excellent customer service throughout the entire trip. He very responsive to any questions that I had !!! If you want an stellar experience, this is the way to go!!!!!!

  3. MD

    Micah

    Luxury Fountaine Pajot 61 feet in Flamingo

    The crew is amazing! Very attentive and welcoming. The boat had ample room for the 20 of us. The kids enjoyed the netting you could lay on at the front of the boat. The crew went above and beyond to help with the elderly members of our party. The food is so delicious! Overall, a very relaxing and beautiful experience! 10/10

  4. Laura

    Laura

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

    Captain Daniel was a wonderful host! The boat is large and spacious with lots of places to sit and relax. There is a grill on the boat and the lunch was fabulous. Nice ride out to the sea and then relaxing in a bay by a small beach. Lots of swimming and snorkeling opportunities. Highly recommend!

  5. Sv

    Skye

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

    We received the warmest welcome from the crew, which made us feel right at home. To get all of the formalities out of the way: the service was impeccable and you definitely get way more than you pay for with this charter! The real reason, however, why we will book a charter with this boat again is the wonderful crew we got to sail with. After we left the boat, we left having made new friends whom we shared an unforgettable experience with!

  6. AZ

    Ann

    Beautiful sailboat hunter 40ft adventure sea breezes in Puerto Vallarta

    Super friendly and helpful staff (helped us bring food onboard, offered us food + drink multiple times including a beautiful fruit platter), quick communication before the trip, easy to find, convenient departure / drop-off location, would highly recommend!! Thanks!