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04/20/2024  ± 1 day
All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,648 Reviews)

Page 1 of 451,074 listings

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey
Sailing in Marina del Rey · 4 guests

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

5.0
Superowner
$105-$125hour
 Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Sailing in Manhattan · 6 guests

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

5.0
Superowner
$255-$285hour
Instant Book
Privat 30’ Sailing Yacht in Mazatlan Bays & Islands
Sailing in Marina Mazatlán · 8 guests

Privat 30’ Sailing Yacht in Mazatlan Bays & Islands

5.0
$148hour
New  Catamaran Lagoon 450 Charter in Puerto Vallarta Mexico
Events in Marina Vallarta · 30 guests

New Catamaran Lagoon 450 Charter in Puerto Vallarta Mexico

4.9
Superowner
Best of 2023
$350hour
😍Experience Peace and Tranquility 😍🍷🍾
Sailing in Coronado · 4 guests

😍Experience Peace and Tranquility 😍🍷🍾

5.0
$100-$150hour
Privat Sunset  Sailing
Sailing in Marina Mazatlán · 8 guests

Privat Sunset Sailing

5.0
$118hour
Luxury 48' Leopard Catamaran in Cartagena
Sailing in Cartagena · 25 guests

Luxury 48' Leopard Catamaran in Cartagena

4.8
Superowner
Best of 2023
$210-$325hour
Sailing Charters in Wilmington NC
Sailing in Wilmington · 6 guests

Sailing Charters in Wilmington NC

5.0
$89person
46 feet luxury yacht in Montego Bay with round trip transportation!
Powerboats in Montego Bay · 14 guests

46 feet luxury yacht in Montego Bay with round trip transportation!

5.0
Best of 2023
$699hour
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
New addition! Lagoon 450 Catamaran
Sailing in George Town · 35 guests

New addition! Lagoon 450 Catamaran

5.0
$500hour
All Inclusive Sunset Party Cruise in Cabo San Lucas!
Tours in Marina · 45 guests

All Inclusive Sunset Party Cruise in Cabo San Lucas!

5.0
$307hour
38' Luxury Catamaran All-Inclusive Cruise in Riviera Maya.
Sailing in Puerto Aventuras · 15 guests

38' Luxury Catamaran All-Inclusive Cruise in Riviera Maya.

5.0
Superowner
Best of 2023
$420hour
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
Limited Availability
🥰 Set sail to "Bacardi Island" Samaná ~ Private Catamaran Sailing
Sailing in Samaná Province · 12 guests

🥰 Set sail to "Bacardi Island" Samaná ~ Private Catamaran Sailing

5.0
$197hour
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
Cabbage Key, Captiva Day Trip 1-6 people Captained
Powerboats in Iona · 6 guests

Cabbage Key, Captiva Day Trip 1-6 people Captained

5.0
$95-$119hour
40' Luxury Catamaran in Cozumel
Sailing in San Miguel de Cozumel · 20 guests

40' Luxury Catamaran in Cozumel

5.0
Superowner
$290hour
Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️
Events in Baltimore · 12 guests

Luxury Sailing Catamaran ⭐️⭐️⭐️⭐️⭐️

5.0
Superowner
Best of 2023
$389-$459hour
Tour in Las Terrenas on 45ft Fountaine Pajot Sailing Catamaran
Sailing in Las Terrenas · 15 guests

Tour in Las Terrenas on 45ft Fountaine Pajot Sailing Catamaran

New
Best of 2023
$279hour
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
50ft Catamaran Charter with Water Toys - Boca Raton, FL
Sailing in Boca Raton · 12 guests

50ft Catamaran Charter with Water Toys - Boca Raton, FL

5.0
$350hour
Private 35' Catamaran Sailing to Isla Mujeres
Sailing in Cancún · 15 guests

Private 35' Catamaran Sailing to Isla Mujeres

5.0
Superowner
$190hour
SINGLAR PLUS BITCOIN LIMITED EDITION
Powerboats in Cartagena · 10 guests

SINGLAR PLUS BITCOIN LIMITED EDITION

5.0
$550day

Sailing Reviews in United States

  1. OV

    Olivia

    Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

    We had the most fantastic photoshoot at sea. Matthew was an amazing captain and the boat is gorgeous. He took us on an amazing trip to capture the best shots, was so thoughtful, helpful, and funny. We felt like we were living in a JCrew ad - we can't wait to come back!

  2. AM

    Angela

    Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

    Excellent communication and professionalism from Matthew took the stress out of planning this excursion for my 7 year old's birthday trip to CA. The location was great with a nice Marina, wildlife spotting, and beautiful beaches! We really enjoyed our first sailing adventure!

  3. SC

    Sara

    New Catamaran Lagoon 450 Charter in Puerto Vallarta Mexico

    Highly recommend using Adrian!! He was so helpful and seemed to answer all my questions immediately while planning. We had 17 people on board and still had plenty of space. The boat is beautiful and the crew was so so nice. The home made meal is also SO GOOD!! Would book this again for sure.

  4. DA

    Diana

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

    As advertised and better. Perfect experience all around. We saw dolphins, spent time on sand bars and drove around sunny waters. The two shades were a lifesaver. The boat is surprisingly fast and comfortable. Highly recommend!

  5. GM

    Geraldine

    MAUI CATAMARAN - ISLANDS, SUNSETS AND NIGHT EVENTS

    Our trip to the Rosario Islands with a group of 23 was epic! The crew was very friendly, professional, and attentive, and tried to make the best of our full day of sailing, for instance, ordering lunch beforehand for our group so we could eat as soon as we docked and could maximize swimming time on the islands. Our return ride took much longer than expected and caused splashing and rocking because of extreme winds, but the crew made sure our possessions were safely stored below and protected from getting wet, and were calm and collected during the most rough of the waves, inspiring our confidence and trust in their care. Very professional and patient crew, who got us back to port safely. Later, we realized that many of the smaller speedboats that typically go to the islands would have been even harder for our group to have traveled in in terms of sea sickness or safety, so we were grateful we booked a cat for our trip. The boat is comfortable, beautiful and perfect for a large group. I suggest discussing with the staff ahead of time for your itinerary, and factoring in time when deciding where to go to-- we were so glad to have visited the islands, but, it was a long day and others should make sure to understand how long their day will be!

  6. VS

    Vaibhav

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    Ian was fantastic! Ian explained everything in detail and was very welcoming. I really enjoyed the experience and hospitality. I wanted to surprise my partner with the trip, and Ian was very accommodating in trying to keep it as last minute as possible. The boat was very well maintained and the ride was extremely smooth. Ian helped me create memories that'd last a lifetime and for that I'd highly recommend him.