We use cookies to improve your browsing experience.

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

05/25/2024  ± 1 day
All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,881 Reviews)

Page 1 of 461,088 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
$120-$140hour
Come Experience the ambient waters of the Potomac on the Sylvan MIRAGE Pontoon!
Powerboats in Washington · 6 guests

Come Experience the ambient waters of the Potomac on the Sylvan MIRAGE Pontoon!

5.0
$150hour
Privat 30’ Sailing Yacht in Mazatlan Bays & Islands
Sailing in Marina Mazatlán · 8 guests

Privat 30’ Sailing Yacht in Mazatlan Bays & Islands

5.0
$135hour
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
 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
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
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

4.8
$87hour
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
$281hour
⛵New in the bay! Lagoon 42 Yacht Catamaran in La Cruz
Sailing in La Cruz de Huanacaxtle · 20 guests

⛵New in the bay! Lagoon 42 Yacht Catamaran in La Cruz

5.0
Superowner
Best of 2023
$250-$325hour
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 · 30 guests

New addition! Lagoon 450 Catamaran

5.0
$500hour
😍Experience Peace and Tranquility 😍🍷🍾
Sailing in Coronado · 4 guests

😍Experience Peace and Tranquility 😍🍷🍾

5.0
$100hour
Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Sailing in Tiburon · 6 guests

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

5.0
$149person
40' Luxury Catamaran in Cozumel
Sailing in San Miguel de Cozumel · 20 guests

40' Luxury Catamaran in Cozumel

5.0
Superowner
$290hour
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
Privat Sunset  Sailing
Sailing in Marina Mazatlán · 8 guests

Privat Sunset Sailing

5.0
$108hour
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!

4.7
Superowner
$49hour
Sailing Charters in Wilmington NC
Sailing in Wilmington · 6 guests

Sailing Charters in Wilmington NC

5.0
$89person
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Sailing in Treasure Island · 12 guests

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

5.0
$250person
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
Sunset Sails: Explore the Open Waters of Tampa, Florida
Sailing in Tampa · 6 guests

Sunset Sails: Explore the Open Waters of Tampa, Florida

5.0
$150hour
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
Private 35' Catamaran Sailing to Isla Mujeres
Sailing in Cancún · 15 guests

Private 35' Catamaran Sailing to Isla Mujeres

5.0
Superowner
$190hour
Beautiful Professionally Maintained Lagoon 42 Sailing Catamaran
Events in Marina del Rey · 12 guests

Beautiful Professionally Maintained Lagoon 42 Sailing Catamaran

5.0
$105-$370hour

Sailing Reviews in United States

  1. JR

    Jeremy

    Sunset Sails: Explore the Open Waters of Tampa, Florida

    Whether you’re considering your first adventure out at sea or perhaps taken a few adventures, Arlo is your guy for a great sailing experience, kind heartedness, and very experienced in boats and adventures out at sea. He ensured that we were taken care of, well attended, and was an excellent host. I highly recommend Arlo. He gave a great experience.

  2. MP

    Mary

    Sailing Charters in Wilmington NC

    We were a group of five and we sailed with Oliver. It was a beautiful day and it was an amazing experience. Oliver was so kind and friendly and we enjoyed sailing with him. We would definately return and book with him again.

  3. MS

    Moncello

    Luxury 48' Leopard Catamaran in Cartagena

    We recently rented a boat from Derek for a small group in Cartagena, and it was an unforgettable experience! The boat was the perfect size, offering plenty of space and comfort for our group. The captain was exceptional, taking us to some incredible spots throughout our journey. One of the highlights we enjoyed were relaxing massages right on the boat! The combination of stunning views, excellent service, and unique amenities made this trip truly special. I would definitely do this again and highly recommend it to anyone looking for a memorable day out on the water in Cartagena. ---

  4. Latethia

    Latethia

    Luxury 48' Leopard Catamaran in Cartagena

    I don’t know what to start. I celebrated my 40th birthday and the crew was just amazing from beginning to end. My decorations were on my chef had plenty of room to do his thing they were so friendly they served us drinks. They made sure everything was great. The music was great. The captain was great. The crew was great, and we just had such a great time together you would think we were all family and friends. I just wanna thank you guys from the bottom of my heart for making my birthday so special.

  5. Kaitie

    Kaitie

    Beautiful Professionally Maintained Lagoon 42 Sailing Catamaran

    We had an amazing time with Captain Sebastian celebrating my 30th birthday. The boat was gorgeous and we were able to swim and relax on the boat. Would recommend to anyone who wants to enjoy the sea!

  6. SD

    Stacey

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

    My husband, son and I had a beautiful sunset sail with Matt. It was lovely. He even let them steer the boat, that was pure happiness! Thank you for making our first night of vacay wonderful!