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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,684 Reviews)

Page 19 of 451,076 listings

Sail From Port Washington, NY - $219/Hour - $37/Person
Sailing in Port Washington · 6 guests

Sail From Port Washington, NY - $219/Hour - $37/Person

4.7
Superowner
Best of 2023
$37person
52ft  Luxury Catamaran Private Charter / Capacity 45 people
Sailing in Cancún · 45 guests

52ft Luxury Catamaran Private Charter / Capacity 45 people

5.0
$586-$962hour
Lake Havasu:  Regengy Luxury Pontoon for Charter GB01
Powerboats in Lake Havasu City · 13 guests

Lake Havasu: Regengy Luxury Pontoon for Charter GB01

5.0
$199hour
3-Hour Daytime Cruise in Destin, Florida
Sailing in Destin · 6 guests

3-Hour Daytime Cruise in Destin, Florida

5.0
$150hour
Shared Catamaran Eco Adventure in Manuel Antonio, Costa Rica
Quepos · 120 guests

Shared Catamaran Eco Adventure in Manuel Antonio, Costa Rica

5.0
$85person
Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida
Sailing in West Palm Beach · 12 guests

Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida

5.0
$250hour
43 ft Sealine. As clean as new
Events in Cancún · 14 guests

43 ft Sealine. As clean as new

5.0
Snoozed - Active 02 Jan 2025
Charter 36ft Sloop In Westbrook, Connecticut
Sailing in Westbrook · 6 guests

Charter 36ft Sloop In Westbrook, Connecticut

5.0
$145person
40ft Catamaran Private Charter  / Capacity 30 people
Sailing in Cancún · 30 guests

40ft Catamaran Private Charter / Capacity 30 people

5.0
$229-$250hour
Luxury Sailboat Charters on Charleston Harbor
Sailing in Mount Pleasant · 6 guests

Luxury Sailboat Charters on Charleston Harbor

5.0
$250-$275hour
Amazing Huge Sea Ray 60ft for up to 27 people in Cancún, Quintana Roo
Events in Cancún · 27 guests

Amazing Huge Sea Ray 60ft for up to 27 people in Cancún, Quintana Roo

5.0
$300hour
Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!
Sailing in Manhattan · 6 guests

Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!

5.0
$224-$298hour
44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.
Sailing in Tulum · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.

4.5
Superowner
Best of 2023
$520hour
27  feet of fun in the summer sun, under sail!
Sailing in Brooklyn · 6 guests

27 feet of fun in the summer sun, under sail!

New
Snoozed - Active 02 Jun 2024
Samana Sailing adventure: Set sail to Los Haitises National Park
Sailing in Samaná Province · 12 guests

Samana Sailing adventure: Set sail to Los Haitises National Park

New
$197hour
Catalina 30ft sailboat for Charter in Los Angeles up to 2 people
Sailing in Marina del Rey · 2 guests

Catalina 30ft sailboat for Charter in Los Angeles up to 2 people

5.0
$103-$149hour
2-Hours Sailing Tours in San Diego Bay
Sailing in San Diego · 12 guests

2-Hours Sailing Tours in San Diego Bay

5.0
$299hour
1976 Classic Sailboat Charter out of Burlington Harbor
Sailing in Burlington · 4 guests

1976 Classic Sailboat Charter out of Burlington Harbor

5.0
$80-$100hour
★Midcoast Maine aboard the Schooner Yacht Meteor ★
Sailing in Rockland · 4 guests

★Midcoast Maine aboard the Schooner Yacht Meteor ★

5.0
$175hour
Private Group Sail and Snorkel Montego Bay
Sailing in Montego Bay · 30 guests

Private Group Sail and Snorkel Montego Bay

5.0
$940hour
Private Sailing and Sunset or Snorkel Tour of Cabo San Lucas
Sailing in Marina · 10 guests

Private Sailing and Sunset or Snorkel Tour of Cabo San Lucas

5.0
$150hour
Bayliner 36Ft available for rent in Puerto Vallarta
Powerboats in Marina Vallarta · 10 guests

Bayliner 36Ft available for rent in Puerto Vallarta

New
Snoozed - Active 02 Jan 2025
Chris Craft 37Ft for 12 people available for rent in Puerto Vallarta
Events in Isla Iguana · 12 guests

Chris Craft 37Ft for 12 people available for rent in Puerto Vallarta

New
Snoozed - Active 02 Jan 2025
Luxury Experience with 36ft Suri Catamaran | La Cruz de Huanacaxtle
Events in La Cruz de Huanacaxtle · 12 guests

Luxury Experience with 36ft Suri Catamaran | La Cruz de Huanacaxtle

New
$585-$700hour

Sailing Reviews in United States

  1. DL

    Devin

    Luxury Sailboat Charters on Charleston Harbor

    Had an amazing time on our rental. Very experienced crew, and the boat is in perfect condition and one of the nicer boats I’ve ever been on. Will 100% rent again. Definitely worth it.

  2. VY

    Veronica

    Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!

    I’d like to 100% recommend you to get a boat trip with Dave - he is a very experienced, responsible captain - you’ll definitely enjoy it!

  3. Jennifer

    Jennifer

    Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!

    Dave and his boat are fantastic! We booked for some sailing instruction, and while there wasn’t much wind, it was still amazing. Dave explained the boat setup, the electronics, and other relevant things to consider when sailing in the harbor while giving us a beautiful tour around lower Manhattan. We also set sail and took the wheel for a bit. I would 100% recommend going out on Dave’s boat with him whether for a sightseeing tour or to learn from him, or both.

  4. BG

    Brittany

    44' Leopard Catamaran All-Inclusive Charter in Tulum Beach.

    BEST TRIP EVER! WOW! For my combined bach/bachelorette we were greeted with an amazing crew and best of all, SHOTS lol. The crew was clear about the rules and expectations on our trip and ensured our safety. We had the most amazing ride out on the ocean, the catamaran was gorgeous, clean, spacious, better than we could have imagined. The staff Aldo, Master P, Captain Juan, and Omar absolutely made our trip. They were joining in our fun and showing us how to enjoy the ocean safely. We were provided snorkeling gear, and were able to swim with and touch stingrays, this was a dream to say the least! The floating pad and paddle board were also amazing to hang out on. We didn't know what to expect with the food, and boy, they did not disappoint, the burgers were delicious, the guacamole was insane and the ceviche literally made this trip. Also, the photography skills of the staff, they had us in the best spots on the boat and made the funniest video for us. My group has been on several boats and this is BY FAR THE MOST AMAZING EXPERIENCE. Wish we could do it all over again. HIGHLY RECOMMEND!😊

  5. AL

    Albert

    1976 Classic Sailboat Charter out of Burlington Harbor

    Had a great time sailing with Eli. The location is right in downtown Burlington and the parking is right next to the boat very easy. Eli is very accommodating as he let me sail the boat for a good portion of the trip which is what I wanted. Eli was on time and communicated well. After the sail just walk into Burlington and have dinner or lunch great sail and location.

  6. Billy

    Billy

    1976 Classic Sailboat Charter out of Burlington Harbor

    Captain Eli was punctual, knowledgeable, and professional. The sailboat is a very well taken care of humble and small vessel but don’t let that hinder your party of four (max) from getting out on Lake Champlain and enjoying the scenery and sunset. Take some refreshments and music for a soundtrack to your trip.