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All listings in the United States

Awesome sailboat rentals in United States.

4.9

(7,648 Reviews)

Page 25 of 45 • 1,074 listings

Sailing in Mattapoisett · 6 guests

Spend the Day on Buzzards Bay - Sail on a J/105 or Cruise on a Dyer 29 Powerboat

New

$90person

Events in Sosúa · 18 guests

For Exclusive Party Boat in Cabarete, Puerto Plata Province

New

$75hour

Sailing in Chicago · 6 guests

38' Catalina Sailing Cruise in Chicago

5.0

$250hour

Powerboats in Marco Island · 6 guests

Bay Boat Dolphin/Shelling Adventures in Marco Island, Florida

5.0

$99hour

Sailing in Anacortes · 6 guests

Catalina 27 Sailboat Rental in Olga, Washington

5.0

$90-$125hour

Sailing in Brooklyn · 4 guests

Learn To Sail On The Moose with Pearson Ensign Sailing Yacht!

5.0

$180hour

Sailing in San Diego · 4 guests

Enjoy a J/80 Performance Sailing Sloop in San Diego, California

5.0

$300day

Sailing in Newport Beach · 6 guests

Catalina 270, The Channel Islands Great trip on the sailboat

5.0

$122-$146hour

Sailing in Key Biscayne · 6 guests

Sail From Key Biscayne $195/Hr - $40/Person

New

Superowner

Best of 2023

$195hour

Sailing in Montego Bay · 4 guests

Jeanneau Sun Odyssey for an Intimate Cruise in Montego Bay

New

$417hour

Sailing in Toronto · 18 guests

Fountain Pajot Astrea Luxury 42' Catamaran for Charter

5.0

$1,000-$1,300hour

Events in Toronto · 15 guests

Stylish & Spacious‼️ Enjoy Toronto's One of a Kind 44ft Bayliner!

5.0

$366hour

Sailing in Marina Vallarta · 12 guests

Luxury Catamaran 44 in Puerto Vallarta, Banderas Bay

New

Superowner

Best of 2023

$439hour

Sailing in Playa Flamingo · 45 guests

Charter 45ft Cruising Catamaran In Playa Flamingo, Costa Rica

5.0

$712hour

Sailing in Guanacaste Province · 25 guests

Catamaran lagoon 42ft Luxury In Costa Rica

New

$700hour

Events in Marina · 10 guests

42ft Sea Ray Motor Yacht Rental in Cabo San Lucas, Baja California Sur

New

$250hour

Sailing in San Diego · 6 guests

Enjoy a 35' Sloop J/105 Sailing Charter in San Diego, California

5.0

$600day

Powerboats in Nassau · 18 guests

Tutrles, Snorkeling Beach day!

New

$150person

Sailing in Nassau · 12 guests

3 courses dinner & sunset cruise on a luxury catamaran up to 12 guests

New

$300person

Sailing in Oranjestad-West · 60 guests

115' Cruising Luxury Schooner Charter in Noord, Aruba

5.0

$1,590hour

Sailing in Cancún · 30 guests

30 Persons 46' Cruising LEOPARD Sailing Catamaran in Cancún, For Charter

New

Best of 2023

$413hour

Sailing in Marina Vallarta · 16 guests

⚓️ Luxury 45' Catamaran Charter 2019 in Puerto Vallarta

4.0

$790hour

Sailing in San Francisco · 4 guests

Offshore Racing Boat for charter in San Francisco

5.0

$125hour

Sailing in Oyster Bay · 6 guests

Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!

New

$175-$275hour

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Sailing Reviews in United States

Patricia
April, 2022
Bay Boat Dolphin/Shelling Adventures in Marco Island, Florida
We had a great afternoon on the water with Jonallen. He was kind and courteous and knew all of the places to go for a good time. Even the teenagers in our group had a blast and they’re not always easy to please! It was an awesome experience and I’d recommend to anyone who’s looking for a fun time on the water.
Robyn
February, 2022
Bay Boat Dolphin/Shelling Adventures in Marco Island, Florida
JonAllen is an outstanding young man with superior captain skills. Very accommodating from the moment we met him. Carried our items to the boat, offered towels, drinks and pleasant conversation. Extremely well versed in the areas water ways. We travel to the area many times per year and I am certain JonAllen will be hearing from us often. Absolutely will not be disappointed!
FP
Felix
July, 2023
Enjoy a J/80 Performance Sailing Sloop in San Diego, California
Our instructor was Chuck and it was a real great experience. He was a very good teacher, was in depth and did a realy good job for the check-out sail. After that we were for our own. The boats are in very good conditon and are real fast and agile sail boats. Price to performance is unbeatable in hole San Diego for sure. I will definetly rent again.
Scott
September, 2021
Enjoy a 35' Sloop J/105 Sailing Charter in San Diego, California
Awesome option to get a great San Diego sailing charter. We asked to get involved and received a valuable education with hands-on practical experience on how to improve sailing technique. JWorld and Collin our Captain delivered exactly what we hoped for in 4 hours of sailing. Already planning to stay in touch toward future sails!
MN
Michael
July, 2021
Offshore Racing Boat for charter in San Francisco
Fabulous trip, thank you for the well planned and executed trip. Fast, fun. Allowing us to be a part of the sailing was great. Thank you for the great day out Barry! We had a well timed day with sun and good wind. We sailed around Alcatraz, Great views of the city, and bridges. Perfect for what we wanted, a more minimal race experience with time at the till. Thank you very much!
PL
Paul
May, 2021
Enjoy a 35' Sloop J/105 Sailing Charter in San Diego, California
The whole team at J World was super communicative and nice. The process was super smooth. The J/105 we rented was well equipped and well maintained. David showed us around the boat and gave us some advice on where to sail to. We had a blast!