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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,681 Reviews)

Page 17 of 451,078 listings

Stunning Luxe 60' White Princess Yacht
Events in Fort Lauderdale · 13 guests

Stunning Luxe 60' White Princess Yacht

New
$750hour
Charter a Beneteau 38 Sailing Yacht in MDR
Sailing in Marina del Rey · 6 guests

Charter a Beneteau 38 Sailing Yacht in MDR

5.0
$175hour
38 Foot Sailing Yacht for a Day of Fun in the Sun
Sailing in Miami · 10 guests

38 Foot Sailing Yacht for a Day of Fun in the Sun

New
$87-$116hour
Sail on Amazing Sea Ray 53ft with flybridge perfect for 22 people min 4hours
Events in Cancún · 15 guests

Sail on Amazing Sea Ray 53ft with flybridge perfect for 22 people min 4hours

5.0
$450hour
Fort Lauderdale Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0
$119-$120hour
Captained Sailboat Charter in Salisbury 2 hr sails 4 persons
Sailing in Salisbury · 4 guests

Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

5.0
$160hour
Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!
Sailing in Clear Lake Shores · 6 guests

Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!

5.0
$180hour
60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)
Travel in Miami Beach · 49 guests

60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)

4.6
$1,300hour
Romantic Sunset Cruise with Bottle of Champagne - 2023 Luxury Motorboat
Tours in North Bay Village · 10 guests

Romantic Sunset Cruise with Bottle of Champagne - 2023 Luxury Motorboat

New
$99person
46ft. Fountaine Pajot Sailing Catamaran in Puerto Aventuras, Mexico
Sailing in Puerto Aventuras · 20 guests

46ft. Fountaine Pajot Sailing Catamaran in Puerto Aventuras, Mexico

5.0
$263-$467hour
Gorgerous Luxury 58ft Meridian for 28 ppl minimum 5hours
Events in Cancún · 28 guests

Gorgerous Luxury 58ft Meridian for 28 ppl minimum 5hours

4.6
$479hour
Sail San Diego on 68ft Wooden Sailing Yacht
Sailing in San Diego · 30 guests

Sail San Diego on 68ft Wooden Sailing Yacht

5.0
$500-$550hour
Mexican Luxury Experience on a new 2020 Catamaran Punta Mita
Sailing in Punta de Mita · 15 guests

Mexican Luxury Experience on a new 2020 Catamaran Punta Mita

5.0
$660hour
Beautiful Classic Sailboat in Marina Del Rey
Sailing in Marina del Rey · 6 guests

Beautiful Classic Sailboat in Marina Del Rey

5.0
$100hour
Luxury 49ft Sailing Yacht Charter in NY Harbor - US Coast Guard Inspected
Sailing in Manhattan · 12 guests

Luxury 49ft Sailing Yacht Charter in NY Harbor - US Coast Guard Inspected

5.0
$700hour
5⭐️ Lagoon 44’ Cancun-Isla Mujeres.
Sailing in Cancún · 25 guests

5⭐️ Lagoon 44’ Cancun-Isla Mujeres.

5.0
Best of 2023
$443hour
35' Beneteau Sailing Yacht For Rent Newport (MAP: 2022-32)
Sailing in Newport Beach · 10 guests

35' Beneteau Sailing Yacht For Rent Newport (MAP: 2022-32)

5.0
$100-$142hour
42' Trimaran Rental in Cabo San Lucas, Mexico
Events in Marina · 45 guests

42' Trimaran Rental in Cabo San Lucas, Mexico

5.0
Superowner
$720hour
60ft. Catamaran for 70 people in Cancún, Quintana Roo
Sailing in Cancún · 65 guests

60ft. Catamaran for 70 people in Cancún, Quintana Roo

New
Snoozed - Active 02 Jan 2025
Sailing Long Island Sound with Captain Steve
Sailing in Port Washington · 6 guests

Sailing Long Island Sound with Captain Steve

5.0
$199hour
Sail & Explore Lake Tahoe w/ Hunter 260 Sailboat for Multi Day Trips
Sailing in Placer County · 4 guests

Sail & Explore Lake Tahoe w/ Hunter 260 Sailboat for Multi Day Trips

New
$200hour
★ 28' Classic Schooner in Rockland, Maine ★
Sailing in Rockland · 6 guests

★ 28' Classic Schooner in Rockland, Maine ★

5.0
$175hour
Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco
Sailing in San Francisco · 6 guests

Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco

5.0
$350-$400hour
All inclusive Sail Boat 42FT(Open Bar,Food, and round transportatuin trip)
Sailing in Marina · 10 guests

All inclusive Sail Boat 42FT(Open Bar,Food, and round transportatuin trip)

New
$300hour

Sailing Reviews in United States

  1. AO

    Ada

    Sail on Amazing Sea Ray 53ft with flybridge perfect for 22 people min 4hours

    Thanks to Tanya, this trip was the highlight of our visit to Cancun. Everyone had an incredible time. We received best-in-class service from Tanya as well as the crew. Our reservation was very last minute- within less than a week of the boat trip. But Tanya stayed in close contact the whole time, making sure everything was perfect for us. The boat was spacious, clean and beautiful. The crew was helpful and very pleasant. Couldn't ask for more. We're looking forward to our next trip.

  2. Sofia

    Sofia

    Fort Lauderdale Bahamas Sailing Charters

    Wow, this was an incredible experience for a very reasonable price. Jose and Alexandria’s hospitality and generosity is unmatched. I left the boat with two new friends, and I will definitely be keeping their information for future trips. We did a trip around Fort Lauderdale, and we were lucky enough to see some dolphins! We swam around in the beautiful and refreshing water and we had some incredible snacks, wellness drinks, and a meal at the end. All very healthy, and we left the boat feeling much better than we did when we got on. That’s the power of high quality, healthy food. Everything about this trip was amazing, but I must say the best part was their kindness. They took great care of me and my friends. Wonderful people and a very impressive boat!

  3. AH

    Andrew

    Fort Lauderdale Bahamas Sailing Charters

    I cannot overstate how wonderful our afternoon sail was with Jose and Luke. The weather was perfect, the boat in correct order, and each phase of the experience was conducted seamlessly. With that said, the calming center of the day - and by far the main reason we had such a special time -was Jose. Every once in a while, you meet a special person who has mastered their craft, acts as an enthusiastic and patient instructor, while making sure each person was comfortable and happy. For some, sailing can be intimidating, especially when the wind and waves act up. Jose was 'present' every moment to show us the joys of switching from power to wind, with confidence and professionalism. While we have charted powerboats and sailboats, this particular experience is not to be missed. He even prepared us healthy, vegan food once we returned to dock, showing us being in nature, enjoying the sea, and having yummy healthy food is all part of finding some momentary tranquility. Book this experience! I know we will again.

  4. William

    William

    Fort Lauderdale Bahamas Sailing Charters

    Awesome and experienced Captain, Jose, who was a pleasure to spend time with. Great communication, very flexible to accommodate my individual aims for the sailing experience. Exceedingly accommodating to spend time on a special request to focus of our time on navigating dockage. His coaching made a big difference for me! 5 stars all the way!

  5. PA

    Patricio

    Fort Lauderdale Bahamas Sailing Charters

    Amazing experience, much better than expected! We were not excited due to cloudy weather, rain, and lack of wind. Jose and Alex turned a grey day into the highest point of our vacation! The boat is in great shape, Jose has tremendous experience, both Jose and Alex are extremely nice, they took the time and effort to motivate and teach sailing to our kids, while ensuring a fun sailing experience for us (the adults). Jose and Alex are incredible hosts!

  6. WB

    Wayne

    Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

    I really appreciate how Captain Nina accommodated me last minute after I had a lesson scheduled at a sailing school. Saved my plans for the weekend. She did a great job adjusting the experience to my level, and keeping the whole time chill and conversational.