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Key West Sailing Adventure

04/06/2017 05/06/2017
1 room 2 adults 0 children
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29 Reviews from our TripAdvisor Community

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Auburn, New York
Reviewed 25 October 2016

My wife and I went on a half day sail excursion with Saunders and Erin. It was an enjoyable afternoon. The guys were very knowledgeable about the island and suggested places for us to visit and dine. They were excellent sailors and great hosts! Unfortunately it was a really windy day so we were unable to see anything when we...

Thank cmmoore59
Reviewed 17 May 2016

Great location, great crew and owners. These boats are right outside Waterfront Brewery in Key West Bight (formerly Waterfront market). Steps from Turtle Kraals, Dantes, Schooner Wharf and about 12 minute walk to Duval via (Sloppy Joes/Captain Tony's)Greene St. we have stayed on Obsession and Moondance. Captain Albert and staff are always friendly, knowledgeable, and flexible. Captain Vinnie and First...

Thank tapwaterconchs
Knoxville, Tennessee
Reviewed 8 March 2016

These boats are in a great location. We only took the short sailing cruise but we're very impressed with the captaining his knowledge (Ryan). The actual furnishings of the boat were just average. We arrived only to find that we had been moved to a smaller boat. Unfortunately, there were ongoing problems with the power making the air conditioning inconsistent....

1Thank 914ej
Knoxville, Tennessee
Reviewed 2 November 2015

I have been to Key West many times and stayed at very fine places.Once I found Key West Sailing Adventure, that's it for me. I stayed on "Obession" for a entire week alone.I didn't feel alone, I felt like part of a family. That was in April of this year, Here it is November and I am on my way...

1Thank 664dreamer1962
Suwanee, Georgia
Reviewed 17 October 2015 via mobile

Amazing time with Key West Sailing Adventure. Albert and his wife was super helpful when I had to change the date. Bryan is an amazing captain and Jerry is the best 1st mate/chef out there. We will be back and cannot wait. Would highly recommend this group.

Thank phmayer
Reviewed 10 July 2015 via mobile

Ronda is what drew us to Key West, she was friendly and inviting! My husband always wanted to do a sailing trip and so my family of five booked the 3 day stay and sailed for 24 hours. We loved Capt. Vinnie and First Mate Jerry! Wonderful guys who were very knowledgeable about their jobs. Jerry is a real Chef...

2Thank Debbie Carson 0
Indialantic, Florida
Reviewed 8 July 2015 via mobile

Sailing out of the harbor on a beautiful sail boat is a fantastic feeling! The crew was wonderful! They searved beverages,cheese/cracker and fruit. To see the sunset and hear the sails flaping in the wind as you glide across the water was an experience you dont want to miss. I loved it!

1Thank Nancy K
Naples, Florida
Reviewed 12 June 2015

My son and I stayed 2 nights aboard Wild Thing and went out for a sail and snorkeling. The owner and staff were very friendly, the location was great, a short walk to everything you want to do in Key West. I really enjoyed sitting on the deck late at night looking at the water and stars before going to...

1Thank Michael P
Nashville, Tennessee
Reviewed 3 March 2015

We had a spectacular event where the sea meets the horizon as our sail rocked away all the cares from the mainland. Captain Albert and Ronda, with Key West Sailing Adventures, provided everything we needed for a bucket list trip that delivered a wonderful experience. If you are looking for something other than the typical vacation room but love the...

Thank Cindy F
Medicine Hat, Canada
Reviewed 28 May 2014

We went on a one day sailing trip on the moondance. For the most part I could recommend these guys to other travellers other then the price. We thought our captain was nice and seemed fairly knowledgeable. The first mate was in training but had sailed for many years and also seemed very knowledgeable. Both we're accommodating and worked hard...

3Thank Tim D
albertadler, Owner at Key West Sailing Adventure, responded to this review

I am happy to respond to this review. We were surprised that even with the four star rating, the couple seemed content to be on board. Maybe they saw larger boats with 40-50 people going out at half price gave them concern to question the investment in a personal sailing trip after they went home. Most people who choose us...

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04/06/2017 05/06/2017
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  • Pool
  • Beachfront
  • Restaurant
  • Bar/Lounge
About the property
  • Beachfront
  • Pets Allowed ( Dog / Pet Friendly )
Things to do
  • Pool
  • Restaurant
  • Bar/Lounge
Room types
  • Kitchenette
  • Non-Smoking Rooms
  • Children Activities (Kid / Family Friendly)
  • Airport Transportation
  • Self-Serve Laundry
Official Description (provided by the hotel)
Our three sailboats are located side by side. Perfect for a family vacation, wedding and honeymoon at sea, restate vows at sunset, couples getaway romantic weekend. Plan a corporate retreat, book one or all three. This is more like a boatel with economy to larger vessels in choices. 44 foot Morgan, 42 foot Irwin or 37 foot O'Day to choose from; each have unique personalities. ... more   less 

Additional Information about Key West Sailing Adventure

Address: 201 William St, E Docks 10, 11 and 12, Key West, FL 33040-6679
Region: United States > Florida > Florida Keys > Key West
Price Range: RM1,432 - RM1,822 (Based on Average Rates for a Standard Room)
Hotel Class:3 star — Key West Sailing Adventure 3*
Number of rooms: 6
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Questions & Answers

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Milwaukee, Wisconsin

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Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“Location, access, and unusual experience are the high points. Be aware it is a little like camping, but well worth it!”
tapwaterconchs, 17 May 2016 | Read review
“We chose to stay on the Obsession so we could experience a smaller sailboat before we buy one. The Moondance and Wild Thing are nicer sailboats, but the Obsession was very nice.”
  • Sunset at Casa Marina
456SharonS, 2 Jan 2013 | Read review
“The bigger the boat the better.”
500GregM, 15 Mar 2012 | Read review
“A little smaller than a hotel room but a neat adventure!”
cherylg498, 7 Mar 2012 | Read review
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