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Key West Sailing Adventure

201 William Street, Historic Seaport, Dock E 10, E 11 & E 12, Key West, FL 33040
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Ranked #168 of 321 Activities in Key West
Type: Tours, Adventure
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Attraction details
Owner description: Located In Key West's Historic Seaport for 13 years, choice of two sailboats for custom sailing charters or you can choose our stay/sail charter that incorporates the best of both worlds. Stay on the boat and sail to the reef with a Captain and Mate at the time of your choosing. Walking distance to the famous Duval Street. We also offer sailing weddings, at sea adventures, international sailing available. Family friendly, romantic setting for couples, anniversaries, birthdays, and special occasions.

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36 reviews from our community

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Date | Rating
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English first
Greer, South Carolina
19 reviews 19 reviews
10 helpful votes 10 helpful votes
4 of 5 stars Reviewed May 4, 2014

Our adventure was ok. We did way more motor sailing than we liked but when we asked the capt that we wanted to sail some he obliged. Water was too rough for snorkeling. Tried but didn't see much of anything. Moondance was comfortable - a bit old. Food plentiful. Albert & Ronda are very nice &easy to deal with.

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Marietta, GA
Top Contributor
81 reviews 81 reviews
17 attraction reviews
39 helpful votes 39 helpful votes
4 of 5 stars Reviewed January 26, 2014

My husband and I and another couple decided we needed a Key West adventure for the holidays. We decided to try staying on a sailboat rather than a hotel to make it a unique experience. The reservation process was nice and easy and Captain Albert was an absolute pleasure to deal with. The four of us stayed on the smallest... More

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Concord, New Hampshire
1 review
5 of 5 stars Reviewed January 15, 2014

Did the Key West sampler on Wild Thing, early December 2013. Boat is somewhat dated but clean and very sound. Albert was great. Skipper Brian and First Mate Paula were first rate. Paula is an excellent cook and a wonderful person. Brian an knowledgable navagator around the "skinny water" to and around Boca Grande Key in the back country. If... More

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Houston, Texas
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed August 30, 2013

We spent three nights on the Obsession, in the marina, with a four-hour sail out to see dolphins. The crew -- Captain Jeff, Nancy, and Jarrod -- were knowledgeable and friendly. We brought our six-year-old daughter Rocket and Nancy was wonderful with her. Rocket was beaming the entire time. I cannot recommend them enough.

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2 reviews
5 of 5 stars Reviewed August 11, 2013

A must on everyone's bucket list. Captain Albert and Ronda are the perfect host and hostess. On a spur -of-the moment decision, while staying in Central Florida, we decided to take a drive to Key West. We thought we would add a little adventure to our trip by staying overnight on a sailing yacht rather than a run-of -the-mill hotel... More

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Gainesville, Florida
5 reviews 5 reviews
4 attraction reviews
5 of 5 stars Reviewed August 10, 2013

I stayed and sailed with Key West Sailing Adventure the first time in the summer of 2004. I had only recently met my wife and was looking to do something romantic. First impressions you know? The location was conveniently placed walking distance from downtown. We drove from upstate and arrived in the late afternoon. The crew was friendly and helpful;... More

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3 reviews 3 reviews
4 of 5 stars Reviewed July 9, 2013

I treated my husband to a fun long weekend in Key West for his birthday. We have been to Key West at least 6 times over the years and normally stay at the Ambrosia Too- B&B resort. However, it was booked so at the last minute I was able to find Moondance available with Key West Sailing Adventure's. We booked... More

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Top Contributor
100 reviews 100 reviews
28 attraction reviews
42 helpful votes 42 helpful votes
5 of 5 stars Reviewed February 23, 2013

Tuesday feb. 12th I come up with the great idea of a romantic sunset Valentine Day cruise on a private Sailing Yacht. Unfortunately many others had the same idea and Key West Sailing Adventures was booked up. The consummate professionals that they are referred me to the Yacht "Breezin" with Captain Dennis. The trip was fabulous and Dennis took us... More

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Fort Lauderdale, Florida, United States
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed December 1, 2012

My boyfriend, Bruce, and I spent 4 wonderful days (Sept. 9th - 12th) sailing on the vessel Moon Dance. We felt safe and in good hands with Captain Albert at the helm! The crew took care of all of our needs...their hospitality and friendliness were exceptional, and they provided all the comforts of home. Along with Captian Albert's wife, Ronda,... More

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Ft. Lauderdale, Fl
2 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed November 7, 2012

I was on the Moondance, a luxurious 42 footer. We spent a night at the dock, and an awesome night out in Old Town with my girl. Then the next morning we left with Captain and Crew and headed out for an amazing sail complete with great company, sunshine, Dolphins and Flying fish and a Sea Turtle (My Favorite), and... More

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