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About Key West Sailing Adventure
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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Key West, FL
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Key West Sailing Adventure
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Reviews (54)
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Reviewed today via mobile

Highly recommend this trip! It’s an hour and a half long trip. Absolutely amazing! You can help if you like. I helped hoist the sails and was able to get in a few minutes at the helm too! Great crew and captain!

Date of experience: February 2019
Thank Kate33469
Reviewed 4 November 2018

This was our 10 yr anniversary and what a memorable trip it was! We booked one of their boats for 4 nights to ensure we were as close as possible to all the action that Duvall Street provides during the last week of October! Staying...More

Date of experience: October 2018
Thank farmersean
Reviewed 22 June 2018

My wife, two kids (11 and 14 years) and I set sail with Brian and Sandy as our captain and crew for 48 hours on the "wild thing". Everyone had the best time. we snorkeled on shipwrecks/reefs, deep sea fished (caught mahi), spear fished(kids caught...More

Date of experience: June 2018
Thank Ryan L
Reviewed 29 April 2018 via mobile

This was a unique and custom celebration for my husband’s 50th birthday. We stayed on the boat in the slip the first night and enjoyed the Key West night life with Duval Street and Mallory Square both an easy walk from the Marina. We met...More

Date of experience: April 2018
Thank 177alyssae
Reviewed 20 April 2018

We booked a half day charter in mid-April & upon our arrival to the dock, the Captain & ship's owner were there to greet us.. Having the owner (Albert) there to greet us on both our arrival & return was a nice touch. Captain Victor...More

Date of experience: April 2018
Thank Constance T
Reviewed 17 April 2018 via mobile

I cant speak for sailing, but accommodations are horrible, had issues with cockroaches and mold, Albert promised a full refund but after almost a year still nothing, very bad experience overall

Date of experience: May 2017
2  Thank nedurak
Reviewed 6 April 2018

Safely along in the knowledgeable hands of Capt Victor & 1st Mate Jeff we snorkeled & fished out along the Marquesas Keys & anchored off Boca Grande to spend the night out next to the Island for a great taste of Key life. Clear blue/green...More

Date of experience: April 2018
Thank misterc424
Reviewed 30 May 2017 via mobile

I guess I totally did not read what I was booking. We showed up for an evening of sailing to see the worlds smallest boat. I completely freaked out. I finally got on board things just got worse. Later the captain came over and told...More

Date of experience: May 2017
Thank Bulitlist
Reviewed 11 March 2017

Nothing wrong with staying at a 5 star resort, with high thread count sheets, and hot tubs, and room service. That is a valid way to vacation. However, the real Key West experience is to score the Key West sailing Experience. Captain Albert and crew...More

Date of experience: January 2017
Thank tapwaterconchs
Reviewed 5 September 2016

It was my first time in Key West and after having myself video'd in front of the Hemingway Estate Ronda, who has been living in Key West with Capt Al knew from my reviews that I was a very adventurous diner and that she needed...More

Date of experience: April 2016
Thank Harvey H
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