We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Key West Sailing Adventure
Booking unavailable on TripAdvisor

Want other options you can book now?
71
All photos (71)
Full view
Traveler Overview
  • Excellent76%
  • Very good10%
  • Average0%
  • Poor2%
  • Terrible12%
6 days ago
“AMERICA 2.0 Schooner Day Sail”
Apr 29, 2018
“50th Birthday Celebration”
About
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...more
Contact
201 William St, Historic Seaport, Dock E 10, E 11 & E 12, Key West, FL 33040-6679
Website
+1 305-304-4911
Call
Improve This Listing
Reviews (54)
Filter reviews
53 results
Traveler rating
41
5
0
1
6
Traveler type
Time of year
LanguageEnglish
41
5
0
1
6
See what travelers are saying:
FilterEnglish
Updating list...
1 - 10 of 53 reviews
Reviewed 6 days ago 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 November 4, 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 June 21, 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 April 29, 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 April 19, 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 April 16, 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 April 6, 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 May 29, 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 March 11, 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 September 4, 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
View more reviews
Nearby
Nearby HotelsSee all 51 nearby hotels
The Marker Waterfront Resort
1,957 reviews
.04 miles away
Cypress House Hotel : Key West
576 reviews
.19 miles away
The Galleon Resort And Marina
605 reviews
.21 miles away
Simonton Court Historic Inn and Cottages
766 reviews
.27 miles away
Nearby RestaurantsSee all 489 nearby restaurants
Fisherman's Cafe
263 reviews
.10 miles away
Prime Steakhouse
742 reviews
.12 miles away
Cuban Coffee Queen
2,615 reviews
.04 miles away
Kermit's Key West Key Lime Shoppe
2,565 reviews
.12 miles away
Nearby AttractionsSee all 756 nearby attractions
Key West Historic Seaport
628 reviews
.01 miles away
​​​​​​​​​Key West Turtle Museum
44 reviews
.07 miles away
Key West Parasailing
61 reviews
.00 miles away
Sunset Water Sports
3,294 reviews
.00 miles away
Questions & Answers
Get quick answers from Key West Sailing Adventure staff and past visitors.
Note: your question will be posted publicly on the Questions & Answers page.
Submit
Posting guidelines