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All 98 Key West B&Bs / inns

Key West Sailing Adventure

3.0 of 5 Bed and Breakfast   |   201 William Street, E Docks 10, 11 and 12, Key West, FL 33040
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Ranked #39 of 98 Key West B&B and Inns
A recent review
5 of 5 stars reviewed yesterday
Bob H Houston, Texas
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18 people have reviewed this hotel

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Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    4.5 of 5 stars
Traveler tips help you choose the right room.   Room tips (3)
Date | Rating
  • English first
  • Any
English first
Houston, Texas
1 review
5 of 5 stars Reviewed yesterday NEW

My friend and I have been down to the Key's several times over the last 3 years to fish, snorkel and to party on Duval street. Since we are never in our rooms except for a few hours of sleep we thought a sailboat would be a perfect solution and it was! The boat is located 3 blocks off of... More

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Simpsonville, sc
1 review
5 of 5 stars Reviewed 2 weeks ago via mobile

So I waited a few weeks to post this review to make sure I was rational rather than post-trip euphoric. But the euphoria is not wearing off! This was a FABULOUS TIME! Cap'n Albert came to see us off, then our Captain Ryan (of Wicked Tuna fame) and our great mate Chris took us for an overnight sail that was... More

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Escondido, California
1 review
5 of 5 stars Reviewed February 4, 2014 via mobile

My wife and I spent two fantastic days and nights on the Wild Thing. Perfect weather for most of the time allowed us to view crystal clear water, see a great sunset and sunrise. Captain Brian and Paula were helpful in every way. One day would have been fine but two days were perfect.

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Yelm, Washington
1 review
5 of 5 stars Reviewed November 23, 2013

We spent three nights on the sailboat, one night out on the water and it was an experience we hope to repeat more than once. The captain and the crew were the best. They met our every wish and the food was fantastic. We just happened to find this opportunity while searching for a place to stay in Key West... More

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Murphy, North Carolina
Senior Reviewer
7 reviews 7 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed June 19, 2013

We recently spent Father's Day weekend in the Keys aboard Moondance! Captain Albert and Rhonda were very accommodating being as we made a last minute decision to go to the Keys at lunch on Friday for a same night arrival. First Mate Nancy had prepared the cabin prior to our arrival, the AC was perfect and the boat was very... More

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Houston, Texas
1 review
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed June 17, 2013

Just left after a three night stay with a half day sail over Father's Day weekend and we're already talking about when we might be able to go back. Staying on the boat was better than any hotel or guest house we could have booked on the island. The location is unbeatable and the KWSA staff really went out of... More

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Branford, Connecticut
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed April 23, 2013

Nancy and captain Mike took my family for a five-day trip around the keys on Moondance. It was a most wonderful experience, we loved every minute of it and we recommend it to everyone! The weather was great, the boat was really comfortable, and Nancy and Mike were the most attentive and kind hosts you can imagine. We saw extraordinary... More

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1 review
5 of 5 stars Reviewed March 27, 2013 via mobile

Just spent a week aboard Obsession. We enjoyed the experience. We stay at hotels traveling for work and were looking for an alternative to hotel living on this vacation. KWSA provided exactly what we were looking for. Although Obsession is the smallest and I presume oldest boat in the fleet, we found it comfortable for a couple with a nautical... More

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Houston, Texas, United States
Senior Reviewer
6 reviews 6 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed January 2, 2013

My husband and I took advantage of the Key West sailing sampler spending three nights on the Obsession. Our day/evening at sea with Captain Allen and First Mate Sandy was a riot. We had some chilly weather that night, but we loved every minute. I wanted to take Sandy home with me so she could wait on me and treat... More

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Cullman, AL
Senior Contributor
34 reviews 34 reviews
3 hotel reviews
11 helpful votes 11 helpful votes
5 of 5 stars Reviewed September 1, 2012 via mobile

Captain Brad and Susan took four of us on a majestic sail off Key West aboard the Wildthing. A little rain at first and several squalls around us but good seamanship and knowledge of the area allowed for a magnificent sail. The sunset was awesome. The captain's awareness of the best angle of views considering clouds and other boats allowed... More

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Additional Information about Key West Sailing Adventure

Address: 201 William Street, E Docks 10, 11 and 12, Key West, FL 33040
Phone Number:
Location: United States > Florida > Florida Keys > Key West
Bar / Lounge Beach Children Activities ( Kid / Family Friendly ) Kitchenette Restaurant Swimming Pool
Hotel Style:
Ranked #39 of 98 B&Bs / Inns in Key West
Price Range (Based on Average Rates): $$$$
Hotel Class:3 star — Key West Sailing Adventure 3*
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 
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