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Key Sailing

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Address: 2 Marina Plaza, E-18, Marina Jack, Sarasota, FL 34236
Phone Number: 941-346-SAIL
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Great experience!

Amazing afternoon. Tim and Jan are very kind and friendly. And the boat is really nice! We had a good time. Higly recommended!!!

5 of 5 starsReviewed August 30, 2015
Marco D
,
Italy
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311 Reviews from our TripAdvisor Community

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Date | Rating
  • English first
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  • Italian first
  • Spanish first
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English first
Italy
1 review
5 of 5 stars Reviewed August 30, 2015 NEW

Amazing afternoon. Tim and Jan are very kind and friendly. And the boat is really nice! We had a good time. Higly recommended!!!

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St. Petersburg, Florida
1 review
5 of 5 stars Reviewed August 19, 2015

Jan & Tim were great hosts for a very enjoyable, relaxing cruise. They even let me take the helm to get the feel of a 41 foot sea vessel under sail. What a great experience! This truly international couple were great company, and we enjoyed having them as new friends. Not only are they great sailors, but you tell they... More 

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Indianapolis, Indiana, United States
Level Contributor
8 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 12 helpful votes
5 of 5 stars Reviewed August 11, 2015

We decided it was too hot to go to an attraction in Orlando, so instead we booked a 2-hour excursion with Jan and Tim. We are so happy we did, though we wished it was a longer outing! Jan and Tim were wonderful hosts, totally making us comfortable yet very educational and interactive as well. We are definitely going to... More 

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Englewood, Florida
Level Contributor
26 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 22 helpful votes
5 of 5 stars Reviewed August 2, 2015

We were invited out by our friends, for our first sailing experience. It was a wonderful day, overcast and we had some wind, which was just perfect. Tim and Jan are just the nicest people to be out on their boat. Would recommend this to anyone looking for a great time out on the water. Thanks!

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Cincinnati
2 reviews
common_n_attraction_reviews_1bd8 8 helpful votes
5 of 5 stars Reviewed July 27, 2015

Have you ever booked a "sailing experience" only to find yourself listening to the motor most of the way? If you have, then Key Sailing will restore your faith! My family enjoyed a wonderful, 100% under sail, 3 hour cruise last week with two of the most interesting and uplifting people I have ever met: Capt. Tim and his wife... More 

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Level Contributor
6 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed July 27, 2015

My family and I booked a 2 hour private sunset cruise with this nice couple on their wonderful boat, to surprise my Dad in celebration of his 70th birthday! He loved it! Tim and Jan were great! They served snacks (crackers, cheese, fruit), soda, and chocolate. Tim played his guitar to entertain us, even singing Happy Birthday to my Dad.... More 

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A TripAdvisor Member
5 of 5 stars Reviewed July 22, 2015

We booked this sailing trip not knowing what to expect. Captain Tim and his wife Jan were AMAZING! We went out on the two hour sunset cruise and it was absolutely perfect! Tim and Jan were excellent and gracious hosts. Their sailboat is fantastic! Our kids (14, 11, 10 & 7) loved the trip. Tim and Jan made us all... More 

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Florida
Level Contributor
81 reviews
30 attraction reviews
common_n_attraction_reviews_1bd8 29 helpful votes
4 of 5 stars Reviewed July 19, 2015

My wife and I joined another couple for a 3-hour cruise and we enjoyed ourselves very much. Tim and Jan and their son are all extremely friendly and enthusiastic about what they do and try to provide great service each step of the way. We had an almost picture-perfect day on the water, so my only disappointment was that we... More 

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Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 6 helpful votes
5 of 5 stars Reviewed July 3, 2015

While looking for a boating trip to take the kids on during our vacation we came across the website for Siesta Key Sailing. Jan and Tim offered an exceptional experience that was more intimate and unique when compared to other boat charters available. Our family with 5 people including 3 adults and 2 kids (ages 8 and 11) were able... More 

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Haymarket, Virginia, United States
Level Contributor
11 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed July 2, 2015

Sailing with Tim and Jan on their 41.5 ft sailboat, Key Breeze, is simply a heavenly experience. The boat glides through the bay allowing the passengers to see a dolphin or two as it goes. Sailing in the bay is serene and gentle; great conversation, chocolates, and the fresh breeze--the experience brings joy to the soul! Would highly recommend this... More 

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?