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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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True Sailing in Siesta Key, Sarasota FL

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... read more

5 of 5 starsReviewed July 27, 2015
911_Skye
,
Cincinnati
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307 Reviews from our TripAdvisor Community

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English first
Cincinnati
2 reviews
common_n_attraction_reviews_1bd8 12 helpful votes
5 of 5 stars Reviewed July 27, 2015 NEW

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
7 reviews
5 of 5 stars Reviewed July 27, 2015 NEW

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 NEW

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
64 reviews
21 attraction reviews
common_n_attraction_reviews_1bd8 23 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 

Was this review helpful? Yes 1
Level Contributor
1 review
common_n_attraction_reviews_1bd8 5 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
8 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
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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Wellington, Florida
Level Contributor
262 reviews
71 attraction reviews
common_n_attraction_reviews_1bd8 115 helpful votes
5 of 5 stars Reviewed July 1, 2015

Had some friends visiting from England and after planning a side trip to Sarasota, decided to go on a sailing excursion while there as well. We were a party of four, and there was an additional couple from Pennsylvania accompanying us as well. The Key Breeze, a 41 foot yacht ( a yacht since it is >40 feet) accommodates 6... More 

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1 review
5 of 5 stars Reviewed June 21, 2015

I went on a 3 hour private sailing excursion with my 9 year old son. The passengers included myself, my son, the captain, and the captain's wife. The Captain and the captain's wife were very positive and friendly individuals. The captain took the time to explain the principals of sailing to my son, and let him navigate the boat under... More 

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Phoenix, Arizona
2 reviews
5 of 5 stars Reviewed June 18, 2015

My mother enjoyed living in Venice and loved walking the area beaches and her family wanted to recognize this by having her ashes spread in the Gulf. Jan and Tim were wonderful in the planning and implementation of that goal and helped make the day a happy celebration of her life. They went beyond what one might expect to make... More 

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Sarasota, Florida
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed June 8, 2015

My husband and I had a wonderful time with Jan and Tim today! They we informative, fun to talk to, and made us feel comfortable. We decided to take this sailing getaway because we are locals and love finding something different that a lot of locals don't take advantage of. Thank you both for making our five year anniversary special!... More 

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Additional Information about Key Sailing

Address: 2 Marina Plaza, E-18, Marina Jack, Sarasota, FL 34236
Phone Number: 941-346-SAIL
Location: United States  >  Florida (FL)  >  Southwest Gulf Coast  >  Sarasota

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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?