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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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Beautiful Sunset Sail

We had a wonderful trip with Jan and Tim. Our friend Gail from Turtle Beach Resort took us on the Sunset Sail. It was beautiful, they were very friendly, fed us lovely fruits... read more

5 of 5 starsReviewed May 22, 2015
Linda R
,
West Hartford, Connecticut
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297 Reviews from our TripAdvisor Community

Date | Rating
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English first
West Hartford, Connecticut
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed May 22, 2015

We had a wonderful trip with Jan and Tim. Our friend Gail from Turtle Beach Resort took us on the Sunset Sail. It was beautiful, they were very friendly, fed us lovely fruits, cheeses and a nice chocolate. The sunset itself could not have been better. Highly recommend this cruise is you are going to be in Sarasota, Florida.

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Oakwood, Illinois
Top Contributor
149 reviews 149 reviews
84 attraction reviews
97 helpful votes 97 helpful votes
5 of 5 stars Reviewed May 1, 2015

The couple running Key Sailing were very friendly. The cruise never takes more than 6 people making for a relaxing experience. Since the owners take you on the sail there is no hustle for tips. The sail takes you far enough away from Sarasota to leave city noise behind!

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Chicago, Illinois
Top Contributor
51 reviews 51 reviews
16 attraction reviews
25 helpful votes 25 helpful votes
5 of 5 stars Reviewed April 21, 2015

This was the highlight of our vacation in Sarasota. Jan and Tim do a great job and are perfect hosts. The weather was warm and sunny and Jan gave flowers to our granddaughter for her 10th birthday. She and her brother both got turns at the wheel, which they really enjoyed. Not a cheap 3 hours but well worth it.

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Saratoga Springs, New York
Reviewer
5 reviews 5 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed April 10, 2015

We took a morning trip out into Sarasota Bay with Jan and Tim. What a treat for our family, including two daughters, ages 13 and 11. A real vacation highlight! Their knowledge of Sarasota, the waterways and the history, was fascinating. We even took the boat under the Ringling bridge and saw a dolphin while we were out. A very... More 

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Magnolia, Ohio
Top Contributor
65 reviews 65 reviews
20 attraction reviews
21 helpful votes 21 helpful votes
5 of 5 stars Reviewed March 31, 2015

This was the finale to our quick trip to Siesta Key. Tim and Jan were fantastic and we enjoyed a relaxing time sharing stories on a perfect sailing day. Seeing Dolphins was the icing on the cake for us! We can't wait to come back and sail with them again!

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Lockport
1 review
5 of 5 stars Reviewed March 21, 2015

We took a sunset cruise with 4 of our friends on a beautiful day in Sarasota. The reservation process was very easy and the website is very informative for Key Sailing. The 41Ft. sailboat was very comfortable. Owners Tim and Jan Solomon were very welcoming and told us all about their lives and their sailboat. Jan is just adorable! She... More 

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Philadelphia, Pennsylvania
2 reviews
5 of 5 stars Reviewed March 15, 2015

We booked the sunset cruise for a birthday surprise and we had a wonderful time. Our granddaughter loved sailing and a special thanks to Tim and Jan for making the cruise safe and fun for her. As for the adults, it was the most memorable birthday celebration ever. Jan and Captain Tim were exceptional. I am certain that was not... More 

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Huntingdon Valley, Pennsylvania
1 review
5 of 5 stars Reviewed February 24, 2015

Captain Tim and his wife Jan made our sailing experience something I will treasure forever. They are remarkable people - and their passion for what they do shines for the whole time you are on their boat. They anticipated every need... it was a little chilly that morning, but they accommodated our schedule and took us on an early morning... More 

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Bowling Green, Ohio
Top Contributor
149 reviews 149 reviews
48 attraction reviews
80 helpful votes 80 helpful votes
5 of 5 stars Reviewed February 3, 2015

Tim and Jan are pro sailors and pleasant hosts. Our afternoon sail was quiet and relaxing, enhanced by perfect weather and breezes. The boat is comfortable and clean. Soft drinks, bottled water and snacks are served. We were a group of six and we all enjoyed ourselves. We highly recommend Key Sailing and Tim and Jan.

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Orlando, Florida
2 reviews
5 of 5 stars Reviewed January 8, 2015

My wife and I had the wonderful opportunity to spend an afternoon with Tim and Jan on their beautiful sailboat. It was absolutely the highlight of our week in Siesta Key. They are as gracious and accommodating as they could possibly be and they make sure that every need is met. The sailing was amazing, it was the first time... 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?