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Key Sailing

2 Marina Plaza, E-18, Marina Jack, Sarasota, FL 34236
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Ranked #8 of 73 activities in Sarasota
Certificate of Excellence 2013
Type: Boat Tours
Traveler Description: Key Sailing, at 941-346-7245, is a top 5 star experience on Trip Advisor and 2012 International Business of the Year for the Sarasota Chamber-Reserve... more »
Useful Information: Activities for older children
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273 reviews from our community

Visitor rating
Date | Rating
  • English first
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English first
Zurich, Switzerland
1 review
5 of 5 stars Reviewed April 11, 2014

Wow, what an amazing sailing experience on a perfect day with lovely hosts (Jan and Tim)! My aunt and uncle from Sarasota and my friend from Switzerland and I enjoyed a truly wonderful 2-hour private sailing experience from 2 to 4pm on April 2nd. Thank you Lord for making this day so special and thank you, Jan and Tim, for... More

Was this review helpful? Yes
Huntington, IN
2 reviews
15 helpful votes 15 helpful votes
5 of 5 stars Reviewed April 8, 2014

This sail cruise was amazing. Tim & Jan were way beyond friendly and accommodating. They made an attempt to connect with us and get to know us, not just sitting back and using us only as more people paying them money. They also knew when to give us family time and quiet. They had good stories and gave a good... More

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Sarasota, Florida
11 reviews 11 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed April 6, 2014

Our 3-hour sunset sailing cruise was the perfect vehicle for a wedding proposal. My brother and his wife joined us to celebrate their 30th anniversary. Jan and Tim were consummate hosts and made the event all the more special by their charm and helpful service. They accommodated our every whim, including the violinist I hired for this most romantic of... More

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Lindsay, Canada
Senior Reviewer
8 reviews 8 reviews
12 helpful votes 12 helpful votes
5 of 5 stars Reviewed March 29, 2014

Jan and Tim advertise a few hours of peace on earth and that is what we found. The sail itself was wonderful and we really enjoyed the tour of the boat and the chocolate treats. As well, we all felt this trip is excellent value. Why did it surpass my expectations? Jan and Tim create a warm, friendly environment and... More

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Sarasota, Florida
3 reviews 3 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed February 22, 2014

My wife and I enjoyed every minute of our time with Jan and Tim aboard their 41 foot sailboat. Their knowledge of sailing and the Sarasota area is unsurpassed. Their caring nature made the afternoon totally relaxing and one to be remebered forever. My wife had an absolute blast at the helm as we tacked our way back toward their... More

Was this review helpful? Yes 1
Lenexa, Kansas
1 review
5 of 5 stars Reviewed February 19, 2014

We had such a wonderful evening sailing with Tim and Jan. Tim even celebrated his birthday with us! My husband and I went on a sunset sail for our anniversary and it was all we could have imagined. We had two hours of feeling like we were he only ones on the water. It was like it was a scene... More

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Sarasota, Florida
1 review
5 of 5 stars Reviewed January 14, 2014

My family and I had a wonderful time with Jan and Tim. They were fantastic about scheduling and willing to move times around so that we could have the best experience. They were the kindest, most wonderful people to sail with. Their years of sailing experience is obvious as the trip out on the water is relaxed and so enjoyable... More

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Orlando, Florida
2 reviews
5 of 5 stars Reviewed November 12, 2013

My boyfriend always wanted to go sailing so what better opportunity than to celebrate his birthday and surprise him with the opportunity. I researched the internet to find which company to use since we would be spending the weekend in Siesta Key and that’s how I found Key Sailing. I must say this has been one of the best experiences... More

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Sarasota, Florida
1 review
5 of 5 stars Reviewed October 21, 2013

Visiting friends came in and I wanted to make a memory that would stay with them... Why not a wonderful sailing trip along Sarasota Harbor? I expected a great trip but got more than that! Thoroughly enjoyed the sailing, beautiful harbor and sailboat and perfect weather! Jan and Tim were so good to talk to, we found we had several... More

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Edinburgh, United Kingdom
4 reviews 4 reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed October 18, 2013

We wanted to give our son an amazing 13th birthday. Boy did we do that. With Jan and Tim at Key Sailing, we had a 3 hour trip of a lifetime. Fantastic, weather, fantastic views, fantastic boat and the most lovely couple you could ever wish to meet. All 4 of us had a go at sailing the boat with... More

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