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Key Sailing
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Certificate of Excellence
Traveller Overview
  • Excellent96%
  • Very good1%
  • Average1%
  • Poor1%
  • Terrible1%
Travellers talk about
“key breeze”(52 reviews)
“captain tim”(67 reviews)
Providing private and group daytime and sunset sailing charters. Husband and wife crew has over 40 years of sailing experience together.
2 Marina Plz # E-18, Marina Jack, Sarasota, FL 34236-8919
Reviews (410)
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All reviews key breeze captain tim sailing experience sunset sail sarasota bay sailboat ride dove chocolates great sailing hour afternoon perfect weather perfect afternoon siesta key marina jack amazing experience saw dolphins jan helm
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21 - 30 of 400 reviews
Reviewed 16 March 2018 via mobile

We had a fun late morning sail today in Sarasota Bay with Captain Tim and Jan who run Key Sailing. We are repeat customers based on our previous positive experience. They are super sailing hosts who are also so informative. Can't wait to go again...More

1  Thank Barb P
Reviewed 6 March 2018

I found this enterprise to be friendly, capable and relaxing. I was happy that I had this experience. Jack and Jan have much to share about the area and are gracious guests. I was left feeling slightly uneasy when I found myself listening to christian...More

1  Thank Orissa V
Reviewed 4 March 2018

When you thought you're vacation could not be better, you take a sail boat ride. This was more than a sail boat ride. It was an experience. We were very well taken care of. The wind blows through your hair. Soon all your troubles and...More

1  Thank jfteman
Reviewed 3 March 2018 via mobile

We sailed with Tim and Jan today, and LOVED it! It was a beautiful day on the water, and they were fantastic hosts. We will definitely be back!

1  Thank Jaymi D
Reviewed 21 February 2018 via mobile

This is our third cruise with Tim and Jan and it was excellent as were the first two. They are a very nice couple, with lots of fun stories of their adventures. The grapes, cheese and chocolate or a great addition to the day! My...More

1  Thank PhilLOhio
Reviewed 19 February 2018

Captain Tim and First Mate Jan are such an awesome couple. From our first call scheduling the tour to our first meeting they were such a joy to be with. Captain Tim made us very comfortable as well as Jan getting us all situated and...More

1  Thank Bill T
Reviewed 22 January 2018

This was our second cruise with Key Sailing, and will not be our last. Going out sailing, in such a beautiful place is part of the the reason, but what makes it unforgettable is the hospitality provided by Captain Tim, and lovely Jan. We have...More

Thank flefton
Reviewed 22 January 2018

Tim and Jan are two amazing people! Two very warm, welcome and loving people! They treated us with chocolate, drinks, fruit and had more than enough blankets and cushions. We even seen dolphins! The sunset was beautiful. Everything was just perfect!

Thank Sabine S
Reviewed 27 December 2017

Tim and Jan went out of there way to make our ride perfect. Good to see friends and family again. We have sailed with Tim and Jan a number of times. You wont find nicer people to sail with. You wont better prices either.

Thank Duane Y
Reviewed 21 November 2017 via mobile

Decided on finding Marina Jack in Sarasota that we needed to get out on the water having had an experience in Spain on a sailing boat we were excited to find and have recommended Key Sailing! So I emailed and very quickly Captain Tim replied...More

Thank BusterBristol
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