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Key Sailing
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  • Excellent96%
  • Very good1%
  • Average1%
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Travellers talk about
“key breeze”(53 reviews)
“captain tim”(74 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
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Reviews (411)
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All reviews key breeze captain tim sailing experience sunset sail sarasota bay great sailing sailboat ride dove chocolates hour afternoon wonderful sunset perfect afternoon marina jack amazing experience saw dolphins jan helm skiing
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1 - 10 of 400 reviews
Reviewed 3 weeks ago via mobile

We had a perfect day sailing on the bay with Captain Tim and Jan. They were warm and welcoming and made us all feel at home. They also lovingly taught the kids ( ages 14 & 9) about sailing. Can’t wait to go out again...More

Date of experience: December 2018
Thank Stefr5050
Reviewed 7 October 2018 via mobile

Thanks so much to Captain Tim and Jan! We had a wonderful time and they were the kindest and most accommodating hosts.

Date of experience: October 2018
Thank OnAir290322
Reviewed 27 September 2018

My best friend and I booked this while on a girls weekend away. Jan and Tim were awesome. They were very timely in their communication with us and even offered to adjust the time of our sail in order to avoid some potentially bad weather....More

Date of experience: September 2018
Thank Molly G
Reviewed 26 July 2018 via mobile

Our trip with Tim and Jan is one that our family will never forget. They were incredibly hospitable and treated us like family. I would recommend Key Sailing to anyone looking for a memorable family experience. We will be back! -Keith Hurt

Date of experience: July 2018
1  Thank Keith H
Reviewed 12 July 2018 via mobile

Tim and Jan were spectacular hosts! My family of 10 took a 4 hour trip with them. They exceeded every expectation we had! The boat is beautiful and we had plenty of room for everyone-some wanted sun and some needed shade. This excursion was everyone’s...More

Date of experience: June 2018
Thank Missi S
Reviewed 21 June 2018 via mobile

We went on the cruise with Jan and Tim after our original plans fell through. Well, we couldn’t have asked for a better anniversary celebration. It was a beautiful night for sailing and Jan and Tim couldn’t have been more hospitable. They did everything to...More

Date of experience: June 2018
Thank audreyrigot
Reviewed 16 June 2018 via mobile

My husband and I took a private 2 hr late afternoon sailing cruise with Tim & Jan and it turned out to be way more then we expected. They were the most gracious people and we felt so comfortable with them right away. Hearing about...More

Date of experience: June 2018
Thank Denise W
Reviewed 13 June 2018 via mobile

We had an evening sail and it was beautiful. Both Capt Tim and Jan explained several aspects of sailing to us and pointed out landmarks surrounding us. My birthday was the following day and Capt Tim played the guitar and sang for me while Jan...More

Date of experience: June 2018
Thank mlwalker1
Reviewed 10 June 2018 via mobile

We were impressed by Capt Tim and Jan's warm hospitality. They were genuinely friendly and worked well together. We felt absolutely comfortable with their competency on the sailboat as well as their flexibility and professionalism booking it. Our originally scheduled date was rained out so...More

Date of experience: May 2018
1  Thank V5470PHmarye
Reviewed 8 June 2018 via mobile

Family outing on a sunny Thursday afternoon. The boat comfortably held six of us ( husband and wife boat owners included). Jan offered some local history.....and Dove chocolates! Tim strummed and sang “Happy Birthday” to the “ birthday girl” on his guitar. The sailboat ride...More

Date of experience: June 2018
1  Thank tdl253
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