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Key Sailing
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  • Excellent96%
  • Very good1%
  • Average1%
  • Poor1%
  • Terrible1%
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 (413)
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All reviews key breeze captain tim sailing experience sunset sail sarasota bay great sailing hour trip marina jack amazing experience sailboat jan helm skiing sailed solomon sails cruise
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1 - 10 of 402 reviews
Reviewed 6 days ago

Beautiful weather and a great sail. Tim and Jan are wonderful and provide information about Sarasota, their yacht, and answer questions without reserve. Service is excellent and Tim even brought out his guitar! I'd recommend Key Sailing to ever regardless of age.

Date of experience: February 2019
Thank Barbara M
Reviewed 3 weeks ago

My husband and I scheduled a sailing day with Tim and Jan, we let them know that we planned to bring some friends that are originally from South Africa. We had the perfect day! We were lucky as the winds were up so the sailing...More

Date of experience: February 2018
1  Thank KJWeeks
Reviewed 30 December 2018 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
1  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
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Questions & Answers
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10 February 2019|
Response from keysailing1 | Property representative |
We offer several sailing cruise options. Please call me at your convenience at 941-346-7245. We look forward to having you sail aboard the Key Breeze with us! Captain Tim, Key Sailing