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Address: 2 Marina Plz # E-18, Marina Jack, Sarasota, FL 34236-8919
Phone Number: 941-346-SAIL
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TripAdvisor Reviewer Highlights

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Perfect Engagement

I experienced the most wonderful proposal on this sail boat with the love of my life! This was such an unforgettable experience! Thank you so much Tim and Jan for everything!!!

5 of 5 bubblesReviewed 3 weeks ago
Ashley N
via mobile
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348 Reviews from our TripAdvisor Community

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Showing 339: English reviews
1 review
5 of 5 bubbles Reviewed 3 weeks ago via mobile

I experienced the most wonderful proposal on this sail boat with the love of my life! This was such an unforgettable experience! Thank you so much Tim and Jan for everything!!!

Helpful?
Thank Ashley N
Purchase, New York
1 review
5 of 5 bubbles Reviewed 4 weeks ago

Girl's weekend usually occurs at a spa, but this year we decided to head to Sarasota and planned a sailing trip with Captain Tim and Jan. These expert sailors provided us with a wonderful history of Sarasota while sailing. I left feeling more relaxed and rejuvenated than a spa afternoon. They are genuine and fun. I would wholeheartedly recommend this... More 

Helpful?
Thank rc1203
1 review
5 of 5 bubbles Reviewed 22 October 2016

We had the pleasure of spending 3 hours on a private charter with Tim & Jan. They provided great information about the area as we saw amazing sights! We will definitely be using them next time we are down in Sarasota!

Helpful?
Thank Lauren A
Thornton, Colorado
Level Contributor
7 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 14 September 2016

We took the 3 hour sunset cruise and it was wonderful, a lovely evening with a nice breeze, scattered clouds that made for a beautiful sky, and a nice sunset even though it was somewhat clouded over. But the event was really perfect, so relaxing and refreshing. Jan was an amazing hostess, she went out of her way to make... More 

Helpful?
Thank MurdoGirl
London
2 reviews
5 of 5 bubbles Reviewed 28 August 2016 via mobile

We were visiting from the UK meeting friends and we went on the sailing tour at midday, we had a great time. Jan and Tim really make sure that you have a great time and are a very warm and friendly couple who make sure you feel comfortable during your trip! They knew when to come and chat and talk... More 

Helpful?
Thank HungryPhil
Darlington, United Kingdom
2 reviews
common_n_attraction_reviews_1bd8 7 helpful votes
5 of 5 bubbles Reviewed 17 August 2016 via mobile

As our family have an apartment on Siesta Key, we've visited the beautiful area many a time, however we'd never taken a boat trip. We did our research and what an amazing experience it was! We were made to feel so welcome and the trip was so personalised. We got engaged 2 days before our boat trip and the beautiful... More 

Helpful?
1 Thank clara c
Riverview, Florida
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 15 August 2016

We had a wonderful experience sailing with Key Sailing in Sarasota. Tim and Jan were very knowledgeable about the area, were very friendly and made us feel like part of the family. We would recommend sailing with Key Sailing and will sail with them again, and bring friends.

Helpful?
1 Thank GreggandCindy
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 11 August 2016

Capt Tim and Jan provide an excellent sailing experience in beautiful Sarasota. The stories were amazing. We learned much about Sarasota. We were given the opportunity to learn about sailing and actually captained the boat. Tim and Jan are great people and really showed their love for people and the community. We are very thankful for the opportunity to spend... More 

Helpful?
1 Thank Emily A
2 reviews
5 of 5 bubbles Reviewed 7 August 2016

As part of our family vacation this year I wanted to go sailing for my portion of our trip. Tim and Jan were wonderful hosts and we actually sailed under wind power only for most of the trip! Most sailboat charters that I have looked into in the past simply put their sail up but actually motor around with their... More 

Helpful?
Thank james a
Nashville, TN
Level Contributor
12 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 27 July 2016

We loved our first sailing experience. Beautiful and relaxing. Jan made sure we have everything we needed. We can't say enough wonderful things about them and their hospitality. Highly recommend!

Helpful?
Thank DeetsNashville_TN

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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?