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

TripAdvisor Reviewer Highlights

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Fabulous Sailing

We thoroughly enjoyed our sail with Tim and Jan, owners of Key Sailing. They are the friendliest hosts and experienced sailors. Ours was a two hour mid-afternoon cruise, they... read more

5 of 5 bubblesReviewed yesterday
cararro
,
New York City, New York
via mobile
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356 Reviews from our TripAdvisor Community

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Showing 347: English reviews
New York City, New York
Level Contributor
585 reviews
226 attraction reviews
common_n_attraction_reviews_1bd8 181 helpful votes
5 of 5 bubbles Reviewed yesterday NEW via mobile

We thoroughly enjoyed our sail with Tim and Jan, owners of Key Sailing. They are the friendliest hosts and experienced sailors. Ours was a two hour mid-afternoon cruise, they also offer sunset, half and full day sailing.

Helpful?
Thank cararro
Raleigh NC
Level Contributor
13 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 8 helpful votes
5 of 5 bubbles Reviewed 1 week ago

Had a wonderful Sunday afternoon sail in beautiful weather with great hosts Capt Tim and Jan. Very relaxing time in a comfortable setting with complimentary fruit, cheese, chocolates and soft drinks/water. Also enjoyed the sights like the Ringling estate and learning more about the Sarasota area. My husband and I love sailing and considering possibly purchasing one. Capt Tim and... More 

Helpful?
Thank dobieowner
Belpre, Ohio
Level Contributor
24 reviews
15 attraction reviews
common_n_attraction_reviews_1bd8 20 helpful votes
5 of 5 bubbles Reviewed 18 January 2017

We sailed on the 41' yacht on Christmas Eve, on a perfect, sunny day and slight winds. I was a bit scared at first, that I would feel sea sick, however, much to my surprise, the sailing nearly put me to sleep. We had a private trip with total of 4, and the captain and his wife are so nice.... More 

Helpful?
Thank Lee S
Calgary, Canada
1 review
5 of 5 bubbles Reviewed 5 January 2017

We sailed with Key Sailing in December and had an incredible time. The weather was perfect, views are stunning, but the real draw was the wonderful hosts. Captain Tim and Jan are genuine, warm and welcoming people who have a rich knowledge of sailing and the area. Will definitely be back!

Helpful?
Thank TaraLiann
Uniontown, Alabama
1 review
5 of 5 bubbles Reviewed 3 January 2017 via mobile

Loved it awesome people very clean and courteous owner operated so the person you talk to to reserve your trip will be your captain.

Helpful?
Thank bamafarmer
Sarasota, Florida
1 review
5 of 5 bubbles Reviewed 22 December 2016

We had a great time out on the Key Breeze! Tim and Jan were great with our three kids, letting them each steer the boat and answering their many questions. They are wonderful hosts, telling us about themselves with many local stories, and remembering our family from the last time several years ago that we went out on their boat.... More 

Helpful?
Thank bernsteinpam
Hopkinsville, Kentucky
Level Contributor
43 reviews
20 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 6 December 2016

This was a great sunset excursion from the marina across the bay and out Big Sarasota Pass for a sunset on the Gulf of Mexico. Tim and Jan were superb hosts. We took the trip with two close friends who were visiting us in Sarasota and they enjoyed it very much. We highly recommend this trip for couples.

Helpful?
Thank Barbara n
Detroit, Michigan
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 5 December 2016 via mobile

Had a magical afternoon sail. Captain Tim and Jan made us feel special and treated us like we were the only couple aboard a private sail. Weather was perfect, Jan's knowledge of the area and history was great, gorgeous boat, and great times. It was the highlight of our trip. Thank you! Mary & John Michigan

Helpful?
1 Thank mweir1
1 review
5 of 5 bubbles Reviewed 11 November 2016 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 7 November 2016

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

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Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Key Sailing and other visitors
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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?