We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
All 102 Sarasota Attractions »

Key Sailing

2 Marina Plaza, E-18, Marina Jack, Sarasota, FL 34236
941-346-SAIL
Ranked #1 of 29 tours in Sarasota
5.0 of 5 stars 208 Reviews
Type: Boat Tours
Traveller Description: Key Sailing at 941-346-7245, is currently the most popular 5 star tourist attraction on Trip advisor for things to do in Sarasota-Jan is ALWAYS the... more »
Useful Information: Activities for older children
Update attraction details
Write a Review

208 reviews from our community

Visitor rating
    200
    2
    3
    3
    0
Date Rating
Winter Park, Florida
1 review
5 of 5 stars Reviewed 18 May 2012

We spent a glorious evening sailing off into the sunset! My wife and I were celebrating our 30th wedding anniversary. Tim and Jan were warm, friendly and engaging! They keep their boat in excellent condition. It is spacious and very comfortable. I especially appreciate their efforts to keep the groups small. It made for a very pleasant cruise! We were... More

Was this review helpful? Yes
Boca Raton, Florida
Reviewer
3 reviews 3 reviews
Reviews in 2 cities Reviews in 2 cities
5 of 5 stars Reviewed 15 May 2012

Our family had a fantastic, fun and relaxing sailboat journey. Jan and Tim provided such wonderful and friendly service that we felt like family. We will definitely return.

Was this review helpful? Yes
Fallston, Maryland
2 reviews
Reviews in 2 cities Reviews in 2 cities
5 of 5 stars Reviewed 1 May 2012

We and two other couples chartered a 3-hour sunset cruise which certainly lived up to our expectations--and exceeded those of a couple of us "sailors," one who was afraid of the water in general, and one who had a very bad back and wasn't up for any 'adventures'. We especially appreciated that we were able to have exclusive charter of... More

Was this review helpful? Yes
Sarasota
1 review
5 of 5 stars Reviewed 28 April 2012

We went on a sunset sail last night with 3 other couples and had the most wonderful time. As others have said, Tim and Jan are lovely couple who have led and continue to lead an amazing life. They will tell you all about it if you like or if you wish to be alone with your thoughts, soaking in... More

Was this review helpful? Yes
floridaglobetrotters, Owner at Key Sailing, responded to this review
30 April 2012

YOU, our guests, are THE BEST. Your private charter group was so much fun. And remember, if you come back as a couple on a group charter joining srangers, there will never be more than two other couples joining you. Hope to see you again soon! More

Mount Vernon, Ohio, United States
Contributor
11 reviews 11 reviews
Reviews in 3 cities Reviews in 3 cities
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 24 April 2012

Tim and Jan----Wow---amazing, loving couple! It was there anniversary and they were entertaining us! What an amazing story they have to share. We so enjoyed meeting them and hope to see them again in the future. Read their book! Go Bucks!!! Wendy and Monique, OH

Was this review helpful? Yes
Spring Hill, FL
1 review
5 of 5 stars Reviewed 22 April 2012

Tim and Jan are delightful, warm people who make you feel so comfortable. My husband and I went to Sarasota for a few days' getaway, and this was by far the highlight. The whole setting is beautiful, and we even saw a frolicking dolphin! You can choose to converse with Tim and Jan or relax in private up at the... More

Was this review helpful? Yes
2 reviews
5 of 5 stars Reviewed 21 April 2012

I proposed to my girlfriend of two years on their boat!!! Jan was wonderful working with me throughout the week leading up to it. These are truely great people. They really make you feel like your part of their? family. I proposed right as we sailed under the Ringling bridge/causeway. She said YES! Take a trip with Jan and Tim... More

Was this review helpful? Yes
1 review
5 of 5 stars Reviewed 21 April 2012 via mobile

My boyfriend surprised me with sailing with Tim and Jan. The weather was overcast due to the bad weather that was to come but it was so amazing none the less. Tim and Jan are two great people and they go out of their way to make you feel like you belong on their sail boat. Due to the weather,... More

Was this review helpful? Yes
Big Sky, Montana
Reviewer
4 reviews 4 reviews
Reviews in 3 cities Reviews in 3 cities
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed 19 April 2012
1
person found this review helpful

On a girl's trip to Florida last week, we booked a morning Dolphin Cruise with Key Sailing. Jan & Tim were our crew. What a wonderful way to get acquainted with Sarasota & learn a lot about the area. Beautiful boat and a perfect sail. Nothing better than heading out of the marina with a complimentary cup of Starbuck's and... More

Was this review helpful? Yes
Rockford, IL
1 review
5 of 5 stars Reviewed 18 April 2012

This is the first time I've ever felt compelled to contribute review of any of our travels, but a sunset sail with Key Sailing is a must if you visit the Sarasota-Siesta Key area in Florida. If you're looking for a quiet cruise full of personality and history, Ken (captain) and Jan (owner)--and by the way long-time married--you'll find it... More

Was this review helpful? Yes

Travellers who viewed Key Sailing also viewed

Siesta Key Public Beach
4.5 of 5 stars 711 Reviews
Sarasota, FL
Almost Heaven Kayak Adventures
5 of 5 stars 126 Reviews
Sarasota, FL
 
Sarasota Paddleboard Company
5 of 5 stars 25 Reviews
Sarasota, FL
St. Armands Circle
4.5 of 5 stars 437 Reviews
Sarasota, FL
 

Been to Key Sailing? Share your experiences!

Write a Review Add Photos Add Videos

Owners: What's your side of the story?

If you own or manage Key Sailing, register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.

Manage your listing
See all sites
Cruise Critic

The ultimate cruise resource: cruise reviews, deals, news and advice.

SeatGuru

The world's most comprehensive source for airline seats, airline info, & in-flight amenities.

Family Vacation Critic

The best family holidays start here.

Best beach houses of 2012 »