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.

Key Sailing

2 Marina Plz # E-18, Marina Jack, Sarasota, FL 34236-8919
Review Highlights
Very good

Tim and Jan were amazing. They booked us for a last minute trip. I felt as if I was with family. I... read more

Reviewed 1 week ago
Desiree R
via mobile
Memorable Experience

Captain Tim and Jan were wonderful! Beautiful sailing experience with attention given to making... read more

Reviewed 3 weeks ago
Sarasota, Florida
via mobile
Read all 376 reviews
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
  • Excellent97%
  • Very good1%
  • Average1%
  • Poor1%
  • Terrible0%
Travellers talk about
“key breeze” (52 reviews)
“captain tim” (63 reviews)
2 Marina Plz # E-18, Marina Jack, Sarasota, FL 34236-8919

Similar Things to Do in Sarasota

Write a Review
Reviews (376)
Traveller rating
Traveller type
Time of year

1 - 10 of 366 reviews

Reviewed 1 week ago via mobile

Tim and Jan were amazing. They booked us for a last minute trip. I felt as if I was with family. I did expect to go out a lot further than we did. My husband was able to take the helm for most of the...More

Thank Desiree R
Reviewed 3 weeks ago via mobile

Captain Tim and Jan were wonderful! Beautiful sailing experience with attention given to making the experience great for us! A beautiful day enjoying Sarasota bay, treats, chocolate, and flowers as a send off!! A wonderful day and experience I'll not forget! Thank you!

Thank SRQao
Reviewed 4 weeks ago via mobile

This was the most phenomenal amazing sailing trip and birthday I have had. Not crowded and very relaxing. Tim & Jan went above and beyond to make sure we have a great time. Jan even had flowers and birthday cookies. Saw dolphins and a great...More

Thank Inna M
Reviewed 21 June 2017

This was my second time sailing with Key Sailing. The first trip was so memorable we went back for more. My husband and I were booked for an anniversary sunset sail but when the rain set in during our scheduled time, Capt. Tim rebooked us...More

Thank b_noring
Reviewed 17 June 2017

Captain Tim and his wife Jan are amazing. Very accomodating, warm and great attention to detail. We had a phenominal time and highly recommend them! Angela Murray, Darren Dengler and Grace Murray

Thank pashn8flwr
Reviewed 10 June 2017

Captain Tim and First Mate Jan are sunny people to go with the Florida sunshine they dispense on their pleasant cruises. We took their 3 hour afternoon sail on what turned out to be a perfect day, including some hands-on sailing experience (optional, of course)....More

Thank sjhalasz
Reviewed 26 May 2017 via mobile

Jan and Captain Tim Thank you so much for such a beautiful sail. Everyone that went along for our sail with the two of you made a point of telling me how awesome it was for them, and honestly it was - personal, beautiful, easy...More

Thank Catherine Rose A
Reviewed 1 May 2017

I contacted several charters and so happy that I chose Key Sailing for my mother's service at sea. Captain Tim and his wife Jan were so accommodating and respectful of our wishes that day. Captain Tim took us just off the northern tip of Siesta...More

Thank ckb2000
Reviewed 25 April 2017 via mobile

Captain Tim and Jan made our sunset sail a special trip. Captain Tim shared his wealth of sailing knowledge while we enjoyed "friendly" winds with the motor off. Jan was so very welcoming and enthusiastic. It is obvious they love this life aboard the Key...More

Thank Christy M
Reviewed 21 April 2017 via mobile

If you are in the Sarasota area and looking to get out on the water, sailing with Tim and Jan is the way to go. All around amazing experience. Will definitely be sailing with them again when my wife and I are back in the...More

Thank Nick S
Nearby Restaurants
Selva Grill
725 reviews
.41 km away
First Watch Restaurant
277 reviews
.50 km away
Marina Jack
1,220 reviews
.01 km away
Bijou Cafe
435 reviews
.52 km away
Nearby Attractions
Unconditional Surrender Sculpture
688 reviews
.26 km away
Marina Jack II
398 reviews
.02 km away
Bayfront Park
120 reviews
.32 km away
Sarasota Farmers Market
167 reviews
.63 km away
Questions & Answers
Get quick answers from Key Sailing staff and past visitors.
Note: your question will be posted publicly on the Questions & Answers page.
Posting guidelines