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.
The latest reviews. The lowest prices. The perfect place to shop for hotels.
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Get directions
Address: 2 Marina Plz # E-18, Marina Jack, Sarasota, FL 34236-8919
Phone Number:
941-346-SAIL
Website

TripAdvisor Reviewer Highlights

Read all 369 reviews
Visitor rating
  • 343
    Excellent
  • 6
    Very good
  • 5
    Average
  • 5
    Poor
  • 0
    Terrible
Outstanding!

We had a private charter for our group on 8 which included our 2 grandkids. It was raining the day we reserved the charter and we could not go out for our sail. Captain Tim and... read more

Reviewed 26 February 2017
coopcrew
,
Northville, Michigan
via mobile

Similar Things to Do in Sarasota

Add Photo Write a Review
Turn Your Opinions into Points!
Turn your opinions into JPMiles
Turn your opinions into PAYBACK Points
*You can enroll in only one programme at a time to earn rewards for reviews.
JPMiles / Payback Arrow
JPMiles / PAYBACK
50

369 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
  • More
Showing 359: English reviews
Northville, Michigan
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
Reviewed 26 February 2017 via mobile

We had a private charter for our group on 8 which included our 2 grandkids. It was raining the day we reserved the charter and we could not go out for our sail. Captain Tim and Jan were so accommodating and squeezed us in the next day which was the last day our grandkids were visiting. What a great time!... More 

Helpful?
Thank coopcrew
York, Pennsylvania
Level Contributor
7 reviews
Reviewed 25 February 2017 via mobile

Captain Tim & First Mate Jan are a knowledgeable seafarers with credentials to their vast travel & sailing life experience. Our private 2 hour sail encompassed delightful relaxation. PS Reverend Tim & Jan were involved in ministry as children & now

Helpful?
Thank Susan A
New York City, New York
Level Contributor
594 reviews
229 attraction reviews
common_n_attraction_reviews_1bd8 194 helpful votes
Reviewed 24 February 2017 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
15 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 10 helpful votes
Reviewed 18 February 2017

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
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
Reviewed 4 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
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
Reviewed 21 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
57 reviews
21 attraction reviews
common_n_attraction_reviews_1bd8 7 helpful votes
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 4 helpful votes
Reviewed 4 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

Travellers who viewed Key Sailing also viewed

Sarasota, Southwest Gulf Coast
Sarasota, Southwest Gulf Coast
 
Sarasota, Southwest Gulf Coast
Sarasota, Southwest Gulf Coast
 

Been to Key Sailing? Share your experiences!

Turn Your Opinions into Points!
Turn your opinions into JPMiles
Turn your opinions into PAYBACK Points
*You can enroll in only one programme at a time to earn rewards for reviews.
JPMiles / PAYBACK
50
JPMiles / Payback Arrow
Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Key Sailing and other visitors
2 questions
Ask a question
Questions? Get answers from Key Sailing staff and past visitors.
Posting guidelines
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?