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Key Sailing

2 Marina Plz # E-18, Marina Jack, Sarasota, FL 34236-8919
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Review Highlights
Anniversary cruise

We went on the cruise with Jan and Tim after our original plans fell through. Well, we couldn’t... read more

Reviewed 4 days ago
audreyrigot
via mobile
Perfect Experience

My husband and I took a private 2 hr late afternoon sailing cruise with Tim & Jan and it turned... read more

Reviewed 1 week ago
Denise W
,
Huntington Beach, California
via mobile
Read all 406 reviews
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Overview
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Providing private and group daytime and sunset sailing charters. Husband and wife crew has 40 over years of sailing experience together.
  • Excellent96%
  • Very good1%
  • Average1%
  • Poor1%
  • Terrible1%
Travellers talk about
“key breeze” (53 reviews)
“captain tim” (71 reviews)
LOCATION
2 Marina Plz # E-18, Marina Jack, Sarasota, FL 34236-8919
Write a ReviewReviews (406)
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All reviews
"key breeze"
in 53 reviews
"captain tim"
in 71 reviews
"sailing experience"
in 42 reviews
"sunset sail"
in 31 reviews
"private charter"
in 16 reviews
"sarasota bay"
in 42 reviews
"great sailing"
in 7 reviews
"love sailing"
in 4 reviews
"hour afternoon"
in 4 reviews
"perfect weather"
in 6 reviews
"wonderful sunset"
in 4 reviews
"perfect afternoon"
in 4 reviews
"siesta key"
in 21 reviews
"amazing experience"
in 7 reviews
"marina jack"
in 6 reviews
"gulf of mexico"
in 8 reviews
"highlight of our trip"
in 5 reviews
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1 - 10 of 396 reviews

Reviewed 4 days ago via mobile

We went on the cruise with Jan and Tim after our original plans fell through. Well, we couldn’t have asked for a better anniversary celebration. It was a beautiful night for sailing and Jan and Tim couldn’t have been more hospitable. They did everything to...More

1  Thank audreyrigot
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 1 week ago via mobile

My husband and I took a private 2 hr late afternoon sailing cruise with Tim & Jan and it turned out to be way more then we expected. They were the most gracious people and we felt so comfortable with them right away. Hearing about...More

1  Thank Denise W
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 1 week ago via mobile

We had an evening sail and it was beautiful. Both Capt Tim and Jan explained several aspects of sailing to us and pointed out landmarks surrounding us. My birthday was the following day and Capt Tim played the guitar and sang for me while Jan...More

1  Thank mlwalker1
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
See more reviews
Reviewed 2 weeks ago via mobile

We were impressed by Capt Tim and Jan's warm hospitality. They were genuinely friendly and worked well together. We felt absolutely comfortable with their competency on the sailboat as well as their flexibility and professionalism booking it. Our originally scheduled date was rained out so...More

1  Thank Mary E
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 weeks ago via mobile

Family outing on a sunny Thursday afternoon. The boat comfortably held six of us ( husband and wife boat owners included). Jan offered some local history.....and Dove chocolates! Tim strummed and sang “Happy Birthday” to the “ birthday girl” on his guitar. The sailboat ride...More

1  Thank tdl253
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 weeks ago via mobile

Capt Tim surprises us with his guitar talent for my upcoming Birthday. This our fourth time out sailing with Jan & Capt Tim. They let us take the helm, relax on deck, or converse whatever topics come to mind. The choice is always ours. We...More

1  Thank sherrysea620
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 3 weeks ago

My bf mentioned one day that we would like to go sailing, so I looked online for different options and Key Sailing came up. I booked my trip in Nov '17 for my bf's bday April '18. It was TRULY an amazing time!!! The weather...More

1  Thank carajae00
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 3 weeks ago via mobile

We got to experience this beautiful sunset sail on a day that looked like the only thing we were going to see was clouds. We were all surprised when we came across this sunset. This sailboat tour is for groups of 6 or less. Even...More

1  Thank Joy G
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 3 weeks ago via mobile

We didn't think we were going to be able to go because of bad weather but luckily it cleared up and we got to enjoy a lovely sunset sailboat outing. They were wonderful to us and made us feel very special.

1  Thank Jenedwards1
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 27 April 2018 via mobile

We took a 2 hour afternoon sail around the beautiful harbors around Sarasota/ Siesta Key. It was an extremely enjoyable and relaxing experience. They made us feel welcome. My wife and I relaxed on deck while we sailed around the bay enjoying the views of...More

1  Thank MikkFun
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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