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Breezin Sailing Charters
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Travellers talk about
“captain dennis”(67 reviews)
“beautiful boat”(16 reviews)
“sunset sail”(23 reviews)
Breezin the Keys with Captain Dees - Private sailing charters, sailing lessons, snorkeling, weddings and memorials. Learn the fundamentals of sailing! Or just sit back, relax and enjoy a beautiful Catalina 42 foot sailboat.
201 William St, Dock E Slip #7, Key West, FL 33040-6679
+1 305-797-1561
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Reviews (197)
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All reviews captain dennis beautiful boat sunset sail hummus fresh fruit nice champagne anniversary cruise main sail healthy snacks half day sailing crackers awesome sunset homemade salsa highlight of our trip great sail laid back recommend this trip
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1 - 10 of 195 reviews
Reviewed 4 days ago via mobile

Captain Dees half day sail was so worth it! He taught us the basics of sailing and we had a beautiful day out on the water. He’s so enthusiastic about sailing and sharing his sailing knowledge. Will definitely sail again with him next time we...More

Date of experience: December 2018
Thank Pattty26y
Reviewed 21 October 2018 via mobile

Over and over we can't say enough. It is the best customer service you can get anywhere. And we love April!!!

Date of experience: October 2018
Thank GEOinUSA
Reviewed 20 October 2018 via mobile

We had such a fun evening cruising with Capt Dees and his mate April. Dennis was so welcoming and friendly. Both he and April couldn’t be more accommodating. The sail boat is so pretty. Can’t wait to come back!!!

Date of experience: October 2018
Thank roseauf
Reviewed 8 October 2018

If I could give Capt Dennis 5 stars I would. The charter was so fun in fact, that before we got back to his slip, I'd scheduled another outing for two days later. He is such a fun guy who never meets a stranger. His...More

Date of experience: October 2018
Thank Pam T
Dennis K, Owner at Breezin Sailing Charters, responded to this reviewResponded 9 October 2018

Pam! Thank You So Much!!! It was so much fun having you and Jean out sailing!!! You both have the potential to be great sailors! The way you both steered Breezin you would think you had done it all your lives! Plus the way you...More

Reviewed 6 August 2018

My husband, son, daughter and I wanted to go sailing in Key West. Research led us to Captain Dennis and Breezin Charters. What a wonderful day we had! Dennis is so friendly and accommodating. I'm not into snorkeling, but my husband really enjoys it. Dennis...More

Date of experience: July 2018
Thank jwteachout
Reviewed 6 August 2018

WONDERFUL!!! Captain Dennis and the Breezin' are BOTH fantastic... Captain Dennis let our son act as Mate and help with the sails as well as pilot the Breezin' while Shannon and I lazed in deck chairs at the bow, eating cheese and crackers along with...More

Date of experience: August 2018
Thank box2463
Reviewed 25 July 2018

The sailing trip was AWESOME and it was my best day of my life! Before the sailing I only had the guess to see dolphins and at that moment I didn't know about the future movements. As of the first moment April and Capt.Dees were...More

Date of experience: April 2018
Thank BorsD3
Reviewed 20 July 2018

I booked the trip based off of all of the 5 star reviews on TripAdivsor. In the back of my mind I was hoping that the reviews were not "bought" reviews and wished for the best. I am glad that I booked Capt. Dees, he...More

Date of experience: July 2018
Thank Michael S
Reviewed 6 July 2018 via mobile

6 of us chartered yacht and we had a great day. Dees ( Denis) the captain is suck a lovely guy and full of character. He makes the day so personal. We visited the old lighthouse for snorkelling. On the way we we say dolphins...More

Date of experience: July 2018
1  Thank HoppersAgain
Reviewed 20 June 2018

My wife and I were in Key west for our Anniversary and wanted to take a sunset sail. After looking around, we booked with Breezin Sailing after a recommendation from our Hotel concierge. We had a wonderful time and Dennis and April are just great...More

Date of experience: June 2018
1  Thank jhirjak
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Questions & Answers
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Marie H
18 June 2018|
Response from Dennis K | Property representative |
No I'm so sorry we just do Sunset, Half Days and Full Days.