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Breezin Sailing Charters

201 William St, Dock E Slip #7, Key West, FL 33040-6679
+1 305-797-1561
Review Highlights

We arrived and Capt D was ready and waiting. We boarded, went through the obligatory safety... read more

Reviewed 3 days ago
Magnolia, Texas
via mobile
Sunset and moonrise

What a sail. Captain Dennis is amazing. Super accommodating and entertaining. There was no... read more

Reviewed 2 weeks ago
george w
via mobile
Read all 178 reviews
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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.
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Travellers talk about
“captain dees” (35 reviews)
“sunset sail” (20 reviews)
201 William St, Dock E Slip #7, Key West, FL 33040-6679
+1 305-797-1561

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Reviews (178)
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1 - 10 of 176 reviews

Reviewed 3 days ago via mobile

We arrived and Capt D was ready and waiting. We boarded, went through the obligatory safety instruction and began sharing stories. Capt D was not only accommodating he was a hoot to spend the evening with. I asked if I could help crew and he...More

Thank Buffalo1022
Reviewed 2 weeks ago via mobile

What a sail. Captain Dennis is amazing. Super accommodating and entertaining. There was no pressure on us and never a reference about the time. Just enjoy the night. - George & Ana

Thank george w
Reviewed 2 weeks ago

This was a surprise from my wife. Walked out of our hotel and onto the docks, and there was this beautiful boat and its amazing crew, ready for our sunset sail! We were immediately charmed by the personalities of Captain Dees and April, who were...More

Thank Christopher T
Reviewed 3 June 2017 via mobile

Wow!! Exceeded our expectations! Had a great night! Crew made it very interesting and fun. Highly recommend!

Thank Christina D
Dennis K, Owner at Breezin Sailing Charters, responded to this reviewResponded 7 June 2017

Ours too we had so much fun sailing with all of you!!!

Reviewed 4 May 2017 via mobile

A cruise on Breezin’ truly put an exclamation point on our trip to Key West! Fantastic. The boat is beautiful, stable, and seaworthy. Captain Dees is the consummate host, serving up drinks and hors d'oeuvres on our trip that included fresh fruit, cheese and crackers,...More

Thank John J
Reviewed 27 April 2017

My husband booked a private sunset cruise with Breezin Charters as an opportunity for our 35th wedding anniversary and vow renewal - Dennis and April made everything just perfect! Smooth sailing with expert navigation, champagne/prosecco/wine/fresh fruits/cheeses, romantic music, cozy seating, roses....I could go on and...More

Thank Robin C
Reviewed 27 April 2017

On our 20th wedding anniversary we spent a few days in key west. through the hotel concierge we were able to get a sailing day with Captain Dennis on his 42 foot sail. What a trip! The day was beautiful and his skill in sailing...More

Thank Ralph9590
Reviewed 11 March 2017

I was so happy I went on the snorkeling cruise. I am not a boating person and was apprehensive about going. Dennis and Brenda were both wonderful and made feel very comfortable. I had a wonderful time! I was even able to steer the boat....More

Thank cmeyer0160
Reviewed 16 February 2017

I am SO thrilled we booked this. It's been nearly two weeks now and I'd give anything to be going back and do it all again. The experience was just perfect in every way. Dennis is a charming host and Susan, who was also sailing...More

Thank lucycharles86
Reviewed 15 February 2017

We also happened on Dennis and the Breezin by accident. We had booked a 3 hour dolphin trip thru our hotel which brought us to the dock. The original boat was in dry dock so there was a replacement boat, which honestly was in disgraceful...More

Thank waitressindistress
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