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.

Breezin Sailing Charters

201 William St, Dock E Slip #7, Key West, FL 33040-6679
Share
Save
Review Highlights
15th Wedding Anniversary

My wife and I were in Key west for our Anniversary and wanted to take a sunset sail. After looking... read more

Reviewed yesterday
jhirjak
40th Anniversary cruise

From the moment we stepped on the dock Dennis and April made us feel like old friends . They knew... read more

Reviewed April 15, 2018
Tc D
,
Staten Island
via mobile
Read all 188 reviews
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Overview
More
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.
  • Excellent100%
  • Very good0%
  • Average0%
  • Poor0%
  • Terrible0%
Travelers talk about
“captain dees” (36 reviews)
“beautiful boat” (16 reviews)
“sunset sail” (21 reviews)
LOCATION
201 William St, Dock E Slip #7, Key West, FL 33040-6679
Write a ReviewReviews (188)
Traveler rating
Traveler type
Time of year
Language
All reviews
"captain dees"
in 36 reviews
"beautiful boat"
in 16 reviews
"sunset sail"
in 21 reviews
"hummus"
in 9 reviews
"anniversary cruise"
in 2 reviews
"main sail"
in 2 reviews
"fresh fruit"
in 9 reviews
"half day sailing"
in 2 reviews
"crackers"
in 6 reviews
"experienced captain"
in 2 reviews
"awesome sunset"
in 4 reviews
"trip to key west"
in 9 reviews
"highlight of our trip"
in 7 reviews
"four hours"
in 3 reviews
"great sail"
in 2 reviews
"recommend this trip"
in 3 reviews
"sea turtles"
in 3 reviews
Filter

1 - 10 of 186 reviews

Reviewed yesterday

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

Thank jhirjak
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed April 15, 2018 via mobile

From the moment we stepped on the dock Dennis and April made us feel like old friends . They knew it was our Anniversary and had champagne waiting for us . We had so many laughs with them . They had a beautiful arrangement of...More

Thank Tc D
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed March 11, 2018

(Digger & Dawn) were referred to Breezin by our Key West hotel, so glad they did. We were welcomed aboard and quickly felt that we had known Dennis and Trish for years, they are both great people. Had a terrific time, sailed for several hours...More

2  Thank SamDog717
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
See more reviews
Reviewed February 25, 2018

My wife and I were in Key West for only 4 days and we had booked an afternoon sail with Captain Dennis on his beautiful 42ft Catalina "Breezin", but as the wind was gusting over 25 knots he was reluctant to go. However after a...More

1  Thank david f
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed January 1, 2018 via mobile

Captain Dennis was a fantastic, chill host on his beautiful boat. It was a perfect day! We sailed out to a large, solitary reef, with a lot of variety of fish. We saw plenty of dolphins and a couple sea turtles. Highly recommended!

Thank Linda B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed November 30, 2017 via mobile

We thoroughly enjoyed the captain and his sloop Breezin on a half day sailing trip. Captain Dennis made our time so enjoyable by teaching us a bit about sailing, letting us steer the ship and having a super positive attitude about spending time on the...More

Thank cz4evR
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed November 23, 2017 via mobile

Fabulous private tour with Captain Dees out at sea. We had scrumptious vegan snacks and wine. We will be back to do it again without reservation.

Thank bushbaby101
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed November 14, 2017 via mobile

Just returned from my annual pilgrimage to the Keys and took two trips with Capt Dees—one with a friend and one solo—making this my 5th sail on Breezin. It’s my water therapy! First mate Susan was excellent: exceeded expectation in every way. Thank you, Susan!...More

Thank Jamie-SoloTraveler
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed November 8, 2017

Captains Dennis and April were a pleasure to spend the evening with on our sunset sail. We never do the large group boats, as once you've done one of these private charters, you just can't go back. Worth every penny for sure. The boat is...More

Thank JDM0225
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed August 8, 2017

Capt. Denny runs a great boat for couples and small groups. Friendly and professional, with a great sailboat. Personalized customer attention with a great deckhand in April.

Thank JRScoonass
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Nearby
Nearby HotelsSee all 51 hotels in Key West
The Marker Waterfront Resort
1,720 reviews
.04 miles away
Cypress House Hotel : Key West
541 reviews
.19 miles away
The Galleon Resort And Marina
518 reviews
.21 miles away
Hyatt Centric Key West Resort and Spa
2,535 reviews
.26 miles away
Nearby Restaurants
Prime Steakhouse
581 reviews
.12 miles away
Fisherman's Cafe
181 reviews
.10 miles away
Cuban Coffee Queen
2,484 reviews
.04 miles away
Eaton Street Seafood Market
1,035 reviews
.15 miles away
Nearby Attractions
Key West Historic Seaport
580 reviews
.01 miles away
​​​​​​​​​Key West Turtle Museum
42 reviews
.07 miles away
Classic Harbor Line
1,189 reviews
.07 miles away
Dolphin Watch
793 reviews
.03 miles away
Questions & Answers
Get quick answers from Breezin Sailing Charters staff and past visitors.
Note: your question will be posted publicly on the Questions & Answers page.
Posting guidelines
Submit
;