Key West Fly Fishing
About
Fly Fish and Light Tackle fish the flats of the Fabulous Florida Keys and Key West with Capt. Dexter Simmons of Key West Fly Fishing. Tarpon, Permit, Bonefish, Barracuda, Shark, Jacks, Pompano, Mackerel, Sea Trout, Redfish and Snapper are all available while fishing with Capt. Dexter Simmons aboard "FlatsMaster". Fly Fishing and spin fishing equipment, instruction and your fishing licenses are all included in this world class guided fishing experience.
Sugarloaf Key, Florida
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Key West Fly Fishing
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Travelers talk about
(2 reviews)
(2 reviews)
(7 reviews)
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
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5.0
9 reviews
Excellent
9
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jobi
Colorado Springs, CO2 contributions
Jun 2022 • Solo
Dexter was amazing. I had never fly fished on the ocean before and he was a great teacher and very patient. Gave direction and then was quiet ti let me learn as I went. Had dozens of great casts to HUGE Tarpon. Just an amazing day! We never stopped except for a brief moment during a rainstorm. Got more than my $s worth and you get what you pay for…venmo process was easy and set up well. Best fishing trip ever! Highly recommend Dexter.
Written June 15, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

chris d
new jersey14 contributions
Apr 2015 • Solo
I fished 2 days with Captain Dexter in early April. We fished out of Key West Marina which was very convenient. I found him to be very knowledgeable. The weather conditions were not great but he was able to put me on fish both days. He has top of the line fly fishing gear and a nice flats boat. He was very professional and a very nice guy. I will definitely fish with him again.
Written April 10, 2015
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

zach c
San Francisco, CA9 contributions
Apr 2013 • Couples
Dexter is a real pro and treated my wife and I to one of the nicest trips I have ever had. I will certainly fish with Dexter again.
Written April 27, 2013
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

MarkandAsh
Savannah, MO6 contributions
Nov 2012 • Couples
I was very happy with our trip, and would book with Dexter again if we make it to the keys again. We cought plenty of fish, almost every cast at one point in our 4 hr trip.
Written November 11, 2012
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Heather
Savannah, GA2 contributions
May 2022
Capt Dexter was amazing!!! We fished the morning (father and son), and afternoon (mother and daughter-in-law) and despite our inexperience with fly-fishing, Capt Dexter was patient, a phenomenal teacher and got us on loads of tarpon within minutes of our departure from Geiger Key marina. Would recommend him to anyone and will fish with him each year we visit.
Written May 9, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

62neil
Canterbury, CT3 contributions
Apr 2018 • Couples
Caption Dexter really cares when he takes you out on his boat he tries to show you the best time and he knows the best spots to take you caught a lot of fish and he is a great guy if your thinking about doing any fishing please give him a call i would not fish with anyone else in the keys
Written April 12, 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Jonathan K
Austin, TX1 contribution
Apr 2016 • Friends
When I first emailed Captain Dexter to ask him if he was available the week my father and I we were planning to be in the Keys, he responded within a few hours to tell me yes. I was really impressed—not simply with his attentiveness, but with his thoroughness. He gave us all the information we needed, from what gear we'd need, what gear he'd provide, and what fish would be running that time of year. From that first email it only got better.

Being on the water with Captain Dexter is like spending time with an old friend. He is exceedingly friendly and makes you feel at home immediately. He is also a master at his craft, and in the case of my father and I, a wonderful teacher. While we've fished many, many times in our lives, we didn't have much fly fishing under our belt. Captain Dexter showed us a wealth of knowledge, and effortlessly got us up to speed in no time.

When it comes to the Keys and the flats, Captain Dexter's knowledge is second to none. He's been fishing the area for decades and it's immediately apparent that these waters are his second home. On the very first day he put us on fish right away, something that would happen many, many more times throughout our three day trip. We saw every kind of fish that was around, from tarpon to permit to bonefish to baracuda, and we had shots at all of them. And we were able to travel a pretty good amount around the keys, seeing parts of the Keys that many don't get a chance to, and which were exceedingly beautiful and full of wildlife including sharks, manatee, and sea turtles, among others.

I can't say enough good things about Captain Dexter. He is a great person and an amazing fishing guide. Our time on the boat was nothing but 100% fun. I can't wait to go back and fish with him again.

Jonathan
Written May 16, 2016
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Beachpanther
Wilmington, NC73 contributions
Dec 2014 • Friends
Captain Dexter provided an outstanding fishing experience for myself and a good buddy. He is extremely flexible and will tailor the trip to your interests and ability. We had pretty much no experience with fly fishing so we suggested a light tackle experience. It was a windy day yet he put us on the fish in comfortable settings. While not tarpon season he put us in front of some resident tarpon in a canal. This was. A little strange like fishing from a dock. Anyway we did see tarpon but none would hook up. Also we blue to see. Mantel up close. Next we moved out to a channel and must have caught 30 fish ranging from small mangove snapper, to a larger red snapper, multiple jacks and blue runners, and nearly landed a large black tip shark. We asked for some fly fishing lessons so he took us to a wind sheltered flt nod showed us some basic techniques. We re now inspired to learn some more nd bring some skills back for our next trip. Last stop was casting for barracuda along the flats and had some great hookups landing two large barracuda. A great day of fishing at a time of season when sport fish really weren't prevalent and the weather a little iffy. The Keys are beautiful waters and Captain Dexter Simmons provided a gret experience to see and do it justice. I would use him again and highly recommend him to others.
Written December 11, 2014
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

CBDB68
Sophia, NC111 contributions
Excellent fishing with Captain Dexter. Top quality boat and tackle. Extensive local knowledge, his experience is what you would expect from someone who has 20+ years on the water. Highly recommend fishing with him.
Written June 25, 2014
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Key West Fly Fishing (Sugarloaf Key) - All You Need to Know BEFORE You Go