Book your Key West Fly Fishing Adventure


“Big Fish, Large Adventure, Release the Fish, Catch the Memory.”

Booking Details

Check availability and make payment arrangements for fishing dates with Capt. Dexter Simmons by email (
or by telephone: 305-304-5880 (cell & text)

All fishing charters include complimentary use of Sage and Loomis Rods, Tibor and Shimano Reels, Sci. Angler & RIO fly lines, Seaguar Flourocarbon leaders & tippets, hand tied flies and lures and all terminal tackle, an iced down cooler with bottled water and your fishing licenses (1-2 anglers per charter, if more anglers please advise).

We also take CASH, credit cards, debit cards, checks via Pay Pal! Just click on the product you wish to purchase:

Full Day

Book a FULL DAY FISHING TRIP ($800 PER 8 HOUR DAY) with Key West Fly Fishing!*

Fishing Trip Dates

6 Hour

Book a 6 HOUR FISHING TRIP ($700 PER 6 HOUR DAY) with Key West Fly Fishing!*

Fishing Trip Dates

Half Day

Book a HALF DAY FISHING TRIP ($600 PER 4 HOUR DAY) with Key West Fly Fishing!*

Fishing Trip Dates


Send a DEPOSIT ($200 PER DAY) for Fishing Trip with Key West Fly Fishing!*

Fishing Trip Dates

Belize Fishing Trip

7 day Belize fishing trip for July 10th – July 17th. 


Key West Fly Fishing

Book YOur Fishing Trip

Guided Saltwater Flats Fishing with Fly Rods and Light Tackle



We’re an old-fashioned sport fishing guide business. We respect your privacy.

We long for the good old days when a lady or gentleman would wait for a proper introduction from a mutual acquaintance before attempting to talk to a stranger; when calling cards would be left with the recipient’s butler or fishing friend, out of respect for the recipient’s privacy.

Alas, modern technology has allowed us many new ways to intrude on your privacy. But we won’t do it. Nor will we knowingly help any third party do it.

We don’t share your info. with anybody for any reason. We don’t even use it ourselves for anything more than the booking of a sport fishing trip that you have ordered.

We do not spam. We use your email address to contact you about the particular sport fishing booking you have made, but that is all.

We don’t send junk mail. We use your mailing address to send you sport fishing information, and nothing else.

We don’t use your phone number unless something has gone wrong with the ordering or delivery of your booked sport fishing trip, and we have to contact you quickly to make sure that you are on the same page with us.

And if we do leave you a calling card, we will apologize to your butler or fishing friend for having intruded on his or her privacy while doing it.  We just want to help you catch more fish!



Capt. Dexter Simmons

Proud Member of the Florida Keys National Marine Sanctuary Blue Star Guide Program.