Key West Fly Fishing

Key West Fly Fishing Fly Fishing the Flats of Key West, the Marquesas, the Florida Keys and Beyond with Capt. Dexter Simmons. Capt. Join Capt.

Dexter Simmons Key West Fly Fishing Guide and fishing companion for the Florida Keys, Key West, the Marquesas, the Bahamas, Belize, Cuba. Dexter Simmons on a flats fishing adventure for Tarpon, Bonefish, Permit, Barracuda, Shark, and more! Fly Fishing and Spin Fishing equipment provided. Day and Multi-Day Destination Fishing excursions to remote fishing locations in the Florida Keys, Bahamas, Belize and Cuba!

Fly Fishing in Jardines de la Reina, Cuba last week with a buddy, caught 59 Bonefish, 15 Tarpon, many shots at Permit.  ...
04/06/2025

Fly Fishing in Jardines de la Reina, Cuba last week with a buddy, caught 59 Bonefish, 15 Tarpon, many shots at Permit. April, 2026 Hosted Trip planned. Email me at [email protected] for details.

Just returned from Jardines de la Reina, Cuba, an epic trip for 2 of us, Tarpon 20-40 # jumped and landed daily, 59+ Bon...
04/05/2025

Just returned from Jardines de la Reina, Cuba, an epic trip for 2 of us, Tarpon 20-40 # jumped and landed daily, 59+ Bonefish caught, Dozens of shots at Permit! April, 2026 Hosted Group Trip Planned…email me for details - [email protected]

Jim with a nice Bonefish on a Gotcha fly today
03/24/2025

Jim with a nice Bonefish on a Gotcha fly today

Todd with a Keys Bonefish, they have been plentiful lately!
03/16/2025

Todd with a Keys Bonefish, they have been plentiful lately!

17 Bonefish, all at least 5 # or more caught and released in one morning on the Cayo Chocolate’ flats, Jardines De La Re...
03/01/2025

17 Bonefish, all at least 5 # or more caught and released in one morning on the Cayo Chocolate’ flats, Jardines De La Reina. Epic!

Sunset, Kalapaki Bay, Kauai
02/07/2025

Sunset, Kalapaki Bay, Kauai

Merry Christmas, Happy New Year, Happy Holidays to all of my friends!  So thankful for all of the great moments on the w...
12/20/2024

Merry Christmas, Happy New Year, Happy Holidays to all of my friends! So thankful for all of the great moments on the water here in the Fabulous Florida Keys, Key West, Cuba and Belize!

Enjoy and Give Thanks Everyone!
11/28/2024

Enjoy and Give Thanks Everyone!

American voters need to realize that the choice in this election is crystal clear!  You either vote for HATE or vote to ...
10/25/2024

American voters need to realize that the choice in this election is crystal clear! You either vote for HATE or vote to GROW! I am voting to GROW with a candidate who has an OPTIMISTIC vision for the future of our great country, Kamala Harris for President!

10/25/2024

Fascism is a far-right, authoritarian, ultranationalist political ideology and movement, characterized by a dictatorial leader, centralized autocracy, militarism, forcible suppression of opposition…Trump is a Fascist and a threat to our democracy.

When not taking Key West Fly Fishing charters, I am working as a Substitute Teacher at Key West High School where there ...
09/14/2024

When not taking Key West Fly Fishing charters, I am working as a Substitute Teacher at Key West High School where there is a significant population of Haitian students learning English. I have to say that they are all legal immigrants who are a joy to interact with in and out of the classroom. They all have Haitian parents who work hard in Key West businesses. They are respectful, law abiding citizens. Do not believe the hate you hear from politicians seeking to deport legal immigrants based on unfounded conspiracy theories!

A pirate looks at 72!  Chillin in the Swim Spa on Sugarloaf Key wearing JB Captain’s Cap at Slack Tide.  Bubbles Up, Fin...
09/02/2024

A pirate looks at 72! Chillin in the Swim Spa on Sugarloaf Key wearing JB Captain’s Cap at Slack Tide. Bubbles Up, Fins Up, “occupation’s just not around”, Happy Labor Day!

Happy Labor Day Weekend to all!  Magnificent Day at Bahia Honda State Park in the Fabulous Florida Keys celebrating life...
08/31/2024

Happy Labor Day Weekend to all! Magnificent Day at Bahia Honda State Park in the Fabulous Florida Keys celebrating life with Mary Simmons remembering Jimmy Buffett Day 2024. The park is naturally gorgeous is with just a few fellow citizens lapping up the Sun rays, Ocean waves, and “License to Chill” vibe. Feeling blessed to be alive!

Marquesas Tail Walker Tarpon by Angler Dan
05/14/2024

Marquesas Tail Walker Tarpon by Angler Dan

Cuba Bonefish Jardines de la Reina
03/17/2024

Cuba Bonefish Jardines de la Reina

Baby Tarpon available now in Key West, Big Tarpon on the way!
02/22/2024

Baby Tarpon available now in Key West, Big Tarpon on the way!

George with a Bonefish caught on fly in Key West, 1 of several hooked up.
02/19/2024

George with a Bonefish caught on fly in Key West, 1 of several hooked up.

Address

1801 North Roosevelt Boulevard/P. O. Box 2006
Key West, FL
33045

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