Damn Good Fly Fishing Charters In The Florida Keys

Check real-time availability and compare rates on Florida Keys fly fishing fishing trips. Confidently book your next day on the water.

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Recently Booked Fly Fishing Charters In The Florida Keys

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Big Pine Key

Big Pine Fly Or Light Tackle - 25'

100% (1)
25 ft 1 - 4 People From $850
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Tavernier

Classic Keys Flats And Backwater

NEW
18 ft 1 - 2 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Islamorada

Islamorada Backcountry Or Nearshore

100% (2)
24 ft 1 - 4 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Key West On Light Tackle & Flies

100% (11)
17 ft 1 - 2 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Homestead

Sportfishing The Everglades

100% (14)
25 ft 1 - 4 People From $700
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Islamorada

Flats Backcountry Quest

99% (68)
22 ft 1 - 4 People From $650

Top Types of Fly Fishing Trips in the Florida Keys

Top Species for Fly Fishing in the Florida Keys

“Our Damn Good Guides go above and beyond, and we’ve handpicked every single one. We’re passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

More Fly Fishing Charters In The Florida Keys

Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Keys Flats And Back Country Trip

100% (4)
18 ft 1 - 2 People From $500
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Tavernier

Tavernier Backcountry Fishing

100% (27)
18 ft 1 - 3 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Naranja

Key Largo Fishing Adventure

100% (7)
17 ft 1 - 2 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Layton

Florida Keys Skinny Water

100% (5)
16 ft 1 - 2 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Tavernier

Florida Keys Back Country Fishing

NEW
18 ft 1 - 4 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Cudjoe Key

Big Pine Key Action

100% (3)
18 ft 1 - 2 People From $500
See All Fly Fishing Trips in the Florida Keys

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Everything to Know About Booking a Florida Keys fly fishing charter

Why should I book a fly fishing charter in the Florida Keys with Captain Experiences?

Our Damn Good Guides currently offer 31 fly fishing trips in the Florida Keys, and the most popular trips in the area are Big Pine Fly Or Light Tackle - 25' guided by Zach, Classic Keys Flats And Backwater guided by Hunter, and Islamorada Backcountry Or Nearshore guided by Bruce.

Our guides in the Florida Keys are rated a 5 out of 5 based on 5945 verified reviews on Captain Experiences.

All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Looking for kid friendly fly fishing guides / fishing lessons in the Florida Keys? Check out our beginner and family friendly fly fishing guides in the Florida Keys.

What types of fly fishing charters are common in the Florida Keys?

Deep Sea fishing is the most popular type of fishing for fly fishing in the Florida Keys as well as inshore fishing, nearshore fishing, and flats fishing.

The most commonly sought after species for fly fishing in the Florida Keys are: 1. bluefish, 2. bonefish, 3. cero mackerel, 4. cobia, and 5. goliath grouper.

How much do Florida Keys fly fishing charters cost?

Prices for fly fishing in the Florida Keys can range anywhere from about $615 to $1,440, but the average price for a half day trip for fly fishing in the Florida Keys is $727. The average price for a full day trip for fly fishing in the Florida Keys is $1,051.

Is booking a fishing guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a fishing guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced fishing guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is on the water every day and knows the area like the back of their hand is going to give you the best chances of success.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for on a fly fishing charter in the Florida Keys?

The most popular season to go on a fly fishing charter in the Florida Keys is spring, and most anglers book their trips 31 days in advance.

Do I need a the Florida Keys fishing license and what are the bag limits in the Florida Keys?

See here for more information on fishing licenses in the Florida Keys, bag limits for target species, and fishing season regulations in the Florida Keys. When in doubt, your fishing guide will always know the right rules and regulations in the Florida Keys.

Recent Reviews

  • ★★★★★
    What an awesome guy,the most knowledgeable professional,his perseverance paid off in the end thanks for a great trip

    Dino M. | November 18, 2025

    Trip: Islamorada Backcountry Or Nearshore

  • ★★★★★
    Captain Jamie took us out in the early afternoon, and even though we knew the bite was a little slow at this time, we just wanted to get out and enjoy the water around beautiful Key West. He made the most of our four hours; we hit around four spots and even cruised over to the ocean side to try and find the bite that way. In this 4-hour trip, I got a crash course in fly fishing from one of the best. Jamie’s super laid-back, easy to talk to, and knows the area like the back of his hand. We wrapped up the trip with a gorgeous sunset; it was a 10/10 day all around. Even with the slow bite, it was one of the most scenic, educational, and unforgettable trips I’ve ever been on!

    Jonathan N. | November 6, 2025

    Trip: Key West On Light Tackle & Flies

  • ★★★★★
    Sean is the man!! We hopped out for an afternoon half day right on the tail end of some weird weather patterns and didn't have high hopes, but Sean relentlessly tried new techniques and locations to get us on some fish. I don't know that I've ever been out with a guide who has moved more or tried more techniques in a 4 hour fishing trip. He knew exactly when to say "this isn't working the fish aren't here, lets move on" which is an underrated skill in a guide. We found the flats empty of the usual suspects (tarpon permit bonefish), but we pivoted and hooked into cero mackerel, mutton snapper, and some barracuda. Sean has been fishing in Key West for 30+ years and won't steer you wrong!

    Jonathan N. | November 5, 2025

    Trip: Keys Flats And Back Country Trip

  • ★★★★★
    Eric was great. Polite, friendly and knowledgeable. We went out with him one day and went with his son Dylan the next. Both were great. Certainly recommend.

    Shane H. | July 9, 2025

    Trip: Flats Backcountry Quest

  • ★★★★★
    Eric was awesome!! I caught my first tarpon on a fly today!!! We also got in to some sea trout. It was a great day!

    Cindy R. | June 28, 2025

    Trip: Back Country Bonanza

Other Fishing Techniques in the Florida Keys

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