Damn Good Fly Fishing Charters In Islamorada

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4.99/5 Average Rating

Recently Booked Fly Fishing Charters In Islamorada, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Chasing Tarpon

100% (8)
24 ft 1 - 4 People From $900
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 Islamorada

Islamorada Fishing

100% (15)
17 ft 1 - 2 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

Back Country Bonanza

100% (28)
17 ft 1 - 2 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Islamorada

Backcountry / Flats Fishing Trip

100% (4)
27 ft 1 - 12 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

Islamorada Backcountry Or Nearshore

100% (3)
24 ft 1 - 4 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Islamorada

Tarpon On The Fly

100% (2)
18 ft 1 - 2 People From $550

Top Types of Fly Fishing Trips in Islamorada

What makes Captain Experiences Damn Good?

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis.

Damn Good Guides

Experts Available 24/7

Our US-based team is available 24/7 to help you with any questions or concerns.

Experts Available 24/7

100% Weather Guarantee

We want to keep everyone safe, so if the weather is bad we'll work with you to reschedule at no cost.

100% Weather Guarantee

4.9 / 5 Average Rating

We hand pick our Damn Good Guides, and our network spans across North America and beyond.

4.9 / 5 Average Rating

“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

Top Species for Fly Fishing in Islamorada

All Target Species in Islamorada

  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

More Fly Fishing Charters In Islamorada, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

FL Keys Flats Fishing

100% (15)
18 ft 1 - 2 People From $600
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Islamorada Tarpon On The Fly

100% (15)
18 ft 1 - 2 People From $550
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% (78)
22 ft 1 - 4 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Islamorada

Epic South Florida Fishing

100% (5)
24 ft 1 - 4 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Big Time Shark Trip

100% (8)
24 ft 1 - 6 People From $900
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Islamorada Backcountry

100% (2)
20 ft 1 - 2 People From $650

Didn't Find What You Were Looking For?

Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.

The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options:

Everything to Know About Booking an Islamorada fly fishing charter

What are the best fly fishing charters in Islamorada?

The best fly fishing charters in Islamorada are:

Why should I book a fly fishing charter in Islamorada with Captain Experiences?

Our Damn Good Guides currently offer 49 fly fishing trips in Islamorada, and the most popular trips in the area are Chasing Tarpon guided by Billy, Islamorada Fishing guided by Ken, and Back Country Bonanza guided by Eric.

Our guides in Islamorada are rated a 4.99 out of 5 based on 7439 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 Islamorada? Check out our beginner and family friendly fly fishing guides in Islamorada.

What types of fly fishing charters are common in Islamorada?

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

The most commonly sought after species for fly fishing in Islamorada are: 1. red snapper, 2. tarpon, 3. permit, 4. redfish, and 5. snook.

How much do Islamorada fly fishing charters cost?

Prices for fly fishing in Islamorada can range anywhere from about $653 to $1,900, but the average price for a half day trip for fly fishing in Islamorada is $917. The average price for a full day trip for fly fishing in Islamorada is $1,285.

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 Islamorada?

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

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

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

Recent Reviews

  • ★★★★★
    Our outing with Captain Randy was great! It was my 12 yr old son's first time salt water inshore fishing trip. We made the best of extremely windy conditions, enjoyed some sunshine and caught fish. Randy was very patient and kind with my son, as it was his first time throwing a spinning reel and we had some small missteps along the way. The best result, and the one that means the most to me, was that my son LOVED our time on the water and wanted to go back out the next day!

    Stephen G. | June 1, 2026

    Trip: FL Keys Flats Fishing

  • ★★★★★
    My dad and I were able to squeeze in on a charter with Captain Eric fairly last minute which was awesome! He got us both on some sea trout first thing in the morning, lined us up on some tarpon but before I was able to take any shots on the fly rod, we spooked a tarpon and in came the bull sharks. We buzzed over to a different flat where I had shots at both snook and redfish. I didn’t end up making any of my shots with the fly rod but this was also my first saltwater fly fishing experience as well as my first guided trip so it was all pretty new to me. I’m just stoked we were able to get out in the first place. But I wouldn’t hesitate to recommend Captain Eric and I certainly wouldn’t turn down another opportunity to have him guide us! He’s quiet but very focused and knowledgeable about the marine life and was able to give me casting tips as well with the fly rods. Thank you again for squeezing us in Eric!

    Jonathan S. | May 22, 2026

    Trip: Back Country Bonanza

  • ★★★★★
    Had a fun day out with Capt Chris. Although the wind and grass made the fly fishing challenging, he made every effort to navigate nature with alternative locations. The switchover to bait-cast resulted in several mangrove snappers, as well as trying for tarpon & snook. Would re-book in a blink with Capt. Chris at the helm!

    Tom S. | May 14, 2026

    Trip: Islamorada Live Action Fishing

  • ★★★★★
    Great day with Ken! Had a blast kept us in the fish all day long. Couldn’t have asked for a better experience. Will definitely be booking him again on our next trip.

    Brian L. | April 29, 2026

    Trip: Islamorada Fishing

  • ★★★★★
    Excellent trip with Andrew Very knowledgeable wood recommend him to anybody wanting to come to the keys

    David G. | April 24, 2026

    Trip: Key Largo Silver Kings

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Other Fishing Techniques in Islamorada

Last updated: June 7, 2026

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