Damn Good Fly Fishing Charters In Islamorada

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

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Recently Booked Fly Fishing Charters In Islamorada, Fl

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

Inshore Tarpon Trip

98% (66)
18 ft 1 - 2 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Islamorada

Bank And Bight Backcountry

100% (7)
18 ft 1 - 2 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

FL Keys Flats Fishing

100% (14)
18 ft 1 - 2 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Islamorada

Mahi, Tuna, & Billfish Trip

NEW
23 ft 1 - 4 People From $850
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% (22)
17 ft 1 - 2 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Islamorada Fishing

100% (6)
17 ft 1 - 2 People From $700

Top Types of Fly Fishing Trips in Islamorada

Top Species for Fly Fishing in Islamorada

“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

All Target Species in Islamorada

View Full Species Seasonality Chart »
  • 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

Backcountry / Flats Fishing Trip

NEW
24 ft 1 - 6 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Islamorada Tarpon On The Fly

100% (14)
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

98% (66)
22 ft 1 - 4 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Fly Fishing The Florida Keys

100% (7)
24 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, Flats Fishing in Islamorada

Islamorada Live Action Fishing

100% (31)
18 ft 1 - 3 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Islamorada

Islamorada Backcountry Or Nearshore

100% (1)
24 ft 1 - 4 People From $800
See All Fly Fishing Trips in Islamorada

Need a Place to Stay?

Everything to Know About Booking an Islamorada fly fishing charter

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

Our Damn Good Guides currently offer 38 fly fishing trips in Islamorada, and the most popular trips in the area are Back Country & Flats Fishing guided by Billy, Islamorada Fishing guided by Ken, and Inshore Tarpon Trip guided by Eric.

Our guides in Islamorada are rated a 4.99 out of 5 based on 5173 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 inshore fishing.

The most commonly sought after species for fly fishing in Islamorada are: 1. barracuda, 2. black drum, 3. bonefish, 4. jack crevalle, and 5. permit.

How much do Islamorada fly fishing charters cost?

Prices for fly fishing in Islamorada can range anywhere from about $650 to $1,600, but the average price for a half day trip for fly fishing in Islamorada is $838. The average price for a full day trip for fly fishing in Islamorada is $1,135.

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 fishing guide will always know the right rules and regulations in Islamorada.

Recent Reviews

  • ★★★★★
    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

  • ★★★★★
    Captain Larry exceeded our expectations. Worked hard all day to find numerous species. The boat was great and we had a great day. Highly recommend.

    Ben P. | July 6, 2025

    Trip: Reef to Offshore: Fishing Frenzy

  • ★★★★★
    Ken was great. Got right to spots while dodging storms. He was great with my 8 year old son. Great memories.

    Chris F. | July 6, 2025

    Trip: Islamorada Fishing

  • ★★★★★
    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

  • ★★★★★
    Our trip was great. He moved us to many different spots to catch fish. He also gave my son a lot of pointers and was patient with him.

    Melissa W. | June 17, 2025

    Trip: Bank and Bight Backcountry

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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:

See All Fly Fishing Trips in Islamorada