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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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% (13)
24 ft 1 - 4 People From $900
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
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Islamorada

Backcountry / Flats Fishing Trip

100% (5)
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

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

Experts Available 24/7

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

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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
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% (83)
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% (13)
24 ft 1 - 6 People From $900
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 50 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 8359 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 $675 to $1,900, but the average price for a half day trip for fly fishing in Islamorada is $922. The average price for a full day trip for fly fishing in Islamorada is $1,293.

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

  • ★★★★★
    Had an AWESOME time with Captain Eric!

    Tom T. | July 17, 2026

    Trip: Flats Backcountry Quest

  • ★★★★★
    Kevin was an amazing guide. He was very knowledgeable and provided easy step by step instruction instructions while fighting 2 - 5 foot lemon sharks in less than 1/2 hour before daylight faded. Both were unkooked boat side with great video and pictures. His boat is clean and organized making it safe and easy to move around the boat while battling a catch of a lifetime for 2 Wisconsinites. Thanks Kevin. See you soon.

    Thim C. | July 12, 2026

    Trip: Backcountry Trip

  • ★★★★★
    Billy was great. Very knowledgeable.

    Brian M. | July 5, 2026

    Trip: Fly Fishing The Florida Keys

  • ★★★★★
    Captain Billy B was exceptional. Worked very well with my two children and was very knowledgeable on the water. We caught plenty of fish and will definitely be back again

    Jai W. | June 30, 2026

    Trip: Back Country & Flats Fishing

  • ★★★★★
    Great trip with Andy last week. Great guy, full of fishing information about the area. We caught multiple snapper with some to take home and eat. Fish always tastes better when you catch it!

    Matt C. | June 8, 2026

    Trip: Islamorada Inshore And Flats Fshing

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Last updated: July 17, 2026

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