Damn Good Fly Fishing Charters In Key West

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

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Recently Booked Fly Fishing Charters In Key West

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore Fishing Charter in Key West

Afternoon 1/2 Day Fishing

88% (8) Guided by John
25 ft 1 - 4 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter in Key West

Key West On Light Tackle & Flies

100% (2) Guided by Jamie
17 ft 1 - 2 People From $600
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

Deep Sea, Nearshore Fishing Charter in Key West

Key West To Dry Tortugas Charter

100% (2) Guided by Rob
36 ft 1 - 6 People From $1,400
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats Fishing Charter in Summerland Key

Summerland Key Flats Action

100% (7) Guided by Brandon
17 ft 1 - 3 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing Charter in Summerland Key

Florida Keys Bonefish & Permit

100% (1) Guided by Bob
18 ft 1 - 2 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore Fishing Charter in Key West

Full Day Private Fishing Charter

88% (8) Guided by John
25 ft 1 - 4 People From $1,200
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Top Types of Fly Fishing Trips in Key West

Top Species for Fly Fishing in Key West

“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 Key West

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore Fishing Charter in Key West

Morning 1/2 Day Fishing Charter

88% (8) Guided by John
25 ft 1 - 4 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter in Cudjoe Key

Nighttime Tarpon Adventure

100% (1) Guided by Robert
18 ft 1 - 2 People From $600
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 Fishing Charter in Key West

Second Generation Bay Boat

100% (2) Guided by Rob
25 ft 1 - 6 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter in Cudjoe Key

Lower Keys Flats Fishing

NEW Guided by Dale
17 ft 1 - 2 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter in Cudjoe Key

Big Pine Key Action

100% (1) Guided by Robert
18 ft 1 - 2 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing Charter in Stock Island

Key West Offshore Experience

100% (1) Guided by Chris
42 ft 1 - 6 People From $1,200
See All Fly Fishing Trips in Key West

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Everything to Know About Booking a Key West fly fishing charter

What are the best fly fishing charters in Key West?

The best fly fishing charters in Key West are:

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

Our Damn Good Guides currently offer 13 fly fishing trips in Key West, and the most popular trips in the area are Afternoon 1/2 day fishing guided by John, Key West on Light Tackle & Flies guided by Jamie, and Key West to Dry Tortugas Charter guided by Rob.

Our guides in Key West are rated a 4.86 out of 5 based on 3724 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 Key West? Check out our beginner and family friendly fly fishing guides in Key West.

What types of fly fishing charters are common in Key West?

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

The most commonly sought after species for fly fishing in Key West are: 1. tarpon, 2. permit, 3. jack crevalle, 4. bonefish, and 5. sailfish.

How much do Key West fly fishing charters cost?

Prices for fly fishing in Key West can range anywhere from about $500 to $2,400, but the average price for a half day trip for fly fishing in Key West is $875. The average price for a full day trip for fly fishing in Key West is $1,325.

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 Key West?

The most popular season to go on a fly fishing charter in Key West is winter, and most anglers book their trips 15 days in advance.

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

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

Recent Reviews

  • ★★★★★
    Capt Jamie explained how, then coached me thru how to target Tarpon quite well. Followed by using his knowledge to get me on fish right away. Thank you for teaching this old dog new tricks!

    Scott N. | October 3, 2024

    Trip: Key West on Light Tackle & Flies

  • ★★★★★
    My families trip with Captain John was awesome. John is a humble, hardworking, easy going, chill, dude and fit right in with our families vibe. He was great with our 5 year old son and answered all of his many fishing questions. John made it clear that between the time of year and conditions that day we would have to really work at it to get anything. That’s exactly what we did and we ended up catching a good amount of fish. Most importantly our 5 year old son, who is obsessed with fishing, had the time of his life and caught fish he’s never seen before. 5 stars, highly recommend. If you have a small group this is the charter to go on!

    Jacob D. | August 25, 2024

    Trip: Full Day Private Fishing Charter

  • ★★★★★
    Our charter with Captain John was incredible! He was very professional but also personable! We enjoyed everything about the fishing trip! We had a beautiful day & caught several large dolphins! Will definitely rebook with Capt. John the next time we are in Key West!

    Deanna H. | July 31, 2024

    Trip: Morning 1/2 Day Fishing Charter

  • ★★★★★
    Capt John was top notch!! Our planned morning trip hit a snag due to bad weather…But John was honest and informative suggesting that we should hold off a few hours…so we did. Our afternoon ended up being an awesome fishing encounter. We would highly recommend…thank you Capt John!!!

    Kelly L. | July 1, 2024

    Trip: Morning 1/2 Day Fishing Charter

  • ★★★★★
    We had a great time on our first family fishing trip. We brought enthusiasm, and very little experience. John was a great teacher for all of us, and took us to several good spots in Lake Passage. We caught shark, black grouper and enough snapper to feast on for days. The fine folks at Hurricane Hole cooked it up for us and it was amazing!! We would definitely book another trip with John!!

    Karl H. | June 23, 2024

    Trip: Morning 1/2 Day Fishing Charter

  • ★★★★★
    Mason was phenomenal. Easy to talk to, engaging, great at teaching, and fun to be with… we got Mahi-Mahi and an exotic. We had a blast and will go fishing with Mason again soon!!!

    Patrick C. | May 27, 2024

    Trip: Key West to Dry Tortugas Charter

  • ★★★★★
    Captain John was simply incredible! I have been fishing my entire life and know a great guide… Captain John is the real deal. He took the time to understand what we wanted to catch and then nailed it… put us on exactly what we wanted all day long. He was friendly, engaging and fun. We will be back to fish w Captain John again!!

    Patrick C. | May 26, 2024

    Trip: Morning 1/2 Day Fishing Charter

  • ★★★★★
    Second Generation fisherman Rob was absolutely the best. He knew where to go close to the Harbor to put us on the fish. Highly recommended.

    Robert H. | May 21, 2024

    Trip: Second Generation Bay Boat

  • ★★★★★
    We had a fantastic trip with Robert, he got us into plenty of action including an 80lb Tarpon with a couple other hook ups. We then poled an area and caught some juvenile Tarpon that was a blast. And last but not least, Robert put us on some screaming bonefish, my buddy and I each landed a pair of bones. Thanks for an Awesome trip Robert. Tight lines👍

    Thomas M. | May 3, 2024

    Trip: Big Pine Key Action

  • ★★★★★
    Excellent service! Will definitely use again. Very knowledgeable about the area and put us in the fish. Loved every minute of it and highly recommended to anyone who wants to go fishing!

    Jonathan L. | March 21, 2024

    Trip: Summerland Key Flats Action

  • ★★★★★
    Had a great day fishing with Captain Brandon. We caught a lot of fish, including barracuda, snapper, nurse and lemon shark. Brandon kept moving around to ensure that we stayed on the fish. We've fished with a number of guides over the years and Brandon was one of the best!

    Michael B. | February 16, 2024

    Trip: Summerland Key Flats Action

  • ★★★★★
    First off, there was some confusion with the first Capt. we were booked with and he didn’t have us on his schedule. I called the cust service line and Adam took great care of me. He showed genuine concern and was able to get us booked with Capt. Bob. 5 stars for Adam. We enjoyed our trip with Capt. Bob. He was knowledgeable and accommodating, got us into some fish, and coached us on casting. Great guy! I would recommend Capt. Bob for anyone interested in fly fishing the flats.

    Joe M. | February 15, 2024

    Trip: Florida Keys Bonefish & Permit

  • ★★★★★
    Brandon was fantastic. We went out on the coldest day of January, 2024 and we still caught fish. Brandon is extremely knowledgeable of the area and how to fish it, informative and extremely patient, especially with a beginning like me. I couldn’t have been happier the way the day turned out. I caught some beautiful Snapper for dinner and then some Barracuda and Sharks for sport. I highly recommend his services and he would be my first choice on a return trip to the Keys. Thank you, Mark Maynard

    Mark M. | February 8, 2024

    Trip: Summerland Key Flats Action

  • ★★★★★
    Our charter with Captain John was fantastic! Despite the windy conditions, he managed to get us on fish in many different spots. John is very knowledgeable and a super fun guy! We will definitely be booking with Captain John again. Shannon & Greg Johnson

    Greg J. | December 1, 2023

    Trip: Morning 1/2 Day Fishing Charter

  • ★★★★★
    Fantastic!! Even though the rain got us

    Mark C. | November 27, 2023

    Trip: Morning 1/2 Day Fishing Charter

  • ★★★★★
    Brandon was fantastic! We had a great day on the water. Started catching fish immediately and the fun never stopped. Highly recommend him.

    Robert Z. | September 1, 2023

    Trip: Summerland Key Flats Action

  • ★★★★★
    We loaded up on mahi with captain Chris and Corey. Great trip!

    Wallace P. | July 16, 2023

    Trip: Key West Offshore Experience

  • ★★★★★
    Brandon was awesome! He took my son and I in the most memorable fishing trip we’ve had to date. We caught 3 lemon sharks, and a bunch of barracudas. We Loved the whole experience.

    John P. | April 8, 2023

    Trip: Summerland Key Flats Action

  • ★★★★★
    Capt. Brandon was an excellent host. We really enjoy our time with him and his knowledge about fishing and flats culture.

    Tracy H. | December 28, 2022

    Trip: Summerland Key Flats Action

  • ★★★★★
    It was more than I expected and seamless. I would highly recommend Captain Experiences.

    Lucinda C. | December 20, 2021

    Trip: Key West on Light Tackle & Flies

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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:

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