Damn Good Fly Fishing Charters In Stock Island

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

Choose a Date
4.98/5 Average Rating

Recently Booked Fly Fishing Charters In Stock Island, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Stock Island

4 Hr Shark Fishing

NEW
22 ft 1 - 4 People From $799
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Stock Island

Key West Offshore Experience

100% (4)
42 ft 1 - 6 People From $1,400
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% (13)
18 ft 1 - 2 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

1/2 Day Fishing

94% (18)
33 ft 1 - 12 People From $1,300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Six Hour Fishing Charter

94% (18)
33 ft 1 - 12 People From $1,600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Full Day Fishing Charter

94% (18)
33 ft 1 - 12 People From $1,900

Top Types of Fly Fishing Trips in Stock Island

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 Stock Island

All Target Species in Stock Island

  • 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 Stock Island, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Key West

Second Generation Bay Boat

100% (16)
24 ft 1 - 8 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Key West

Key West Light Tackle Fishing

100% (8)
25 ft 1 - 5 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Key West On Light Tackle & Flies

100% (16)
17 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 Key West

Key West Flats & Inshore

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

Inshore, Flats Fishing in Key West

Keys Flats & Backcountry Fishing

100% (2)
16 ft 1 - 2 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Key West Fishing Trip

100% (16)
36 ft 1 - 6 People From $1,000

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 a Stock Island fly fishing charter

What are the best fly fishing charters in Stock Island?

The best fly fishing charters in Stock Island are:

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

Our Damn Good Guides currently offer 22 fly fishing trips in Stock Island, and the most popular trips in the area are 4 Hr Shark Fishing guided by Todd, Key West Offshore Experience guided by Chris, and Keys Flats And Back Country Trip guided by Sean.

Our guides in Stock Island are rated a 4.98 out of 5 based on 9154 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 Stock Island? Check out our beginner and family friendly fly fishing guides in Stock Island.

What types of fly fishing charters are common in Stock Island?

Deep Sea fishing is the most popular type of fishing for fly fishing in Stock Island as well as nearshore fishing.

The most commonly sought after species for fly fishing in Stock Island are: 1. red snapper, 2. blackfin tuna, 3. blacktip shark, 4. blue marlin, and 5. bonnethead shark.

How much do Stock Island fly fishing charters cost?

Prices for fly fishing in Stock Island can range anywhere from about $600 to $3,200, but the average price for a half day trip for fly fishing in Stock Island is $1,154. The average price for a full day trip for fly fishing in Stock Island is $1,687.

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 Stock Island?

The most popular season to go on a fly fishing charter in Stock Island is spring, and most anglers book their trips 17 days in advance.

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

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

Recent Reviews

  • ★★★★★
    Our guide was knowledgeable and courteous I booked a all day trip and we had some good shots at catching fish. The only thing I was surprised at was the only food available for all day was water. I have booked many flats fishing excursions and always was supplied with at least a sandwich

    Thomas T. | August 25, 2026

    Trip: Key West On Light Tackle & Flies

  • ★★★★★
    Five stars all the way around. Make it worth the trip! Very knowledgeable and made sure it was worth it.

    Jonathon S. | August 8, 2026

    Trip: Key West On Light Tackle & Flies

  • ★★★★★
    Captain Kenaro was fantastic. We will definitely book with him again. Safe and fun experience. Ended with delicious fish fileted by Captain Kenaro and a great recommendation of a catch and cook restaurant.

    Patricia R. | August 3, 2026

    Trip: Key West Light Tackle Fishing

  • ★★★★★
    Captain Sean was incredible! I booked a diving trip with my 12 year old and Sean went out of his way to make sure my kid had a spectacular fishing experience. We were on fish from the start and were able to use a variety of tackle and fishing gear to target a number of different species. Captain Sean has been guiding in the area for a very long time and is very knowledgeable about what it takes to have a successful fishing trip!

    Rick C. | August 3, 2026

    Trip: Keys Flats And Back Country Trip

  • ★★★★★
    Sprain Sean was great. Tough fishing day but gave us the experience we were looking for. Great day on the water.

    Corey Y. | July 23, 2026

    Trip: Keys Flats And Back Country Trip

Narrow Down Your Search

Last updated: August 26, 2026

Enter to Win a

$500 DAMN GOOD GIFT CARD

Gift Card

Sign up to win $500 towards ANY trip. Winners drawn monthly.

By subscribing, you agree to receive marketing communications from Captain Experiences. To opt-out, click the unsubscribe button at the bottom of our emails. Privacy Policy and Terms & Conditions

See All Fly Fishing Trips in Stock Island