Damn Good Permit Fishing Charters In The Florida Keys

Check real-time availability and compare rates on Florida Keys permit fishing trips. Confidently book your next day on the water.

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4.96/5 Average Rating

Recently Booked Permit Fishing Charters In The Florida Keys

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key Largo

Key Largo Mix-It-Up

100% (9)
24 ft 1 - 2 People From $750
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key Largo

Key Largo Fly Fishing The Flats

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

Inshore, Nearshore, Flats in Key Largo

Key Largo Backcountry Fishing Trip

100% (1)
16 ft 1 - 4 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Key Largo

REEF TRIP

100% (2)
17 ft 1 - 6 People From $450
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 Fishing in Key Largo

4 Hours Of Fishing Fun

100% (50)
24 ft 1 - 12 People From $750
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key Largo

Key Largo Adventure

100% (96)
24 ft 1 - 6 People From $750

Top Types of Permit Trips in the Florida Keys

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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

More Permit Fishing Charters In The Florida Keys

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Tavernier

SFL Flats & Backcountry Fishing

NEW
19 ft 1 - 6 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Tavernier

Backcountry Trip

100% (2)
17 ft 1 - 3 People From $350
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 Tavernier

Sight Fishing Everglades Natl Park

100% (19)
17 ft 1 - 2 People From $950
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 Tavernier

Florida Keys Backcountry

100% (19)
17 ft 1 - 4 People From $800
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 Tavernier

Islamorada Flats And Backcountry

100% (19)
17 ft 1 - 2 People From $800
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 Tavernier

Islamorada Inshore Fishing Fun!

100% (19)
17 ft 1 - 4 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 a Florida Keys permit fishing charter

What are the best permit fishing charters in the Florida Keys?

The best permit fishing charters in the Florida Keys are:

Why should I book a permit fishing charter in the Florida Keys with Captain Experiences?

Our Damn Good Guides currently offer 92 permit trips in the Florida Keys, and the most popular trips in the area are Key Largo Mix-It-Up guided by Josh, Key Largo Fly Fishing The Flats guided by Josh, and Key Largo Backcountry Fishing Trip guided by Sam.

Our guides in the Florida Keys are rated a 4.96 out of 5 based on 8347 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 permit guides / fishing lessons in the Florida Keys? Check out our beginner and family friendly permit guides in the Florida Keys.

What types of permit fishing charters are common in the Florida Keys?

Deep Sea fishing is the most popular type of fishing for permit in the Florida Keys as well as inshore fishing, flats fishing, and nearshore fishing.

The most common fishing techniques in the Florida Keys are light tackle fishing, live bait fishing, and artificial lure fishing but fly fishing and sight casting are popular as well.

How much do Florida Keys permit fishing charters cost?

Prices for permit in the Florida Keys can range anywhere from about $700 to $2,600, but the average price for a half day trip for permit in the Florida Keys is $1,141. The average price for a full day trip for permit in the Florida Keys is $1,694.

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 permit fishing in the Florida Keys?

The most popular season for permit fishing in the Florida Keys is spring, and most anglers book their trips 31 days in advance.

Do I need a the Florida Keys fishing license for permit and what are the bag limits for permit in the Florida Keys?

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

Recent Reviews

  • ★★★★★
    Great birthday trip!

    Kate H. | July 14, 2026

    Trip: Key West Light Tackle Fishing

  • ★★★★★
    Jamie was fantastic and very knowledgeable. He knew of all the places where the tarpon bonefish and barracudas would be. My wife and I had an amazing time and would definitely book with him again. Thanks for a great day!

    Bryan K. | July 13, 2026

    Trip: Key West On Light Tackle & Flies

  • ★★★★★
    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

  • ★★★★★
    I booked a trip with Jason as a gift for my husband/father for Father’s Day. Four people in total went on the trip, three adults and one child. Everyone who went on the trip caught fish and had an incredible time! Even my 9-year-old son loved the trip! Jason was knowledgeable in ways that seriously impressed my husband. Jason was kind and helpful through out the trip. My husband said that Jason was helping him before he even asked for help! The group recommends Jason 10/10 and would go another trip with him.

    Victoria E. | June 21, 2026

    Trip: 4 Hours Of Fishing Fun

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Last updated: July 17, 2026

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See All Permit Trips in the Florida Keys