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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Recently Booked Permit Fishing Charters In The Florida Keys

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Key West

Dusk Till Dawn - 18’ Xplor

100% (17)
18 ft 1 - 3 People From $1,500
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Key West On Light Tackle & Flies

100% (11)
17 ft 1 - 2 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Key West

Edge Of The Map Trip

100% (18)
25 ft 1 - 4 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Marathon

Nearshore Expedition

100% (3)
35 ft 1 - 5 People From $900
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 in Marathon

Reefs And Wrecks Marathon

100% (9)
35 ft 1 - 6 People From $950
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Flats Fishing

100% (18)
24 ft 1 - 3 People From $575

Top Types of Permit Trips in the Florida Keys

“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

Hot Trip
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Tavernier

Tavernier Backcountry Fishing

100% (27)
18 ft 1 - 3 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

Deep Sea, Nearshore Fishing in Key West

Key West 47 Ft Hatteras

99% (106)
47 ft 1 - 12 People From $1,300
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Family Friendly Fishing Fun

100% (7)
24 ft 1 - 6 People From $900
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore, Jetty, Flats in Key West

Key West Silver Kings And More

100% (18)
25 ft 1 - 4 People From $600
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key Largo

Key Largo Mix-It-Up

100% (8)
24 ft 1 - 2 People From $750
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

Everglades Inshore Trip

100% (29)
24 ft 1 - 6 People From $650
See All Permit Trips in the Florida Keys

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Everything to Know About Booking a Florida Keys permit fishing charter

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

Our Damn Good Guides currently offer 42 permit trips in the Florida Keys, and the most popular trips in the area are Dusk Till Dawn - 18’ Xplor guided by Chandler, Key West On Light Tackle & Flies guided by Jamie, and Edge Of The Map Trip guided by Spencer.

Our guides in the Florida Keys are rated a 4.99 out of 5 based on 5982 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 drift fishing 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 $650 to $3,200, but the average price for a half day trip for permit in the Florida Keys is $944. The average price for a full day trip for permit in the Florida Keys is $1,585.

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 fishing guide will always know the right permit rules and regulations in the Florida Keys.

Recent Reviews

  • ★★★★★
    Had a wonderful time! Captain Ron is very friendly, knowledgeable and professional! Hope to go out with him again soon

    Christopher C. | December 13, 2025

    Trip: Epic Islamorada Inshore

  • ★★★★★
    Josh is a fantastic captain he makes it feel like you’re fishing with your buddies. Can’t recommend him enough. He will get you on the fish!

    Ryan L. | December 12, 2025

    Trip: Key Largo Mix-It-Up

  • ★★★★★
    Anthony was fantastic with our 13 year old son! We will definitely book with him again. We caught fish for two dinners:)

    William O. | November 25, 2025

    Trip: Beautiful Backcountry Fishing

  • ★★★★★
    What an awesome guy,the most knowledgeable professional,his perseverance paid off in the end thanks for a great trip

    Dino M. | November 18, 2025

    Trip: Islamorada Backcountry Or Nearshore

  • ★★★★★
    Captain Jamie took us out in the early afternoon, and even though we knew the bite was a little slow at this time, we just wanted to get out and enjoy the water around beautiful Key West. He made the most of our four hours; we hit around four spots and even cruised over to the ocean side to try and find the bite that way. In this 4-hour trip, I got a crash course in fly fishing from one of the best. Jamie’s super laid-back, easy to talk to, and knows the area like the back of his hand. We wrapped up the trip with a gorgeous sunset; it was a 10/10 day all around. Even with the slow bite, it was one of the most scenic, educational, and unforgettable trips I’ve ever been on!

    Jonathan N. | November 6, 2025

    Trip: Key West On Light Tackle & Flies

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See All Permit Trips in the Florida Keys