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

Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Marathon

Reefs And Wrecks Marathon

100% (14)
35 ft 1 - 6 People From $1,400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Marquesas Key Run

100% (14)
24 ft 1 - 4 People From $1,200
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% (32)
24 ft 1 - 6 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Cudjoe Key

Lower Keys Flats Fishing

100% (3)
17 ft 1 - 2 People From $700
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
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Key West On Light Tackle & Flies

100% (13)
17 ft 1 - 2 People From $600

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

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Key West

Inshore Trip - 18’ Xplor Flats Boat

100% (18)
18 ft 1 - 3 People From $550
Bucket List
The Captain Experiences team chose this trip as one for the bucket list.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Key West

Marquesas Atoll Light Tackle

100% (18)
18 ft 1 - 3 People From $950
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Key West

Key West "Flex" Sportfishing

100% (82)
24 ft 1 - 4 People From $700
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Islamorada Classic Trip

100% (4)
25 ft 1 - 4 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Islamorada

Flats Fishing

100% (22)
24 ft 1 - 3 People From $575
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Key West Offshore Excitement!

100% (82)
30 ft 1 - 4 People From $900
See All Permit Trips in the Florida Keys

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Everything to Know About Booking a Florida Keys permit fishing charter

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

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 Reefs And Wrecks Marathon guided by Bobby, Marquesas Key Run guided by Tyler, and Everglades Inshore Trip guided by Mark.

Our guides in the Florida Keys are rated a 4.99 out of 5 based on 7111 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 $673 to $3,200, but the average price for a half day trip for permit in the Florida Keys is $1,001. The average price for a full day trip for permit in the Florida Keys is $1,634.

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

  • ★★★★★
    Great captain - great experience - 5 stars all around!

    Christian F. | May 4, 2026

    Trip: Epic Islamorada Inshore

  • ★★★★★
    Fantastic birthday trip fishing with captain nick. Great fishing with the family.

    Nathan M. | April 30, 2026

    Trip: Flats Fishing

  • ★★★★★
    I had a fantastic experience fishing with Captain Zac. He was professional and dialed in, getting us onto the fish immediately. We spent the day targeting Tarpon, Yellowtail Snapper, and Mutton Snapper with great success. A top-tier charter!"

    William A. | April 29, 2026

    Trip: Key West Offshore Excitement!

  • ★★★★★
    Ben was very knowledgeable on the water and put us on the fish. We had a great day on the water and enjoyed every minute of the trip. We would strongly recommend Ben as a fishing guide.

    Charles H. | April 27, 2026

    Trip: Summerland Key Flats Fishing

  • ★★★★★
    Captain Pete was fun and professional. A third generation backwater captain knows the secret spots and how to catch fish even in imperfect windy conditions. Capt Pete was putting us on the fish. We hooked up on tarpon, specs and a big ole 7 ft nurse shark too. Fully recommend! Urban Cowgill April 2026

    Jeffrey C. | April 15, 2026

    Trip: Flats Backcountry Quest

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See All Permit Trips in the Florida Keys