Damn Good Permit Fishing Charters In Big Pine Key

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

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Recently Booked Permit Fishing Charters In Big Pine Key, Fl

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

Inshore, Flats Fishing in Big Pine Key

Summerland Key Flats Fishing

100% (4)
17 ft 1 - 2 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Big Pine Key

Big Pine Key Fly Or Light Tackle

100% (1)
18 ft 1 - 2 People From $750
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 in Summerland Key

Summerland Key Flats Action

100% (19)
17 ft 1 - 3 People From $400
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Key West

Key West Light Tackle Fishing

100% (2)
25 ft 1 - 5 People From $700
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Morning 1/2 Day Fishing Charter

94% (18)
25 ft 1 - 4 People From $800
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Key West

Backcountry - 24’ Shearwater

100% (21)
24 ft 1 - 8 People From $700

Top Types of Permit Trips in Big Pine Key

“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.”

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All Target Species in Big Pine Key

View Full Species Seasonality Chart »
  • 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 Permit Fishing Charters In Big Pine Key, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Key West

Dusk Till Dawn - 18’ Xplor

100% (18)
18 ft 1 - 3 People From $1,500
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% (83)
30 ft 1 - 4 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 Fishing in Key West

Federal Gulf Waters

100% (98)
30 ft 1 - 12 People From $1,550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore, Flats Fishing in Key West

Reefs, Bays, Or Backcountry

100% (18)
25 ft 1 - 4 People From $850
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Marathon

Morning 1/2 Day

100% (2)
25 ft 1 - 8 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Key West

Beautiful Backcountry Fishing

100% (6)
24 ft 1 - 4 People From $800
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Everything to Know About Booking a Big Pine Key permit fishing charter

What are the best permit fishing charters in Big Pine Key?

Why should I book a permit fishing charter in Big Pine Key with Captain Experiences?

Our Damn Good Guides currently offer 44 permit trips in Big Pine Key, and the most popular trips in the area are Summerland Key Flats Fishing guided by Ben, Big Pine Key Fly Or Light Tackle guided by Zach, and Summerland Key Flats Action guided by Brandon.

Our guides in Big Pine Key are rated a 4.97 out of 5 based on 7166 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 Big Pine Key? Check out our beginner and family friendly permit guides in Big Pine Key.

What types of permit fishing charters are common in Big Pine Key?

Inshore fishing is the most popular type of fishing for permit in Big Pine Key as well as flats fishing and nearshore fishing.

The most common fishing techniques in Big Pine Key are artificial lure fishing, fly fishing, and light tackle fishing but live bait fishing and sight casting are popular as well.

How much do Big Pine Key permit fishing charters cost?

Prices for permit in Big Pine Key can range anywhere from about $700 to $3,200, but the average price for a half day trip for permit in Big Pine Key is $1,326. The average price for a full day trip for permit in Big Pine Key is $2,076.

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 Big Pine Key?

The most popular season for permit fishing in Big Pine Key is spring, and most anglers book their trips 25 days in advance.

Do I need a Big Pine Key fishing license for permit and what are the bag limits for permit in Big Pine Key?

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

Recent Reviews

  • ★★★★★
    Fishing trip was amazing. Jim was exceptional guide. We caught a lot of fish, and we learned a lot about the area. Looking forward to coming back next year. Very professional. Customer focused.

    Brian L. | May 11, 2026

    Trip: FL Keys Inshore/Backcountry 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

  • ★★★★★
    Jim was great! He was a wealth of knowledge and put us on fish all day long. Was very patient with us beginners, and helped us pick it up quickly. Conversation was great throughout the trip, we talked all about fishing, travel, and the Keys. We would highly recommend to anyone looking for a great day of fishing while in the area!

    Kerry C. | April 17, 2026

    Trip: FL Keys Inshore/Backcountry Fishing

  • ★★★★★
    Captain Justin is personable and knowledgeable. My 14 year old son had the fishing experience of his lifetime, catching TWO tarpon in one day, one of which was in the 80 lb range.

    Aaron L. | April 1, 2026

    Trip: The Florida Keys Inshore Experience

Other Fishing Species in Big Pine Key

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What's biting in Big Pine Key?

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