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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4.99/5 Average Rating

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% (7)
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
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Big Pine Key

3-4 Hour Trip – Bridge Fishing

NEW
24 ft 1 - 4 People From $575
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Big Pine Key

3-4 Hour Trip – Backcountry

NEW
24 ft 1 - 4 People From $575
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Ramrod Key

FL Keys Inshore/Backcountry Fishing

100% (6)
23 ft 1 - 2 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Summerland Key

Summerland Key Inshore

NEW
34 ft 1 - 2 People From $1,000

Top Types of Permit Trips in Big Pine Key

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4.9 / 5 Average Rating

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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

All Target Species in Big Pine Key

  • 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

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

Deep Sea Fishing in Summerland Key

Summerland Key Offshore 34 Sea Vee

NEW
34 ft 1 - 6 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Summerland Key

Florida Keys Bonefish & Permit

100% (9)
18 ft 1 - 2 People From $500
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Cudjoe Key

Big Pine Key Action

100% (5)
18 ft 1 - 2 People From $500
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

Inshore, Deep Sea, Nearshore in Marathon

Reef/Wreck/Bridge/Bay

100% (23)
32 ft 1 - 12 People From $1,100

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 Big Pine Key permit fishing charter

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

The best permit fishing charters in Big Pine Key are:

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

Our Damn Good Guides currently offer 46 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 3-4 Hour Trip – Bridge Fishing guided by Tony.

Our guides in Big Pine Key are rated a 4.99 out of 5 based on 8854 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 nearshore fishing and flats fishing.

The most common fishing techniques in Big Pine Key are light tackle fishing, artificial lure fishing, and bottom fishing but fly fishing and heavy tackle fishing 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 $1,335. The average price for a full day trip for permit in Big Pine Key is $2,083.

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 guide will always know all the relevant rules and regulations in Big Pine Key.

Recent Reviews

  • ★★★★★
    Excellent day, excellent mate , captain got us in good fish

    Jason H. | August 6, 2026

    Trip: Key West 47 Ft Hatteras

  • ★★★★★
    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

  • ★★★★★
    We booked a trip on their 47’ Hatteras, and it did not disappoint. Captain Nels put us on consistent action all day long and you could tell right away he knew exactly where to look and wasn’t afraid to move around until we found them. First Mate Tyson kept things running smoothly the entire trip. The whole crew made the day easy and fun for everyone on board. The boat itself was comfortable and well-equipped. Highly recommend Mark and his team for anyone looking for a productive, well-run trip. We’ll be booking again!

    Laurie B. | July 28, 2026

    Trip: Key West 47 Ft Hatteras

  • ★★★★★
    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

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Last updated: August 7, 2026

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See All Permit Trips in Big Pine Key