Damn Good Permit Fishing Charters In Summerland Key

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

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Recently Booked Permit Fishing Charters In Summerland 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

Inshore Fishing in Summerland Key

Summerland Key Inshore

NEW
34 ft 1 - 2 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Summerland Key

Florida Keys Bonefish & Permit

100% (6)
18 ft 1 - 2 People From $500
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, Nearshore, Flats in Key West

Marquesas Key "Hidden Gem" Trip

100% (78)
24 ft 1 - 4 People From $1,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Key West Offshore Excitement!

100% (78)
30 ft 1 - 4 People From $900
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

Top Types of Permit Trips in Summerland 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.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

All Target Species in Summerland 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 Summerland Key, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Naval Air Station Key West

Nearshore 4-8 Hour

NEW
34 ft 1 - 6 People From $1,100
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Key West

Inshore Trip - 18’ Xplor Flats Boat

100% (17)
18 ft 1 - 3 People From $550
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% (87)
30 ft 1 - 12 People From $1,550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Ramrod Key

FL Keys Inshore/Backcountry Fishing

NEW
22 ft 1 - 2 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Key West

The Florida Keys Inshore Experience

100% (12)
24 ft 1 - 4 People From $700
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
See All Permit Trips in Summerland Key

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Everything to Know About Booking a Summerland Key permit fishing charter

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

Our Damn Good Guides currently offer 42 permit trips in Summerland Key, and the most popular trips in the area are Summerland Key Flats Action guided by Brandon, Summerland Key Inshore guided by Nate, and Florida Keys Bonefish & Permit guided by Bob.

Our guides in Summerland Key are rated a 4.96 out of 5 based on 5945 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 Summerland Key? Check out our beginner and family friendly permit guides in Summerland Key.

What types of permit fishing charters are common in Summerland Key?

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

The most common fishing techniques in Summerland Key are bottom fishing, heavy tackle fishing, and light tackle fishing but artificial lure fishing and fly fishing are popular as well.

How much do Summerland Key permit fishing charters cost?

Prices for permit in Summerland Key can range anywhere from about $630 to $2,560, but the average price for a half day trip for permit in Summerland Key is $1,129. The average price for a full day trip for permit in Summerland Key is $1,599.

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 Summerland Key?

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

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

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

Recent Reviews

  • ★★★★★
    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

  • ★★★★★
    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

  • ★★★★★
    Sean is the man!! We hopped out for an afternoon half day right on the tail end of some weird weather patterns and didn't have high hopes, but Sean relentlessly tried new techniques and locations to get us on some fish. I don't know that I've ever been out with a guide who has moved more or tried more techniques in a 4 hour fishing trip. He knew exactly when to say "this isn't working the fish aren't here, lets move on" which is an underrated skill in a guide. We found the flats empty of the usual suspects (tarpon permit bonefish), but we pivoted and hooked into cero mackerel, mutton snapper, and some barracuda. Sean has been fishing in Key West for 30+ years and won't steer you wrong!

    Jonathan N. | November 5, 2025

    Trip: Keys Flats And Back Country Trip

  • ★★★★★
    Went out with Zac who was excellent. Taught us how to lobster, the tried our hand at rod fishing. Highly recommend

    Danny F. | August 23, 2025

    Trip: Key West "Flex" Sportfishing

  • ★★★★★
    Caption Zac, was great, did an excellent job. We caught a lot of fish, plus shark and tarpon. We had a great day. Thank for a great time. Don, Linda, Gabby and Eric

    Donald Y. | August 11, 2025

    Trip: Key West "Flex" Sportfishing

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What's biting in Summerland Key?

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