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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4.97/5 Average Rating

Recently Booked Permit Fishing Charters In Summerland Key, Fl

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
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% (8)
18 ft 1 - 2 People From $500
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
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 Ramrod Key

FL Keys Inshore/Backcountry Fishing

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

Top Types of Permit Trips in Summerland Key

What makes Captain Experiences Damn Good?

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis.

Damn Good Guides

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We want to keep everyone safe, so if the weather is bad we'll work with you to reschedule at no cost.

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4.9 / 5 Average Rating

We hand pick our Damn Good Guides, and our network spans across North America and beyond.

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 Summerland 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 Summerland Key, Fl

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, 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 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, 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, Flats Fishing in Big Pine Key

Summerland Key Flats Fishing

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

Second Generation Bay Boat

100% (15)
24 ft 1 - 8 People From $700

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 Summerland Key permit fishing charter

What are the best permit fishing charters in Summerland Key?

The best permit fishing charters in Summerland Key are:

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

Our Damn Good Guides currently offer 47 permit trips in Summerland Key, and the most popular trips in the area are Summerland Key Inshore guided by Nate, Summerland Key Offshore 34 Sea Vee guided by Nate, and Florida Keys Bonefish & Permit guided by Bob.

Our guides in Summerland Key are rated a 4.97 out of 5 based on 7614 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 artificial lure fishing, bottom fishing, and heavy tackle fishing but light tackle fishing and live bait 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 $700 to $3,200, but the average price for a half day trip for permit in Summerland Key is $1,299. The average price for a full day trip for permit in Summerland Key is $2,086.

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

Recent Reviews

  • ★★★★★
    It was everything we expected. The catch was great. Ryan was the perfect captain,

    Beverly | June 12, 2026

    Trip: The Florida Keys Inshore Experience

  • ★★★★★
    Great trip, very knowledgeable and knew exactly where to take us. Extremely patient with the younger fishermen that we had with us.

    Rob C. | May 27, 2026

    Trip: The Florida Keys Inshore Experience

  • ★★★★★
    As an avid fisherman, I can say that Capt. K is a very respectable fishing guide. He has put the time in and knows the local waters very well and which fish to target. We hooked into my first tarpon and got a photo of a lifetime while on my trip. Great guy and very likable. Highly recommend a trip with him.

    Caleb M. | May 23, 2026

    Trip: Key West Light Tackle Fishing

  • ★★★★★
    Spencer did wonderful with my family. Got us on a variety of species topped off with an epic tarpon fight right into the sunset! He went above and beyond for us and knew exactly how to get it done!

    Joseph P. | May 18, 2026

    Trip: Key West Silver Kings And More

  • ★★★★★
    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

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Last updated: June 16, 2026

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See All Permit Trips in Summerland Key