Damn Good Permit Fishing Charters In Cudjoe Key

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

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Recently Booked Permit Fishing Charters In Cudjoe Key, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter in Cudjoe Key

Big Pine Key Action

100% (1) Guided by Robert
18 ft 1 - 2 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter in Cudjoe Key

Lower Keys Flats Fishing

NEW Guided by Dale
17 ft 1 - 2 People From $600
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 Charter near Cudjoe Key

Marquesas Atoll Light Tackle

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

Inshore Fishing Charter near Cudjoe Key

Inshore Trip - 18’ Xplor Flats Boat

100% (3) Guided by Chandler
18 ft 1 - 3 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing Charter near Cudjoe Key

Key West On Light Tackle & Flies

100% (3) Guided by Jamie
17 ft 1 - 2 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing Charter near Cudjoe Key

Morning 1/2 Day Fishing Charter

88% (8) Guided by John
25 ft 1 - 4 People From $800
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Top Types of Permit Trips in Cudjoe 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

Target Species in Cudjoe 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 Cudjoe Key, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing Charter near Cudjoe Key

Dusk Till Dawn - 18’ Xplor

100% (3) Guided by Chandler
18 ft 1 - 3 People From $1,500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing Charter near Cudjoe Key

Nearshore 4 Hour

NEW Guided by Hugh
34 ft 1 - 6 People From $1,100
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 Charter near Cudjoe Key

Summerland Key Flats Fishing

NEW Guided by Ben
17 ft 1 - 2 People From $550
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore, Flats Fishing Charter near Cudjoe Key

Reefs, Bays, Or Backcountry

100% (8) Guided by Spencer
25 ft 1 - 4 People From $850
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 Fishing Charter near Cudjoe Key

Second Generation Bay Boat

100% (3) Guided by Rob
25 ft 1 - 6 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats Fishing Charter near Cudjoe Key

3/4 Day Inshore Trip

100% (2) Guided by Ryan
24 ft 1 - 4 People From $1,000
See All Permit Trips in Cudjoe Key

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Everything to Know About Booking a Cudjoe Key permit fishing charter

What are the best permit fishing charters in Cudjoe Key?

The best permit fishing charters in Cudjoe Key are:

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

Our Damn Good Guides currently offer 38 permit trips in Cudjoe Key, and the most popular trips in the area are Big Pine Key Action guided by and Lower Keys Flats Fishing guided by .

Our guides in Cudjoe Key are rated a 4.95 out of 5 based on 4407 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 Cudjoe Key? Check out our beginner and family friendly permit guides in Cudjoe Key.

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

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

The most common fishing techniques in Cudjoe Key are live bait fishing, fly fishing, and light tackle fishing but drift fishing and trolling are popular as well.

How much do Cudjoe Key permit fishing charters cost?

Prices for permit in Cudjoe Key can range anywhere from about $600 to $2,600, but the average price for a half day trip for permit in Cudjoe Key is $1,049. The average price for a full day trip for permit in Cudjoe Key is $1,598.

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 Cudjoe Key?

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

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

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

Recent Reviews

  • ★★★★★
    Jamie was great! Despite very windy conditions, we saw a wide variety of fish. He was very patient with my wife and I and ensured we caught fidh!

    William S. | April 20, 2025

    Trip: Key West on Light Tackle & Flies

  • ★★★★★
    Justin was great! Lots of fish and a fun time. We will definitely be back!

    Louann H. | April 1, 2025

    Trip: The Florida Keys Inshore Experience

  • ★★★★★
    Very professional and knowledgeable!

    Slate F. | March 26, 2025

    Trip: Summerland Key Flats Action

  • ★★★★★
    Really good time. Even tho the fishing was a little slow, captain didn’t give up really did his best to put me on fish and it ended up paying off with a few good ones at the end. Also had a few big ones break off. But hey that’s fishing.

    Riley R. | March 25, 2025

    Trip: Key West "Flex" Sportfishing

  • ★★★★★
    Great trip with Zach. He really knows the waters around the Keys! We had a blast and would highly recommend!

    Taylor T. | March 13, 2025

    Trip: Big Pine Key Fly or Light Tackle - Skiff

  • ★★★★★
    We had a great time with Tyler. He was a lot of fun to hang out with. Caught a bunch of different species of fish. Good time!

    Taylor T. | March 10, 2025

    Trip: Marquesas Key Run

  • ★★★★★
    Awesome and very knowledgeable guide. Highly recommended!

    Matthew D. | March 7, 2025

    Trip: Keys Flats and Back Country Trip

  • ★★★★★
    Alex and mate Brooks were terrific!! We were on the fish for the entire trip. Caught tarpon, jack fish, barracuda, grouper and red snapper. I would highly recommend these guys!!

    Gary S. | March 7, 2025

    Trip: Backcountry - 24’ Shearwater

  • ★★★★★
    We had a great trip out with Alex! He took us to various spots to fish and see what was biting. He made sure the likes always had fresh bait, gave tips on how to use the equipment, identified the fish we saw in the water (and some sharks too!) and what we were catching. He was informative about the area, fishing there, etc. He recommended a great little place where we could take our catch to have it cooked immediately after- was very good!! We had a great experience!

    Kelly T. | March 4, 2025

    Trip: Backcountry - 24’ Shearwater

  • ★★★★★
    We had a great time fishing with Spencer. He is a great guy and knows his stuff with putting you on the fish! We caught all kinds or species. It was a great trip !

    Jeff F. | March 4, 2025

    Trip: Edge of the Map Trip

  • ★★★★★
    Unbelievable trip! Tarpon, cobia, jacks and sea trout! Captain Alex was great! Can’t say enough about the entire experience!

    Ron R. | February 7, 2025

    Trip: Backcountry - 24’ Shearwater

  • ★★★★★
    Fantastic trip, caught 8 different species of fish and many of them

    Richard E. | February 6, 2025

    Trip: Edge of the Map Trip

  • ★★★★★
    This Captain delivers! We caught at least 30 fish in 4 hours including a variety of Snappers, Groupers and a 5 foot Lemon Shark. You won’t be disappointed!

    Mark L. | December 29, 2024

    Trip: The Florida Keys Inshore Experience

  • ★★★★★
    Had a great time fishing w Chandler under tough windy and tide conditions. Worked his butt off to put us into fish. Would love to fish w him again.

    Gary R. | December 9, 2024

    Trip: Marquesas Atoll Light Tackle

  • ★★★★★
    Capt Jamie explained how, then coached me thru how to target Tarpon quite well. Followed by using his knowledge to get me on fish right away. Thank you for teaching this old dog new tricks!

    Scott N. | October 3, 2024

    Trip: Key West on Light Tackle & Flies

  • ★★★★★
    My families trip with Captain John was awesome. John is a humble, hardworking, easy going, chill, dude and fit right in with our families vibe. He was great with our 5 year old son and answered all of his many fishing questions. John made it clear that between the time of year and conditions that day we would have to really work at it to get anything. That’s exactly what we did and we ended up catching a good amount of fish. Most importantly our 5 year old son, who is obsessed with fishing, had the time of his life and caught fish he’s never seen before. 5 stars, highly recommend. If you have a small group this is the charter to go on!

    Jacob D. | August 25, 2024

    Trip: Full Day Private Fishing Charter

  • ★★★★★
    Our charter with Captain John was incredible! He was very professional but also personable! We enjoyed everything about the fishing trip! We had a beautiful day & caught several large dolphins! Will definitely rebook with Capt. John the next time we are in Key West!

    Deanna H. | July 31, 2024

    Trip: Morning 1/2 Day Fishing Charter

  • ★★★★★
    Had a great time, went with captain David Larson, caught some snapper and a shark. Would 100% go out and do it again. I am not knowledgeable of fishing but the captain helped, taught very well, and was very professional.

    Trey H. | July 29, 2024

    Trip: Key West "Flex" Sportfishing

  • ★★★★★
    Alex, was great! Very personable and friendly. Fishing was tough, but it can be when it’s hot. He got us on some fish and got my wife a shark! That was all she asked for on her birthday! Thanks Alex!

    Matthew S. | July 18, 2024

    Trip: Backcountry - 24’ Shearwater

  • ★★★★★
    Had a great time Captain Steve and First mate Jeff was very professional.

    David R. | July 5, 2024

    Trip: Key West Deep Sea Fishing (Private)

Other Fishing Species in Cudjoe Key

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What's biting in Cudjoe Key?

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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:

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