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.

Choose a Date
4.97/5 Average Rating

Damn Good Guides

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

Experts Available 24/7

Our US-based team is available 24/7 to help you with any questions or concerns

100% Weather Guarantee

We want to keep everyone safe, so in the case of inclement weather we'll work with you to reschedule at no cost

Recently Booked Permit Fishing Charters In Cudjoe Key, Fl

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

Nearshore, Jetty, Flats in Key West

Key West Silver Kings And More

100% (18)
25 ft 1 - 4 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, Nearshore, Flats in Key West

Marquesas Key "Hidden Gem" Trip

100% (82)
24 ft 1 - 4 People From $1,200
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% (4)
23 ft 1 - 2 People From $500
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 Marathon

Everglades

100% (20)
24 ft 1 - 4 People From $1,600

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

All 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

Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Full Day Private Fishing Charter

94% (18)
25 ft 1 - 4 People From $1,200
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, Nearshore Fishing in Marathon

Reefs And Wrecks Marathon

100% (14)
35 ft 1 - 6 People From $1,400
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Key West

Inshore Trip - 18’ Xplor Flats Boat

100% (18)
18 ft 1 - 3 People From $550
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Key West

Marquesas Atoll Light Tackle

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

Inshore, Flats Fishing in Key West

Keys Flats & Backcountry Fishing

100% (2)
16 ft 1 - 2 People From $550
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 Cudjoe Key

Need a Place to Stay?

Everything to Know About Booking a Cudjoe Key permit fishing charter

What are the best permit fishing charters in Cudjoe Key?

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

Our Damn Good Guides currently offer 43 permit trips in Cudjoe Key, and the most popular trips in the area are Big Pine Key Action guided by Robert, Lower Keys Flats Fishing guided by Dale, and Key West Silver Kings And More guided by Spencer.

Our guides in Cudjoe Key are rated a 4.97 out of 5 based on 7076 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?

Inshore fishing is the most popular type of fishing for permit in Cudjoe Key as well as flats fishing.

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

How much do Cudjoe Key permit fishing charters cost?

Prices for permit in Cudjoe Key can range anywhere from about $700 to $3,200, but the average price for a half day trip for permit in Cudjoe Key is $1,294. The average price for a full day trip for permit in Cudjoe Key is $2,036.

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

  • ★★★★★
    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

  • ★★★★★
    Absolutely Great day on the water with Captain Jim!! He put us on the fish and the first cast had a beautiful tuna that I let get away. But from then on we had more than we could bring home!!! Captain Jim is a great teacher ( I’m used to bass fishing😳) and eventually he was able to teach me to Not set the hook😆. He offered to clean and fillet the fish for us to take to restaurants that will prepare your catch for you. He gave us several recommendations for restaurants. We chose his favorite , Hogfish a family style dining that was perfect. Thank you Captain Jim for a great experience!!!!

    Janet C. | March 16, 2026

    Trip: FL Keys Inshore/Backcountry Fishing

Other Featured Cities

What's biting in Cudjoe Key?

View Permit Fishing Reports from our damn good guides.

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:

Enter to Win a

$500 DAMN GOOD GIFT CARD

Gift Card

Sign up to win $500 towards ANY trip. Winners drawn monthly.

By subscribing, you agree to receive marketing communications from Captain Experiences. To opt-out, click the unsubscribe button at the bottom of our emails. Privacy Policy and Terms & Conditions

See All Permit Trips in Cudjoe Key