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Damn Good Permit Fishing Charters In Cudjoe Key

Check real-time availability on Cudjoe Key permit fishing trips. Online booking | 4.92 / 5 stars | Guides from $550

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Recently Booked Permit Fishing Charters Near Cudjoe Key, Fl

Fishing in Cudjoe Key

Flats, Inshore Fishing Charter in Cudjoe Key

Big Pine Key Action

100% (1)
18 ft 1 - 2 People From $500
Fishing in Cudjoe Key

Flats, Inshore Fishing Charter in Cudjoe Key

Lower Keys Flats Fishing

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17 ft 1 - 2 People From $600
Fishing in Key West

Flats, Nearshore Fishing Charter near Cudjoe Key

Reefs, Bays, Or Backcountry

100% (6)
25 ft 1 - 4 People From $800
Fishing in Summerland Key

Inshore Fishing Charter near Cudjoe Key

Florida Keys Bonefish & Permit

100% (1)
18 ft 1 - 2 People From $500
Fishing in Key West

Flats, Inshore, Nearshore Fishing Charter near Cudjoe Key

Beautiful Backcountry Fishing

100% (1)
24 ft 1 - 4 People From $800
Fishing in Key West

Flats, Inshore, Nearshore Fishing Charter near Cudjoe Key

The Florida Keys Inshore Experience

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24 ft 1 - 4 People From $700

Most Popular Types of Permit Trips in Cudjoe Key

“Our Damn Good Guides go above and beyond to provide you an incredible trip, and we’ve handpicked every single one. We’re passionate about the outdoors and about empowering people to find the perfect-match guide for the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

More Permit Fishing Charters Near Cudjoe Key, Fl

Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for 3/4 Day Inshore Trip in Key West

Sometimes, you may want to extend your stay on the water. There are spots that are just a bit too far to be hit on the normal half-day trip that you can explore. Read More

Flats, Inshore, Nearshore Fishing Charter near Cudjoe Key

3/4 Day Inshore Trip

NEW
24 ft 1 - 4 People From $1,000
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Key West Offshore Excitement! in Key West

Have you ever wanted to catch that once-in-a-lifetime fish, capture that awe-inspiring sunset, or enjoy an unforgettable day with your family on the water? With Captain John, you can do just that. Spend your half, 3/4, full or extended day trip exploring the beautiful flats around Key West as you chase down tarpon, permit, barracuda, sharks, snappers and more. This back country/flats charter is a popular choice for both longtime anglers and families because of its wide range of fishing opportunities. Hop on the 24' Yellowtail and the highly-rated Captain John will take you where you need to be. Your adventure will begin at the dock as Captain John explains what you can expect on your trip. No detail will be left out or question unanswered in order to make your trip exciting, educational, and memorable. Be sure to bring any beverages or snacks you might need, and Captain John will provide everything else. Read More

Deep Sea Fishing Charter near Cudjoe Key

Key West Offshore Excitement!

100% (9)
30 ft 1 - 4 People From $900
Damn Good
A Certified Damn Good Guide is someone who goes above and beyond to show you an incredible experience on your trip. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Half Day Deep Sea Fishing in Key West

You have come to the right boat to catch fish on your deep sea fishing charter in Key West Florida. Fishing on board our air conditioned 46’ Bertram Sportfish we offer a variety of charters and types of fishing to make your charter in Key West fun and productive. We troll dead and live baits, jigging and live bait dropping on wrecks, and anchoring on choice reef formations and wrecks are few of our fishing techniques. We run half day, partial day, and full day fishing charters year round for private groups of up to six people. The boat is an air conditioned, 46' Bertram Sportfish. We offer value prices that give you the nicest, roomiest, and most comfortable charter boat in Key West. The vessel has an enclosed anglers lounge for getting out of the weather and a large, full sized restroom. Our boat also has a full size refrigerator to keep your lunch fresh, but not soggy, and a large well iced beverage cooler in the cockpit right where it is needed. Read More

Deep Sea Fishing Charter near Cudjoe Key

Half Day Deep Sea Fishing

100% (3)
46 ft 1 - 6 People From $1,100
Veteran Operated
This trip is managed / operated by a veteran of the US armed forces.
Fishing in Summerland Key
Fishing in Summerland Key
Fishing in Summerland Key
trip description for Summerland Key Flats Action in Summerland Key

When you get out there with Captain Brandon on the flats, you're in for the ultimate hunt. Whether that's chasing cruising Permit, lurking Snook, or going after Sharks, there are a ton of top sportfish species just waiting to grab your hook! Summerland Key is one of the most beautiful places in Florida, and you'll be out there with a highly skilled, experienced guide! Captain Brandon runs a smooth operation on board his 17' Ankona skiff, and he'll be doing the utmost to put you on quality fish in record numbers! If you're a beginner or just looking to have some fun on your vacation, Brandon will help you catch a cooler full of tasty eating fish, including Snappers, Redfish, and Grouper. If you're a more advanced angler, you'll be more than welcome to take a shot at some of the premier sportfish, including Bonefish, Tarpon, Permit, and Snook. Either way, you'll have a blast and come home with photos and memories that will last a lifetime. Captain Brabndon can provide all of the gear for your trip—if you need it—and he'll have a cooler with ice, water, and soft drinks ready to rock and roll. Feel free to bring a snack or pick up a sandwich on your way to the dock. You can also bring any other drinks of your choice as well to be stored in the cooler on board. Don't forget your polarized sunglasses. These are essential out on the flats to help eliminate glare and see the fish as quickly as possible! Read More

Flats, Inshore, Nearshore Fishing Charter near Cudjoe Key

Summerland Key Flats Action

100% (7)
17 ft 1 - 3 People From $400
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Edge of the Map Trip in Key West

Whether you're looking to hit the backcountry of the Gulf of Mexico, chase fish in Key West Harbor, or rip it out to the reef on the Atlantic side, a half day trip with Captain Spencer offers seemingly endless opportunities. And Captain Spencer is just the man to customize the perfect trip for you! There are tons of different species to target on these half day trips all depending on how you'd like to spend the day. Some of them are; cobia, permit, bonefish, mutton snapper, mangrove snapper, red grouper, black grouper, gag grouper, sharks, barracudas, and jacks but there are many more as well. Captain Spencer is all about customizing your experience, so if there is something specific you'd like to target, just let him know in the days leading up to the trip and he can make it happen! Captain Spencers 25' Pathfinder is extremely versatile in this regard shallow enough to maneuver the backcountry and local grass flats, and sturdy enough to handle the light chop of the open ocean. The vessel also has a full tower which optimizes your fishing opportunities by sighting fish and bait easier. She can accommodate 6 guests, however, Captain Spencer prefers to fish with 4 or less. Captain Spencer can also make accommodations to pick you up from many places around Key West. If you are staying somewhere with water access let us know and Captain Spencer will try to accommodate picking you up from your location. Read More

Flats, Inshore, Nearshore Fishing Charter near Cudjoe Key

Edge Of The Map Trip

100% (6)
25 ft 1 - 4 People From $650
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Marquesas Key Run in Key West

Get ready to experience the best fishing of your life on this charter trip in the Marquesas Keys! The Marquesas Keys is a magical destination for backcountry fishing, and hold year-round populations of Permit, Jacks, Barracuda, Ladyfish, Mangrove Snapper, and more! This island group lies roughly 26 miles off Key West and is a secluded location known for its beauty and exceptional fishing. Captain Tyler has a ton of experience fishing this area, and can put you on a huge variety of species in varying depths of water. With shallow mangrove channels, broad flats, and shallow patch reefs that house a bunch of tropical species, this diverse environment is ideal for anglers who want to cross tons of fish off their bucket list! This trip is mainly catch-and-release, so bring a camera to capture your catches! Other than that, Captain Tyler has you covered with rods, reels, and tackle so that you can focus on the fishing. Get out there and have a blast! Read More

Flats, Inshore Fishing Charter near Cudjoe Key

Marquesas Key Run

67% (3)
24 ft 1 - 4 People From $1,200
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?

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

Our Damn Good Guides currently offer 26 permit trips in Cudjoe Key, and the most popular trips in the area are Lower Keys Flats Fishing guided by Dale and Big Pine Key Action guided by Robert.

Our guides in Cudjoe Key are rated a 4.92 out of 5 based on 3300 verified reviews on Captain Experiences.

All guides on Captain Experiences are licensed, insured, and 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 light tackle fishing, live bait fishing, and artificial lure fishing but bottom fishing and drift fishing are popular as well.

How much do Cudjoe Key permit fishing charters cost?

Prices for permit in Cudjoe Key can range anywhere from about $550 to $1,260, but the average price for a half day trip for permit in Cudjoe Key is $708. The average price for a full day trip for permit in Cudjoe Key is $997.

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 summer, and most anglers book their trips 24 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 of Captain Experiences

  • ★★★★★
    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. with Alex H. of Key West, Florida

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

    David R. with Thomas D. of Key West, Florida

  • ★★★★★
    Great Captain, great Mate, great boat and great time! Captain Steve got us on the Mahi and slayed em! Full limit on Mahi and a couple of barracuda. We had one sailfish come look but not for lack of trying! Jeff knows his stuff and never stopped working and made sure we were fishing the entire time. We completed our limit by landing all three of a triple set. I have fished my whole life and this was a fantastic trip. Highly recommend the Sea-clusion and Captain Steve.

    Arik G. with Thomas D. of Key West, Florida

  • ★★★★★
    10 Stars ⭐️ Spencer was a great communicator, ensured we had a variety of fishing opportunities and was great with my kiddos!!

    Noell P. with Spencer C. of Key West, Florida

  • ★★★★★
    Capt John was top notch!! Our planned morning trip hit a snag due to bad weather…But John was honest and informative suggesting that we should hold off a few hours…so we did. Our afternoon ended up being an awesome fishing encounter. We would highly recommend…thank you Capt John!!!

    Kelly L. with John D. of Key West, Florida

  • ★★★★★
    We had a great time on our first family fishing trip. We brought enthusiasm, and very little experience. John was a great teacher for all of us, and took us to several good spots in Lake Passage. We caught shark, black grouper and enough snapper to feast on for days. The fine folks at Hurricane Hole cooked it up for us and it was amazing!! We would definitely book another trip with John!!

    Karl H. with John D. of Key West, Florida

  • ★★★★★
    Great experience! Alex is the best!

    Jason M. with Alex H. of Key West, Florida

  • ★★★★★
    Excellent experience! Our Captain Alex was the best!

    Jason M. with Alex H. of Key West, Florida

  • ★★★★★
    Spencer was awesome. Especially great with our child. Showed him proper technique and our boy caught 12 fish! Fished in a couple different places and the fish were biting a lot in each spot. Will totally book Spencer again if we make it back to Key West.

    Joe R. with Spencer C. of Key West, Florida

  • ★★★★★
    Captain John was simply incredible! I have been fishing my entire life and know a great guide… Captain John is the real deal. He took the time to understand what we wanted to catch and then nailed it… put us on exactly what we wanted all day long. He was friendly, engaging and fun. We will be back to fish w Captain John again!!

    Patrick . with John D. of Key West, Florida

  • ★★★★★
    Second Generation fisherman Rob was absolutely the best. He knew where to go close to the Harbor to put us on the fish. Highly recommended.

    Robert H. with Rob D. of Key West, Florida

  • ★★★★★
    We had a fantastic trip with Robert, he got us into plenty of action including an 80lb Tarpon with a couple other hook ups. We then poled an area and caught some juvenile Tarpon that was a blast. And last but not least, Robert put us on some screaming bonefish, my buddy and I each landed a pair of bones. Thanks for an Awesome trip Robert. Tight lines👍

    Thomas M. with Robert H. of Cudjoe Key, Florida

  • ★★★★★
    Spencer picked us up as scheduled. Boat was extremely clean and well prepared. We were fishing for tarpon and had a wonderful time. Hooked into multiple fish and had one giant. Spencer was amazing overall and would absolutely do it again. Couldn’t recommend him more.

    Patrick H. with Spencer C. of Key West, Florida

  • ★★★★★
    Tough day lots if wind. Still found fish, had a blast Chandler is an excellent guide coming back for more Tarpon

    Paul G. with Chandler W. of Key West, Florida

  • ★★★★★
    My husband and son had nothing but great things to say about their trip! “Best trip ever” per my son. They were able to catch a 40+ lb grouper! They loved every minute and said Spencer was super knowledgeable! Worth every penny for the experience!

    Michelle P. with Spencer C. of Key West, Florida

  • ★★★★★
    Everything was top notch, Great communication from start to finish. Capt and 1 Mate were both professional and knowledgeable and put me on fish. Only down side was when I lost a Sailfish 🙁 but landed this nice Barracuda off a Tripple set of Barracudas 🤷‍♂️😂

    John C. with Thomas D. of Key West, Florida

  • ★★★★★
    Excellent service! Will definitely use again. Very knowledgeable about the area and put us in the fish. Loved every minute of it and highly recommended to anyone who wants to go fishing!

    Jonathan L. with Brandon S. of Summerland Key, Florida

  • ★★★★★
    Captain David Larson was nice, professional and best of all, he put us on the fish! I did the 4 hour charter and we caught barracuda, massive bull shark, trigger fish, grouper, and blue fish. By the end of the 4 hours I was happy and exhausted. Captain David was experienced, helpful and a genuine good guy.

    Blake L. with John J. of Key West, Florida

  • ★★★★★
    Had a great day fishing with Captain Brandon. We caught a lot of fish, including barracuda, snapper, nurse and lemon shark. Brandon kept moving around to ensure that we stayed on the fish. We've fished with a number of guides over the years and Brandon was one of the best!

    Michael B. with Brandon S. of Summerland Key, Florida

  • ★★★★★
    First off, there was some confusion with the first Capt. we were booked with and he didn’t have us on his schedule. I called the cust service line and Adam took great care of me. He showed genuine concern and was able to get us booked with Capt. Bob. 5 stars for Adam. We enjoyed our trip with Capt. Bob. He was knowledgeable and accommodating, got us into some fish, and coached us on casting. Great guy! I would recommend Capt. Bob for anyone interested in fly fishing the flats.

    Joe M. with Bob B. of Summerland Key, Florida

What's biting in Cudjoe Key?

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