facebook pixel

Damn Good Cudjoe Key Fishing Charters

Check real-time availability on Cudjoe Key fishing trips. Online booking | 4.92 / 5 stars | Guides from $650

Choose a Date
Choose a Trip Type
4.92/5 Average Rating

Experts Available 24/7

Licensed & Insured Guides

100% Weather Guarantee

Recently Booked Fishing Charters Near Cudjoe Key, Fl

Fishing in Cudjoe Key

Deep Sea, Inshore, Nearshore Fishing Charter in Cudjoe Key

All-Inclusive Fishing Adventure

100% (1)
34 ft 1 - 6 People From $1,000
Fishing in Cudjoe Key

Flats, Inshore Fishing Charter in Cudjoe Key

Lower Keys Flats Fishing

NEW
17 ft 1 - 2 People From $600
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

Nighttime Tarpon Adventure

100% (1)
18 ft 1 - 2 People From $600
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 Marathon

Nearshore Fishing Charter near Cudjoe Key

Shark Fishing

100% (1)
35 ft 1 - 6 People From $950
Fishing in Key West

Flats, Inshore, Nearshore Fishing Charter near Cudjoe Key

The Florida Keys Inshore Experience

NEW
24 ft 1 - 4 People From $700

Most Popular Types of 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

Red Snapper Fishing Charters Near Cudjoe Key, Fl

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

Deep Sea, Nearshore Fishing Charter in Key West

Key West Sportfishing Trip

93% (14)
45 ft 1 - 6 People From $1,200
Fishing in Key West

Nearshore Fishing Charter in Key West

Key West Sportfishing Adventure

100% (1)
34 ft 1 - 6 People From $1,050
Veteran Operated
This trip is managed / operated by a veteran of the US armed forces.
Fishing in Marathon

Inshore, Nearshore Fishing Charter in Marathon

Marathon Fishing Extraordinaire

NEW
32 ft 1 - 6 People From $650
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

Deep Sea, Nearshore Fishing Charter in Key West

Key West Fishing Slam

93% (14)
36 ft 1 - 6 People From $1,050
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

Flats, Inshore Fishing Charter in Key West

Private Patch Reef & Flats Fishing

NEW
30 ft 1 - 6 People From $1,195
Fishing in Marathon

Inshore, Nearshore Fishing Charter in Marathon

FL Keys Reefs And Wrecks

NEW
31 ft 1 - 6 People From $850

Deep Sea Fishing Charters Near Cudjoe Key, Fl

Fishing in Marathon

Deep Sea Fishing Charter in Marathon

Marathon Key Nearshore Run

100% (8)
31 ft 1 - 6 People From $900
Fishing in Marathon

Deep Sea Fishing Charter in Marathon

Ultimate Angler's Paradise

100% (10)
40 ft 1 - 6 People From $2,200
Fishing in Cudjoe Key

Deep Sea, Inshore, Nearshore Fishing Charter in Cudjoe Key

All-Inclusive Fishing Adventure

100% (1)
34 ft 1 - 6 People From $1,000
Fishing in Marathon

Deep Sea, Nearshore Fishing Charter in Marathon

Marathon Premier Fishing

100% (10)
40 ft 1 - 6 People From $950
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 Marathon

Deep Sea, Nearshore Fishing Charter in Marathon

Marathon Half Day Fun!

NEW
48 ft 1 - 6 People From $1,100
Fishing in Marathon

Deep Sea Fishing Charter in Marathon

Marathon Key Swordfish Hunt

100% (8)
32 ft 1 - 6 People From $1,900

Nearshore Fishing Charters Near Cudjoe Key, Fl

Fishing in Marathon

Deep Sea, Nearshore Fishing Charter in Marathon

Marathon Key Offshore - 32’ Morgan

100% (8)
32 ft 1 - 6 People From $1,300
Fishing in Cudjoe Key

Deep Sea, Inshore, Nearshore Fishing Charter in Cudjoe Key

All-Inclusive Fishing Adventure

100% (1)
34 ft 1 - 6 People From $1,000
Fishing in Marathon

Deep Sea, Nearshore Fishing Charter in Marathon

Marathon Premier Fishing

100% (10)
40 ft 1 - 6 People From $950
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 Marathon

Deep Sea, Nearshore Fishing Charter in Marathon

Reef And Wreck Fishing

100% (1)
35 ft 1 - 6 People From $950
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 Marathon

Deep Sea, Nearshore Fishing Charter in Marathon

Marathon Half Day Fun!

NEW
48 ft 1 - 6 People From $1,100
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 Marathon

Inshore, Nearshore Fishing Charter in Marathon

Marathon Inshore Adventure

NEW
29 ft 1 - 6 People From $800

Inshore Fishing Charters Near Cudjoe Key, Fl

Fishing in Cudjoe Key

Flats, Inshore Fishing Charter in Cudjoe Key

Lower Keys Flats Fishing

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

Deep Sea, Inshore, Nearshore Fishing Charter in Cudjoe Key

All-Inclusive Fishing Adventure

100% (1)
34 ft 1 - 6 People From $1,000
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

Nighttime Tarpon Adventure

100% (1)
18 ft 1 - 2 People From $600
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 Marathon

Inshore Fishing Charter in Marathon

Tarpon Trip

100% (1)
35 ft 1 - 6 People From $750
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 Marathon

Inshore, Nearshore Fishing Charter in Marathon

Marathon Inshore Adventure

NEW
29 ft 1 - 6 People From $800

More Fishing Charters Near Cudjoe Key, Fl

Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Dry Tortugas Smash in Key West

Embark on the ultimate fishing adventure with Captain John's 33ft Center Console to the pristine waters of the Dry Tortugas. Set out on a 10-hour journey filled with excitement, as you navigate through the turquoise blue waters of the Gulf of Mexico. With Captain John at the helm, seasoned anglers and novices alike will have the opportunity to reel in a variety of prized catches. Cast your line in search of the elusive and powerful Tarpon, known for their acrobatic leaps and challenging fights. Test your skills against the cunning and elusive Permit, as you strive to land one of these prized trophies. As you cruise through the remote and picturesque Dry Tortugas, keep your eyes peeled for the iconic sight of a majestic sailfish slicing through the waves. Feel the thrill of the chase as you pursue these magnificent creatures, known for their lightning-fast speeds and spectacular aerial displays. Whether you're a seasoned angler looking for your next big catch or a newcomer eager to experience the thrill of deep-sea fishing, Captain John's 33ft Center Console promises an unforgettable adventure in one of the most beautiful and bountiful fishing destinations in the world. Join us for a day filled with excitement, camaraderie, and memories that will last a lifetime. You’ll be fishing aboard Captain John’s 33-foot center console equipped with two 300 HP engines. She also has a GPS, fishfinder, flybridge, live bait well, outriggers, and tuna tubes. We will provide Spearfishing Equipment and Snorkeling equipment free of charge if you’re interested. Captain John welcomes 6 anglers on these 4, 6, and 8-hour adventures. The longer your trip, the farther out you can fish. And the farther out you can fish, the bigger the fish get! Make sure you bring food and drinks for the day (preferably no glass) as well as a hat and sunscreen. Captain John will provide all licenses, rods, reels, lures, and tackle. They will also prepare live bait before the trip, although you can catch the bait during the trip if you’d like. For the 6-and 8-hour trips, a first mate will be on board to help you at all times. They will help you clean and fillet your fish at the end of the trip. Whatever your skill level, there is a fish out here with your name on it. Come and join Captain John for an exciting day of fishing! Read More

Deep Sea Fishing Charter near Cudjoe Key

Dry Tortugas Smash

88% (8)
33 ft 1 - 6 People From $2,400
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 Reef Fishing in Key West

If you’re looking for some of the best charter fishing that money can buy out of Key West, Florida, you can’t go wrong here. With over 3 decades of local fishing experience under his belt, Captain Russ is your man if you want to get the best out of these deep blue waters. Our boat is a 50’ Hatteras saltwater fishing boat that can take up to 6 anglers deep sea fishing at the same time. Powered by twin 550 HP Detroit Diesel‎ engines, this fishing machine is unstoppable on the water. The vessel comes rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice-boxes. It’s also very comfortable and features 2 private restrooms, a kitchen, a flybridge, beds, and AC. This beauty can take you for some amazing deep sea and reef fishing up to 25 miles offshore on full day trips. These trips will also provide higher chances of catching Marlin! If you book a half day trip, you’ll be fishing in a 2–12 mile range. Depending on the package and the bite, your target list will include Mahi Mahi, Wahoo, Sailfish, Marlin, Snapper, Grouper, and many other attractive species. Read More

Deep Sea Fishing Charter near Cudjoe Key

Reef Fishing

NEW
50 ft 1 - 6 People From $950
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Backcountry Classic - 28’ Blue Wave in Key West

Welcome to Captain Alex's Charter where he offers Flats, Backcountry, inshore and Reef Fishing in Key West, Florida. Spin Fishing is offered for all ages and skill levels. The boat provides enough room for up to four fishermen. His goal is to make fishing easy and fun by modifying custom charters just for you and your party guests. Family trips, father-son outings, or single-person charters are all provided. Click to the left and right on the carousel above for photos of the Alex's sweet 28’ Blue Wave and the beautiful fish his previous clients have caught. With Captain Alex, you'll target tarpon, bonefish, permit, and barracuda on the flats. As well as snapper, mackerel, jacks inshore and in the backcountry. Also he offers fish mounts by Gray Taxidermy to immortalize your catch for a lifetime! Read More

Flats, Inshore, Nearshore Fishing Charter near Cudjoe Key

Backcountry Classic - 28’ Blue Wave

100% (5)
28 ft 1 - 4 People From $700
Fishing in Summerland Key
Fishing in Summerland Key
Fishing in Summerland Key
trip description for Summerland Key Tarpon Fishing in Summerland Key

Hop on board with Captain Bob and get ready for an action-packed day of fishing the flats! The Florida Key flats are some of the best spots for Tarpon fishing in the world, and the clear waters are great for fly fishing! On this 4-hour trip, Captain Bob will take you to the Summerland Key inshores where you'll be fly-fishing for Tarpon. Captain Bob has been guiding trips in the Florida Keys for over 20 years now, so get ready for him to put you on some fish! To attract these picture-worthy Tarpon you'll be using a fly rod to cast exactly where the fish are swimming. Captain Bob is happy to demonstrate proper fundamentals for this technique to newcomers, or to provide experienced fly fishers with some expert tips! Tarpons have become the most sought-after game fish in the Florida Keys, April through July, being the prime season. Whether you’re using rod and reel or fly fishing, these sometimes 100 plus pound fish love to fight hard. Tides, weather, and moon phases play an essential factor in a Tarpon’s behavior, but these kings are always hungry, biting on both live and artificial bait. Bring your camera because catching a tarpon is a stunning experience that you will want to capture. These fascinating sport fish are catch and release. It only takes one battle with these prehistoric creatures to become completely mesmerized, and you’ll be longing to catch more! Captain Bob fishes aboard a 18' Action Craft skiff boat, equipped with a Fishfinder, Live Bait Well, Wireless Trolling Motor, and an Ice Box to store your catches. The 150 HP Yamaha engine is sure to get you where you need to be in the Summerland Key inshores. Captain Bob will provide all rods, reels, and tackle. All you need to bring is any food or drinks you might need out on the water. Come aboard with Captain Bob and catch some fish! Read More

Inshore Fishing Charter near Cudjoe Key

Summerland Key Tarpon Fishing

100% (1)
18 ft 1 - 2 People From $500
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 Private Half Day Charter in Key West

4 hours on the beautiful waters of the Atlantic Ocean or the Gulf of Mexico. We can fish for a variety of species based on the time of year and what is in season. We start the day catching live bait, depending on what we are planning to fish for it can be anything from casting for Pinfish, Thread Fins, Ballyhoo Etc to throwing the cast net for some Pilchards, Mojarra or Mahua. You can keep your edible catch or simply catch and release. We can talk and customize your trip based on your preferences. Read More

Deep Sea, Inshore Fishing Charter near Cudjoe Key

Private Half Day Charter

NEW
28 ft 1 - 4 People From $900
Fishing in Key West
Fishing in Key West
Fishing in Key West
trip description for Shark Fishing Trip in Key West

Hop on board with Captain Brad and prepare for an action-packed day of fishing the beautiful Key West waters! In the Florida Keys, you can expect many shark species from Blacktip to Bull, Bonnethead, Hammerhead and more. On this 4-hour trip, Captain Brad will take you to prime shark fishing spots in the Key West inshore and nearshore. Once there, you'll be using light tackle and bottom fishing to go after these predators. Captain Brad is happy to demonstrate proper fundamentals for either method. He grew up fishing in the Keys and is sure to put you where the sharks are biting! Captain Brad fishes aboard a 34’ Yellowfin center console with a capacity for 2 people. Powered by 2 300 HP Suzuki engines, this well-outfitted vessel is sure to comfortably get you where you need to be in no time. It has a GPS, Fishfinder, Live Bait Well, Outriggers, Ice Box and even a bathroom! Captain Brad will provide all rods, reels, and tackle. All you need to bring is any food or drinks you might want. Climb aboard and catch some Sharks! Read More

Inshore, Nearshore Fishing Charter near Cudjoe Key

Shark Fishing Trip

NEW
34 ft 1 - 2 People From $900
See All Trips in Cudjoe Key

Need a Place to Stay?

Everything to Know About Booking a Fishing Charter in Cudjoe Key

What are the best fishing charters in Cudjoe Key?

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

Our Damn Good Guides currently offer 137 trips in Cudjoe Key, and the most popular trips in the area are Nighttime Tarpon Adventure guided by Robert, 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 3286 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 charters / fishing lessons in Cudjoe Key? Check out our beginner and family friendly charters in Cudjoe Key.

What types of fishing charters are common in Cudjoe Key?

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

The most commonly sought after species in Cudjoe Key are: 1. mahi mahi, 2. yellowtail snapper, 3. blackfin tuna, 4. mutton snapper, and 5. sailfish.

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

How much do Cudjoe Key fishing charters cost?

Prices in Cudjoe Key can range anywhere from about $650 to $2,000, but the average price for a half day trip in Cudjoe Key is $887. The average price for a full day trip in Cudjoe Key is $1,491.

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 fishing in Cudjoe Key?

The most popular season for fishing in Cudjoe Key is summer, and most anglers book their trips 21 days in advance.

Do I need a Cudjoe Key fishing license and what are the bag limits 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.

Cudjoe Key Fishing Overview

Cudjoe Key, a hidden gem in the Florida Keys, offers a diverse range of fishing opportunities that are often overlooked by tourists. With Cudjoe Key fishing charters, anglers can experience the full spectrum of Florida Keys fishing, without the crowds and bustle of more popular destinations.

The wrecks around Cudjoe Key are home to Grouper, Cobia, Kingfish, and Barracuda, while the reefs hold Yellowtail, Mutton, and Mangrove Snapper. The flats offer a unique challenge for those seeking to quietly stalk elusive Bonefish and Permit, as well as the chance to battle the Silver King. Offshore fishing for Tuna and Billfish is also exceptional in these waters.

Even a short afternoon on the water can be productive at Cudjoe Key, with half-day reef excursions yielding plenty of excellent tasting fish, especially during the summer months. However, those targeting flats species should allow for extra time, as patience is required. Full-day offshore expeditions typically produce the best results.

Cudjoe Key is split into northern and southern portions by US Highway 1, with the majority of development located in the south around Cudjoe Bay. This makes it easy for visiting anglers to find charters and quickly locate their captain for the day, with easy access to any fishing spot desired.

For anglers fishing aboard a charter boat, licenses are covered by the captain. However, those exploring the local flats and inshore waters alone must obtain a Florida fishing license ahead of time to comply with regulations.

Cudjoe Key Inshore Fishing

With two oceans touching Cudjoe there is no shortage of fish to catch. The keys are known for variety, and that holds true for the inshore fishing here. In the channels and backcountry waters for snook and reds, on the gulf side as well as bonefish on the Atlantic side. Starting in the early spring, bonefish make their way into the flats and bays around Cudjoe Key and stay all summer long. Permit will show up on either side like trout, which will hold up in the grass flats.

A little later in the spring, tarpon swarm the bays and channels around the Island. Tarpon hang out in shallow waters from the backcountry to the bridges where you also have a shot at sharks and grouper. With enough variety for several trips, the inshore fishing in Cudjoe Key is world-class.

Cudjoe Key Deep Sea Fishing Charters

Head past the reefs on the Atlantic side and you will be in marlin, sailfish, yellowfin tuna, and blackfin tuna feeding grounds. Mahi-mahi are also commonly caught here and can even be caught closer in. Offshore on the gulf side means catching cobia while trolling or dropping bait for snapper and grouper species. The difference in fish species between the two sides of Cudjoe Key can be confusing but regardless of what side you choose for your trip, this is a magical place to wet lines.

Popular Types of Fishing In Cudjoe Key

Cudjoe Key fishing charters offer a variety of options for anglers of all levels. The most common types of fishing charters in Cudjoe Key are offshore, reef, and backcountry fishing.

Offshore fishing charters take you out to the deep waters of the Gulf of Mexico or the Atlantic Ocean, where you can catch big game fish like marlin, sailfish, and tuna. Reef fishing charters take you to the coral reefs near Cudjoe Key, where you can catch snapper, grouper, and other reef fish. Backcountry fishing charters take you to the shallow waters of the Florida Bay, where you can catch tarpon, bonefish, and permit.

Some of the most common fish to catch in Cudjoe Key include tarpon, bonefish, permit, snapper, grouper, marlin, sailfish, and tuna.

Cudjoe Key fishing charters often visit landmarks like the Bahia Honda State Park and the Looe Key National Marine Sanctuary, where you can experience some of the best fishing in the Florida Keys. So, whether you're a seasoned angler or a beginner, there's a Cudjoe Key fishing charter that's perfect for you.

The Best Places To Fish In Cudjoe Key

Cudjoe Key, Florida is a prime destination for fishing enthusiasts. With its crystal-clear waters and diverse marine life, there are plenty of great spots to cast a line. Here are some of the best places to fish in Cudjoe Key, whether you're going on a fishing charter or just casting from shore:

1. The Content Keys - These small islands offer some of the best fishing in the area, with plenty of opportunities to catch tarpon, bonefish, and permit.

2. Sawyer Key - This uninhabited island is a popular spot for fishing charters, thanks to its abundance of snapper, grouper, and other game fish.

3. The Gulf of Mexico - Just a short boat ride from Cudjoe Key, the Gulf of Mexico is home to a wide variety of fish, including redfish, snook, and trout.

4. The Backcountry - With its shallow waters and mangrove-lined channels, the backcountry is a great place to catch tarpon, snook, and other species.

5. The Bridges - The bridges that connect Cudjoe Key to the mainland are popular spots for fishing charters, with plenty of opportunities to catch snapper, grouper, and other game fish.

Other Things To Do In Cudjoe Key

While Cudjoe Key fishing charters are a popular attraction, there are plenty of other things to do in this Florida city. Take a trip to the nearby Bahia Honda State Park for some stunning views and outdoor activities like snorkeling and kayaking. For a unique experience, visit the National Key Deer Refuge to see the endangered Key deer up close. If you're looking for a bit of history, check out the historic Overseas Highway or the Ernest Hemingway Home and Museum in nearby Key West. And of course, no trip to Florida is complete without a visit to the beach - head to the nearby Sugarloaf Beach or venture a bit further to the famous Key West beaches.

Recent Reviews of Captain Experiences

  • ★★★★★
    We took a 10 hour charter with Mark and Chris and it was an excellent time. They made sure that both of our boys got to catch a shark and they each got several Mahi. I would definitely recommend them!

    Tammy G. with Mark B. of Key West, Florida

  • ★★★★★
    Guys were awesome !! They were all ready to go when I got to the boat Tony and Tony Sr absolute gentlemen and worked very hard and got me mahi, tuna, and barracudas definitely go out with again

    Paul M. with Antonio E. of Key West, Florida

  • ★★★★★
    We had a great time with Josh! Josh was very knowledgeable about the waters that made for a successful fishing trip! Thanks for everything!!

    Jacque D. with Josh C. of Marathon, Florida

  • ★★★★★
    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

  • ★★★★★
    We had an absolutely amazing time deep sea fishing with Captain Anthony! He is a fun and knowledgeable fisherman with LOTS of experience and great stories (ask him about how he’d dive for lobsters to impress his dates). He does all the work but lets you learn and participate as much or as little as you want. We knew we had an expert when we heard the radio chatter of all the other guides complaining that nothing was biting, while we pulled in six (only four mahi in pic). The other two were a small tuna and a ~32” barracuda). We highly recommend Kilo Whiskey Charter & Captain Anthony!

    Dan W. with Anthony D. of Key West, Florida

  • ★★★★★
    Josh was very professional and accommodating. Very good with the kiddos!

    Jerry S. with Josh C. of Marathon, Florida

  • ★★★★★
    Absolutely the highlight of our trip. Mike and his crew were fantastic teachers, patient and focused on helping all of us catch terrific fish. They are great with kids of all ages - 5 years to 16 years. Everyone had a great time and we caught a lot of fish.

    Vicki L. with Mike W. of Stock Island, Florida

  • ★★★★★
    Captain Hunter, along with Captain Janis and Valerie, are the expert !!!! Captain Hunter and the team will give you the best experience that you could ask for lobstering ! It was my first trip doing this, and it is remarkable. The Captains helped me set a foundation of what to do and to be careful. Their safety is number one priority. Will definitely recommend Captain Hunter to everyone and I want to come back lobstering with him again. Valerie and Captain Janis also help this trip run smooth and create fun environment. By the way, Captain Hunter made the best ceviche ever !!!!! And ooh ! I love you Seabass( cute little doggy) she is the best security guard ! 😍😍

    Apisara T. with Hunter L. of Key West, Florida

  • ★★★★★
    Was a great trip, got on some nice fish. Got surprised by a large school of smaller mahi mahi but had fun with the instant hook up and seemed to last a good bit. Captain was great, very knowledgeable and supplied drinks if we needed any. The boat was clean and spacious for the both of us and had plenty of rods in the water.

    Tony P. with Hunter L. of Key West, Florida

  • ★★★★★
    Great trip Enjoyed it

    Jeff R. with Tyler S. of Key West, Florida

  • ★★★★★
    Captain Tony was great. We'd definitely book again.

    Houston H. with Antonio E. of Key West, Florida

  • ★★★★★
    Fantastic trip with Capt. Joel and Darren. Got us on some great Mahi Mahi, and kept at it for the whole trip. Highly recommended.

    David L. with Joel B. of Marathon, 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

  • ★★★★★
    Family had a great time, caught a variety of fish. Enjoyed it!

    Scott D. with Antonio E. 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

  • ★★★★★
    My wife and I did a mix of reef fishing and offshore fishing to make an 8 hour trip. The bite was spotty at times, but we found a few schools of mahi mahi and were able to catch several of them throughout the day! We only had one keeper size, but it was very exciting to get into them and watch them hit our baits. Captain Steve and first mate Mike worked nonstop to get us into more fish. They can’t control if the fish will bite, but they certainly gave it their best effort. They also had great hospitality and offered plenty of fun stories and advice. We took our fresh catch to Lazy Days that evening and had an incredible dinner.

    Cooper S. with Steve S. of Marathon, Florida

  • ★★★★★
    The family had an absolutely phenomenal time with Captain Mike and his crew. We caught plenty of fish. The crew was very helpful to the family. The boat was great. I will 100% recommend them to anyone looking for a great trip.

    Tommy L. with Mike W. of Stock Island, Florida

  • ★★★★★
    My son, friend and i went out on Cowboy II with Captain Mark and Best Mate Ever Anthony. The Captain has eagle eyes and Anthony moves like an octopus, neither would give up until we CRUSHED IT. 2 Black Tail Tuna and 9 Mahi later we were happy as fishing guys could be. I am happy to recommend them for your trip with the guys. Enjoy Paul Cella

    Paul C. with Mark B. of Key West, Florida

Top Types of Fishing in Cudjoe Key

How are fishing conditions in Cudjoe Key?

View Cudjoe Key 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 licensed, insured and vetted by our team of outdoor experts who know them on a first-name basis. We hand pick our Damn Good Guides, and our network spans all across the country 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:

See All Trips in Cudjoe Key