Damn Good Summerland Key Fishing Charters

Hop on board with Captain Brad and prepare for an action-packed day of fishing the beautiful Key West waters! The inshore area around Key West is the perfect spot to chase after some hard-fighting Tarpon. Tarpons have become the most sought-after game fish in the Florida Keys, and fishers flock here during prime season (April through July). Whether you’re using rod and reel or fly fishing, these sometimes 100 plus pound fish love to fight hard. Bring your camera because catching a tarpon is a stunning experience that you will want to capture. On this 4-hour trip, Captain Brad will take you to prime fishing spots in the Key West backcountry. Once there, you'll be using light tackle and Captain Brad is happy to demonstrate proper fundamentals for luring in Tarpon. He grew up fishing in the Keys and is sure to put you where the fish 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 Tarpon! Read More

8 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, 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

Get out there and chase down some thrilling pelagic fish on this trip with Captain Joel! You'll be cool and comfortable on board this 30' Grady White, which is purpose-built for offshore performance. Marathon, FL is world-famous for sportfishing, and for good reason! Not only is the water here rich with life, but it's also right on the edge of the shelf, so you can hook up exciting deep-sea species less than an hour from the dock. This trip can be a half-day, a 3/4 day, or a full day of fishing depending on your preferences, but no matter what you choose, you'll be targeting prime nearshore gamefish species such as Barracuda, Cobia, Mahi, African Pompano, Kingfish, and more. On longer tips, you'll also have the opportunity to troll for major species including Sailfish, Wahoo, Blue Marlin, and Blackfin Tuna. Every single one of these fish is a hard fighter, and once they take that bait, it's game on! Captain Joel will come prepared with everything you need for an exhilarating day on the water, including bait, rods, reels, and tackle. All you need to bring is your sunscreen, some sunglasses, and a good attitude! Head out there and have a blast! Read More

4 hours on the beautiful waters of the Atlantic Ocean or the Gulf of Mexico. This amazing trip is only offered seasonally August through March. We also offer trips for the NEW 1 day Lobster hunt for Florida Residents only. And the 2 day Lobster Mini Season which for 2024 is July 24 & 25, this is open to everyone. This is best suited for strong swimmers with experience snorkeling. If you don’t want to travel with dive gear it can be rented from any of the local dive shops, I will give shop recommendations once booked. Most of the time we will be diving in between 4’ and 10’ deep water. It is a lot of fun, but it takes patience and a lot of practice. We can talk and customize your trip based on your preferences. Read More

Join Captain John for an unforgettable half-day fishing trip, perfect for both beginners and experienced anglers. Captain John, a seasoned local captain, will ensure your day on the water is memorable and successful. You'll be fishing aboard a 33’ Ocean Master center console, powered by twin 300 HP Yamahas, accommodating up to six passengers. This boat is equipped with a flybridge, a live well, an ice box, and top-quality Penn fishing equipment, ensuring a comfortable and efficient fishing experience. This half-day trip is ideal for novice anglers looking to start their fishing journey and for experienced fishers with busy schedules. You'll have the opportunity to target a variety of species around the flats and reefs, including Snapper, Amberjack, Pompano, Grouper, and more. Book your trip with Captain John today and enjoy a day of fishing you'll never forget! Read More

Get offshore with Captain Rob, a dedicated and experienced captain who hails from a line of professional anglers. With more than thirty years of experience fishing here in the Keys, he knows every bit of this fishery and will make sure to put you on a trophy, fill your coolers, show you a great time on the water, or all of the above! On this trip, you'll be heading out to offshore water within about 30-60 miles off Key West. Here, you can chase every fish under the sun, including pelagic such as Mahi, Sailfish, and Wahoo, plus giant reef fish such as Groupers and Snappers! Drop lines, troll lures, and cast out for the fish of a lifetime—you can rely on Captain Rob and Captain Mason to help you land it. We fish Key West to the Dry Tortugas. You'll be fishing aboard a 36' Yellowfin center console, outfitted with three F300 Yamaha outboards for a triple-helping of speed. Plus, when you're on a center console, you'll be able to fish 360º of water around the boart, giving you a lot of options. Get out there with Captain Rob and Mason Thank you and see you on the water. Read More

Our most popular charter trip!! Tournament Proven Captains! Battle the Silver King at dawn or dusk! Hook up one of the world’s most popular big game fish and see who is tougher.. YOU or the fish!! Enjoy epic Florida Keys sunrises or sunsets as you target huge Tarpon in and around the bridge pilings of the Famous 7 Mile or Bahia Honda Bridges. Several different time slots available from 3hrs to 8hrs. 4 hour trips go morning, mid day or evening! Consult the captain for the best times of a certain day based on the tide. This is the big game fishing you have been looking for!! Shallow water, close to shore, calm waters and HUGE fish that jump out of the water sometimes 15ft high! Then chase them down as the try to break off the line on various structures like bridges and buoys, etc.. Florida Keys fishing excitement at it’s best!!! Read More

Experience Thrilling Deep Sea Fishing in Key West with Captain Jeremy! Join Captain Jeremy on an exhilarating deep sea fishing adventure in the stunning waters of Key West, Florida. Aboard his 30' center console, you'll have the opportunity to utilize various fishing techniques, chase after incredible species, and create memories that will last a lifetime. Diverse Fishing Techniques Captain Jeremy's expertise spans a range of fishing techniques, ensuring a well-rounded experience for anglers of all skill levels. Whether you prefer artificial lure fishing, heavy tackle fishing, kite fishing, light tackle fishing, live bait fishing, sight casting, or trolling, you'll find it all here. Target Impressive Species Key West boasts a diverse ecosystem teeming with impressive fish species, including Blackfin Tuna, Mahi Mahi, Sailfish, and Wahoo. These highly sought-after catches offer thrilling battles and delicious rewards. Deep Water Adventures Venture out to the deep waters as Captain Jeremy goes "run and gun" style in search of Dolphin (Mahi Mahi), Wahoo, and Blackfin Tuna. Feel the excitement as you track these fish and prepare for thrilling battles. Flexible Fishing Approaches Captain Jeremy's approach to "run and gun" and trolling depends on the conditions of the day, ensuring you have the best chance of a successful and enjoyable fishing experience. Book Your Deep Sea Fishing Trip Today! Whether you're an experienced angler seeking a new challenge or new to the world of deep sea fishing and eager to explore, Captain Jeremy's trip in Key West promises an extraordinary day filled with excitement, camaraderie, and fantastic catches. Reserve your spot now and get ready for an incredible deep sea fishing adventure with Captain Jeremy! Read More

When the Tarpon are in full swing down there in the Keys, there's nothing more exhilarating than going out to chase these acrobatic giants! Captain Anthony has years of experiences fishing the waters around Key West, and if there is something he knows how to do with his eyes closed, it's catching Tarpon in the summer months! Head out with him to catch "Silver Kings" on live crab, pinfish, or their favorite, mullet—or chase them down with artificial lures for an exhilarating sight-casting experience. Whatever you decide to do Captain Anthony, he'll provide expert guidance while taking you to his favorite honey holes and channels. Get out there and have a blast! Read More

We take off to the wild blue water of the gulf stream and look for current rips, weed lines and diving birds. Results could be plenty of Dolphin fish (Mahi), Tuna, Sailfish, Wahoo, Sharks, Marlin and Swordfish! We also deep drop far offshore with big equipment to bring up select eating deep dwellers like Snowy Groupers, Tilefish, Barrelfish and Queen Snappers. We can also do a custom trip to target Swordfish all out on the edge of the continental shelf which we call “The Wall”. Catch Mahi on the way out or back and try your luck at the top big game billfish on earth Swordfish and Marlin. These offshore trips we have to add more to the cost due to additional fuel. Our twin 300HP engines you will get there quickly and safely! Read More

Head out of Big Pine Key to explore the Offshore waters and Reefs with Captain Mark. He will help you target a variety of Jacks, Dolphin (Mahi), just to name a few! He will provide all the finest gear from Penn and Shimano but also encourages you to bring your own gear if you'd like to land a big one on your own supply. All you'll need to bring is hat, Sunscreen, non-marking shoes, and a good pair of sunglasses … (Captain Mark asks that you please Do Not bring Spray Sunblock) You'll be heading out aboard his 21ft Mako which is a super fun boat to explore the open water in. These trips can however be dependent on the weather. If there is some serious chop, he may recommend staying closer to shore to target Snapper, Grouper, and others! Some days the weather is not ideal for the scheduled trip, but good for another type of fishing. Captain Marks goal is to provide the most enjoyable day on the water possible. Read More

Captain Mark will guide you on a thrilling adventure through the waters of Key West, Florida! You’ll be fishing aboard Captain Mark’s 36-foot sportfisher, which is equipped with two 750 HP engines that will get you out to your destination quickly and seamlessly. She can accommodate up to 6 adventurous anglers and has a GPS, fishfinder, live bait well, and ice box. On this 4, 6, 8, 10, or 12-hour trip, you’ll be targeting a wide variety of species, including Billfish, like White Marlin and Sailfish, Mahi Mahi, Mutton Snapper, and Amberjack. You might also catch a few sharks. Prepare yourself to feel the intense power of this apex predator as you reel it in. The longer you go, the farther out you can travel, and the farther out you travel, the bigger the fish get! Don’t forget to bring a cooler to take home your day’s catch, food and drinks for the day (no glass), sunscreen, and a hat. Captain Mark will provide all rods, reels, tackle, and fishing licenses. Let go of your daily responsibilities and have some fun fishing with Captain Mark! Read More