Damn Good Summerland Key Fishing Charters

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

Head out with Captain Josh for an unforgettable nearshore fishing experience down in Marathon Florida. On this quick 4 hour trip, Captain Josh uses your time to explore close deepwater reefs and wrecks to bottom fish for delicious eating fish like Snapper and Grouper! You'll spend the day aboard his beautiful 38' Fountain Center Console absolute fishing machine! Beyond all the fishing amenities and space to comfortably fight your fish at the stern, the boat also features a bow lounge area where you can relax, rest your arms and catch your breath after a big battle! Read More

Come experience the Florida Keys and Dry Tortugas National Park on this incredible adventure with Captain Justin! The Keys are a world-renowned fishing destination, and there's no better way to enjoy all that they have to offer than a trip aboard his 35' Carolina Classic. There options are endless, whether you want to enjoy a full day, an over night, or even a two-day trip! Captain Justin specializes in calm water, light tackle “good times” fishing. This is ideal for beginner to intermediate anglers who are looking to bend some rods and hear the drag scream. Target species include Maho, Snapper, Grouper, Tarpon, Barracuda, and Shark. These will vary by season and weather, but rest assured—Captain Justin will put you on some awesome fish! You'll be fishing aboard his 35' Carolina Classic sportfisher, which was tested in the rough waters off Cape Hatteras, North Carolina and is built for speed and comfort. She features room for up to six, an air-conditioned cabin, and a nice bathroom. Beyond the comforts are the electronics. She is outfitted with top of the line RayMarine chart plotter, thru-hull sonar, and HD color radar. This modern-day electronic set-up is the ultimate “fish finder”. Finally, the JL audio-stereo with subwoofers brings your music to another level. Once the fish are found, our tackle is nothing short of top tier. For light tackle such as snapper, and pitch baits; we use all Esky custom rods. Once you use an Esky, all other rods seems sub-par. For the heavyweights out there we supply a variety of combinations from TLD 20w to 80w Tiagras, Deep Drop reels include 2-speeds, and 12-volt electric reels. Captain Justin will provide everything you need for a successful day out on the water, from rods, reels, and tackle, to ice, water, and fishing licenses. All he recommends you bring are any snacks and drinks and he'll take care of the rest! Dont miss this amazing fishing experience. Read More

Captain Garrett offers 3/4 day (6 hour) trolling trips for up to 6 people. You'll cover a lot of water (and a lot of species!) on Captain Garrett's 3/4 day trolling trip. 6 hours is plenty of time to catch everything from Mahi Mahi and Wahoo, to Tripletail and Barracuda, and even the occasional Sailfish! You'll have a comfortable ride onboard Captain Garrett's 29' SeaVee center console with a 300 HP Volvo Penta outboard. Captain Garrett has all the gear and equipment you need for the trip of a lifetime. These 3/4 day trips are available in the AM or PM for your convenience, and departure times are flexible. Come and enjoy fishing on island time! Enter your Date, Duration, Group Size, and Start Time above to Book Now with Captain Garrett and Captain Experiences! Read More

Head out with Captain Josh for an unforgettable nearshore fishing experience down in Marathon Florida. On this trip, Captain Josh uses your time to explore close deepwater reefs and wrecks to bottom fish for delicious eating fish like Snapper and Grouper and many more! You'll spend the day aboard his beautiful 38' Fountain Center Console absolute fishing machine! Beyond all the fishing amenities and space to comfortably fight your fish at the stern, the boat also features a bow lounge area where you can relax, rest your arms and catch your breath after a big battle! Read More

Get ready to experience the thrill of a lifetime with Captain Tyler on a charter fishing trip in the Florida Keys! On this trip, you'll be chasing some of the most sought-after sportfish in the world, in the clear, shallow water that the Keys are famous for. With Captain Tyler's expertise and his 24' Pathfinder, you'll have everything you need to land the trophy catch of your dreams! As you board the boat, you'll immediately notice the state-of-the-art equipment and comfortable amenities. Captain Tyler is a seasoned angler who knows these waters like the back of his hand. He'll take you to the hot spots for Barracuda, Mangrove Snapper, Jack Crevalle, Tarpon, and more. These fish are all a blast to catch on light tackle, and powerful fish such as Tarpon and Barracuda are a challenge for any angler! 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

Hop on board with Captain Steve and prepare for an action-packed day of fishing the Florida Keys! The offshore waters off of Marathon Key are perfect for chasing some big game fish in a beautiful environment! On this 6 to 8-hour trip, Captain Steve will take a few miles off the coast where you'll be fishing for Cobia, Goliath Grouper, Hogfish, Red Grouper, and Sailfish. Depending on the fish you can choose from a variety of techniques and this boat can handle artificial lures, bottom fishing, drift fishing, heavy tackle, jigging, light tackle, live bait and trolling. Let Captain Steve know what you want to fish and he'll get you set with the technique, or ask him what he thinks is biting! You'll be aboard a 31’ Prowler sportfisher with a capacity for 6 people. Powered by a 315 HP Cummins engine, this vessel will have no problem getting you to the prime spots offshore. On board you'll find a GPS, a Fishfinder, Outriggers, and even a bathroom. Captain Steve will also clean and filet any keepers you catch for no extra charge! Captain Steve will provide all rods, reels, and tackle. All you need to pack are any food or drinks you might need. He kindly asks that you do not bring spray sunscreen. These family-friendly trips can host up to 6 people, so make sure you bring some good company! Read More

Sleep in, then go fishing. A 4-hour fishing trip is a great way to fish and explore the local waters surrounding Key West. Our half-day trips usually leave the dock around 1:30 p.m. and return around 5:30 p.m. However, this may change depending on the conditions, time of year, and customer preference. Captain John's mission is always to provide the best fishing experience possible with the conditions at hand. His vessel, a 28' center console (built by Latitude Tournament Boats), is a true "hybrid" fishing machine. This means that on a nice day, you can comfortably fish offshore reefs, wrecks, and Gulfstream currents. You also have the option to fish backcountry channels, inshore wrecks, and nearshore patch reefs if the wind picks up. On a full day, we might have the opportunity to target multiple species both in the deep and the shallow. Captain John specializes in light tackle fishing. This means he'll match the rod and reel outfit to the size fish you're targeting to make for the best overall angling experience. If you would like to fly fish, the captain can accommodate you. However, you must bring your own fly fishing equipment. Expect to target Amberjack, Barracuda, Tuna, Wahoo, Mahi Mahi, Grouper, and more, depending on the length of your trip. Evening Tarpon trips are also offered. Live bait makes a big difference. Pilchards, pinfish, herring, ballyhoo, and blue crabs are some of the varieties you are likely to find in the livewell. Catching bait is part of the charter, and while it may take some extra time, your captain knows it makes the difference between a fantastic fishing trip and one that's just okay. Your fishing license is included. Bring sunblock (non-spray), sunglasses, a hat, snacks, and drinks. Book your trip and hit the water with Captain John! 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

Come and explore a range of exciting fishing with Captain Brad. Based out of Marathon, FL you’ll have access to several kinds of fishing. Flats, reefs, and wrecks in the close offshore waters are just on your doorstep. The fishing is hot year-round, and Captain Brad carried with him a lifetime’s experience on the waters. On these shorter trips will see you head to the nearshore reefs and wrecks to reel yellowtail, mangrove, and mutton snapper, along with grouper, mackerel, and barracuda. With its beautiful coral reefs, Marathon is directly in the middle of 170 mile long natural reef. You can also motor a little further offshore to troll for some delicious species like Spanish and King Mackerel and maybe even a Blackfin Tuna! Note: for these shorter trips it's usually either-or. Whatever you choose, head out to sea aboard a 40’ D&A Custom sportisher. A versatile vessel, she’s suited to all kinds of fishing. While 4 people can fish at once, there’s plenty of space for 2 more to relax and enjoy the tropical scenery. Bring your own drinks and snacks to put in the captain’s cooler – just also bring an ice box for your catch. Powered by twin 480 HP Cummins engines, and with the onboard fishfinder and GPS, you’ll hit the sweet spots right away. The Florida Keys are a beautiful location to catch some of the finest fish in the world, so get out there with Captain Brad for the trip of a lifetime! Read More

Join Captain John for an unforgettable evening of tarpon fishing. Using crab and pinfish as bait during the spring and summer, you'll be targeting big tarpon, averaging 100 lbs or more. The trip includes bait, tackle, fishing licenses, cooler, and ice. Perfect for anglers of all skill levels. Captain John, a seasoned local captain, will ensure your day on the water is both 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. Book your trip with Captain John today and enjoy an unforgettable fishing experience! Read More

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