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Ready to reel in some of Key West's most prized catches? Our half-day guided fishing trip is your ticket to hooking into a variety of sought-after species in the crystal-clear waters surrounding this tropical paradise. Whether you're a seasoned angler or it's your first time wetting a line, our experienced local captains know just where to find the action. From the backcountry shallows to the nearshore reefs, we'll put you on fish and create memories that'll last long after you've left the dock.
Kick off your day bright and early with an 8:00 AM departure from our Key West marina. You and up to three buddies will hop aboard our well-equipped fishing vessel for four hours of non-stop angling action. We'll cruise through the backcountry waters and hit up some killer nearshore spots, giving you a taste of the diverse fishery Key West has to offer. Our target list is packed with some real beauties – we're talking Mangrove Snapper, Mutton Snapper, Dog Snapper, Lane Snapper, Yellow Jacks, Hogfish, and Porgies. If the conditions are right, we might even tangle with some hefty Red and Black Grouper, or get your heart racing with a Blacktip Shark or massive Goliath Grouper. Don't sweat the gear – we've got all the tackle and bait you'll need to land the big one.
This ain't your grandpa's bobber fishing. We mix it up with a variety of techniques to keep things interesting and maximize your chances of a cooler full of fish. We'll do some bottom fishing to target those tasty snappers and groupers lurking around structure. When the bite is on, we'll switch between light and heavy tackle, giving you a chance to feel the raw power of these hard-fighting fish. Spinning gear is perfect for casting to rolling tarpon or sight-fishing for cruising sharks in the shallows. Our captains are pro's at reading the water and adjusting tactics on the fly, so you're always in the game. And hey, if you're new to this, don't worry – we'll show you the ropes and have you fishing like a local in no time.
"Best time ever fishing with Captain Dan! He is the best at coaching beginners for big fish trophy fishing. Thank you Captain Dan!" - Tracy
"Captain Dan couldn't have been more accommodating. He put us on fish right away. Caught shark, grouper, and our limit for snapper. After cleaning our catch he took us to where we could have it prepared for us. There are so many fishing guides to choose from, in KW, I feel that we got lucky picking Key West fishing connection. My son and I not only had a great experience, we feel that we made a new friend. Can't wait to do it again, Dan! Thanks for everything." - Dee
"We had an amazing day of fishing with Captain Dan. He knew exactly where to take us to catch sharks and Goliath grouper. Definitely a once in a lifetime experience!! 10/10 recommend!" - Glenn
Goliath Grouper: These massive fish are the tanks of the reef, often weighing in at several hundred pounds. They love to hang around wrecks and reefs, using their bucket-sized mouths to inhale anything that swims by. Hooking into one of these giants is like trying to stop a freight train – it's a true test of strength and endurance. While they're catch-and-release only, the photo op with a Goliath is worth its weight in gold.
Tarpon: Known as the "Silver King," tarpon are the high-flying acrobats of the flats. These prehistoric-looking fish can grow over 6 feet long and put on an aerial show that'll leave you slack-jawed. Spring and early summer are prime time for targeting these bruisers as they migrate through the Keys. Watching a hundred-pound tarpon launch itself skyward, gills rattling, is a sight you won't soon forget.
Blacktip Shark: Fast, agile, and always ready for a fight, blacktip sharks are a blast to catch on light tackle. These sleek predators are common in the shallows around Key West, often seen chasing bait schools with their signature fin slicing through the surface. They typically range from 3-5 feet long, making them the perfect size for an exciting catch without the danger of dealing with larger shark species.
Great Barracuda: With their menacing teeth and lightning-fast strikes, barracuda are the perfect target for anglers looking for some high-speed action. These toothy torpedoes love to hit topwater lures, often exploding on the bait in a shower of spray. They're abundant year-round in the Keys, but the biggest ones, known as "logs," are most common in the cooler months.
Mutton Snapper: If you're looking to put some of the best-tasting fish in the sea on your dinner plate, mutton snapper should be at the top of your list. These beautiful pink and yellow fish are known for their hard fights and delicious, flaky white meat. They love structure and can be found around reefs and wrecks throughout the year, with peak season being late spring to early summer during their spawning aggregations.
Look, there's a reason why Key West is known as a world-class fishing destination, and this half-day trip lets you experience the best of it without eating up your whole vacation. Whether you're chasing that trophy catch or just want to bend a rod and soak up some sun, we've got you covered. Our seasoned captains know these waters like the back of their hand and are committed to putting you on fish. With all gear provided and the flexibility of free cancellation up to three days before your trip, there's no reason not to give it a shot. So what are you waiting for? Grab your sunscreen, your lucky hat, and get ready for a fishing adventure you'll be bragging about for years to come. Book your spot now and let's get out there and tight lines!
May 19, 2025
Captain Dan couldn’t have been more accommodating. He put us on fish right away. Caught shark, grouper, and our limit for snapper. After cleaning our catch he took us to where we could have it prepared for us. There are so many fishing guides to choose from, in KW, I feel that we got lucky picking Key West fishing connection. My son and I not only had a great experience, we feel that we made a new friend. Can’t wait to do it again, Dan! Thanks for everything.
August 22, 2025
Captain Dan got us hooked up on some grouper, snapper, and shark! Our group had a blast!
June 9, 2025
Absolutely incredible experience!! A must book in Key West!! Dan was very knowledgeable and incredible guide!
June 16, 2025
This was the most amazing time fishing I’ve ever had, highly recommend for all kinds of fishing. Book with him for a guaranteed good time
June 16, 2025
Best fishing trip ever. We fished 3 days with capt Dan and caught an awesome variety of fish. Can’t wait to come back and do it again next year .
May 12, 2025
We had an amazing day of fishing with Captain Dan. He knew exactly where to take us to catch sharks and Goliath grouper. Definitely a once in a lifetime experience!! 10/10 recommend!
May 26, 2025
Blacktip Sharks are a blast to catch in Key West waters. These speedy predators usually run 4 to 5 feet long and put up a great fight. You'll find them in shallow coastal areas, often near artificial reefs or around the edges of flats. They're most active in warmer months, making spring and summer prime time for blacktip action. Anglers love targeting these sharks for their hard runs and occasional acrobatic leaps. To hook one, use oily fish like mackerel or sardines as bait. Chum the water to get them interested, then be ready for a quick strike. Here's a local trick: use circle hooks to improve your hookup rate and make release easier. Blacktips are fun to catch and release, giving you a taste of shark fishing without the hassle of handling the real monsters.

Goliath Groupers live up to their name, growing up to 8 feet long and 800 pounds. These massive fish hang out near reefs, wrecks, and in brackish waters around Key West. They're slow-growing and can live over 35 years. Goliaths are protected, so it's catch-and-release only. But man, hooking one is an experience you won't forget. They put up a short but intense fight that can yank you right off the boat if you're not careful. Use heavy tackle - we're talking 50-80 wide reels and 600-pound test line. Goliaths love structure, so look for them around artificial reefs. Bounce your bait off the bottom to get their attention. Just be ready when they hit - these giants don't have any predators, so they're not shy about taking the bait. It's all about the thrill of the battle with these prehistoric-looking monsters.

Great Barracudas are the speed demons of Key West waters. These long, sleek predators can hit 35 mph in short bursts and grow up to 5 or 6 feet. You'll spot them around reefs, mangroves, and in open water, often lurking near the surface. They're here year-round, but fishing heats up in warmer months. Barracudas are a blast to catch - they hit hard and fast, sometimes even jumping clear out of the water. Use shiny lures or live bait like pinfish to get their attention. When you're reeling one in, watch out for those razor-sharp teeth. Here's a tip: wear polarized glasses to spot them near the surface, then cast just ahead of them. Barracudas aren't great eating, but the thrill of the chase and their aggressive strikes make them a favorite target for light tackle enthusiasts.

Mutton Snapper are a prized catch in Key West, known for their tasty meat and strong fighting ability. These olive-colored fish with distinctive blue lines on their faces typically run 15 to 20 inches, but can reach up to 30 pounds. You'll find them around reefs, inlets, and sandy areas near structure, usually in depths of 80 to 300 feet. Spring and early summer are prime times for muttons, especially during the full moon when they spawn. They're not picky eaters, but fresh bait is key. Try using live pinfish or cut bait on a light sinker. Here's a local secret: chum heavily to bring them to the surface, then try sight fishing with flies or light jigs. When you hook one, be ready for a stubborn fight - muttons love to dive for cover. The combination of sport and table fare makes mutton snapper a top target for both novice and experienced anglers.

Tarpon are the acrobats of Key West waters, known for their spectacular leaps and hard-fighting spirit. These silver kings can reach over 6 feet and 150 pounds, giving anglers the fight of a lifetime. You'll find them in shallow coastal waters, channels, and around bridges, especially during their spring and summer migration. Tarpon season peaks from April to July, but you can catch them year-round in the Keys. They're not great eating, but the challenge of landing one keeps anglers coming back. Use live bait like mullet or pinfish, or try fly fishing on the flats for a real test of skill. When a tarpon hits, be ready for multiple jumps and long runs. Here's a local tip: keep your rod tip low and maintain steady pressure to tire them out. Remember, it's all about the experience - these fish are typically released to fight another day.

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Vehicle Guest Capacity: 4
Manufacturer Name: Yamaha outboard
Maximum Cruising Speed: 35
Number of Engines: 1
Horsepower per Engine: 250
Best time ever fishing with Captain Dan! He is the best at coaching beginners for big fish trophy fishing. Thank you Captain Dan!