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Get ready to chase some of the most sought-after game fish in the Florida Keys with Captain Bill, a true Islamorada fishing legend. With over four decades of experience navigating these waters, he knows exactly where to find the big ones. Whether you're dreaming of battling a high-flying tarpon or stalking the flats for that elusive bonefish, this half-day or full-day trip puts you right in the action. Grab your hat and sunscreen – we're headed out for some world-class inshore fishing!
Your day starts bright and early at the docks, where you'll meet Captain Bill and hop aboard his well-equipped fishing machine. This isn't some cramped little skiff – his boat comfortably fits up to 3 anglers, giving everyone plenty of room to cast. As we idle out of the marina, Captain Bill will run through the game plan based on tides, weather, and what's biting. Might be chasing tarpon along the bridges, might be poling the flats for permit. Either way, you're in for a treat.
Don't sweat it if you're new to this kind of fishing – Captain Bill's got you covered with top-notch gear and plenty of know-how. He'll show you the ropes on everything from reading the water to setting the hook. And if you're an old salt yourself? Well, get ready to trade some fish stories and maybe learn a new trick or two from a guy who's seen it all out here.
Inshore fishing in Islamorada is all about versatility. One minute you might be sight-casting to tailing bonefish with light tackle, the next you could be battling a hundred-pound tarpon on heavy gear. Captain Bill's boat is rigged and ready for it all. We'll use a mix of live bait, lures, and flies depending on what's working that day.
For the flats, we'll often use a push pole to silently stalk fish in skinny water. It's a heart-pounding experience when you spot a permit cruising by and have to make that perfect cast. When targeting tarpon, we might set up near bridges or channels, using live mullet or crabs to entice those silver kings. And don't forget about the mangroves – that's snook territory, where accurate casts tight to the roots can result in explosive strikes.
Islamorada isn't called the "Sportfishing Capital of the World" for nothing. Here's a rundown of the inshore slam you'll be chasing:
Tarpon are the heavyweight champions of inshore fishing. These prehistoric beasts can top 150 pounds and put on an acrobatic show like no other. Spring and early summer are prime time, when big schools migrate through the Keys. Hooking one is exciting, but landing a tarpon? That's a story you'll be telling for years. They're known for their spectacular leaps and gill-rattling head shakes that'll test both your gear and your nerves.
If tarpon are the bruisers, bonefish are the speedsters. These elusive silver bullets are a true test of an angler's skill. We'll spot them tailing on the flats, often in water so shallow you can see their fins breaking the surface. Bonefish aren't huge – a 10-pounder is considered a trophy – but what they lack in size, they make up for in blistering runs that'll have your reel screaming. Fall is a great time to target bones, but we catch them year-round in Islamorada.
Permit are the fish that drive anglers crazy – in the best way possible. They're notoriously picky eaters and have eyesight that puts eagles to shame. Catching one is considered the pinnacle of flats fishing. These disc-shaped powerhouses love to cruise the shallows, often following stingrays to snack on crabs. Spring and fall are your best bets for permit, but with Captain Bill's expertise, you've got a shot at them any time of year.
Snook are ambush predators that love to hang out around structure – bridges, docks, and especially mangrove shorelines. They're known for their distinctive black lateral line and bucket mouth that can inhale a baitfish in a split second. Snook fishing really heats up in the summer months, but these hard-fighting fish are available year-round. There's nothing quite like the thrill of watching a big snook explode on a topwater lure at first light.
It's not just about the fish – though they're pretty darn impressive. It's the whole package that keeps folks coming back to fish with Captain Bill year after year. The crystal-clear waters, the stunning Keys scenery, and the chance to learn from a true master of these waters. Whether you're checking species off your bucket list or just want to bend a rod and make some memories, this trip delivers.
And let's not forget the wildlife you might encounter beyond the target species. Dolphins playing in the wake, ospreys diving for their lunch, maybe even a sea turtle popping up to say hello. It's a full-on Florida Keys nature experience, with the added bonus of world-class fishing.
Look, the fish are out there waiting, and Captain Bill's calendar fills up fast – especially during peak seasons. Whether you're planning a quick half-day trip or want to go all-in with a full day on the water, now's the time to lock in your date. Remember, you're not just booking a fishing trip; you're signing up for a day with one of Islamorada's most experienced guides on some of the best inshore fishing grounds in the world.
Just a heads up – that deposit is non-refundable, but trust me, once you're out there with a bend in your rod and the Florida sun on your face, you'll be glad you committed. So grab your phone, round up your fishing buddies, and let's get you on the books. The tarpon are rolling, the bonefish are tailing, and Captain Bill's ready to put you on the fish of a lifetime. See you on the water!
Bonefish are the speedsters of the flats, earning them the nickname "grey ghosts." These sleek fish usually run 4-8 pounds and put on incredible displays of power when hooked. You'll find them tailing in ultra-shallow water, often just inches deep, as they search for crabs and shrimp. Spring and fall are prime seasons. Stealth is crucial - these fish have incredible eyesight and spook at the slightest disturbance. Light tackle and small flies or jigs work best. When you hook up, be ready for the initial run - it's not uncommon for a bone to take 100 yards of line in seconds. The challenge of spotting, stalking, and presenting to these wary fish is what makes bonefishing so addictive. And there's no better place for it than right here in Islamorada.

Permit are the holy grail for many anglers visiting Islamorada. These wary fish cruise the flats, often in just a foot or two of water. They're not huge - usually 15-30 pounds - but they're incredibly challenging to catch. Look for them tailing on calm days, especially around full and new moons in spring and summer. Permit have excellent eyesight and spook easily, so long, accurate casts are a must. Live crabs are the go-to bait, but fly anglers can have success with crab patterns. When you hook one, hang on tight - permit make blistering runs. The fight is part of the appeal, along with their elusiveness. Pro tip: if you see a ray, look closely - permit often follow them to snack on stirred-up crabs.

Snook are a prized catch here in Islamorada, typically running 1-3 feet long. You'll find them hanging around mangroves, bridges, and docks in shallow coastal waters. They love structure and ambush their prey, so cast close to cover. Spring and fall are peak seasons as they move in and out of the backcountry. Snook put up an amazing fight - they're lightning fast and known for acrobatic leaps. Their meat is delicious too, though highly regulated. For the best shot at landing one, use live bait like pilchards or pinfish on a circle hook. Let them run with it before setting the hook. Oh, and watch out for those gill plates when you're handling them - they're razor sharp.

Tarpon are the silver kings of Islamorada, and for good reason. These prehistoric monsters can top 150 pounds and put on an aerial show like no other. You'll find them rolling in deeper channels and basins, especially during their spring migration. Sight-fishing for tarpon on the flats is the ultimate rush. They've got great eyesight, so stealth is key. Use heavy tackle - at least 20-pound line. Live crabs, mullet, or pinfish work well. When you hook up, bow to the king when it jumps to prevent breaking off. Patience is crucial - the fight can last hours. Just remember, it's catch and release only for these giants. The thrill is in the chase and that heart-stopping first jump.

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Vehicle Guest Capacity: 3
Manufacturer Name: Yamaha
Maximum Cruising Speed: 35
Number of Engines: 1
Horsepower per Engine: 115