Playin Hooky Fishing Charter
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Naples FL's Premier 8-Hour Inshore Charter Trip

  • Published Date: July 17, 2025
  • Fishing
  • Naples
  • $450 - $1,500 price range
  • Updated Date: November 15, 2025

Summary

Spend a full day on the water with Playin' Hooky Fishing Charter, exploring the rich backwaters of Naples and the 10,000 Islands. This 8-hour trip is perfect for anglers of all levels, whether you're a seasoned pro or picking up a rod for the first time. You'll target a wide range of fish, from Black Drum and Snook to Goliath Grouper and Spanish Mackerel. The captain provides hands-on instruction and aims to put you on fish all day long. Depending on conditions, you might even venture out to some nearshore wrecks for a change of scenery. All gear, bait, and licenses are included, so you can focus on reeling in the big ones. The well-equipped boat is designed for comfort during long days on the water, giving you plenty of time to soak in the stunning coastal scenery while waiting for the next bite.
Naples FL's Premier 8-Hour Inshore Charter Trip

Inshore Fishing Action

Reel in the Big Ones: Naples Inshore Adventure

Get ready to wet a line and experience some of the best inshore fishing Naples has to offer with Playin' Hooky Fishing Charter. We're talking about a full 8 hours on the water, folks – plenty of time to get into the good stuff. Whether you're a seasoned angler or just getting your feet wet, this trip's got something for everyone. We'll be cruising through the backwaters of the 10,000 Islands, a maze of mangroves and channels that's absolutely teeming with fish. And the best part? We've got all the gear, bait, and licenses covered. Just bring your sense of adventure and maybe a cold one or two.

What to Expect on the Water

Listen up, because here's the deal: we're hitting the water at 8 AM sharp. That means you'll want to grab your coffee and meet us at the dock ready to go. We'll be targeting a smorgasbord of species – everything from hard-fighting jacks to the elusive snook. Depending on how the fish are biting and what Mother Nature's got in store for us, we might even venture out to some nearshore wrecks. Trust me, there's nothing quite like feeling that first big tug on your line as a goliath grouper decides your bait looks tasty. And don't worry if you're new to this – we're all about hands-on instruction. By the end of the day, you'll be working that rod and reel like a pro.

Fishing Tactics & Hotspots

Alright, let's talk strategy. In these waters, we're usually working with light to medium tackle. We'll be doing a mix of live bait fishing and artificial lures, depending on what's biting. For the redfish and snook, we might be sight-casting along the mangroves – it's like hunting, but with a rod and reel. When we're after sheepshead, it's all about precision. These striped bandits love structure, so we'll be dropping baits right next to pilings and oyster bars. And if we make it out to the wrecks, get ready for some serious action. We'll be using heavier gear out there to wrestle those big grouper and jacks off the bottom. Remember, it's not just about casting – it's about reading the water, feeling the bite, and knowing when to set that hook.

Top Catches This Season

Now, let me tell you about what's been hitting the deck lately. The sheepshead bite has been on fire – these "convict fish" have been schooling up around the bridges and docks, putting up a great fight and making for some tasty fillets. We've also been seeing some monster black drum. These big uglies can pull like a freight train, so hold on tight! The Spanish mackerel have been blitzing through, perfect for those who like a fast-paced, run-and-gun style of fishing. And of course, there's always a chance at hooking into a bruiser of a redfish or a high-flying tarpon. Every day's different out here, and that's what keeps us coming back for more.

Species You'll Want to Hook

Spanish Mackerel: These speedsters are the greyhounds of the sea. They're known for their blistering runs and acrobatic jumps. We usually find them in schools, chasing bait near the surface. When they're on, it's non-stop action. They're perfect for light tackle and make for some excellent eating if you're into sushi.

Black Drum: Don't let their ugly mugs fool you – these guys are a blast to catch. They use those big, rubbery lips to crush crabs and shellfish, which means they put up one heck of a fight. We find them around oyster bars and in deeper holes. The smaller ones, called "puppy drum," are excellent on the grill.

Sheepshead: Ah, the sheepshead – also known as the convict fish because of their black and white stripes. These crafty devils are masters at stealing bait, but when you hook one, it's game on. They love structure, so we'll be fishing around pilings and bridges. Their firm, white meat is some of the best eating you'll find inshore.

Redfish: The poster child of inshore fishing, redfish are a favorite among anglers for good reason. They're strong fighters, they'll hit a variety of baits, and they're just plain fun to catch. We often find them tailing in shallow water, which makes for some exciting sight fishing opportunities.

Crevalle Jack: If you're looking for a workout, jack crevalle are your fish. These bruisers will test your stamina and your gear. They're often found in schools, crashing bait on the surface. When one hits, hold on tight – they're known for their powerful initial runs that can strip a reel in seconds.

Why Anglers Keep Coming Back

Look, I've been running these waters for years, and I still get a kick out of every trip. There's just something about the 10,000 Islands that keeps you on your toes. One minute you're sight-casting to tailing redfish in crystal clear shallows, the next you're battling a goliath grouper in 20 feet of water. It's this variety that keeps our regulars coming back season after season. Plus, there's the thrill of never knowing what you might hook into next. Could be a scrappy mangrove snapper, or it could be the tarpon of a lifetime. And let's not forget the scenery – between the mangroves, the wildlife, and those classic Florida sunsets, it's pretty hard to beat a day on these waters.

Time to Book Your Spot

Alright, let's cut to the chase – if you're itching to get out on the water and experience some of the best inshore fishing Naples has to offer, it's time to lock in your date. Whether you're a seasoned pro looking to tangle with some big game, or a newbie wanting to learn the ropes, we've got you covered. Remember, we're limited to just two guests per trip, so you're guaranteed plenty of one-on-one time to hone your skills. Don't let another fishing season slip by – grab your spot on the Playin' Hooky and let's make some memories on the water. Trust me, once you feel that first big hit, you'll be hooked for life. So what are you waiting for? Let's go fishing!

Learn more about the animals

Black Drum

Black Drum are the bulldogs of inshore fishing. These powerful fish typically range from 5-30 pounds, but can get up to 90 in rare cases. You'll find them hanging around oyster beds, mudflats, and brackish estuaries. They love structure, so target pier pilings, bridge supports, and creek mouths. Spring is prime time as they school up to spawn. Black Drum put up a stubborn fight, using their size to their advantage. They're not the prettiest fish, but they make up for it with their strength. Smaller ones (under 15 pounds) are great eating too. For bait, fresh crab is hard to beat - these fish have strong jaws built for crushing shellfish. Here's a local trick: use a heavier weight to keep your bait pinned to the bottom where these guys feed.

Black Drum

Crevalle Jack

Crevalle Jacks are the bulldozers of Naples waters. These bruisers usually run 3-15 pounds but can hit 30+. You'll find them in both inshore and nearshore waters, often busting up bait schools on the surface. They're aggressive feeders and put up a brutal fight - pound for pound, one of the strongest fish out there. Jacks aren't known for eating quality, but they more than make up for it with their power and stamina. Look for diving birds to spot feeding schools. These fish will chase down just about any lure, but fast-moving spoons and topwater plugs are especially effective. Spring through fall is prime time. Local tip: when you hook one, tighten that drag - these guys will take you into your backing if you give them a chance.

Crevalle Jack

Redfish

Redfish are a staple of Naples inshore fishing. These copper-colored beauties typically range from 5-15 pounds, with some bulls pushing 30+. Look for them tailing in shallow flats, around oyster bars, and in mangrove shorelines. They love water 1-4 feet deep, often so shallow their backs break the surface. Redfish put up a stubborn, powerful fight, especially in skinny water. Fall and winter are prime seasons as they school up. They'll hit a variety of lures, but nothing beats a live shrimp or pinfish. Sight-casting to tailing reds is a real thrill. Besides the fight, redfish are excellent eating with a mild, sweet flavor. Local tip: on calm days, cruise the flats and look for their coppery backs or tails sticking out of the water. A stealthy approach is key.

Redfish

Sheepshead

Sheepshead are one of the quirkiest fish you'll catch in Naples. These striped "convict fish" usually run 1-8 pounds and love hanging around structures like docks, bridges, and oyster beds. They've got human-like teeth perfect for crushing barnacles and crabs - their favorite snacks. Spring is prime time as they gather to spawn. Sheepshead are notorious bait stealers, so you've got to be quick on the hookset. Light tackle and a sensitive rod tip help feel those subtle bites. They put up a decent fight for their size and make excellent table fare. The white, flaky meat is delicious. Local tip: use a small, sharp hook with fiddler crab or oyster as bait. Get it right up against pilings where sheepshead feed, and be ready for that telltale tap-tap-tap.

Sheepshead

Spanish Mackerel

Spanish Mackerel are a blast to catch around Naples. These speedy fish typically run 1-3 feet long and put up a great fight on light tackle. Look for them in open waters near structures, especially during warmer months. They often school up, so where there's one, there's likely more. Mackerel love to chase bait, so try fast-moving lures like spoons or small jigs. Live bait works well too - try pilchards or threadfins. These fish are known for their explosive strikes and blistering runs. Beyond the action, Spanish Mackerel make excellent table fare with a mild, slightly sweet flavor. Pro tip: when you spot birds diving, there's a good chance mackerel are pushing bait to the surface. Cast into the frenzy and hold on tight!

Spanish Mackerel

About the Playin Hooky

Company vehicle

Vehicle Guest Capacity: 3

Manufacturer Name: Mercury

Maximum Cruising Speed: 38

Number of Engines: 1

Horsepower per Engine: 115

Get ready for an action-packed day on the water with Playin' Hooky Fishing Charter's 8-hour inshore trip in Naples. We'll set out at 8 AM to explore the stunning backwaters of the 10,000 Islands, where a variety of fish species await. Whether you're a seasoned angler or new to fishing, our experienced guides will ensure you have a great time targeting black drum, jack crevalle, goliath grouper, snook, tarpon, and more. All the gear you need is provided, so just bring your enthusiasm and a sense of adventure. We might even venture to some nearshore wrecks if conditions allow, adding another exciting dimension to your day. With hands-on instruction and plenty of opportunities to reel in some impressive catches, this full-day trip offers the perfect blend of relaxation and excitement on our well-equipped vessel. Come join us for a memorable day of fishing in the beautiful waters of Naples, Florida!
Playin Hooky Fishing Charter

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Get ready to reel in unforgettable memories with Playin' Hooky Fishing Charter in Naples, FL—book your adventure today and experience the thrill of landing trophy fish with our expert guides! Don’t wait—join us on the water and turn your next fishing trip into a story you’ll be telling for years!

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