Damn Good Pleasure Island Fishing Charters

Check real-time availability and compare rates on Pleasure island fishing trips. Inshore, Nearshore, Flats, and River trips available.

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Recently Booked Fishing Charters In Pleasure Island

Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Carolina Beach

Nearshore Trolling Trip

100% (6)
35 ft 1 - 12 People From $750
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Carolina Beach

Carolina Beach Inshore Trip

100% (9)
23 ft 1 - 4 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, River Fishing in Kure Beach

Bald Head Island Inshore Trip

100% (9)
23 ft 1 - 4 People From $450
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Kure Beach

Kure Beach/Fortfisher Inshore Trip

100% (9)
23 ft 1 - 4 People From $450
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Flats in Wilmington

Wilmington NC Inshore Trip

100% (9)
23 ft 1 - 4 People From $450

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Top Species for Fishing in Pleasure island

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Everything to Know About Booking a Fishing Charter in Pleasure island

What are the best fishing charters in Pleasure island?

The best fishing charters in Pleasure island are:

Why should I book a fishing charter in Pleasure island with Captain Experiences?

Our Damn Good Guides currently offer 5 trips in Pleasure island, and the most popular trips in the area are Nearshore Trolling Trip guided by Fox, Carolina Beach Inshore Trip guided by Drew, and Bald Head Island Inshore Trip guided by Drew.

Our guides in Pleasure island are rated a 5 out of 5 based on 8345 verified reviews on Captain Experiences.

All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Looking for kid friendly charters / fishing lessons in Pleasure island? Check out our beginner and family friendly charters in Pleasure island.

What types of fishing charters are common in Pleasure island?

Inshore fishing is the most popular type of fishing in Pleasure island as well as nearshore fishing, flats fishing, and river fishing.

The most commonly sought after species in Pleasure island are: 1. black drum, 2. flounder, 3. redfish, 4. sheepshead, and 5. speckled trout.

The most common fishing techniques in Pleasure island are light tackle fishing, artificial lure fishing, and cut bait fishing but sight casting and topwater fishing are popular as well.

How much do Pleasure island fishing charters cost?

Prices in Pleasure island can range anywhere from about $480 to $2,200, but the average price for a half day trip in Pleasure island is $1,512. The average price for a full day trip in Pleasure island is $700.

Is booking a fishing guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a fishing guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced fishing guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is on the water every day and knows the area like the back of their hand is going to give you the best chances of success.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for fishing in Pleasure island?

The most popular season for fishing in Pleasure island is summer, and most anglers book their trips 15 days in advance.

Do I need a Pleasure island fishing license and what are the bag limits in Pleasure island?

See here for more information on fishing licenses in Pleasure island, bag limits for target species, and fishing season regulations in Pleasure island. When in doubt, your guide will always know all the relevant rules and regulations in Pleasure island.

What is fishing in Pleasure island all about?

Fishing at Pleasure Island isn’t just about catching dinner — it’s a way of reconnecting with the wild, slow-rhythm pulse of the coast. The salt air carries the promise of fresh tides and good luck, and every cast is a quiet conversation with the water. Whether you’re tossing a line off the pier at dawn or navigating the mangroves in a skiff, there’s something elemental about fishing here, a chance to escape the noise and reset your senses. The island’s rugged charm feels like a secret shared between you and the sea, where every ripple and splash writes a new story.

The gear you bring along matters, but it’s the patience and respect for the water that makes all the difference. Around Pleasure Island, the species vary with the season — redfish stalking the shallows, speckled trout flashing in the sunlight, and the occasional tarpon giving you a fight worth remembering. It’s a place that rewards those who know when to wait, when to strike, and how to read the subtle signs of tide and weather. The best fishing here isn’t just about the catch; it’s about tuning in to the island’s rhythm, learning its moods, and coming away with a story — maybe a big one, maybe a quiet one — but always worth telling.

When the day winds down and the sun dips low, there’s no better feeling than cleaning your catch with the island breeze cooling your skin and the sound of the waves as your soundtrack. Whether you’re sharing the haul around a campfire or packing it away for a simple, fire-grilled meal, fishing on Pleasure Island becomes part of a tradition that’s both timeless and deeply personal. It’s not just a trip — it’s a way to live, even if just for a day, fully present in the moment where adventure meets calm.

What are the most popular months to go fishing in Pleasure island?

Fishing on Pleasure Island is a dance with the seasons, each one bringing its own rhythm, challenges, and rewards. Spring stirs the waters awake, coaxing speckled trout and redfish into the shallows as they chase baitfish in the warming tides. It’s the season of early mornings, when the air still holds a chill and the world feels fresh, untouched. You’ll find the island waking up alongside the fish — a perfect time to roll out your gear, wet a line, and savor the quiet optimism that only comes with the first casts of the year.

Summer on Pleasure Island brings the heat and a different kind of hustle. The fish get smart and selective, moving deeper into channels and around structures to stay cool. Tarpon and cobia start showing up, turning your fishing trip into a hunt for heavyweight trophies and adrenaline-fueled fights. Long days mean long hours on the water, but there’s a magic in the blazing sunsets and the way the island hums with life — the occasional splash, the calls of seabirds, and the promise of a good story caught on the line. It’s a season for those who don’t mind working for their reward, with patience and grit.

Come fall and winter, the island cools down, but the fishing heats up. Cooler waters bring back the redfish and speckled trout in droves, and the calm shifts of the tides become your advantage. It’s the season for quiet mornings, the mist hanging low over the marshes, and the simple satisfaction of a well-earned catch. Fishing on Pleasure Island in the colder months is about slowing down, appreciating the details, and reconnecting with the core of what brought you here in the first place — the love of the water, the thrill of the chase, and the calm that follows the strike.

What types of fishing are popular in Pleasure island?

Fishing on Pleasure Island isn’t a one-size-fits-all affair — it’s a playground of styles, each calling for its own kind of skill and a touch of patience. If you’re chasing redfish along the marsh edges, sight fishing is king. It’s about reading the water like a book, spotting tails or wakes, and making that perfect cast to lay your lure just ahead of the strike zone. It’s a quiet, tactical game where every subtle movement counts, and when the redfish take your bait, the payoff is electric — a fight that’ll test your grit and leave you grinning.

For those who want to feel the pulse of the tides, live bait fishing off the piers or from a skiff is a classic way to connect with the island’s deeper currents. Drop a hook baited with shrimp or mullet and wait for the tug — trout, flounder, and even the occasional snapper love this straightforward approach. It’s a style that rewards patience and respect for the water, where knowing when to drift and when to hold steady can make the difference between a day of skunk or a cooler full of fresh fish.

Then there’s the thrill of fly fishing, the artful dance that turns fishing into poetry. Pleasure Island’s flats offer the perfect backdrop for this, where light tackle and feathered flies mimic shrimp and small baitfish in the crystal-clear shallows. It’s a style that demands finesse, timing, and a keen eye — the cast has to be perfect, the presentation natural. And when a wary trout or a sleek redfish charges the fly, it’s a moment that feels part skill, part luck, and all adrenaline. Whether you’re a seasoned angler or just learning the ropes, Pleasure Island’s diverse fishing techniques offer something for every kind of waterman.

What species are popular for fishing in Pleasure island?

Pleasure Island is a treasure trove of fish, each species bringing its own story and challenge to the table. The redfish are the island’s crown jewel — stubborn, strong, and always ready to put up a fight. You’ll find them cruising the shallow flats or lurking near oyster beds, tailing like ghosts in the water. Landing one means more than just a catch; it’s a badge of honor, proof that you know how to read the tides and move with the current. Redfish here aren’t just fish — they’re the heartbeat of the island.

Speckled trout are the sleek hunters of Pleasure Island, darting through grass beds and around submerged structures with lightning speed. Their sharp strikes make for some of the most exciting fights, especially when the morning sun catches their silver flanks just right. They’re a favorite for anglers looking for that perfect mix of challenge and reward — fast, smart, and unpredictable. When the speckled trout are biting, the whole island feels alive, and every cast is a chance to connect with the wild pulse of the coast.

Don’t overlook the other local stars — flounder, with their flat, cunning shape, lie in wait on the sandy bottoms, and the occasional tarpon can turn an ordinary day into a legendary story. Each species demands a different approach, a new tactic, and a little respect for their habitat. Fishing on Pleasure Island means knowing when to chase the fast and flashy and when to slow down and savor the subtle. It’s all part of the rhythm here — a rhythm that’s as much about the water as it is about the fish themselves.

Does Pleasure island have good fishing?

If you’re wondering whether Pleasure Island is good for fishing, the answer is a wholehearted yes — but it’s not just about numbers or trophies. It’s about the kind of place that invites you to slow down, tune in, and experience fishing as more than a pastime. The island’s mix of marshes, flats, and tidal creeks creates a playground for a variety of species, making every trip a chance to try something new or hone a trusted skill. Whether you’re a seasoned angler or just chasing the idea of a quiet day on the water, Pleasure Island delivers.

What sets Pleasure Island apart isn’t just the fish — it’s the environment. The salt-kissed breeze, the way the sun plays off the water at dawn, the quiet hum of nature all around. Fishing here feels like stepping into a story that’s been unfolding for generations, where the water holds secrets and the tides carry promise. It’s a place that challenges you but rewards patience and respect with moments that feel almost sacred — a hooked fish, a perfect cast, or just the peaceful solitude of being out there, away from everything else.

So yes, Pleasure Island is good for fishing, but more than that, it’s the kind of place that reminds you why you fish in the first place. It’s not about the biggest catch or the longest day on the water, but about the connection — to the land, the sea, and the simple joy of casting a line and seeing what happens. If you’re looking for a fishing destination that’s as much about soul as skill, Pleasure Island is calling.

Recent Reviews

  • ★★★★★
    Outstanding trip ! Capt Fox and his mate worked very hard to ensure we had a great time and caught fish ! Highly recommend chartering with him !

    Douglas R. | July 4, 2026

    Trip: Nearshore Trolling Trip

  • ★★★★★
    This was purchased as a birthday gift for our grandson and he had a blast! Capt Drew was wonderful and the fishing was great. Highly recommend!

    Jana B. | June 14, 2026

    Trip: Wilmington NC Inshore Trip

  • ★★★★★
    Very friendly and knowledgeable, a pleasure to have him as our guide.

    Joseph L. | April 24, 2026

    Trip: Carolina Beach Inshore Trip

  • ★★★★★
    Drew was very professional and easy going, me and my wife had an amazing time fishing, I would highly recommend booking him for your next inshore trip.

    Andrew L. | March 17, 2026

    Trip: Kure Beach/Fortfisher Inshore Trip

  • ★★★★★
    Couldn’t go on charter due to problems with the boat, however I need to give a shout out to captain Drew, who found us a very last minute replacement to make our trip a big success with captain Mason thank you very much

    Ted G. | August 19, 2025

    Trip: Bald Head Island Inshore Trip

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Last updated: July 17, 2026

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