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Catch Memories in Naples!

Book your next Fishing adventure with one of the top-rated Captains in Naples.

100% Satisfaction Guarantee on All Charters *

Playin Hooky Fishing Charter Available Trips

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4-Hour Flats Fishing Charter in Naples, FL Targeting Black Drum and Sea Trout

4-Hour Flats Fishing Charter in Naples, FL Targeting Black Drum and Sea Trout

Starting at undefined450.00

Experience a 4-Hour Guided Trip with Captain Dave in the 10,000 Islands Backwaters

02 / 7
Inshore Shark Fishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Inshore Shark Fishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Starting at undefined650.00

4-Hour Morning Adventure with Captain Dave for Bull and Blacktip Shark Action

03 / 7
Evening Inshore Shark Fishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Evening Inshore Shark Fishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Starting at undefined750.00

4-Hour Night Trip with Captain Dave for Apex Predator Action and Goliath Grouper Encounters

04 / 7
Inshore Bowfishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Inshore Bowfishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Starting at undefined750.00

4-Hour Adventure with Captain Dave Featuring Stingray Bait and Skate Action

05 / 7
Nearshore Wreck Fishing Charter in Naples, FL Targeting Black Drum and Cobia

Nearshore Wreck Fishing Charter in Naples, FL Targeting Black Drum and Cobia

Starting at undefined850.00

8-Hour Offshore Adventure with Captain Dave for Wreck Fishing and Diverse Species Action

06 / 7
Private Python Hunting Guided Trip in South Florida

Private Python Hunting Guided Trip in South Florida

Starting at undefined1,500.00

5-Hour Adventure with The Python Huntress, Amy Siewe, Tracking Burmese Pythons

07 / 7
Inshore Fishing Charter in Naples, FL Targeting Black Drum and Jack Crevalle

Inshore Fishing Charter in Naples, FL Targeting Black Drum and Jack Crevalle

Starting at undefined850.00

Full-Day 8-Hour Adventure with Captain Dave Exploring the 10,000 Islands and Nearshore Wrecks

Naples, FL Fishing with Playin Hooky Fishing Charter

Naples' Finest Fishing Charters - Reel in Unforgettable Memories!

Playin Hooky Fishing Charter

Meet the Captain

Captain Dave Roberts

Naples, FL Fishing Charter

Playin Hooky Fishing Charter, led by Captain Dave Roberts, offers customized fishing trips in Naples, Florida, designed for anglers of all experience levels. Whether you prefer inshore fishing or want to explore the unique waters of the 10,000 Islands, Captain Dave’s local knowledge ensures a productive and enjoyable fishing experience. Specializing in backcountry fishing, you’ll have the opportunity to reel in a variety of species, including redfish, snook, and tarpon, while discovering the natural beauty of Naples. For those looking for a more adventurous outing, shark fishing charters are also available, providing an exciting challenge on the water.


With Playin Hooky Fishing Charter, you’ll enjoy a personalized fishing experience tailored to your skill level and interests. Captain Dave’s expertise in navigating Naples' abundant fishing grounds guarantees a memorable day on the water, whether you're a seasoned angler or new to the sport. Our charters target a range of species such as Goliath Grouper, Jack Crevalle, Mangrove Snapper, Spanish Mackerel, and more. We depart from the Port of the Islands Marina (525 Newport Dr, Naples, FL 34114) to offer a top-tier fishing experience in the Gulf of Mexico. Come join us for a day of great fishing and create unforgettable memories.

Playin Hooky Fishing Charter Fishing Photos

Naples, FL Catches & Fish Photos

Naples, FL Fishing Near Me

5/59 ReviewsNaples

JOIN ME OUT ON THE WATER

Prices range from $450 - $1500

Fishing Charter Locations on Naples, FL

Naples, Florida, is a top destination for fishing lovers, offering a wide range of fishing experiences along the Gulf of Mexico and the renowned 10,000 Islands. Known for its abundant waters, the area is home to various species such as snook, tarpon, redfish, and even sharks, making it a prime location for both inshore and offshore fishing. The area combines the peaceful nature of backcountry fishing through mangroves and flats with the excitement of deep-sea charters, providing memorable fishing adventures for all types of anglers. As a historically significant fishing town, Naples has become a sought-after destination for fishing charters, attracting visitors from across the globe to explore its thriving ecosystems and pristine waters.


In addition to its fishing offerings, Naples is a hub for outdoor activities and relaxation. Visitors can explore the nearby Everglades or relax on the area's world-class beaches. The historic Naples Pier is a popular spot for fishing and dolphin watching, while the 10,000 Islands nearby offer great opportunities for boating, birdwatching, and eco-tours. Naples’ combination of adventure, natural beauty, and a charming downtown make it a perfect coastal getaway. Whether you’re in town for fishing or simply to enjoy the scenic views, Naples offers a diverse and unforgettable experience.

Naples, FL Fishing Locations

The map shows where we fish. The red area is our primary fishing area depending on time of year and fishing conditions. The pins represent guest meeting locations.

Our latest news and updates

Secondary Title: Stingray Bowfishing – Catch Your Bait, Enjoy Scallop-Like Delights for Dinner!
8April

Secondary Title: Stingray Bowfishing – Catch Your Bait, Enjoy Scallop-Like Delights for Dinner!

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Things To Do In Naples
2October

Things To Do In Naples

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Naples Fishing Trip
18January

Naples Fishing Trip

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Soonest Trip Availability

MOST POPULAR TRIPS

4-Hour Flats Fishing Charter in Naples, FL Targeting Black Drum and Sea Trout

4-Hour Flats Fishing Charter in Naples, FL Targeting Black Drum and Sea Trout

Starting at undefined450.00

Experience a 4-Hour Guided Trip with Captain Dave in the 10,000 Islands Backwaters

Inshore Shark Fishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Inshore Shark Fishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Starting at undefined650.00

4-Hour Morning Adventure with Captain Dave for Bull and Blacktip Shark Action

Evening Inshore Shark Fishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Evening Inshore Shark Fishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Starting at undefined750.00

4-Hour Night Trip with Captain Dave for Apex Predator Action and Goliath Grouper Encounters

Inshore Bowfishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Inshore Bowfishing Charter in Naples, FL Targeting Bull and Blacktip Sharks

Starting at undefined750.00

4-Hour Adventure with Captain Dave Featuring Stingray Bait and Skate Action

Nearshore Wreck Fishing Charter in Naples, FL Targeting Black Drum and Cobia

Nearshore Wreck Fishing Charter in Naples, FL Targeting Black Drum and Cobia

Starting at undefined850.00

8-Hour Offshore Adventure with Captain Dave for Wreck Fishing and Diverse Species Action

Private Python Hunting Guided Trip in South Florida

Private Python Hunting Guided Trip in South Florida

Starting at undefined1,500.00

5-Hour Adventure with The Python Huntress, Amy Siewe, Tracking Burmese Pythons

Inshore Fishing Charter in Naples, FL Targeting Black Drum and Jack Crevalle

Inshore Fishing Charter in Naples, FL Targeting Black Drum and Jack Crevalle

Starting at undefined850.00

Full-Day 8-Hour Adventure with Captain Dave Exploring the 10,000 Islands and Nearshore Wrecks

View the 2025 trips for

Playin Hooky Fishing Charter

Fishing License is Covered!

Family Friendly Florida Fishing Charters

Inshore and Nearshore Fishing In Naples

Top Of The Line Fishing Gear Provided

Playin Hooky Fishing Charter

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Catch Memories in Naples!

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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