Embark on an unforgettable fishing expedition in the beautiful waters of Naples with Playin Hooky, led by the experienced and dedicated Captain Dave. With his extensive expertise and deep-rooted love for fishing, Captain Dave is well-equipped to guide you through an exciting adventure on the water. His years of experience have allowed him to master the intricacies of the local fishing locations, ensuring a remarkable fishing charter tailored to your desires. Whether you're a novice angler or a seasoned pro, Captain Dave's wealth of knowledge will make your time aboard Playin Hooky an exceptional experience. Playin Hooky specializes in providing exceptional inshore fishing experiences, allowing you to explore the bountiful waters of Naples, including the flats and backcountry. Depending on weather conditions, there may also be opportunities to venture into nearshore spots and wrecks for added excitement. Captain Dave is highly skilled in a diverse range of fishing techniques, ensuring that anglers of all proficiency levels can partake in a successful and exhilarating fishing outing. Whether you prefer light tackle, heavy tackle, bottom fishing, trolling, jigging, or popping, or are eagerly anticipating the upcoming introduction of bow fishing, Playin Hooky has you covered with a comprehensive selection of techniques to suit your preferences and enhance your adventure. You’ll be fishing on a 20’ Lowe that accommodates up to 3 guests. This bay boat is powered by a 115 HP Mercury engine and reaches the speed of 38 knots, so you’ll be on your fishing spot in no time. And for the moments when you need to move quietly but not fast, there's a wireless trolling engine that will let you sneak up on fish. While weather conditions may determine the availability of nearshore spots and wrecks, there is still an exciting array of targeted species awaiting your angling skills. Prepare to encounter an impressive range of fish, including Sheepshead, Tripletail, Snook, Tarpon, Redfish, and even some larger species like Grouper, Blacktip, and Bull Shark. Enjoy a hassle-free fishing charter with Playin Hooky. Captain Dave provides all the necessary fishing equipment and covers fishing licenses, allowing you to focus on the thrill of fishing. Complimentary drinks, meals, and snacks are included, but feel free to bring your own. Captain Dave lets you keep your catch and offers cleaning services. Book your unforgettable fishing charter in Naples' year-round waters.

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

Naples Fishing Trip 

Fishing Charters Naples FL - Ten Thousand Islands Backcountry Fishing

EPSG:4269

Two Spanish Mackerel and Spotted Weakfish, 17-inch fish caught while fishing and hunting in Naples

Cero Mackerel, a pair of big fish caught in FL

Things To Do In Naples

Unforgettable Fishing Journey with Naples, FL's Finest Charters

Fish with Captain Dave Roberts on your next thrilling fishing adventure in Naples, FL. Playin' Hooky Fishing Charter offers a range of inshore and nearshore fishing experiences that will leave you hooked. Join Captain Dave and embark on an unforgettable fishing journey with Playin' Hooky 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.

Captain Dave Roberts is the guiding force behind Playin Hooky Fishing Charter, offering decades of experience and an unwavering passion for fishing. A native of Naples, Captain Dave has spent his entire life navigating the waters of Southwest Florida, gaining an intimate understanding of the local fishing spots and ecosystems. His deep knowledge of the area, along with his ability to read fish behavior, has earned him a reputation as one of the top fishing guides in the region. Captain Dave’s friendly and approachable nature ensures that every trip is personalized and enjoyable, whether you’re an experienced angler or new to the sport. Captain Dave’s dedication to his clients is evident in his tailored approach to each fishing trip. He is committed to creating a fun and informative experience for anglers of all skill levels. From teaching beginners the basics of fishing to challenging seasoned professionals with new techniques, Captain Dave’s enthusiasm and expertise make each trip memorable. Whether you’re targeting the elusive tarpon, chasing down a large shark, or exploring the backwaters for snook and redfish, Captain Dave adapts each outing to fit your individual goals and expectations. With a strong focus on customer satisfaction, Captain Dave aims to foster lasting relationships with his clients. Many return year after year to experience the excellent fishing and personal attention that Playin Hooky offers. His deep-rooted passion for fishing and the natural beauty of the area creates an unforgettable experience that keeps guests coming back for more. His mission is to not only help you catch fish but also to share his love for the waters and the sport, making every trip a rewarding experience. The Playin Hooky fishing boat is an essential part of the adventure, offering a comfortable and reliable platform for all types of fishing trips. Captain Dave operates a well-maintained, spacious vessel equipped with the latest fishing technology and safety features. The boat is designed for both inshore and backcountry fishing, allowing you to access the hidden gems of the 10,000 Islands and navigate the shallow waters with ease. Fully stocked with fishing gear, bait, and tackle, it provides everything needed for a successful trip. Captain Dave ensures that the boat is regularly checked and maintained to meet the highest standards, ensuring a safe and enjoyable outing for all guests.

Meet Your Captain Dave Roberts from Playin' Hooky Fishing Charter

Things To Do 

Full Day Fun

Naples FL's Premier 8-Hour Inshore Charter Trip

Hooky Flats

Top-Rated 4-Hour Flats Fishing in Naples, FL

Python Hunt

Expert-Guided Python Hunt in South Florida

Night Sharks

Naples Night Shark Fishing: 4-Hour Adventure

Inshore Sharks

Naples Shark Fishing: 4-Hour Inshore Adventure

Bowfish Blast

World-Class Bowfishing Charter in Naples

Wreck Fishing

Naples 8-Hour Wreck Fishing Adventure

Family Friendly Florida Fishing Charters

Inshore and Nearshore Fishing In Naples

Top Of The Line Fishing Gear Provided

Fishing License is Covered!

Common Questions: What types of fishing trips does Playin Hooky Fishing Charter offer?<ul><li>Playin Hooky offers a variety of trips, including inshore fishing, backcountry fishing, shark fishing, and trips to the 10,000 Islands. Each trip is designed to suit anglers of all skill levels and interests.</li></ul> How long are the fishing trips with Captain Dave?<ul><li>Trips typically range from half-day (4 hours) to full-day (8 hours) adventures, depending on your preference. Custom trip lengths can also be arranged upon request.</li></ul> What are the rates for a fishing charter with Playin Hooky?<ul><li>Rates vary depending on the type and length of the trip. Generally, half-day trips start around $400, while full-day trips can range from $700 to $900. Prices may vary based on the season and specific requirements.</li></ul> Do I need a fishing license to fish in Naples with Playin Hooky?<ul><li>No, Captain Dave takes care of all licensing needs. All passengers are covered under the charter’s fishing license, so you don’t need to worry about getting your own.</li></ul> What is included in the price of the charter?<ul><li>All charters include fishing gear, tackle, bait, licenses, and the expertise of Captain Dave. Water and ice are also provided, but feel free to bring your own snacks and drinks.</li></ul> Can I keep the fish I catch during the trip?<ul><li>Yes, you can keep fish that are within Florida’s regulations. Captain Dave will clean and fillet your catch so you can take it home, or you can choose to practice catch and release.</li></ul> What type of fish can we expect to catch?<ul><li>Depending on the season and trip, you can catch snook, redfish, tarpon, trout, and even sharks. Each trip offers a chance to target different species based on conditions and your preferences.</li></ul> Is Playin Hooky Fishing Charter kid-friendly?<ul><li>Yes, Captain Dave welcomes anglers of all ages, making it a great option for a family fishing adventure. He’s experienced in teaching kids how to fish and ensures a safe, fun experience for the whole family.</li></ul> How far in advance should I book a trip?<ul><li>It’s recommended to book at least a few weeks in advance, especially during peak fishing seasons, to ensure availability. However, last-minute bookings may be possible depending on the schedule.</li></ul> What should I bring for the fishing trip?<ul><li>Bring sunscreen, sunglasses, a hat, and any personal snacks or drinks you’d like. A cooler is provided on the boat, so you can keep your refreshments cold. Don't forget your camera to capture the memories!</li></ul>

Air Fee

Bait Fee

Mate's Fee

Nitrox Fee

Service Fee

Trimix Fee

Join Playin Hooky for a memorable 4-hour fishing trip through the scenic backwaters and flats of the iconic 10,000 Islands. Our experienced crew will guide you through these serene waters where you can catch a variety of species, including Black Drum, Sea Trout, Sheepshead, Snook, and even Tarpon. As you navigate this unique and peaceful location, you'll have the chance to reel in multiple fish, adding excitement to your day. If the weather allows, there may also be an opportunity to fish nearshore wrecks for an additional experience. Our 20' Lowe vessel accommodates up to 6 guests, and the base trip price covers 2 guests.

*Deposits are non-refundable.

Black Drum

Sea Trout

Sheepshead

Snook

Tarpon

Playin Hooky

4 hrs 

Fishing Charters Naples FL |  4 Hour Charter Trip 

Get ready for a thrilling 4-hour morning fishing trip focused on targeting Bull and Blacktip Sharks, two of the most powerful and exciting predators in the area. These sharks offer an exceptional challenge for anglers looking for an unforgettable experience on the water. Captain and crew will supply all the necessary fishing gear, bait, and licenses to ensure a smooth and enjoyable day. Bring along some snacks and drinks to stay refreshed while you focus on landing your big catch. This trip begins at 9:00 AM and promises an action-packed adventure in some of the most fish-filled waters.

*Deposits are non-refundable.

Blacktip Shark

Bull Shark

Crevalle Jack

Goliath Grouper

Fishing In Naples Florida | 4 Hour Charter Trip 

Join us for an exciting late evening trip as we target Bull and Blacktip Sharks under the stars. As the sun sets over the Gulf of Mexico, we'll venture into both open ocean and backwater in search of these apex predators. The captain will supply all the top-quality fishing gear, bait, and necessary licenses, so all you need to bring are your snacks and drinks. Along the way, you may also encounter mighty Goliath Grouper, and the powerful Bull and Blacktip Sharks will make for a memorable experience. Book now for a unique night fishing adventure that you won't forget!

*Deposits are non-refundable.

4.00hour

Naples Fishing Charters | 4 Hour Charter Trip 

Get ready for a unique 4-hour bowfishing experience that begins with targeting Stingrays, which will serve as the perfect bait for chasing after Bull and Blacktip Sharks. Along the way, you'll also have the chance to catch the agile Skate, adding variety to your fishing day. After using the Stingrays for bait, you can take home any unused ones and enjoy them as a delightful scallop-like treat. With expert guidance and top-quality equipment, you'll have all the tools you need for a successful adventure. Book now and enjoy this action-packed bowfishing experience like no other!

*Deposits are non-refundable.

Barndoor Skate

Naples Fishing | 4 Hour Charter Trip 

Start your day at 8:00 AM and explore the unique backwaters of the 10,000 Islands, a truly special fishing destination. This full-day package offers ample opportunity to catch a variety of fish, including some perfect options for dinner. If conditions allow, you may also have the chance to fish nearshore wrecks for even more excitement. Target species include Goliath Grouper, Jack Crevalle, Black Drum, Snook, Tarpon, Mangrove Snapper, Redfish, Ladyfish, Spanish Mackerel, Spotted Seatrout, Flounder, Sheepshead, and more. With a full 8 hours on the water, this is a fantastic way to experience the rich fishing opportunities of the area.

Deposits are non-refundable.

Redfish

Spanish Mackerel

8 hrs 

Charter Boats Naples FL | 8 Hour Charter Trip 

Join us for an exciting 8-hour nearshore wreck fishing trip in Naples, Florida. We’ll start by gathering fresh bait from our traps as we head out to an offshore wreck located just 3 miles from the shore, keeping land within sight. This productive location offers a variety of fish species, giving you the chance to use different techniques for catching your dinner. Target species include Black Drum, Cobia, Permit, Snook, Tarpon, Redfish, Spotted Seatrout, Tripletail, Sheepshead, and Speckled Trout. With 8 hours of fishing, you’ll have plenty of time to enjoy all that this fantastic fishing spot has to offer.

*Deposits are non-refundable.

Cobia

Permit

Naples Charter Fishing | 8 Hour Charter Trip

Bait's fee

Mate's fee

Join professional Python hunter Amy Siewe, also known as The Python Huntress, for an unforgettable guided hunt in South Florida. Amy will take you to her summer hot spots, where you’ll hunt the invasive Burmese pythons from the Snake Deck at the back of her truck. As part of this unique experience, Amy will also share her expert tips, strategies, and tricks of the trade, helping you sharpen your own hunting skills. This guided hunt provides not only the opportunity to track these large and elusive snakes, but also to learn from one of the best in the business. Don’t miss your chance to join this one-of-a-kind hunting adventure!

*Deposits are non-refundable.