Join Playin' Hooky Fishing Charter for a focused 4-hour trip through Naples’ iconic 10,000 Islands flats. This guided trip is ideal for anglers of all skill levels and targets species such as Black Drum, Sea Trout, Sheepshead, Snook, and Tarpon. The outing begins from our 20' Lowe vessel, accommodating up to six guests, with the base price covering two. Guests will navigate serene backwaters, flats, and, weather permitting, nearshore wrecks, while our experienced crew provides guidance, bait, tackle, and equipment. This trip emphasizes hands-on fishing experience, opportunities for multiple catches, and safe, educational instruction designed for both beginners and seasoned anglers.

Join Playin' Hooky Fishing Charter for a 4-hour inshore trip in Naples, FL, focused on landing Bull Sharks and Blacktip Sharks. This guided outing is suitable for anglers with all skill levels and includes full use of fishing gear, bait, and required licenses. Departing at 9:00 AM, guests will navigate productive inshore waters known for these apex predators. The trip emphasizes hands-on shark fishing techniques, multiple catch opportunities, and safety instruction from our experienced crew. Bring snacks and drinks, and enjoy a structured, engaging experience designed for thrill-seekers and first-time shark anglers alike, all on our well-equipped vessel.

Experience Playin' Hooky Fishing Charter’s 4-hour evening inshore fishing trip in Naples, FL, designed to target Bull Sharks and Blacktip Sharks as the sun sets over the Gulf of Mexico. This guided trip is suitable for all skill levels and includes high-quality fishing gear, bait, and required licenses. Guests will explore both open ocean and backwater areas, with the chance to encounter Goliath Grouper and other notable species along the way. The outing emphasizes hands-on shark fishing techniques, safety instruction, and multiple catch opportunities while providing a structured, engaging experience. Bring snacks and drinks to enjoy a night on the water focused on action and skill development in a safe, well-equipped vessel.

Join Playin' Hooky Fishing Charter for a 4-hour inshore bowfishing trip in Naples, FL, where guests begin by targeting Stingrays to use as live bait for Bull Sharks and Blacktip Sharks. This guided trip accommodates anglers of all skill levels and includes top-quality fishing gear, bait, and necessary licenses. Participants may also catch agile Barndoor Skate along the way, adding variety to the experience. Unused Stingrays can be taken home as a scallop-like treat. The outing emphasizes hands-on bowfishing techniques, safety instruction, and multiple catch opportunities, all on a well-equipped vessel designed for inshore adventures in productive local waters.

Join Amy Siewe, The Python Huntress, for a 5-hour private hunting trip in South Florida focused on tracking and capturing invasive Burmese pythons. This guided experience is suitable for hunters of all skill levels and includes hands-on instruction, expert tips, and strategies for safely locating and handling these large snakes. The trip begins at designated summer hotspots, where participants hunt from the Snake Deck at the back of Amy’s truck, gaining access to prime python territory. All necessary equipment and guidance are provided, ensuring a safe, educational, and engaging adventure while developing your hunting skills in a controlled, structured environment.

Join Playin' Hooky Fishing Charter for an 8-hour nearshore wreck fishing trip in Naples, FL, designed for anglers of all skill levels. The trip begins by collecting fresh bait from our traps before heading to a productive wreck just three miles offshore, keeping land in sight. Guests will target species including Black Drum, Cobia, Permit, Snook, Tarpon, Redfish, Spotted Seatrout, Tripletail, Sheepshead, and more. The outing includes all necessary fishing gear, bait, and licenses, allowing anglers to focus on hands-on techniques, multiple catch opportunities, and learning from experienced guides. With ample time to explore this nearshore hotspot, participants can enjoy a structured, safe, and engaging fishing experience on a well-equipped vessel.

Experience Playin' Hooky Fishing Charter’s 8-hour inshore fishing trip in Naples, FL, departing at 8:00 AM to explore the backwaters of the 10,000 Islands. This guided trip is suitable for anglers of all skill levels and includes all fishing gear, bait, and licenses. Guests will target a variety of species including Black Drum, Jack Crevalle, Goliath Grouper, Snook, Tarpon, Mangrove Snapper, Redfish, Ladyfish, Spanish Mackerel, Spotted Seatrout, Flounder, and Sheepshead. Depending on conditions, the trip may also include nearshore wreck fishing to diversify the experience. The outing emphasizes hands-on instruction, multiple catch opportunities, and safe, structured guidance while navigating productive inshore and nearshore waters, all on a well-equipped vessel designed for full-day excursions.