Next AvailableOct 09

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Guides > Captain Dave Roberts

Playin Hooky Fishing Charter

5 7 reviews Identity Verified

Naples FL

Dave Roberts, Captain at Playin Hooky Fishing Charter

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.

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Trips Available with Playin Hooky Fishing Charter

Playin Hooky Fishing Charter Fishing Charters Naples FL |  4 Hour Charter Trip  fishing Flats

Available Trip Times + Cost

Fishing Charters Naples FL | 4 Hour Charter Trip

Naples

Fishing - Flats

Shared Boat Experience

Boat: Playin Hooky20' Lowe Max 3 Guests (base trip price includes 3 guests)

Targeted Fish Species: Black Drum Sea Trout Sheepshead Snook Tarpon

Experience an unforgettable 4-Hour fishing adventure in the stunning backwaters and flats of the legendary 10,000 Islands. With Playin Hooky, you'll have the opportunity to catch a variety of species, including Black Drum, Sea Trout, Sheepshead, Snook, and even Tarpon. The unique beauty of the area combined with the thrill of reeling in multiple fish makes for an incredible fishing experience. And if weather permits, you may also have the chance to fish nearshore wrecks. What are you waiting for? Join us on our 20' Lowe vessel, accommodating up to 6 guests (base trip price includes 2 guests).

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Any Trip
Playin Hooky Fishing Charter Fishing Charters Naples FL |  4 Hour Charter Trip  fishing Flats

Fishing Charters Naples FL | 4 Hour Charter Trip

Naples

Flats

Shared Boat Experience

Available Trip Times + Cost

Trip Description

Playin Hooky Fishing Charter Fishing In Naples Florida | 4 Hour Charter Trip  fishing Inshore

Available Trip Times + Cost

Fishing In Naples Florida | 4 Hour Charter Trip

Naples

Fishing - Inshore

Shared Boat Experience

Boat: Playin Hooky20' Lowe Max 3 Guests (base trip price includes 3 guests)

Targeted Fish Species: Blacktip Shark Bull Shark Crevalle Jack Goliath Grouper

Get ready for an adrenaline-pumping adventure on our 4-Hour Morning Trip - SHARKS!!! Brace yourself for the thrill of a lifetime as you chase Bull and Blacktip Sharks, the apex predators of these waters. These formidable creatures never disappoint, offering an unforgettable angling experience. Captain and crew will provide all the necessary fishing equipment, bait, and licenses, ensuring a seamless and enjoyable excursion. Just bring along some snacks and drinks to keep your energy up. Don't miss out on this action-packed 4-hour trip starting at 9:00 AM. Get ready for incredible memories!

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Upcoming Availabilities

Any Trip
Playin Hooky Fishing Charter Fishing In Naples Florida | 4 Hour Charter Trip  fishing Inshore

Fishing In Naples Florida | 4 Hour Charter Trip

Naples

Inshore

Shared Boat Experience

Available Trip Times + Cost

Trip Description

Playin Hooky Fishing Charter Naples Fishing Charters | 4 Hour Charter Trip  fishing Inshore

Available Trip Times + Cost

Naples Fishing Charters | 4 Hour Charter Trip

Naples

Fishing - Inshore

Shared Boat Experience

Boat: Playin Hooky20' Lowe Max 3 Guests (base trip price includes 3 guests)

Targeted Fish Species: Blacktip Shark Bull Shark Goliath Grouper

Join us as we chase Bull and Blacktip Sharks under the cover of darkness. Starting late evening, we'll witness the stunning sunset over the Gulf of Mexico before venturing into open ocean and backwater in search of these apex predators. The captain will provide top-quality fishing equipment, bait, and licenses, while you simply need to bring your snacks and drinks. Prepare for encounters with the mighty Goliath Grouper, impressive Blacktip, and formitable Bull Shark. Book now and experience the thrill of night fishing for SHARK@! All shark and Goliath Groupr catches are catch and release only.

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Any Trip
Playin Hooky Fishing Charter Naples Fishing Charters | 4 Hour Charter Trip  fishing Inshore

Naples Fishing Charters | 4 Hour Charter Trip

Naples

Inshore

Shared Boat Experience

Available Trip Times + Cost

Trip Description

Playin Hooky Fishing Charter Naples Fishing | 4 Hour Charter Trip  fishing Inshore

Available Trip Times + Cost

Naples Fishing | 4 Hour Charter Trip

Naples

Fishing - Inshore

Shared Boat Experience

Boat: Playin Hooky20' Lowe Max 3 Guests (base trip price includes 3 guests)

Targeted Fish Species: Barndoor Skate Blacktip Shark Bull Shark

Dive into an exhilarating 4-Hour Bowfishing adventure targeting Stingrays and Sharks! Begin by bow fishing for Stingrays, utilizing them as enticing bait for the ultimate thrill – pursuing Bull and Blacktip Sharks! Take home any unused Stingray bait for a delightful scallop-like treat. As you set your sights on the powerful Blacktip Shark, formidable Bull Shark, and agile Skate, prepare for heart-pounding battles and unforgettable encounters. With expert guidance and top-notch equipment, this unique bow fishing experience promises excitement and satisfaction. Don't miss out, book now!

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Upcoming Availabilities

Any Trip
Playin Hooky Fishing Charter Naples Fishing | 4 Hour Charter Trip  fishing Inshore

Naples Fishing | 4 Hour Charter Trip

Naples

Inshore

Shared Boat Experience

Available Trip Times + Cost

Trip Description

Playin Hooky Fishing Charter Charter Boats Naples FL | 8 Hour Charter Trip  fishing Inshore

Available Trip Times + Cost

Charter Boats Naples FL | 8 Hour Charter Trip

Naples

Fishing - Inshore

Shared Boat Experience

Boat: Playin Hooky20' Lowe Max 3 Guests (base trip price includes 3 guests)

Targeted Fish Species: Black Drum Crevalle Jack Redfish Sheepshead Spanish Mackerel

Start your day at 8:00 AM and venture into the unique and breathtaking backwaters of the 10,000 Islands. Experience a fishing paradise like no other place on Earth! This full-day package offers the opportunity to catch multiple fish species, including delicious options for your dinner table. If conditions permit, you may even have the chance to fish nearshore wrecks. Target Goliath Grouper, Jack Crevalle, Black Drum, Snook, Tarpon, Mangrove Snapper, Redfish, Ladyfish, Spanish Mackerel, Spotted Seatrout, Flounder, Sheepshead, and more. Don't miss this unforgettable 8-hour inshore fishing!

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Upcoming Availabilities

Any Trip
Playin Hooky Fishing Charter Charter Boats Naples FL | 8 Hour Charter Trip  fishing Inshore

Charter Boats Naples FL | 8 Hour Charter Trip

Naples

Inshore

Shared Boat Experience

Available Trip Times + Cost

Trip Description

Playin Hooky Fishing Charter Naples Charter Fishing | 8 Hour Charter Trip fishing Wrecks

Available Trip Times + Cost

Naples Charter Fishing | 8 Hour Charter Trip

Naples

Fishing - Wrecks

Shared Boat Experience

Boat: Playin Hooky20' Lowe Max 3 Guests (base trip price includes 3 guests)

Targeted Fish Species: Black Drum Cobia Permit Snook Tarpon

Be a part of an exciting Near Shore Wreck Fishing adventure in Naples, Florida. We'll begin by gathering bait from our traps as we make our way to an offshore wreck, situated just 3 miles from the shore, keeping land in sight. This location offers a diverse range of fishing species, allowing for various methods to catch your dinner. Target Black Drum, Cobia, Permit, Snook, Tarpon, Redfish, Spotted Seatrout, Tripletail, Sheepshead, and Speckled Trout. Our 8-hour trip provides ample time for a memorable fishing experience. Don't miss out, book now for an epic fishing adventure!

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Playin Hooky Fishing Charter Naples Charter Fishing | 8 Hour Charter Trip fishing Wrecks

Naples Charter Fishing | 8 Hour Charter Trip

Naples

Wrecks

Shared Boat Experience

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Playin Hooky Fishing Charter Hunting in Florida | Private 5 Hour Hunting Trip  hunting Active hunting

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Hunting in Florida | Private 5 Hour Hunting Trip

Naples

Hunting - Active hunting

Public Land Hunt Experience

Python Huntress Guided Python Hunts Join Professional Python Hunter Amy Siewe (The Python Huntress) as she hunts for the invasive Burmese pythons in south Florida!  You will go to her summer hot spots and hunt from the Snake Deck in the back of her truck!  As a bonus, she will give you tips, strategies and tricks of the trade so you can hunt yourself!

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Playin Hooky Fishing Charter Hunting in Florida | Private 5 Hour Hunting Trip  hunting Active hunting

Hunting in Florida | Private 5 Hour Hunting Trip

Naples

Active hunting

Public Land Hunt Experience

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Fishing Territory

FAQs about Playin Hooky Fishing Charter

Ratings & Reviews Summary

5.00
out of 5
Based on 7 ratings
100%
recommended
recommended
Based on 7 recommendations
5
7
4
3
2
1

October 9, 2024

Wow, PHFC took us out last year and it was insane! Caught some massive snook and had a blast. Can't wait to go again!

October 9, 2024

Had an awesome trip with Playin' Hooky last summer. The captain was super knowledgeable and put us on the fish right away. Highly recommend!

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October 9, 2024

Went out with Playin' Hooky Fishing Charter in September '22 and it was epic! Landed some big redfish and even hooked into a monster tarpon. Best fishing trip ever!

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October 9, 2024

Booked a trip with Playin' Hooky for July weekend last year and it was fantastic! The captain was friendly and patient, and we caught some beautiful snook. Highly recommend them!

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October 9, 2024

Went out with PHFC in October and had a blast! Caught some nice-sized trout and even saw dolphins swimming by. Can't wait to go back out with them next year!

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October 9, 2024

We're thrilled with our decision to book this trip! Dave expertly located the fish and showcased his deep knowledge of the region. We managed to catch different types of fish, including an impressively sized bull shark. The communication during the booking was excellent. Strongly recommended!

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