
Spend an unforgettable day on the waters of Naples with Playin Hooky! Captain Dave has years of experience to share and he’s happy to pass on his best tips and tricks to you. Whether you’re just taking a rod for the first time or you already have a few fish trophies under your belt, you’ll enjoy your time spent on this boat.
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.
You’ll mostly explore inshore waters, flats, and the backcountry. Nearshore spots and wrecks are also an option but they are weather-dependent. Target Sheepshead, Tripletail, Snook, Tarpon, Redfish, and some larger species, such as Grouper, Blacktip, and Bull Shark. There’s also a variety of fishing techniques you can try on, with bow fishing coming soon as well.
Capt. Dave lets you keep the catch and he even cleans it after the trip free of charge. He’ll also cover your fishing licenses and equipment, so you only need to pack some food, drinks, and sun protection for the day.
Playin Hooky runs trips all year long. It’s always a good time for some fishing action. You only need to choose when you’re coming.
Rating summary
Photos & videos by reviewers (26)


Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
75%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
83%
Caught fish
90%
May 8, 2025
Bowfishing - Stingrays and Sharks!
Mar 26, 2024
8 Hour Trip – 10k Islands inshore
I took my 15 year old son and his friend out. His friend has never been on a charter and we have never been on one so south in FL! Captain Dave delivered! I think we caught 10 different species around the 10K islands! Weather was windy, but Dave knew exactly where to take us to catch stuff still. Was a great time and would book with him again! Next time we might even book the snake hunting trip!
I took my 15 year old son and his friend out. His friend has never been on a charter and we have never been on one so south in...

Apr 7, 2024
4 Hour Trip – Backwater 10k Islands
Dave was awesome and super knowledgeable. On a day there wasn’t much bites he kept moving until he found us a spot that hit. Will definitely call him next time we’re in Florida! Thanks Dave!
Dave was awesome and super knowledgeable. On a day there wasn’t much bites he kept moving until he found us a spot that hit. Will...


Feb 27, 2025
The charter operator canceled on trip date. This is an automated posting.
Mar 29, 2023
4 Hour Trip – Backwater 10k Islands
We are so happy we booked this trip! Dave put us on the fish and is very knowledgeable about the area. We caught a variety of species and even landed a nice sized bull shark. Communication was great throughout the booking process. Highly recommend!
We are so happy we booked this trip! Dave put us on the fish and is very knowledgeable about the area. We caught a variety of...
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Rating summary
Photos & videos by reviewers (26)


Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
75%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
83%
Caught fish
90%
Experience:
Boat
Crew
Overall
Bowfishing - Stingrays and Sharks! on May 8, 2025

Experience:
Boat
Crew
Overall
8 Hour Trip – 10k Islands inshore on March 26, 2024
I took my 15 year old son and his friend out. His friend has never been on a charter and we have never been on one so south in FL! Captain Dave delivered! I think we caught 10 different species around the 10K islands! Weather was windy, but Dave knew exactly where to take us to catch stuff still. Was a great time and would book with him again! Next time we might even book the snake hunting trip!
I took my 15 year old son and his friend out. His friend has never been on a charter and we have never been on one so south in FL! Captain Dave delivered! I think we caught 10 different species around the 10K islands! Weather was windy, but Dave knew exactly where to take us to catch stuff still. Was a great time and would book with him again! Next time we might even book the snake hunting trip!


Experience:
Boat
Crew
Overall
4 Hour Trip – Backwater 10k Islands on April 7, 2024
Dave was awesome and super knowledgeable. On a day there wasn’t much bites he kept moving until he found us a spot that hit. Will definitely call him next time we’re in Florida! Thanks Dave!
Dave was awesome and super knowledgeable. On a day there wasn’t much bites he kept moving until he found us a spot that hit. Will definitely call him next time we’re in Florida! Thanks Dave!


Trip was supposed to happen on February 27, 2025
The charter operator canceled on trip date. This is an automated posting.
Experience:
Boat
Crew
Overall
4 Hour Trip – Backwater 10k Islands on March 29, 2023
We are so happy we booked this trip! Dave put us on the fish and is very knowledgeable about the area. We caught a variety of species and even landed a nice sized bull shark. Communication was great throughout the booking process. Highly recommend!
We are so happy we booked this trip! Dave put us on the fish and is very knowledgeable about the area. We caught a variety of species and even landed a nice sized bull shark. Communication was great throughout the booking process. Highly recommend!
