Playin Hooky 

5.0/5 (12 reviews)
 525 Newport Drive, Naples, FL 34114, United States

Playin Hooky 

Naples, FL, United States
20 ft
3
5.0/5 (12 reviews)

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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.

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.

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Customer reviews

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Rating

5.0
12 reviews
4.9
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (26)

All reviews (12)

Frequently mentioned
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Showing 15 of 12 reviews
Sarah Neal
Sarah Neal
Repeat angler
us
Akron, OH, US
Member since 2023
5 trips
5.0
Verified
Day out with the Boys
8 Hour Trip – 10k Islands inshore on March 26, 20243 adults

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!

Reported catch:
Jack Crevalle
Black Drum
Redfish
Ladyfish
+3
Response from Captain

Thank you Sarah! Had a blast with you and the boys, let me know when you are wanting to do Pythons!

Camryn Caron
Camryn Caron
us
Massachusetts, US
Member since 2024
5.0
Verified
Captain Dave
4 Hour Trip – Backwater 10k Islands on April 7, 20242 adults

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!

Reported catch:
Mangrove Snapper
Response from Captain

Thank you so much Camryn! Had a great day and I'm looking forward to your next trip with the stingrays!

Bart Robertson
Bart Robertson
Repeat angler
us
Texas, US
Member since 2025
7 trips
5.0
Verified
Fishing with Dave
Bowfishing - Stingrays and Sharks! on May 8, 20252 adults

Ryan Claus
Ryan Claus
us
Illinois, US
Member since 2023
5.0
Verified
We had a great time!
4 Hour Trip – Backwater 10k Islands on March 29, 20232 adults

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!

Response from Captain

Thank you Ryan! It was great to spend the afternoon with you. Looking forward to our next trip!

William Thuilot
William Thuilot
us
New York, US
Member since 2023
5.0
Verified
Fishing 10000 islands on playing hooky
4 Hour Trip – Backwater 10k Islands on April 12, 20231 adult2 children

The captain was excellent and very knowledgeable about the waters , he provides plenty of water and Gatorade , if the fishing is slow he finds something to catch and hits a lot of spots never gives up

Response from Captain

Thank you William!

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
June 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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Almost there...
Fish Fry Special!
4 hour trip starts at 8:00 AM
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US $450
Entire boat: 2 people
4 Hour Trip – Backwater 10k Islands
4 hour trip starts at 9:00 AM
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US $550
Entire boat: 2 people
4 Hour Trip - SHARKS!!!
4 hour trip starts at 9:00 AM
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US $600
Entire boat: up to 3 people
Bowfishing - Stingrays and Sharks!
4 hour trip starts at 6:00 PM
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US $600
Entire boat: 2 people
8 hour - Near Shore Wreck Fishing
8 hour trip starts at 8:00 AM
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US $900
Entire boat: 2 people
8 Hour Trip – 10k Islands inshore
8 hour trip starts at 8:00 AM
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US $900
Entire boat: 2 people
There is 1 person looking at this charter.

Customer reviews

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Rating

5.0
12 reviews
4.9
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (26)

All reviews (12)

Frequently mentioned
Loading...Loading...Loading...Loading...Loading...Loading...Loading...Loading...
Showing 15 of 12 reviews
Sarah Neal
Sarah Neal
Repeat angler
us
Akron, OH, US
Member since 2023
5 trips
5.0
Verified
Day out with the Boys
8 Hour Trip – 10k Islands inshore on March 26, 20243 adults

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!

Reported catch:
Jack Crevalle
Black Drum
Redfish
Ladyfish
+3
Response from Captain

Thank you Sarah! Had a blast with you and the boys, let me know when you are wanting to do Pythons!

Camryn Caron
Camryn Caron
us
Massachusetts, US
Member since 2024
5.0
Verified
Captain Dave
4 Hour Trip – Backwater 10k Islands on April 7, 20242 adults

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!

Reported catch:
Mangrove Snapper
Response from Captain

Thank you so much Camryn! Had a great day and I'm looking forward to your next trip with the stingrays!

Bart Robertson
Bart Robertson
Repeat angler
us
Texas, US
Member since 2025
7 trips
5.0
Verified
Fishing with Dave
Bowfishing - Stingrays and Sharks! on May 8, 20252 adults

Ryan Claus
Ryan Claus
us
Illinois, US
Member since 2023
5.0
Verified
We had a great time!
4 Hour Trip – Backwater 10k Islands on March 29, 20232 adults

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!

Response from Captain

Thank you Ryan! It was great to spend the afternoon with you. Looking forward to our next trip!

William Thuilot
William Thuilot
us
New York, US
Member since 2023
5.0
Verified
Fishing 10000 islands on playing hooky
4 Hour Trip – Backwater 10k Islands on April 12, 20231 adult2 children

The captain was excellent and very knowledgeable about the waters , he provides plenty of water and Gatorade , if the fishing is slow he finds something to catch and hits a lot of spots never gives up

Response from Captain

Thank you William!

FAQs about Playin Hooky

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The fish you can target

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What is the boat like?

Boat image
Boat category
Center console boats
Capacity
3 persons
Boat length
20 ft
Year built
2018
Boat manufacturer
Lowe
Boat type
Bay boat
Engine model
Mercury
Powered by
1 x 115HP
Max cruising speed
38 knots
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