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.



Select date to see available trips and rates:

  • Private trip
    Full Day Trip – Large Species
    FREE Cancellation 1 day notice
    8 Hour Trip, starts at 8:00 AM
    $700
    You can fish for the notorious Bull Sharks in the backwater, Blacktip Shark nearshore, and Goliath Grouper. Set up is a little different and this type of fishing can produce the catch of a lifetime! Take the challenge and make this trip a memorable one!
  • Private trip
    Full Day Trip
    FREE Cancellation 1 day notice
    8 Hour Trip, starts at 8:00 AM
    $650
    Fish the unique beautiful backwaters of the 10,000 Islands. No place like it on the planet! In this full day package, you can catch multiple species of fish and several that are very tasty for you to take home! Plus, if the weather permits, you can fish a nearshore wreck!
  • Private trip
    Half Day Trip – Large Species
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 8:00 AM
    $500
    Big day for catching big fish! Go after Goliath Grouper, Bull Shark, or Blacktip Shark! The captain will cover all of your fishing equipment and licenses, so you only need to bring some snacks and drinks, and think about the prize!
  • Private trip
    Half Day Trip (AM)
    FREE Cancellation 1 day notice
    4 Hour Trip, starts at 8:00 AM
    $450
    Fish the unique beautiful backwaters of the 10,000 Islands. Target a variety of species and catch your lunch! Your captain will clean and fillet the catch after the trip, so you can go straight to a nearby restaurant and enjoy your prize immediately.

About the Captain

Dave Roberts
Naples, Florida, United States
1 Fishing Report
2 Customer Reviews
Response time 1 hour
Member since February 2021
Captain Dave has been fishing in the area for several years. His specialty are flats and inshore fishing, where he can combine all kinds of different techniques.

About this listing

Targeted Species

Black Drum Black Drum
Permit Permit
Pompano Pompano
Redfish Redfish

Shark (Blacktip) Blacktip Shark
Shark (Bull) Bull Shark
Sheepshead Sheepshead
Snapper (Mangrove) Mangrove Snapper

Snook Snook
Spotted Seatrout Spotted Seatrout
Tarpon Tarpon
Tripletail Tripletail

Boat Specs

Lowe (Bay boat) originally built in 2018. Powered by a 115HP Mercury engine, with a maximum cruising speed of 38 knots.

Length
20 ft
Capacity
3 persons

Types of Fishing

Inshore Fishing
Nearshore Fishing
Wreck Fishing
Flats Fishing
Backcountry Fishing

Fishing Techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Jigging
Popping
Bowfishing

Amenities

GPS
Fishfinder
Live Bait Well
Wireless Trolling Motor
GPS
Fishfinder
Live Bait Well
Wireless Trolling Motor

Trip Includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Fishing License

Cancellation Policy

Free cancellation up to 1 day prior to trip

Customers can cancel or modify their booking up to 1 day before the trip date free of charge. If the trip is canceled or modified later, or in the event of a no-show, 100% of the deposit will be charged.

Listing Policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed

Payment

Pay online in full

Pay online in full through FishingBooker and avoid any additional costs or unnecessary hassle with carrying cash.

No additional fees.
Book with 20% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 20% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

Cash
PayPal
Checks
Bank Transfer

Naples Fishing Calendar

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Customer Reviews

Rating Summary
Photos & videos by reviewers (8)
5.0
Excellent Excellent Excellent Excellent Excellent
out of 5 stars from 2 reviews
Boat
Excellent Excellent Excellent Excellent Excellent
Crew
Excellent Excellent Excellent Excellent Excellent
Experience
Excellent Excellent Excellent Excellent Excellent
Half Day
Half Day
Half Day
+5
Angler Rating
2
0
0
0
0
Anglers Claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
50%
Satisfied with the boat
100%
Catch intended fish
50%
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Showing:
2 of 2 reviews
Jeremiah S.
Plover, WI
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Full day with captain Dave

VERIFIED   Full Day Trip – Large Species on March 18, 2021
had a blast. caught my dream fish a large bull shark. captain Dave is very friendly and knowledgeable. He is also a very passionate...
Jeremiah S. recommends Playin Hooky
Mark as helpful
You found this helpful
  Dave Roberts Captain replied

Brennan B.
Naples, FL
Excellent Excellent Excellent Excellent Excellent  5.0
Experience:
Excellent Excellent Excellent Excellent Excellent Boat
Excellent Excellent Excellent Excellent Excellent Crew
Excellent Excellent Excellent Excellent Excellent Overall

Half Day

VERIFIED   Half Day Trip – Large Species on March 27, 2021
We had a great time with Captain Dave. He is very knowledgeable and wanted us to have the best experience possible. Unfortunately...
Brennan B. recommends Playin Hooky
Mark as helpful
You found this helpful
  Dave Roberts Captain replied

FAQs about Playin Hooky

Playin Hooky offers the following trips to customers:
  • $450 per group - Half Day Trip (AM) (4 hours)
  • $500 per group - Half Day Trip – Large Species (4 hours)
  • $650 per group - Full Day Trip (8 hours)
  • $700 per group - Full Day Trip – Large Species (8 hours)

When you book a trip with Playin Hooky, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
  • Live Bait Well (Necessity for culling slot fish!)
  • Wireless Trolling Motor

Trips booked with Playin Hooky include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Fishing License

Playin Hooky offers the following types of fishing:
  • Inshore Fishing
  • Nearshore Fishing (Weather dependant)
  • Wreck Fishing (Weather dependant)
  • Flats Fishing
  • Backcountry Fishing

Playin Hooky offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Jigging
  • Popping
  • Bowfishing (Coming soon! )

Top targeted fish species with Playin Hooky include:
  • Black Drum
  • Permit
  • Pompano
  • Redfish
  • Shark (Blacktip)
  • Shark (Bull)
  • Sheepshead
  • Snapper (Mangrove)
  • Snook
  • Spotted Seatrout
  • Tarpon
  • Tripletail