Playin' Hooky Sportfishing Charters
+30Make an adventure out of your next trip to Sheboygan and go fishing with Playin’ Hooky Sportfishing Charters. Captain Dave is prepared to put you on fish.
These waters are known for Chinook Salmon, Coho Salmon, Lake Trout, Brown Trout, Rainbow Trout (Steelhead), and occasionally Pink Salmon – with any luck, it won’t take long to hook into some. On these trips, you can expect to troll.
Thinking of bringing the whole family? Kids are absolutely welcome! Children must wear life vests, and there are class 1 life vests on board. Feel free to bring your own if you like instead! And, you can’t go wrong with snacks for a boost of energy when needed!
You’ll be welcome aboard a 36’ Chris-Craft with room for 6 passengers. It comes with downriggers and everything else you need for a productive day on the water. There’s a toilet on board for your convenience. Rods, reels, and tackle are ready for you, as well as lures.
Trips are run with the help of a First Mate. A 15–20% tip is customary to show your appreciation for their hard work.
Before coming aboard, you may need to buy a local fishing license for everyone in your group. There are all licenses and stamps necessary and available for purchase aboard the boat for your convenience.
Don’t leave home without bottled water, sunglasses, and sunscreen (non-spray). Alcohol is allowed in moderation, but you should avoid hard liquor as well as glass bottles. Make sure to bring a cooler along to bring home your catch!
Now, it’s time to hit the water with Playin’ Hooky Sportfishing Charters!
Charter Operator
Playin' Hooky Sportfishing Charters
Most popular features:
Trip availability and prices
In demand! Last booked: 3 days ago
Customer reviews
Rating summary
Photos & videos by reviewers (9)
+6Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Caught fish
100%
Experience:
Boat
Crew
Overall
Beautiful evening even though fish weren’t biting
Evening Mini Charter on May 24, 2025
It was beautiful evening for our charter! The captain and first mate were great! Very friendly! We were hopeful for fish, it only got 1 coho salmon. From the sounds of it not many other boats had fish biting either! It was still a beautiful being on the water, having conversations with the captain and first mate. We can’t control the fish, but they helped to still make it an enjoyable experience. They were very nice with our children too (ages 12, 10 and 9). I’d definitely go back on their charter again! Next time, we will do the morning charters (sound alike that’s when more fish are biting!)
It was beautiful evening for our charter! The captain and first mate were great! Very friendly! We were hopeful for fish, it only got 1 coho salmon. From the sounds of it not many other boats had fish biting either! It was still a beautiful being on the water, having conversations with the captain and first mate. We can’t control the fish, but they helped to still make it an enjoyable experience. They were very nice with our children too (ages 12, 10 and 9). I’d definitely go back on their...
Experience:
Boat
Crew
Overall
Our trip with Playing Hooky
Half Day Trip (AM) on July 10, 2024
All in all great experience with them. Was my wife and I first fishing charter trip. The owner Dave made a last minute trip available for us with less than 12hr notice. Captain Art was polite and I feel did everything that he could to maximize our chances. Firstmate Jake was very knowledgeable about everything involved in the whole process. They both would answer any questions we had pretty much anytime except when we got a bite on the line. But as soon as the bite was finished pick right back up where we left off. We limited out. We caught rainbow trout coho and king salmon. Definitely be my first call to do again.
All in all great experience with them. Was my wife and I first fishing charter trip. The owner Dave made a last minute trip available for us with less than 12hr notice. Captain Art was polite and I feel did everything that he could to maximize our chances. Firstmate Jake was very knowledgeable about everything involved in the whole process. They both would answer any questions we had pretty much anytime except when we got a bite on the line. But as soon as the bite was finished pick right back...
Experience:
Boat
Crew
Overall
We limited out!
Half Day Trip (Midday) on June 2, 2025
Great 1st Mate! Captain and Mate worked hard to get us fish
Great 1st Mate! Captain and Mate worked hard to get us fish
Experience:
Boat
Crew
Overall
Fun family trip
Evening Mini Charter on July 1, 2024
We took an evening charter with Capt Dave and First Mate Jake. While the fish weren't too interested in biting this particular evening, we still hooked a couple lovely salmon. The ride was smooth and comfortable. Beautiful scenery. Prepare for an arm workout with those reels! :)
We took an evening charter with Capt Dave and First Mate Jake. While the fish weren't too interested in biting this particular evening, we still hooked a couple lovely salmon. The ride was smooth and comfortable. Beautiful scenery. Prepare for an arm workout with those reels! :)
Experience:
Boat
Crew
Overall
Bucket list adventure!
Half Day Trip (Midday) on August 1, 2024
Absolutely amazing fishing trip! Captain and first mate were outstanding and supportive. Started fishing about 1130 and by 115 I had caught my daily limit. Beautiful.
Absolutely amazing fishing trip! Captain and first mate were outstanding and supportive. Started fishing about 1130 and by 115 I had caught my daily limit. Beautiful.
FAQs about Playin' Hooky Sportfishing Charters
What are the trip rates for Playin' Hooky Sportfishing Charters?
Playin' Hooky Sportfishing Charters offers the following trips to customers:
- US $507 per group, additional US $34 per person after 3 guests - Evening Mini Charter (3 hours)
- US $655 per group, additional US $34 per person after 3 guests - Half Day Trip (AM) (5 hours)
- US $655 per group, additional US $34 per person after 3 guests - Half Day Trip (Midday) (5 hours)
- US $655 per group, additional US $34 per person after 1 guest - Half Day Trip (PM) (5 hours)
Which amenities are available onboard with Playin' Hooky Sportfishing Charters?
When you book a trip with Playin' Hooky Sportfishing Charters, you can expect the following amenities onboard:
- Toilet Full flushable toilet.
- GPS
- Fishfinder
- Flybridge
- Radar
What's included in the trip price with Playin' Hooky Sportfishing Charters?
Trips booked with Playin' Hooky Sportfishing Charters include:
- Rods, reels & tackle
- Lures
- Catch cleaning & filleting (We fillet fish or bring them to a local business to be filleted free of charge.)
- First Mate (Works for tips)
What types of fishing does Playin' Hooky Sportfishing Charters offer?
Playin' Hooky Sportfishing Charters offers the following types of fishing:
- Lake Fishing
- Nearshore Fishing (We fish close to shore when the fish are there.)
- Offshore Fishing (We fish offshore when the fish are offshore.)
What fishing techniques does Playin' Hooky Sportfishing Charters offer?
Playin' Hooky Sportfishing Charters offers the following fishing technique:
- Trolling
Which fish species can I catch with Playin' Hooky Sportfishing Charters?
Top targeted fish species with Playin' Hooky Sportfishing Charters include:
- Brown Trout
- Lake Trout
- Rainbow Trout (Steelhead)
- Salmon (Chinook)
- Salmon (Coho)
Your operator
Sheboygan, Wisconsin, United States
I began guiding because I fell in love with hearing the reel scream with a big King Salmon on the line. I wanted to share that experience with as many people as I could!
The fish you can target
What is the boat like?
What kind of fishing will you do?
Lake Fishing
Nearshore Fishing
We fish close to shore when the fish are there.
Offshore Fishing
We fish offshore when the fish are offshore.
Which fishing techniques you can try
Trolling
Which amenities are available onboard
Toilet
Full flushable toilet.
GPS
Fishfinder
Flybridge
Radar
What’s included in the trip price
Rods, reels & tackle
Lures
Catch cleaning & filleting
We fillet fish or bring them to a local business to be filleted free of charge.
First Mate
Works for tips
How cancellations work
Deposit non-refundable
If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.
What the listing policies are
Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
No age limits whatsoever. Our charters are very child-friendly. Use your own discretion as to whether or not a fishing trip is right for your child, no matter their age.
You Keep Catch
How you can pay
Book with 10% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 10% 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
Visa
Mastercard
American Express
Checks
When paying the remaining balance with a credit card, an additional 3.5% charge will apply.
What’s biting in Sheboygan right now
Brown Trout
Lake Trout
Rainbow Trout (Steelhead)
Salmon (Chinook)
Salmon (Coho)