Chillin The Most Charters LLC 

4.9/5 (95 reviews)
 East Washington Street, Port Washington, WI 53074, United States

Chillin The Most Charters LLC 

Port Washington, WI, United States
33 ft
6
4.9/5 (95 reviews)

When you book with Chillin the Most Charters, LLC, expect to have a great time. This crew finds joy in taking people out on the water, catching fish, having fun, and giving them an opportunity to create long-lasting memories.

On your trip, you will be accompanied by Captain Matt. He has been taking full advantage of living minutes away from Lake Michigan his entire life and has spent countless hours out on the water.

When you arrive at the marina, the boat you'll be hopping aboard will be a 33' ProLine. The boat is updated and fully loaded will all the best fishing gear, electronics, and safety equipment to create a safe and successful trip! There's enough room for 6 guests to join. The boat also features a private toilet, so even full day trips are comfortable.

Once you arrive and the cooler is loaded up with your snacks and beverages, it will be time to untie from the dock and head out of the harbor! All the fishing gear is provided and will be rigged up and ready to go before you even arrive. You'll go after different species of Trout and Salmon. Captain Matt will also fillet and bag up your catch for you to take home!

Chillin the Most Charters welcomes everyone! You don't need fishing experience or knowledge whatsoever to book with this crew. The main goal is for you to enjoy your trip and feel comfortable!

When you book with Chillin the Most Charters, LLC, expect to have a great time. This crew finds joy in taking people out on the water, catching fish, having fun, and giving them an opportunity to create long-lasting memories.

On your trip, you will be accompanied by Captain Matt. He has been taking full advantage of living minutes away from Lake Michigan his entire life and has spent countless hours out on the water.

When you arrive at the marina, the boat you'll be hopping aboard will be a 33' ProLine. The boat is updated and fully loaded will all the best fishing gear, electronics, and safety equipment to create a safe and successful trip! There's enough room for 6 guests to join. The boat also features a private toilet, so even full day trips are comfortable.

Once you arrive and the cooler is loaded up with your snacks and beverages, it will be time to untie from the dock and head out of the harbor! All the fishing gear is provided and will be rigged up and ready to go before you even arrive. You'll go after different species of Trout and Salmon. Captain Matt will also fillet and bag up your catch for you to take home!

Chillin the Most Charters welcomes everyone! You don't need fishing experience or knowledge whatsoever to book with this crew. The main goal is for you to enjoy your trip and feel comfortable!

Matt Henke
Captain
Matt Henke
7 years of experience
ID & credentials verified
responds within an hour

Select date to see availability

Trip availability and prices

Trip Date:
Group Size:
August 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
Almost there...
5hr weekday Monday-Wednesday (AM)
FREE Cancellation 7 days notice
5 hour trip starts at 4:30 AM
Seasonal trip
(Mon, Tue, Wed)
Lake Trout
Rainbow Trout (Steelhead)
Brown Trout
Salmon (Chinook)
+1
US $450
Entire boat: up to 3 people
4hr weekday Monday-Wednesday (PM)
FREE Cancellation 7 days notice
5 hour trip starts at 3:00 PM
Seasonal trip
(Mon, Tue, Wed)
Lake Trout
Rainbow Trout (Steelhead)
Brown Trout
Salmon (Chinook)
+1
US $450
Entire boat: up to 3 people
5 Hour Trip (AM)
In high demand Last booked: 2 days ago
FREE Cancellation 7 days notice
5 hour trip starts at 5:00 AM
US $600
Entire boat: up to 6 people
5 Hour Trip (PM)
Just booked! Last booked: 2 hours ago
FREE Cancellation 7 days notice
5 hour trip starts at 3:00 PM
US $600
Entire boat: up to 6 people
6 Hour Trip (AM)
FREE Cancellation 7 days notice
6 hour trip starts at 5:00 AM
US $675
Entire boat: up to 6 people
6 Hour Trip (PM)
FREE Cancellation 7 days notice
6 hour trip starts at 2:00 PM
US $675
Entire boat: up to 6 people
7 Hour Trip (AM)
FREE Cancellation 7 days notice
7 hour trip starts at 5:00 AM
US $800
Entire boat: up to 6 people
7 Hour Trip (PM)
FREE Cancellation 7 days notice
7 hour trip starts at 1:00 PM
US $800
Entire boat: up to 6 people
8 Hour Trip (AM)
FREE Cancellation 7 days notice
8 hour trip starts at 5:00 AM
US $875
Entire boat: up to 6 people
8 Hour Trip (PM)
FREE Cancellation 7 days notice
8 hour trip starts at 12:00 PM
US $875
Entire boat: up to 6 people
There are 21 people looking at this charter.

Customer reviews

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Rating

4.9
95 reviews
4.8
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience

Anglers' gallery (111)

What anglers say

98%
Great experience
100%
Family friendly
100%
Friendly captain
100%
Good boat
96%
Recommended
95%
Caught fish

All reviews (95)

Frequently mentioned
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Showing 15 of 95 reviews
Ryan Erhart
Ryan Erhart
Repeat angler
us
Iowa, US
Member since 2025
3 trips
5.0
Verified
New
1 King and 9 Trout
5 Hour Trip (PM) on August 15, 20265 adults

Matt was very flexible with ever changing weather conditions in the area and got it crew on the lake before it got rough. Got more than enough fish to take home.

Ryan Kavois
Ryan Kavois
us
Illinois, US
Member since 2020
4.3
Verified
New
good captain and boat
4hr weekday Monday-Wednesday (PM) on August 4, 20265 adults

Captain Matt had good communication and adjusted our start time in order to accommodate getting us out instead of just canceling. Conditions were challenging with 3-4 ft waves but his boat was solid and we felt safe the whole trip. We only got one fish that afternoon, but most of the other boats struggled to catch fish also that day.

Reported catch:
Lake Trout
John Pearson
John Pearson
us
Minnesota, US
Member since 2026
5.0
Verified
New
Turned fishing into catching
6 Hour Trip (AM) on July 19, 20262 adults

9 kings and 4 steelhead in the box. Big king was 18 lbs, big steelie was 9 lbs. Lost 5. Action packed trip. Captain and mate were very friendly and accommodating

Reported catch:
Chinook Salmon
Rainbow Trout (Steelhead)
Tammi Davidson
Tammi Davidson
us
Wisconsin, US
Member since 2026
5.0
Verified
New
Great day, great trip!
5 Hour Trip (PM) on July 25, 20263 adults

Captain Matt was amazingly attentive before the trip AND during, making a successful fishing trip even better! Highly recommend!

John LoGiudice
John LoGiudice
us
Wisconsin, US
Member since 2026
5.0
Verified
Outstanding captain!
5hr weekday Monday-Wednesday (AM) on June 22, 20264 adults

Matt is an outstanding captain and an excellent teacher, patient with the novices and led the group to an impressive catch! Fishing out of Port Washington was easy and in a beautiful setting. A great experience! I'm loo in

FAQs about Chillin The Most Charters LLC

Chillin The Most Charters LLC offers the following trips to customers:
  • US $450 per group, additional US $50 per person after 3 guests - 4hr weekday Monday-Wednesday (PM) (5 hours)
  • US $450 per group, additional US $50 per person after 3 guests - 5hr weekday Monday-Wednesday (AM) (5 hours)
  • US $600 per group - 5 Hour Trip (AM) (5 hours)
  • US $600 per group - 5 Hour Trip (PM) (5 hours)
  • US $675 per group - 6 Hour Trip (AM) (6 hours)
  • US $675 per group - 6 Hour Trip (PM) (6 hours)
  • US $800 per group - 7 Hour Trip (AM) (7 hours)
  • US $800 per group - 7 Hour Trip (PM) (7 hours)
  • US $875 per group - 8 Hour Trip (AM) (8 hours)
  • US $875 per group - 8 Hour Trip (PM) (8 hours)
When you book a trip with Chillin The Most Charters LLC, you can expect the following amenities onboard:
  • Toilet Private
  • GPS
  • Fishfinder
  • Ice box
  • Radar
Trips booked with Chillin The Most Charters LLC include:
  • Rods, reels & tackle
  • Lures
  • Catch cleaning & filleting (Included after the trip)
Chillin The Most Charters LLC offers the following types of fishing:
  • Lake fishing
  • Offshore fishing (1-15 miles)
Chillin The Most Charters LLC offers the following fishing technique:
  • Trolling
Top targeted fish species with Chillin The Most Charters LLC include:
  • Brown Trout
  • Lake Trout
  • Rainbow Trout (Steelhead)
  • Salmon (Chinook)
  • Salmon (Coho)

Your captain

Matt Henke
Matt Henke
Matt Henke

Port Washington, Wisconsin, United States

ID & license verified
95 Customer reviews
Typical response within an hour
Member since May 2021

Captain Matt has been fishing in the lake ever since he could remember. This is his lifelong passion and he's happy he gets to share it with other people.

ID & license verified
95 Customer reviews
Typical response within an hour
Member since May 2021

Captain Matt has been fishing in the lake ever since he could remember. This is his lifelong passion and he's happy he gets to share it with other people.

The fish you can target

Brown Trout
Brown Trout
Lake Trout
Lake Trout
Rainbow Trout (Steelhead)
Rainbow Trout (Steelhead)
Chinook Salmon
Chinook Salmon
Coho Salmon
Coho Salmon
Brown Trout
Brown Trout
Lake Trout
Lake Trout
Rainbow Trout (Steelhead)
Rainbow Trout (Steelhead)
Chinook Salmon
Chinook Salmon
Coho Salmon
Coho Salmon

Real catches by this captain

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What is the boat like?

Boat image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
33 ft
Year built
2005
Boat manufacturer
Pro line
Boat type
Sportfishing
Engine model
Mercury
Powered by
2 x 250HP

What kind of fishing will you do?

Lake Fishing
Offshore Fishing
1-15 miles

Which fishing techniques you can try

Trolling

Which amenities are available onboard

Toilet
Private
GPS
Fishfinder
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Lures
Catch cleaning & filleting
Included after the trip

How cancellations work

Free cancellation up to 7 days prior to trip

You can cancel or modify your booking up to 7 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child friendly
Kid friendly
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

 Checks

When paying the remaining balance with a credit card, an additional 5% charge will apply.

What’s biting in Port Washington right now

Brown TroutBrown Trout
Lake TroutLake Trout
Rainbow Trout (Steelhead)Rainbow Trout (Steelhead)
Salmon (Chinook)Salmon (Chinook)
Salmon (Coho)Salmon (Coho)

Compare similar fishing charters

Current
Chillin The Most Charters LLC
Chillin The Most Charters LLC
4.9
(95)
33 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+3
5 hour trip • 3 persons
US $450