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Chillin The Most Charters LLC 

4.9
(100 reviews)
 East Washington Street, Port Washington, WI 53074, United States–
+21
+18

Chillin The Most Charters LLC 

Port Washington, WI, United States
–
33 ft
6
4.9
(100 reviews)
Trips & prices
Targeted species
Boat info
What's biting
What's included
Contact captain
Trips & prices
What's included
Targeted species
Boat info
Reviews
Contact captain

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
Popular features
You keep catch
Catch cleaning & filleting
Toilet
Child friendly
Ice box
Popular features
You keep catch
Catch cleaning & filleting
Toilet
Child friendly
Ice box

Select date to see availability

Trip date:
Group Size:
November 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
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)
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)
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

Customer reviews

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Rating

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

Anglers' gallery (113)

What anglers say

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

Reviews (100)

  • Lorleinda Nofsinger
    Lorleinda Nofsinger
    Repeat angler
    us
    Wisconsin, US
    Member since 2023
    2 trips
    4.7
    Verified

    Caught Fish!

    5 Hour Trip (AM) on June 21, 2026 • 6 adults • 3 children

    We had a blast catching 1 trout and 2 salmon. We would definitely do this again! The captain answered every question we had, and all the questions the kids had lol. It was a big enough boat that my antsy kids could get up and stand and walk without being in everyone's way. Make sure to buy you license and great lakes stamps.

  • Ryan Erhart
    Ryan Erhart
    Repeat angler
    us
    Iowa, US
    Member since 2025
    3 trips
    5.0
    Verified

    1 King and 9 Trout

    5 Hour Trip (PM) on August 15, 2026 • 5 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.

  • John Pearson
    John Pearson
    us
    Minnesota, US
    Member since 2026
    5.0
    Verified

    Turned fishing into catching

    6 Hour Trip (AM) on July 19, 2026 • 2 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

  • Noah Henschel
    Noah Henschel
    us
    Wisconsin, US
    Member since 2026
    5.0
    Verified

    Solid day

    5 Hour Trip (AM) on September 5, 2026 • 4 adults

    Caught some. Lost some. Either way Matt put us on the fish. Filled the cooler.

  • Megan Acuna
    Megan Acuna
    us
    Arizona, US
    Member since 2025
    4.7
    Verified

    Caught fish and had a great time!

    5 Hour Trip (AM) on June 6, 2026 • 6 adults

    Matt was a great captain, helpful, efficient and knowledgeable. He was personable and made the trip more fun! We took a group of 6 and each got to reel in at least 2 fish each—taking home 12.

  • Alan Steinbach
    Alan Steinbach
    Repeat angler
    us
    Wisconsin, US
    Member since 2025
    2 trips
    5.0
    Verified

    Fishing with Matt

    8 Hour Trip (PM) on August 22, 2026 • 6 adults
  • Justin Aslin
    Justin Aslin
    Repeat angler
    us
    Wisconsin, US
    Member since 2023
    4 trips
    5.0
    Verified

    July fishing trip

    5 Hour Trip (PM) on July 11, 2026 • 4 adults • 2 children
  • Mary Buss Vissers
    Mary Buss Vissers
    us
    Wisconsin, US
    Member since 2026
    4.7
    Verified

    Great day on the water!

    8 Hour Trip (AM) on July 12, 2026 • 3 adults

    Captain Matt was great! He worked hard and we caught fish, a wonderful day!

  • Caleb Campbell
    Caleb Campbell
    us
    Missouri, US
    Member since 2026
    4.0
    Verified

    Monster salmon

    5hr weekday Monday-Wednesday (AM) on July 6, 2026 • 3 adults

    Matt was very knowledgeable and put us on 5 salmon even on a slow bite day. He informed us the night before that the bite was early so had us come a half hour early to better utilize the bite window. We really appreciated that.

  • David Dieter
    David Dieter
    Repeat angler
    us
    Illinois, US
    Member since 2022
    2 trips
    4.3
    Verified

    Hot day, slow fishing but Captain and his expedience was awesome.

    8 Hour Trip (PM) on July 26, 2026 • 6 adults

    Captain Matt is a great captain!

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 $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
Port Washington, Wisconsin, United States
ID & license verified
100 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.
Matt Henke
Matt Henke
Fully verified
100
reviews
2021
member since
~1h
response
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

  • Teen angler and adult on a boat deck beside a large display of freshly caught salmon-like fish during an offshore fishing trip.
    Fish 1
    Fish 2
    Chinook Salmon
    Noah H.
    Noah H.
    Caught some. Lost some. Either way Matt put us on the fish. Filled the cooler.
  • Group of adult anglers aboard a fishing boat showcasing a large pile of silver game fish, with one angler holding a fish over the deck.
    Fish 1
    Fish 2
    +1
    Lake Trout
    Alan S.
    Alan S.
  • Angler proudly displaying a large Salmon while fishing on a boat, showcasing a successful day on the water.
    Fish 1
    Fish 2
    Coho Salmon
    Ryan E.
    Ryan E.
    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.
  • A young angler proudly displaying a large Lake Trout while fishing on a boat, showcasing a successful day on the water.
    Fish 1
    Fish 2
    +1
    Lake Trout
    David D.
    David D.
    Captain Matt is a great captain!
  • Three anglers proudly displaying their catch of multiple fish on a boat after a successful fishing trip.
    John P.
    John P.
    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
  • A variety of fish including two large Lake Trout and several smaller fish laid out on the deck of a fishing boat.
    Fish 1
    Fish 2
    Lake Trout
    Mary B.
    Mary B.
    Captain Matt was great! He worked hard and we caught fish, a wonderful day!
  • A young angler proudly displaying a large salmon while fishing on a boat, showcasing a joyful moment on the water.
    Fish 1
    Fish 2
    Chinook Salmon
    Justin A.
    Justin A.
  • A young angler proudly displaying a large salmon while fishing on a boat, with additional fish visible on the deck.
    Fish 1
    Coho Salmon
    Caleb C.
    Caleb C.
    Matt was very knowledgeable and put us on 5 salmon even on a slow bite day. He informed us the night before that the bite was early so had us come a half hour early to better utilize the bite window. We really appreciated that.
  • A young angler proudly displaying a large Salmon aboard a fishing boat, showcasing a successful day on the water.
    Fish 1
    Fish 2
    Chinook Salmon
    Lorleinda N.
    Lorleinda N.
    We had a blast catching 1 trout and 2 salmon. We would definitely do this again! The captain answered every question we had, and all the questions the kids had lol. It was a big enough boat that my antsy kids could get up and stand and walk without being in everyone's way. Make sure to buy you license and great lakes stamps.
  • A group of anglers proudly displaying their catch of salmon on a sunny day aboard a fishing boat.
    Fish 1
    Coho Salmon
    Megan A.
    Megan A.
    Matt was a great captain, helpful, efficient and knowledgeable. He was personable and made the trip more fun! We took a group of 6 and each got to reel in at least 2 fish each—taking home 12.

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

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
(100)
33 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+3
5 hour trip • 6 persons
US $450