Chillin The Most Charters LLC 

4.9/5 (79 reviews)
 East Washington Street, Port Washington, WI 53074, United States

Chillin The Most Charters LLC 

4.9/5 (79 reviews)
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East Washington Street
Port Washington, WI, United States

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!

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Customer reviews

Rating summary

4.9/5
out of 5 stars from 79 reviews
Boat
4.9/5
Crew
5.0/5
Experience
4.9/5

Photos & videos by reviewers (90)

Wonderful trip with Matt
Wonderful trip with Matt
Wonderful trip with Matt
+87

Angler rating

72
3
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

95%

Caught fish

94%

Showing 1 - 5 of 79 reviews
Showing: 5 of 79 reviews
Jean L. J.
Jean L. J.
5.0/5

Sep 6, 2025

6 Hour Trip (PM)

Wonderful trip with Matt

VERIFIED
NEW

Wonderful experience of fishing. We had a great moment with the Captain Matt. The boat and the equipment is very well maintained. The captain is doing everything to make the experience top level. Great conversations, we learned a lot of things about the lake, the environment, and how to fish. Congratulations, for sure an experience to do again….

Wonderful experience of fishing. We had a great moment with the Captain Matt. The boat and the equipment is very well maintained....  

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 Jean L. J. recommends Chillin The Most Charters LLC

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1 person finds this review helpful
 Jean L. J. recommends Chillin The Most Charters LLC

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1 person finds this review helpful

Dave T.
Dave T.
5.0/5

Jul 16, 2025

5 Hour Trip (AM)

4 Hour A.M. Trip

VERIFIED

My grandson and I had a great time out on the water with Captain Matt. His boat was very well kept, the rods and lures were great. Even though fishing was slow for everyone out on the water. Matt still put on us on some nice fish. He also wasn’t scared to try and fish shallow even when no one else was and it payed off. All in all we had a great time and would definitely recommend him.

My grandson and I had a great time out on the water with Captain Matt. His boat was very well kept, the rods and lures were great....  

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 Dave T. recommends Chillin The Most Charters LLC

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 Dave T. recommends Chillin The Most Charters LLC

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Fabiola B.
Fabiola B.
5.0/5

Aug 31, 2025

5 Hour Trip (AM)

Fishing with Matt

VERIFIED
NEW

 

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 Fabiola B. recommends Chillin The Most Charters LLC

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 Fabiola B. recommends Chillin The Most Charters LLC

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Robert M.
Robert M.
5.0/5

Aug 8, 2025

5 Hour Trip (AM)

August fishing trip

VERIFIED

We went with chillin last year. We wanted to same captain as last year. He is very patient and kind. We were able to catch fish we had a blast.

We went with chillin last year. We wanted to same captain as last year. He is very patient and kind. We were able to catch fish...  

 Robert M. recommends Chillin The Most Charters LLC

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 Robert M. recommends Chillin The Most Charters LLC

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Brent S.
Brent S.
5.0/5

Aug 15, 2025

6 Hour Trip (AM)

Excellent trip & Captain Matt was great!

VERIFIED

1st charter fishing trip. Caught our limit by 6:30am. Matt was very friendly and knowledgeable. We will be going back. B & D

1st charter fishing trip. Caught our limit by 6:30am. Matt was very friendly and knowledgeable. We will be going back. B & D  

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 Brent S. recommends Chillin The Most Charters LLC

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 Brent S. recommends Chillin The Most Charters LLC

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Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
September 2025
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
4hr weekday (AM)
FREE Cancellation 7 days notice
4 Hour Trip, starts at 4:30 AM
Seasonal trip (Mon, Tue, Wed)
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US $450 
Entire boat: up to 6 people
4hr weekday (PM)
FREE Cancellation 7 days notice
4 Hour Trip, starts at 3:00 PM
Seasonal trip (Mon, Tue, Wed)
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US $450 
Entire boat: up to 6 people
5 Hour Trip (AM)
FREE Cancellation 7 days notice
5 Hour Trip, starts at 5:00 AM
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US $600 
Entire boat: up to 6 people
6 Hour Trip (PM)
FREE Cancellation 7 days notice
6 Hour Trip, starts at 2:00 PM
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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
Loading...
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
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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
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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
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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
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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
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US $875 
Entire boat: up to 6 people

Customer reviews

Rating summary

4.9/5
out of 5 stars from 79 reviews
Boat
4.9/5
Crew
5.0/5
Experience
4.9/5

Photos & videos by reviewers (90)

Wonderful trip with Matt
Wonderful trip with Matt
Wonderful trip with Matt
+87

Angler rating

72
3
0
0
0

Anglers claimed

Good experience

100%

Appropriate for children

100%

Friendly captain

100%

Satisfied with the boat

100%

Recommend this charter

95%

Caught fish

94%

Showing 1 - 5 of 79 reviews
Showing: 5 of 79 reviews
Jean L. J.
Jean L. J.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Wonderful trip with Matt

VERIFIED
NEW

6 Hour Trip (PM) on September 6, 2025

Wonderful experience of fishing. We had a great moment with the Captain Matt. The boat and the equipment is very well maintained. The captain is doing everything to make the experience top level. Great conversations, we learned a lot of things about the lake, the environment, and how to fish. Congratulations, for sure an experience to do again….

Wonderful experience of fishing. We had a great moment with the Captain Matt. The boat and the equipment is very well maintained. The captain is doing everything to make the experience top level. Great conversations, we learned a lot of things about the lake, the environment, and how to fish. Congratulations, for sure an experience to do again….  

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 Jean L. J. recommends Chillin The Most Charters LLC

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1 person finds this review helpful

Dave T.
Dave T.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

4 Hour A.M. Trip

VERIFIED

5 Hour Trip (AM) on July 16, 2025

My grandson and I had a great time out on the water with Captain Matt. His boat was very well kept, the rods and lures were great. Even though fishing was slow for everyone out on the water. Matt still put on us on some nice fish. He also wasn’t scared to try and fish shallow even when no one else was and it payed off. All in all we had a great time and would definitely recommend him.

My grandson and I had a great time out on the water with Captain Matt. His boat was very well kept, the rods and lures were great. Even though fishing was slow for everyone out on the water. Matt still put on us on some nice fish. He also wasn’t scared to try and fish shallow even when no one else was and it payed off. All in all we had a great time and would definitely recommend him.  

Review media 0
 Dave T. recommends Chillin The Most Charters LLC

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Fabiola B.
Fabiola B.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Fishing with Matt

VERIFIED
NEW

5 Hour Trip (AM) on August 31, 2025

 

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 Fabiola B. recommends Chillin The Most Charters LLC

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Robert M.
Robert M.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

August fishing trip

VERIFIED

5 Hour Trip (AM) on August 8, 2025

We went with chillin last year. We wanted to same captain as last year. He is very patient and kind. We were able to catch fish we had a blast.

We went with chillin last year. We wanted to same captain as last year. He is very patient and kind. We were able to catch fish we had a blast.  

 Robert M. recommends Chillin The Most Charters LLC

Mark review as helpful


Brent S.
Brent S.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Excellent trip & Captain Matt was great!

VERIFIED

6 Hour Trip (AM) on August 15, 2025

1st charter fishing trip. Caught our limit by 6:30am. Matt was very friendly and knowledgeable. We will be going back. B & D

1st charter fishing trip. Caught our limit by 6:30am. Matt was very friendly and knowledgeable. We will be going back. B & D  

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Review media 1
 Brent S. recommends Chillin The Most Charters LLC

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FAQs about Chillin The Most Charters LLC

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The fish you can target

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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
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