Chillin The Most Charters LLC

4.9/5 (85 reviews)

East Washington Street, Port Washington, WI 53074, United States–

Port Washington, WI, United States

–

33 ft

4.9/5 (85 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!

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.

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!

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

Customer reviews

Rating

4.9

85 reviews

4.8

Boat & equipment

5.0

Captain & crew

4.9

Fishing Experience

Anglers' gallery (95)

What anglers say

100%

Great experience

100%

Family friendly

100%

Friendly captain

100%

Good boat

95%

Recommended

94%

Caught fish

All reviews (85)

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Showing 1 – 5 of 85 reviews

John LoGiudice

Wisconsin, US

•

Member since 2026

5.0

Verified

New

Outstanding captain!

5hr weekday Monday-Wednesday (AM) on June 22, 2026 • 4 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

Michael Nofsinger

Repeat angler

Wisconsin, US

•

Member since 2023

•

2 trips

4.7

Verified

New

Caught Fish!

5 Hour Trip (AM) on June 21, 2026 • 3 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.

Reported catch:

Darius Lafkas

Illinois, US

•

Member since 2026

5.0

Verified

New

Nice day on the water!

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

We caught 4 nice sized Coho's. Captain Matt was a very nice guy.
I would definitely  recommend Chillin The Most Charters!

Megan Acuna

Arizona, US

•

Member since 2025

4.7

Verified

New

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.

Reported catch:

Dave Thomas

Repeat angler

Florida, US

•

Member since 2023

•

4 trips

5.0

Verified

4 Hour A.M. Trip

5 Hour Trip (AM) on July 16, 2025 • 2 adults

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.

Reported catch:

Trip availability and prices

Trip Date:

Group Size:

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June 2026

Su	Mo	Tu	We	Th	Fr	Sa

Number of days

Group Size

2 adults • 0 children

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5hr weekday Monday-Wednesday (AM)

5 hour trip starts at 4:30 AM

Seasonal trip

(Mon, Tue, Wed)

US $450

Entire boat: up to 3 people

US $450

Entire boat: up to 3 people

4hr weekday Monday-Wednesday (PM)

5 hour trip starts at 3:00 PM

Seasonal trip

(Mon, Tue, Wed)

US $450

Entire boat: up to 3 people

US $450

Entire boat: up to 3 people

5 Hour Trip (AM)

5 hour trip starts at 5:00 AM

US $600