1. Jackpot Fishing Charters

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    Winthrop Harbor, IL

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    Jackpot Fishing Charters

    4.0 (33 reviews)
    Open • 6:00 am - 5:30 AM (Next day)

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    Not a bad catch for later in the day!

    These guy know what they are doing! All six of us caught fish. Thanks to Captain Harley and Keith! The trip was a gift for a friend who said it was the best birthday gift as we included three of his sons. One son stated that it was his best life experience so far.

    Limit Out!

    Fantastic fishing trip. We have been out with Jackpot fishing charters many times and they never fail to deliver. 2-3 captains all are great. I like how they treat my kids and take extra care to help them land the fish. We as a family have limited out once(5 fish per person) in 2.5 hours during the Spring. Have come close 4 other times. Have fished Spring, Summer and Fall. Bigger fish caught at end of Summer. Great boats and really good air conditioned cabin. Professional crew who are good with first timer neighbors and friends. You will get many more bites than fish landed. Listening to the crew is important. You may reel in 230 ft of line just to see it within 40 ft of the boat before it runs 150 ft from the boat. Keep reeling slow and steady. A forever memory.

    2016 Monster King

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    3 years ago

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    12 years ago

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    7 years ago

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    6 years ago

    Jackpot did everything possible to make our trip a success. We caught two big lake trouts and two large Koho salmon. Great job!!

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    13 years ago

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    Capt. Matt P.

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    9 years ago

    What an awesome experience! Crew was awesome! Price was good! Caught a slew of fish! Will be making this a yearly event!

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    15 years ago

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    12 years ago

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    14 years ago

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    Ask the Community - Jackpot Fishing Charters

    Review Highlights - Jackpot Fishing Charters

    “Matt is a very good captain, and goes the extra mile to make sure you not only catch fish but have fun doing it.”

    Mentioned in 16 reviews

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    Illinois Beach State Park

    Illinois Beach State Park

    (105 reviews)

    The 2nd most popular state park in Illinois, Illinois Beach State Park was initially established in…read more1948, with the northern portion being added in 1982. It is located on over 6 miles of Lake Michigan shoreline, encompassing 4,160 acres. I spent a lot of summers here (both at the beach and the campgrounds) with my dad and brother during my youth, and was also the area where I proposed to my girlfriend over 30 years ago...was nice to stop by with my now wife on this rainy day. It's official name is Adeline Jay Geo-Karis Illinois Beach State Park, renamed for the former state senator and conservation advocate in 2010 (a year after her passing). I went to high school in the area, and she was an important presence during that time, often sponsoring various academic and community awards for local students. Since it was rainy and a weekday, the large parking lots and beachfront were pretty empty. We walked it a bit, collected some sand (recently started to collect and label beach sand to further document my travels). There is a 'resort' hotel on the grounds (which I remembered) and The Pavilion (a combination camp store, souvenir shop, and concession stand), which I didn't remember (makes sense since it opened in 2021). The latter was closed when we stopped by (has limited hours during the non-summer time and is closed during winter).

    My first time here. I've avoided this area because it's surrounded by iffy neighborhoods with high…read morecrime rates like murders. They had a fall festival this past weekend with free guided walks so I figured it would be safe for us. Loved the guided walk and how informative it was. This is a high quality state park with lots of native plants still intact. So the whole place is pretty deserted but it did rain in the morning. Cars with completely tinted windows drive around in broad daylight. Pretty scary...The campgrounds have security that do not allow you to pass through unless you are a camper so that would make it safe. I saw a few police cars in the area as well. Personally, this isn't for me but if you are street smart, know your way around the neighborhood, it's great for hiking.

    Lucky Dog Charters - Unbelievable day!

    Lucky Dog Charters

    (2 reviews)

    We had such a good day with Captain Jim that I felt compelled to let my fellow Yelpers know all…read moreabout it! For Father's Day I decided to charter a boat to do some fishing with my Dad... it turned out to be a day we will never forget. I've fished my whole life, but never on a charter on a lake like Lake Michigan, so I wasn't for sure what to expect. Captain Jim gives very thorough instructions on how and what he expects from you... and then he works his magic! He has 12 LINES out at once and constantly changed depths, speed, lures, etc.... whatever it took to make sure we kept catching fish. In saying that, we ended up catching the MAX AMOUNT of fish we were allowed to keep by law... the smallest fish was maybe 10-12 pounds... they were all huge, I've never seen anything like it! The biggest fish was a King Salmon... definitely north of 20 lbs. The cost to charter for 8 hours was $690... after tip the total was $870, and I don't hesitate to say it was the best $870 ever spent. We had 5 people (3 of my buddies joined in), so it turned out to be $170 a piece...everyone agreed it was more than worth what we got. Speaking of what we got... we ended up with 75 lbs of fish fillets... I'll be eating fish for the next year, and we split the fish up 3 ways!! If you're looking for a Charter, Captain Jim and Lucky Dog is where it's at... we drove up from downtown Chicago, and the drive was simple... no need to look any further, this is your guy. HAVE FUN!!

    Our family enjoys fishing with captain Brandon every year!!! Top notch!! Lots family fun!!read more

    Jackpot Fishing Charters - boatcharters - Updated October 2026

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