Captain Dave's Highest Recommended Sheboygan Lodging Options
The perfect place to stay with a family on your trip to Sheboygan. Restaurants, a waterpark, and great views of Lake Michigan are the highlight of your stay.
Located just a short walk from Playin’ Hooky, Harbor winds has everything you need for your stay in Sheboygan. If you mention you are fishing early in the morning they will have breakfast ready!
La Quinta is a popular choice for charter fishing guests looking to stay the night before or after their trip.
Great Spots to Snag Breakfast or a Quick Lunch
Located just a short drive north from Sheboygan, this place is Captain Dave’s FAVORITE for Breakfast. Being off the beaten path gives you the local feel.
Cafe Bella is located very close to Playin’ Hooky and has a HUGE menu for breakfast or lunch.
Judi’s is worth the short drive to Oostburg to enjoy a wonderful breakfast or lunch. Try out their pancake of the month!
Quick Grab and Go Lunch
Schwarz Fish Market is Captain Dave’s favorite place for a quick fish sandwich and fries between trips. Carry out orders only, so walk across the street and enjoy lunch at a picnic table along the river.
If you want a fantastic Gyro, Greece E Spoon has you covered. There are a few tables to dine in, or grab and go if you prefer.
Sit Down Lunch or Supper
Parker John’s couldn’t be any closer to Playin’ Hooky. Meats are smoked in-house daily, and they have a great selection of daily food and drink specials.
Pacifico offers a very large menu with a variety of Mexican favorites.
Visiting Wisconsin and want to know what the “Supper Club” craze is all about? Rupp’s is the way to go. Steaks, salad bar, old-fashioneds – they got it all! It’s located within walking distance, or a short drive of the boat.
Sweet Treats
Blast Soft Serve is the local’s choice for reasonably-priced soft serve and Dole Whip. Even the small size is pretty darn big! Order at the window and enjoy your treat at the ample outdoor seating.
South Pier Parlor is a turn-of-the-century themed ice cream shop, serving up a variety of Cedar Crest ice cream, malts, shakes, and fudge.
Things to do While You're in Town
Held on Wednesday and Saturday mornings all summer long, this small farmer’s market features produce, local restaurants, businesses, and entertainment.
The Kohler Design Center showcases the newest options for home fixtures. It’s way cooler than just any old sinks and toilets. Plus, there’s a museum on the bottom floor dedicated to the history of Kohler Company fixtures, engines, and golf courses.
On calm nights in summer, nothing beats a nice long walk on the pier. You can also try your hand at fishing here, especially if there is cold water close to shore. Try casting spoons like a Little Cleo.
Enjoy the beautiful sand beaches and grass covered dunes at this amazing state park.
Dave recommends families spend some of their vacation at Bookworm Gardens. Children will be sure to recognize their favorite storybook characters while enjoying a peaceful walk through the gardens.
Deemed the “World’s Tallest Symbol of Freedom” the 70’x140′ flag sits atop a 400 foot pole and weighs 250 pounds.