Sheboygan

Day Trips

Make the most of your day with our curated plans, packed with Sheboygan's hidden gems and unique experiences!

day 1
Explore Sheboygan's Lakefront
morning
:

Start your day at the beautiful South Pier and take a leisurely stroll along the shoreline. Enjoy a morning coffee from a local café while watching boats in the harbor.

afternoon
:

Visit the John Michael Kohler Arts Center to explore local art exhibitions. Don't forget to grab lunch at a nearby diner featuring delicious Wisconsin cheese curds.

evening
:

Bring your picnic dinner to the lakefront park and enjoy stunning sunset views. End the evening with a relaxing walk along the waterfront.

day 2
Adventure on Two Wheels
morning
:

Rent a bike and ride along the scenic Sheboygan River trail. The fresh air and natural beauty will invigorate you for the day ahead.

afternoon
:

Stop for lunch at a riverside café and refuel with a hearty sandwich. Then continue your ride through the picturesque neighborhoods.

evening
:

Return your bike and head to a local brewery for some craft beer tasting. Enjoy dinner there while mingling with locals.

day 3
Fun at the Beach
morning
:

Spend the morning at North Beach, taking in the sun and soft sand. Bring a book to unwind while listening to the gentle waves.

afternoon
:

For lunch, grab a bite from a beachside concession stand. Then, try out some beach games like frisbee or beach volleyball.

evening
:

As the sun sets, have a bonfire on the beach while toasting marshmallows. Relax under the stars as the night begins.

day 4
Fishing and Relaxation
morning
:

Join a local fishing charter for a chance to catch salmon on Lake Michigan. Enjoy the peacefulness of the early morning water.

afternoon
:

After fishing, have lunch at a harbor restaurant, savoring the catch of the day. Explore the charming downtown shops for unique souvenirs.

evening
:

Relax with a calm stroll through the historic district. Have dinner at a cozy restaurant featuring local cuisine.

day 5
Art and Culture Day
morning
:

Start your day with a visit to the Sheboygan Artists' Gallery for local artwork. Attend a morning workshop if available.

afternoon
:

Visit the ArtsCenter for ongoing exhibits and art lessons. Grab lunch at a nearby café to discuss your favorite pieces.

evening
:

Enjoy an evening performance or concert at the local theater. End the night with dessert at a popular ice cream shop.

day 6
Nature and Hiking
morning
:

Head to the nearby Kohler-Andrae State Park for a morning hike among the serene landscapes. Breathe in the fresh air and enjoy the scenery.

afternoon
:

Pack a picnic lunch and enjoy it at one of the park's scenic spots. Take some time to relax and observe local wildlife.

evening
:

Return to Sheboygan and explore the local dining scene. Choose a restaurant that offers dishes made from local ingredients.

day 7
Food Festival Fun
morning
:

Start your day by checking out the local farmers market for fresh produce and artisanal goods. Sample various local treats.

afternoon
:

Attend a food festival happening in town; enjoy the vibrant atmosphere and tastes from multiple vendors. Pair your food sampling with locally brewed soda.

evening
:

Wrap up the night with live music at a local venue. Enjoy the tasty bites and drinks while kicking back with friends.

day 8
Parks and Recreation
morning
:

Visit the scenic Deland Park and enjoy the morning walking trails. Bring a blanket to relax and soak in the peaceful surroundings.

afternoon
:

Have lunch at a local farm-to-table restaurant nearby. Afterward, take a paddleboat ride on Lake Michigan for some fun.

evening
:

Have dinner at a nearby steakhouse known for its local cuts. Spend the evening enjoying a leisurely meal and good conversation.

day 9
Historical Sheboygan
morning
:

Begin with a guided tour of the Sheboygan County Historical Museum. Learn about the local history and key events that shaped the town.

afternoon
:

Explore the nearby historic buildings and landmarks in the downtown area. Stop for lunch at a café that celebrates local history.

evening
:

Visit a local pub that offers regional history nights with trivia. End the night sharing stories and bonding with fellow trivia lovers.

day 10
Winter Wonderland Adventures
morning
:

If visiting in winter, start with skiing or snowboarding at nearby resorts. Enjoy the crisp air and thrill of the slopes.

afternoon
:

After the morning activity, warm up with lunch at a ski lodge. Enjoy hot chocolate and hearty meals to refuel.

evening
:

Relax with friends by a fireplace and enjoy winter games or a cozy dinner. Cap off the day with stories of your adventures.

Discover Sheboygan

Read more in our Sheboygan 2024 Travel Guide.

Sheboygan Travel Guide