Sheboygan

Day Trips

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

day 1
Arrive in Sheboygan
morning
:

Begin your journey in Sheboygan by settling into your hotel and enjoying a hearty breakfast at a local café. Take a leisurely stroll along the picturesque shoreline of Lake Michigan, breathing in the fresh lake air. Stop by the Sheboygan Maritime Museum to learn about the city's rich maritime history.

afternoon
:

Enjoy a delicious lunch at one of Sheboygan's popular restaurants featuring a variety of local cuisines. Afterward, visit the John Michael Kohler Arts Center to immerse yourself in contemporary art and unique installations. If time allows, explore the charming shops and boutiques downtown for local crafts and souvenirs.

evening
:

As evening descends, head to the lakefront for a relaxing dinner at a waterfront restaurant, watching the sunset over the water. Experience some local nightlife by catching live music at a nearby venue or enjoy a quiet evening walk along the beach. Finish the night with a cozy stop for ice cream or dessert at a beloved local spot.

day 2
Explore Kohler-Andrae State Park
morning
:

Start your day with a hearty breakfast before heading to Kohler-Andrae State Park. Spend the morning hiking through the scenic trails or taking a walk along the sandy beach, enjoying the natural beauty around you. Don’t forget to bring your binoculars for some birdwatching!

afternoon
:

Pack a picnic lunch and find a shaded spot in the park to enjoy your meal amidst nature. Spend the afternoon participating in activities such as birdwatching or swimming at the beach. If you're feeling adventurous, try your hand at paddleboarding or kayaking in the calm lake waters.

evening
:

As the sun sets, take a moment to appreciate the serene environment around you. Head back to Sheboygan and treat yourself to a dinner of fresh fish from the lake at one of the town’s seafood restaurants. Conclude your day with a leisurely stroll at the harbor, soaking in the peaceful ambiance.

day 3
Visit the Sheboygan County Historical Museum
morning
:

Start with breakfast at a classic diner, where you can indulge in local favorites. Afterward, make your way to the Sheboygan County Historical Museum, where you can explore exhibits that showcase the area’s history and culture. This museum offers a great insight into the heritage of Sheboygan and its residents.

afternoon
:

After lunch in the downtown area, head to the nearby Bookworm Gardens, a whimsical garden inspired by children's literature. Wander through the creatively designed spaces and enjoy the artwork and storytelling elements. It's a wonderful spot for both relaxation and fun.

evening
:

Return to your hotel to freshen up before heading out for dinner. Experience the local dining scene at one of Sheboygan's notable farm-to-table restaurants. After dinner, consider enjoying a live theater performance at the local performing arts center.

day 4
Day Trip to Elkhart Lake
morning
:

After breakfast, take a short drive to the charming village of Elkhart Lake. Explore the scenic lakeside where you can enjoy activities such as kayaking or paddleboarding. The morning is perfect for a casual walk along the waterfront to absorb the picturesque views.

afternoon
:

Grab lunch at one of the cozy lakeside cafes that boast delicious comfort food. Afterward, take time to visit the nearby Road America racetrack for a thrilling experience, either watching a race or taking a guided tour of the facility. The adrenaline rush will surely be memorable!

evening
:

Wrap up your day with a peaceful dinner at a lakeside restaurant overlooking the water. Enjoy the tranquil atmosphere while reflecting on the day's adventures. Consider taking a night walk along the lake to enjoy the night sky before heading back to Sheboygan.

day 5
Explore Sheboygan's Arts and Culture
morning
:

Start your day with breakfast at a café known for its artisanal pastries and coffee. Visit the Sheboygan Visual Artists Gallery to appreciate the works of local artists, and see if any exhibitions are taking place. It's a delightful way to experience the community's creative spirit.

afternoon
:

Enjoy lunch at a local eatery, followed by an afternoon visit to the Bookworm Gardens or the nearby Sheboygan Symphony Orchestra, depending on the concert schedule. If you're inclined, participate in an art workshop or community event, allowing you to immerse yourself in the local arts community.

evening
:

For dinner, indulge in the culinary delights available at a popular Sheboygan restaurant. Afterward, check out any local music or art events happening around town to continue your cultural experience. End the night with a relaxing walk around Sheboygan's beautifully lit streets.

day 6
Relax at the beach
morning
:

Start your day with a leisurely breakfast coffee and a view of Lake Michigan. Spend your morning soaking up the sun at Sheboygan's North Beach, where you can swim or build sandcastles. The beach setting provides the perfect backdrop for a relaxed getaway.

afternoon
:

After a refreshing swim, indulge in a beachside picnic or grab a bite at one of the nearby eateries. Then, take part in a beach volleyball game or go for a long walk along the shoreline. The vibrant atmosphere adds to the fun-filled day.

evening
:

As dusk approaches, settle down for a barbeque at the beach, enjoying freshly grilled food with new friends. Watch as the colors of the sunset reflect off the calm waters. Conclude your day around a bonfire, sharing stories and laughter.

day 7
Visit the Sheboygan Farmers’ Market
morning
:

Wake up to the aroma of fresh coffee and baked goods as you prepare for a visit to the Sheboygan Farmers’ Market. Stroll through the various stalls filled with fresh produce, handmade crafts, and local delicacies. Engaging with farmers and artisans provides unique insights into the local culture.

afternoon
:

Afterward, enjoy a lunch featuring local treats you picked up at the market. With a coffee in hand, take a leisurely walk along the Riverfront, enjoying public art installations. The afternoon is perfect for exploring the unique architecture and history in the surrounding area.

evening
:

Dinner will be at one of the many delightful restaurants, where you can enjoy dishes prepared with ingredients sourced from the market itself. Attend a community event or festival if one is happening, which is often a great way to connect with locals. Wind down your evening with a nightcap at a cozy pub.

day 8
Adventure at Evergreen Park
morning
:

Begin your day by enjoying a hearty breakfast before heading to Evergreen Park. This park offers an array of outdoor activities, including hiking, biking, and birdwatching. Spend the morning exploring the lush landscapes and taking in the colorful fall foliage, or whatever the season may offer.

afternoon
:

After a picnic lunch in the park, rent a bike and explore further through the designated trails. The afternoon is also an excellent time for various family-friendly activities like visiting the playground or simply enjoying a good book under a tree. Engage with nature as you relax in the park.

evening
:

As evening approaches, return to downtown Sheboygan for dinner at a cozy restaurant that specializes in local flavors. Consider ending your day with a stroll through the town center, perhaps stopping for some dessert at a local bakery. This calming day will leave you refreshed and connected to nature.

day 9
Depart Sheboygan
morning
:

Enjoy a final breakfast at your hotel or a beloved local spot, savoring the last moments of your Sheboygan experience. Take a few minutes to reflect on your trip and perhaps make one last visit to the lakefront for a farewell view. Capturing some photos here can serve as wonderful memories of your time in Sheboygan.

afternoon
:

If time allows, stop by a last-minute souvenir shop for local artisan goods before leaving town. Enjoy a leisurely drive out as you appreciate the scenery en route back home or your next destination. This laid-back afternoon will let you take in the charm of Sheboygan one last time.

evening
:

As you depart, reflect on the memories made during your trip and the welcoming nature of Sheboygan. Consider planning a return visit to explore even more of what this lakeside city has to offer. Your journey home will be filled with fond memories and inspirations.

Discover Sheboygan

Read more in our Sheboygan 2025 Travel Guide.

Sheboygan Travel Guide