4-Day Road Trip from Chicago to Mackinac Island Itinerary

Depart from Chicago early in the morning and drive approximately 3 hours to Grand Rapids. Upon arrival, start your exploration with a visit to the Frederik Meijer Gardens & Sculpture Park. This 158-acre botanical garden and outdoor sculpture park is perfect for a morning stroll.

After lunch at The Green Well, join Grand Rapids: Private Scavenger Hunts for an interactive and fun way to explore downtown Grand Rapids. The scavenger hunt will take you through various landmarks and hidden gems.

For dinner, head over to Six.One.Six located in the JW Marriott hotel. Afterward, unwind with some local craft beer at Founders Brewing Co., one of Grand Rapids' most famous breweries.

Leave Grand Rapids early and drive about 2 hours and 30 minutes to Traverse City. Start your day with a visit to Sleeping Bear Dunes National Lakeshore. Join the highly recommended Traverse City: 6-Hour Tour of Sleeping Bear Dunes for breathtaking views and an educational experience about this natural wonder.

After exploring the dunes, head back into Traverse City for lunch at Red Ginger. Post-lunch, take part in the popular 4-winery Traverse City Wine Tour on Old Mission Peninsula. This tour will let you sample some of Michigan's finest wines while enjoying picturesque vineyard views.

Conclude your day with dinner at Trattoria Stella, known for its farm-to-table Italian cuisine. If you're up for it, take an evening stroll along West Bay Beach before heading back to your accommodation.

Start your day with a ferry ride from Mackinaw City to Mackinac Island. Once you arrive, head straight to Fort Mackinac. This historic military outpost offers fascinating exhibits and stunning views of the island and surrounding waters.

After exploring the fort, enjoy lunch at The Grand Hotel Main Dining Room, known for its elegant ambiance and delicious cuisine. Post-lunch, embark on a Horse-Drawn Carriage Tour of the island. This tour will take you through the island's charming streets and scenic spots, providing a unique perspective of this car-free paradise.

Conclude your day with a leisurely bike ride around the island. Rent bikes from one of the local shops and explore the 8-mile loop that circles the island. For dinner, head to The Yankee Rebel Tavern, a local favorite known for its hearty meals and cozy atmosphere.