New Chat
Download App
Ask me about your trip!
There are no messages for this conversation.
7-Day Road Trip from Detroit to Park Island Itinerary
Last updated: 2024 Jun 14Exploring Chicago's Iconic Landmarks
Morning
Start your day with a visit to Millennium Park, home to the famous Cloud Gate sculpture, also known as 'The Bean'. This park is a hub of activity and offers beautiful gardens, art installations, and the Jay Pritzker Pavilion. For breakfast, head over to Lou Malnati's Pizzeria for a taste of Chicago's iconic deep-dish pizza.
Afternoon
In the afternoon, explore the Art Institute of Chicago, one of the oldest and largest art museums in the United States. It houses an extensive collection of Impressionist and Post-Impressionist paintings. Afterward, enjoy lunch at The Purple Pig, known for its Mediterranean-inspired small plates.
Evening
End your day with a stroll along the Chicago Riverwalk, a beautiful waterfront path that offers stunning views of the city's architecture. For dinner, make a reservation at Alinea, one of Chicago's most acclaimed restaurants offering an innovative dining experience.
Bedtime
Find amazing hotels in Chicago.
Cultural and Historical Gems in Chicago
Morning
Begin your morning with a visit to the Field Museum, where you can explore fascinating exhibits on natural history. Enjoy breakfast at Portillo's Hot Dogs, famous for its Chicago-style hot dogs and Italian beef sandwiches.
Afternoon
In the afternoon, take a tour of the historic Chicago Theatre. This iconic venue has hosted countless performances since its opening in 1921. For lunch, head over to Girl & the Goat, known for its inventive dishes and vibrant atmosphere.
Evening
Spend your evening at House of Blues, where you can enjoy live music in an intimate setting. For dinner, dine at Gibsons Bar & Steakhouse, renowned for its prime steaks and classic cocktails.
Bedtime
Find amazing hotels in Chicago.
Journey from Chicago to Omaha
Morning
Depart from Chicago early in the morning and start your journey towards Omaha. Along the way, stop for breakfast at a local diner or café.
Afternoon
Arrive in Omaha by early afternoon. Visit The Durham Museum, located in Omaha's beautiful Art Deco Union Station. The museum offers fascinating exhibits on regional history and culture. Enjoy lunch at Block 16, known for its creative farm-to-table fare.
Evening
Explore Omaha's Old Market district in the evening, which is filled with unique shops, galleries, and restaurants. Have dinner at The Grey Plume, which focuses on sustainable cuisine using locally sourced ingredients.
Bedtime
Find amazing hotels in Omaha.
Discovering Omaha’s Attractions
Morning
Start your day with a fun activity by participating in an interactive experience with Omaha Private Scavenger Hunts. This is a great way to explore different parts of Omaha while solving puzzles and challenges along the way. Grab breakfast at Orsi's Italian Bakery & Pizzeria before you begin.
Afternoon
In the afternoon, visit some local attractions or take time to relax before heading out for lunch at Upstream Brewing Company, which offers delicious food paired with craft beers brewed on-site.
Evening
Conclude your day by visiting some more attractions or enjoying leisure time around town before having dinner at one of Omaha’s top-rated restaurants: 801 Chophouse.
Bedtime
Find amazing hotels in Omaha.
Exploring Yellowstone's Natural Wonders
Morning
Start your day with a visit to the iconic Old Faithful Geyser. This famous geyser erupts approximately every 90 minutes, providing a spectacular display of nature's power. For breakfast, head to Geyser Grill at Old Faithful Snow Lodge, which offers a variety of breakfast options.
Afternoon
In the afternoon, explore the colorful and mesmerizing Grand Prismatic Spring. This hot spring is one of the largest in the world and is known for its vibrant colors. Enjoy lunch at Old Faithful Inn Dining Room, where you can savor delicious meals in a historic setting.
Evening
End your day with a scenic drive along the Grand Loop Road, which offers stunning views of Yellowstone's diverse landscapes. For dinner, dine at Lake Yellowstone Hotel Dining Room, known for its elegant atmosphere and exquisite cuisine.
Bedtime
Find amazing hotels in Yellowstone National Park.
Discovering Mount Rushmore and Surroundings
Morning
Mount Rushmore National Memorial is a must-see attraction that features the colossal sculptures of four U.S. presidents carved into the granite face of Mount Rushmore. Start your morning here to avoid crowds and enjoy the breathtaking views. Grab breakfast at a nearby café or restaurant before heading out.
Afternoon
Custer State Park offers beautiful landscapes, wildlife viewing opportunities, and outdoor activities such as hiking and fishing. Spend your afternoon exploring this natural gem. For lunch, have a picnic in one of the park's designated areas or visit a local eatery.
Evening
Cosmos Mystery Area is an intriguing attraction where natural laws seem to be defied. Experience gravity-defying demonstrations and optical illusions that will leave you amazed. Conclude your day with dinner at one of Mount Rushmore's nearby restaurants or lodges.
Bedtime
Find amazing hotels in Mount Rushmore.
Relaxing at Park Island
Morning
Denino's Pizzeria & Tavern serves up delicious breakfast options that will fuel you for a day of relaxation on Park Island. After breakfast, take some time to explore local attractions or simply enjoy leisure activities around town.
Afternoon
Ralph's Famous Italian Ices is perfect for an afternoon treat as you continue exploring Park Island’s charming streets and scenic spots.
Evening
Conclude your trip with dinner at Lee's Tavern, known for its welcoming atmosphere and delectable dishes.
Bedtime
Find amazing hotels in Park Island.
Top Chicago Travel Videos
Adjacent Cities
Find the right stay during your trip.