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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Exploring the Windy City

Morning
Start your day with a delicious breakfast at Little Goat Diner. Indulge in their famous pancakes or try their creative twists on classic dishes.
Afternoon
After breakfast, head to Millennium Park and take a stroll through the iconic Cloud Gate sculpture, also known as "The Bean." Enjoy the beautiful green spaces and art installations in the park. For lunch, grab a bite at The Gage, a gastropub known for its elevated pub fare and extensive beer selection.
Evening
In the evening, take a relaxing architecture cruise along the Chicago River . Admire the stunning skyline and learn about the city's architectural history. Afterward, enjoy dinner at Girl & The Goat, an award-winning restaurant known for its innovative small plates and vibrant atmosphere.
Bedtime
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Cultural Immersion in Chicago

Morning
Start your day by visiting the Art Institute of Chicago. Explore its vast collection of artworks from around the world, including famous pieces like Grant Wood's "American Gothic" and Vincent van Gogh's "The Bedroom." Grab a quick snack at Intelligentsia Coffee before continuing your cultural immersion.
Afternoon
Head to Navy Pier and take a ride on the Centennial Wheel for panoramic views of Lake Michigan and the city skyline. Afterward, visit the Museum of Contemporary Art to experience cutting-edge contemporary art exhibitions. For lunch, try out Eataly Chicago for authentic Italian cuisine.
Evening
Spend your evening exploring the vibrant neighborhood of Wicker Park. Visit local bars like Violet Hour or Emporium Arcade Bar for craft cocktails and arcade games. End your night with dinner at Big Star, a popular taqueria known for its delicious tacos and lively atmosphere.
Bedtime
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History and Entertainment in Chicago

Morning
Start your day with a visit to the Field Museum, where you can explore exhibits on natural history and anthropology. Don't miss the iconic T-Rex skeleton named Sue. Grab a quick bite at Lou Malnati's Pizzeria for a taste of Chicago-style deep-dish pizza.
Afternoon
After lunch, take a guided tour of the historic Chicago Theatre . Learn about its rich history and architecture while exploring backstage areas not open to the public. For a sweet treat, stop by Garrett Popcorn Shops for their famous caramel popcorn.
Evening
In the evening, catch a live performance at the famous Second City comedy club. Laugh along with talented improvisers and comedians as they entertain you with their hilarious sketches. Afterward, enjoy dinner at Alinea, a three-Michelin-starred restaurant known for its innovative and artistic cuisine.
Bedtime
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Outdoor Adventures in Chicago

Morning
Start your day by renting bikes from Divvy Bikes and exploring the scenic Lakefront Trail. Enjoy breathtaking views of Lake Michigan as you ride along the path. Stop by Stan's Donuts for a sweet treat before continuing your adventure.
Afternoon
Head to Lincoln Park Zoo and spend the afternoon admiring various animal species from around the world. Take a break for lunch at The J. Parker, a rooftop bar with stunning views of the city skyline. Afterward, visit the Peggy Notebaert Nature Museum to learn about local wildlife and ecosystems.
Evening
End your day with a relaxing walk along Navy Pier. Enjoy the colorful lights and lively atmosphere of this iconic landmark. Have dinner at Riva Crab House for fresh seafood dishes while overlooking Lake Michigan. Finish off the night with a ride on the Ferris wheel for a memorable view of the city.
Bedtime
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Shopping and Farewell to Chicago

Morning
Spend your morning exploring the Magnificent Mile, a famous shopping district filled with luxury boutiques and department stores. Visit Water Tower Place for a wide selection of shops and grab breakfast at Beatrix for their delicious pastries.
Afternoon
After shopping, visit the Museum of Science and Industry to learn about various scientific phenomena through interactive exhibits. Grab lunch at Portillo's for classic Chicago-style hot dogs or Italian beef sandwiches.
Evening
End your trip with dinner at RPM Italian, a trendy restaurant known for its modern Italian cuisine. Afterward, head to The Signature Lounge on the 96th floor of the John Hancock Center for panoramic views of the city skyline. Enjoy a farewell cocktail as you take in the breathtaking sights before bidding goodbye to Chicago.
Bedtime
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