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Roam Around

3-Day Relaxing Chicago Adventure Itinerary

Last updated: 2024 Jun 14

Welcome to the Windy City

Morning

Millennium Park is a must-visit in Chicago, offering a relaxing start to your trip with its beautiful gardens, iconic Cloud Gate sculpture (The Bean), and tranquil walking paths. It's perfect for seniors looking to enjoy some fresh air and scenic views.

Afternoon

Art Institute of Chicago is one of the oldest and largest art museums in the United States. Spend your afternoon exploring its vast collection of artworks from around the world. This museum offers plenty of seating areas for resting while appreciating art.

Evening

Alinea is an exceptional dining experience to end your first day in Chicago. Known for its innovative approach to cuisine, Alinea offers a unique vegetarian menu that will delight your taste buds.

Bedtime

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Exploring Culture and History

Morning

Field Museum is a fantastic way to start your day with its extensive exhibits on natural history. From dinosaur skeletons to ancient artifacts, there's plenty to see at a leisurely pace.

Afternoon

Chicago Cultural Center offers free exhibitions and stunning architecture. It's a great spot for seniors to enjoy some culture without the hustle and bustle of larger attractions.

Evening

Girl & The Goat is an excellent choice for dinner with its diverse menu that includes delicious vegetarian options. The lively atmosphere makes it a fun place to unwind after a day of sightseeing.

Bedtime

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Scenic Views and Leisurely Strolls

Morning

Skydeck Chicago at Willis Tower (Sears Tower) provides breathtaking views of the city from one of the tallest buildings in the world. It's an exhilarating yet relaxing way to start your day.

Afternoon

Chicago Riverwalk offers a peaceful stroll along the river with plenty of spots to sit and enjoy the view. There are also various cafes where you can grab a light lunch or snack.

Evening

The Purple Pig is known for its Mediterranean-inspired dishes and has excellent vegetarian options. Its cozy ambiance makes it perfect for a relaxed dinner on your final night in Chicago.

Bedtime

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