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6-Day Chicago to Wyoming Adventure Itinerary
Last updated: 2024 Jun 14Welcome to the Windy City
Morning
Start your day with a visit to Millennium Park. This iconic park is home to the famous Cloud Gate sculpture (often referred to as 'The Bean') and offers beautiful gardens and public art installations. It's a great way to get acquainted with the city.
Afternoon
Head over to Art Institute of Chicago, one of the oldest and largest art museums in the United States. Spend a few hours exploring its vast collection of artworks from around the world. For lunch, enjoy a meal at The Purple Pig, known for its Mediterranean-inspired small plates.
Evening
In the evening, catch a show at Chicago Theatre, an iconic venue known for its grand marquee and historic significance. Before the show, have dinner at Girl & The Goat, a highly-rated restaurant offering innovative dishes.
Bedtime
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Millennium Park
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Art Institute of Chicago
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Chicago Theatre
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Exploring Chicago's Cultural Gems
Morning
Begin your day with a visit to Field Museum. This natural history museum boasts an extensive collection of artifacts and exhibits that will fascinate visitors of all ages.
Afternoon
Afterward, take a stroll along Chicago Riverwalk, where you can enjoy scenic views of the city's architecture. Stop for lunch at Portillo's Hot Dogs for a taste of classic Chicago-style hot dogs.
Evening
In the evening, head over to Skydeck Chicago at Willis Tower (Sears Tower) for breathtaking views of the city skyline. For dinner, indulge in some deep-dish pizza at Lou Malnati's Pizzeria.
Bedtime
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Field Museum
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Chicago Riverwalk
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Skydeck Chicago at Willis Tower (Sears Tower)
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Architectural Wonders and Local Flavors
Morning
Start your day with a visit to 360 Chicago Observation Deck (Formerly John Hancock Observatory). Enjoy panoramic views of the city from this iconic skyscraper.
Afternoon
Explore more architectural marvels by visiting Marina City and taking an architecture boat tour along the Chicago River. For lunch, head over to Au Cheval, renowned for its delicious burgers.
Evening
Spend your evening enjoying live music at House of Blues. Beforehand, have dinner at Joe's Seafood, Prime Steak & Stone Crab, which offers an excellent selection of seafood and steaks.
Bedtime
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360 Chicago Observation Deck (Formerly John Hancock Observatory)
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Marina City
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House of Blues
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Nature and Science Exploration
Morning
Kick off your day with a visit to Shedd Aquarium, one of the largest indoor aquariums in the world. Discover marine life from all corners of the globe.
Afternoon
Next up is a trip to Adler Planetarium, where you can explore fascinating exhibits about space and astronomy. For lunch nearby, try out some BBQ at Smoque BBQ.
Evening
Conclude your day with an evening stroll through Grant Park followed by dinner at R-The Publican . This popular spot is known for its farm-to-table dishes and vibrant atmosphere.
Bedtime
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Shedd Aquarium
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Adler Planetarium
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Journey to the Heart of Wyoming
Morning
Begin your day with a scenic drive to Wyoming, taking in the beautiful landscapes along the way. Once you arrive, start your exploration with a visit to Yellowstone National Park. Spend the morning marveling at the park's geothermal features, including Old Faithful and the Grand Prismatic Spring.
Afternoon
After exploring Yellowstone, head over to Grand Teton National Park for some breathtaking mountain views and wildlife spotting. Enjoy a picnic lunch amidst nature's splendor.
Evening
In the evening, settle into your accommodation in Jackson Hole. For dinner, dine at one of Jackson Hole's highly-rated restaurants like Snake River Grill, known for its upscale American cuisine.
Bedtime
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Outdoor Adventures in Wyoming
Morning
Start your day with a thrilling outdoor adventure such as white-water rafting on the Snake River or horseback riding through the scenic trails of Jackson Hole.
Afternoon
After an exhilarating morning, relax and enjoy lunch at a local eatery like Persephone Bakery, which offers delicious sandwiches and pastries. Spend the afternoon exploring downtown Jackson Hole, visiting local shops and art galleries.
Evening
Conclude your trip with a memorable dinner at The Blue Lion in Jackson Hole. This charming restaurant is known for its cozy atmosphere and delectable dishes made from locally sourced ingredients.
Bedtime
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