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5-Day Lake Michigan Luxury Beach Escapade

5-Day Lake Michigan Luxury Beach Escapade Itinerary

Last updated: 2024 Jun 14

Welcome to Lake Michigan

Morning
Start your day with a visit to the iconic Navy Pier. This is one of the most popular attractions around Lake Michigan and offers stunning views of the lake. Enjoy a leisurely stroll along the pier, take in the sights, and perhaps even ride the Ferris wheel for a bird's eye view of the area. For breakfast, head to The Original Pancake House for some delicious pancakes and other breakfast delights.
Afternoon
In the afternoon, take part in Sailing on Lake Michigan. This activity will allow you to experience the beauty of Lake Michigan from a different perspective. Relax on a luxury sailboat as you glide across the water. For lunch, enjoy some fresh seafood at Shaw's Crab House, known for its exquisite dishes and elegant ambiance.
Evening
As evening approaches, make your way to Millennium Park. This park is not only beautiful but also hosts various events and concerts. Take a leisurely walk through the park and enjoy its many attractions. For dinner, dine at Girl & The Goat, one of Chicago's top-rated restaurants offering innovative dishes and a vibrant atmosphere.
Bedtime
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Beach Day Bliss

Morning
Begin your second day with a relaxing morning at Oak Street Beach. This beach is perfect for sunbathing, swimming, or simply enjoying the beautiful views of Lake Michigan. Have breakfast at Lou Mitchell's, famous for its hearty breakfasts and welcoming atmosphere.
Afternoon
In the afternoon, indulge in some luxury by visiting The Art Institute of Chicago. While not directly on Lake Michigan, it's close enough to be part of your itinerary. Explore world-class art collections and exhibits that will leave you inspired. For lunch, head to The Gage, which offers upscale American cuisine in an elegant setting.
Evening
End your day with a visit to Chicago Riverwalk. The Riverwalk offers stunning views of both the city skyline and Lake Michigan. Take a leisurely stroll along this scenic path and perhaps even enjoy some live music or street performances. For dinner, make reservations at Alinea, one of Chicago's most renowned fine dining establishments.
Bedtime
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Cultural Exploration

Morning
Start your third day with a visit to Field Museum. This world-famous museum offers fascinating exhibits on natural history that are sure to captivate visitors of all ages. Enjoy breakfast at Yolk, known for its creative breakfast dishes and vibrant atmosphere.
Afternoon
In the afternoon, take part in another exciting activity: Kayaking on Lake Michigan. Paddle through the waters while taking in breathtaking views of both nature and cityscapes. For lunch, stop by Green Zebra, which offers delicious vegetarian dishes made from fresh local ingredients.
Evening
Conclude your day with an evening at Adler Planetarium. Located right by Lake Michigan, this planetarium offers incredible shows about space that are both educational and entertaining. For dinner, dine at Spiaggia, an upscale Italian restaurant offering exquisite dishes with stunning lake views.
Bedtime
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Nature and Serenity

Morning
Begin your fourth day with a visit to Morton Arboretum. This expansive outdoor museum of trees is perfect for a peaceful morning walk. Enjoy the beauty of nature as you explore its many trails and gardens. For breakfast, head to Wildberry Pancakes and Cafe, known for its delicious breakfast options and cozy atmosphere.
Afternoon
In the afternoon, experience Whale Watching on Lake Michigan. Although not common, there are occasional sightings of whales in Lake Michigan, making this a unique activity. Relax on a luxury boat as you keep an eye out for these magnificent creatures. For lunch, dine at The Signature Room at the 95th, which offers stunning views of the city and lake along with exquisite cuisine.
Evening
As evening approaches, visit Shedd Aquarium. This world-renowned aquarium is home to thousands of aquatic animals and offers fascinating exhibits that are both educational and entertaining. For dinner, make reservations at Everest, an upscale French restaurant offering breathtaking views of the city skyline.
Bedtime
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Historic Charm

Morning
Start your fifth day with a visit to Chicago History Museum. Learn about the rich history of Chicago through its engaging exhibits and collections. Enjoy breakfast at The Bongo Room, known for its creative breakfast dishes and vibrant atmosphere.
Afternoon
In the afternoon, take part in Biking along Lakefront Trail. This scenic trail runs along Lake Michigan and offers stunning views of both the lake and city skyline. For lunch, stop by The Purple Pig, which offers delicious Mediterranean-inspired dishes in a lively setting.
Evening
Conclude your trip with an evening at 360 Chicago Observation Deck. Located on the 94th floor of the John Hancock Center, this observation deck offers breathtaking views of Lake Michigan and the city below. For dinner, dine at North Pond, an upscale restaurant located in Lincoln Park offering exquisite dishes made from fresh local ingredients.
Bedtime
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