Luxury 3-Day Relaxation and Culture Immersion Itinerary in Chicago

Day 1: Relaxation and Culinary Delights

Chicago, USA

8:00 AM

Breakfast at The Allis

Start your day with a delightful breakfast at The Allis, founded in the historic SoHo House for a chic ambiance and expertly crafted dishes such as avocado toast and house-made pastries.
Walk or take a short rideshare from your hotel.
USD 30, 1.5 hours

10:00 AM

Relax at Millennium Park

Stroll through Millennium Park, soaking in the artistic vibes and the stunning Cloud Gate sculpture while enjoying the lush green surroundings.
It's a short walk from The Allis.
Free, 2 hours

12:30 PM

Lunch at The Purple Pig

Indulge in Mediterranean-inspired small plates at The Purple Pig, a vibrant eatery famous for its charcuterie and creamy burrata, right off Michigan Avenue.
Walk or take a rideshare to the restaurant.
USD 50, 1.5 hours

2:00 PM

Chicago Architecture Foundation River Cruise

Board the renowned Chicago Architecture Foundation River Cruise for a leisurely boat ride showcasing the city's iconic skyline while learning its rich architectural history.
The cruise departure is a short distance away at the Michigan Avenue Bridge.
USD 45, 1.5 hours

4:00 PM

Spa Treatment at The Peninsula

Relax and rejuvenate with a luxurious spa treatment at The Peninsula’s wellness center, offering a perfect retreat with their signature massages.
Take a rideshare to the hotel.
USD 200, 2 hours

7:00 PM

Dinner at Smyth

Savor a unique culinary experience at Smyth, an upscale restaurant offering a seasonal tasting menu emphasizing local ingredients and innovative flavors.
Book a rideshare for a comfortable ride.
USD 200, 2.5 hours
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Day 2: Cultural Exploration

Chicago, USA

9:00 AM

Breakfast at Lou Mitchell's

Start the day with hearty breakfast classics at Lou Mitchell's, a beloved diner known for its fresh coffee and delicious pancakes.
Use a rideshare or public transport to arrive.
USD 25, 1.5 hours

10:30 AM

Visit the Art Institute of Chicago

Immerse yourself in the world of culture at the Art Institute, home to a magnificent collection of Impressionist artworks and stunning exhibitions.
A quick rideshare or just a short walk away.
USD 25, 2.5 hours

1:00 PM

Lunch at Bokan

Gourmet lunch awaits at Bokan, where you can enjoy a rooftop view while indulging in dishes that highlight contemporary American cuisine.
Take a short rideshare to this trendy spot.
USD 60, 1.5 hours

3:00 PM

Explore the Museum of Science and Industry

Discover innovation and marvel at interactive exhibits at the Museum of Science and Industry which is both entertaining and educational.
A rideshare will take you there smoothly.
USD 23, 2 hours

5:30 PM

Relax at the Lincoln Park Conservatory

Unwind amidst the lush flora of Lincoln Park Conservatory, a serene escape adorned with vibrant plants and stunning floral displays.
A rideshare will bring you to the conservatory.
Free, 1.5 hours

7:30 PM

Dinner at Alinea

Cap off your cultural journey with an unforgettable dining experience at Alinea, where culinary artistry combines with molecular gastronomy for a mind-blowing tasting menu.
Take a rideshare for your elegant dinner.
USD 300, 3 hours
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Day 3: Shopping and Relaxation

Chicago, USA

9:00 AM

Breakfast at Beatrix

Fuel up for your final day with wholesome breakfast options at Beatrix, known for their freshly baked goods and unique coffee blends.
Hop on a rideshare to this bustling locale.
USD 30, 1.5 hours

10:30 AM

Shop on Magnificent Mile

Spend the morning shopping along the iconic Magnificent Mile, exploring luxury boutiques, department stores, and local shops.
It's an easy walk from Beatrix.
Varies, 2 hours

12:30 PM

Lunch at Rosebud

Enjoy a delightful Italian lunch at Rosebud, where homemade pasta and classic dishes will satisfy your taste buds perfectly.
A quick walk from shopping area.
USD 50, 1.5 hours

2:00 PM

Visit the Shedd Aquarium

Immerse yourself in a vibrant underwater world at the Shedd Aquarium, exploring fascinating aquatic life and stunning exhibits.
A rideshare will take you there easily.
USD 40, 2.5 hours

5:00 PM

Relax at a Rooftop Bar

Unwind with panoramic views of the Chicago skyline and the beautiful sunset at a rooftop bar, enjoying a cocktail as a perfect way to end your trip.
Choose a nearby rooftop bar and take a short rideshare.
USD 20, 1.5 hours

7:00 PM

Dinner at Topolobampo

Savor the fusion of flavors at Topolobampo, a fine dining experience that introduces you to upscale Mexican cuisine and delicious seasonal dishes.
Use a rideshare for a comfortable journey.
USD 100, 2hours
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