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Romantic Honeymoon Getaway in Chicago

Romantic Honeymoon Getaway in Chicago Itinerary

Last updated: 2024 Jun 14

Iconic Chicago Landmarks and Skyline Views

Morning
Start your romantic day with a delightful brunch cruise on Lake Michigan. Enjoy the scenic views and gourmet cuisine aboard the Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise. Afterward, take a leisurely walk hand in hand along the Navy Pier Navy Pier, savoring the moments together.
Afternoon
For the afternoon, immerse yourselves in the city's architecture with a Chicago Architecture Center Cruise on Chicago's First Lady. Let the expert guide narrate the stories behind the iconic buildings as you cruise along the Chicago River. After the cruise, take a romantic stroll through the enchanting Millennium Park Millennium Park.
Evening
As the sun sets, head to the 360 Chicago Observation Deck 360 Chicago Observation Deck (Formerly John Hancock Observatory). Sip on champagne and enjoy the breathtaking 360-degree views of the city. Conclude your day with a romantic dinner at The Signature Room at the 95th, where you can dine with a view of the sparkling city lights.
Bedtime
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Visit Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise in Chicago
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Chicago Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise

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Visit Navy Pier in Chicago
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Navy Pier

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Culinary Delights and Cultural Exploration

Morning
Indulge in a leisurely breakfast at the famous Au Cheval, known for its delicious brunch offerings. After breakfast, take a romantic walk along the Chicago Riverwalk Chicago Riverwalk and admire the city's architecture.
Afternoon
For the afternoon, visit the Art Institute of Chicago Art Institute of Chicago. Explore the world-class art collection and take your time strolling through the galleries. After the museum, have a relaxed lunch at The Purple Pig, a cozy spot for sharing plates of Mediterranean-inspired cuisine.
Evening
In the evening, experience the vibrant food scene of Chicago with a Chicago Gangsters and Food Tasting Walking Tour. Sample a variety of local dishes and learn about the city's history of organized crime. After the tour, enjoy a romantic dinner at Alinea, a three-Michelin-star restaurant known for its innovative and artistic cuisine.
Bedtime
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Visit Chicago Riverwalk in Chicago
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Chicago Riverwalk

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Visit Art Institute of Chicago in Chicago
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Art Institute of Chicago

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Romantic River Cruises and Sunset Views

Morning
Begin your last day in Chicago with a serene Chicago River 1.5-Hour Guided Architecture Cruise. Relax on the boat as you glide through the city's waterways, taking in the architectural wonders. After the cruise, have a delightful breakfast at Lula Cafe, a cozy neighborhood spot with a focus on seasonal ingredients.
Afternoon
Spend the afternoon at the 360 Chicago Observation Deck 360 Chicago Observation Deck (Formerly John Hancock Observatory). This time, opt for the "Sip and View" experience, enjoying cocktails with the panoramic views. Afterward, take a romantic walk along the Magnificent Mile The Magnificent Mile and do some shopping at the luxury boutiques.
Evening
Conclude your romantic honeymoon with a Chicago River Guided Sunset Cocktail & Architecture Tour. Sip on cocktails and watch the sun set over the city's skyline, creating a magical ambiance. For your final dinner in Chicago, savor the famous deep-dish pizza at Lou Malnati's Pizzeria, a must-try for any visitor to the city. Enjoy the cozy and intimate setting as you reflect on your wonderful time in Chicago.
Bedtime
Find amazing hotels in Chicago.
Visit Chicago River 1.5-Hour Guided Architecture Cruise in Chicago
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Chicago River 1.5-Hour Guided Architecture Cruise

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Visit 360 Chicago Observation Deck (Formerly John Hancock Observatory) in Chicago
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360 Chicago Observation Deck (Formerly John Hancock Observatory)

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