Chicago is an amazing city for a first visit, and it sounds like you're already planning a fun trip! Since you like food and charming neighborhoods, make sure to explore Lincoln Park, Andersonville, and Old Town—these areas are full of character and great for walking. Don’t miss out on the Chicago Riverwalk and Millennium Park for iconic sights and relaxing strolls.

For rooftop drinks, consider Cindy’s Rooftop for a fantastic view of Millennium Park or the J. Parker, which overlooks Lincoln Park. Both spots are perfect for a night out!

As for activities, while exploring big cities like Chicago is exciting, if you ever find yourself in Florida, a boat rental in Naples is a wonderful way to unwind. It’s the perfect contrast to city life—peaceful waters, beautiful sunsets, and a chance to relax after exploring charming neighborhoods on foot.

Enjoy Chicago and let us know how it goes! https://www.gatorboatrentals.com/naples-boat-rental

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