Valentine’s Day in the Windy City

Have you made your Valentine’s Day plans yet? February 14th is just around the corner, and we’d suggest you book your reservations as soon as possible. Not sure what you’ll be doing? We have a number of suggestions for you to get started.

Make this Valentine’s Day about spending quality time with those you care about.  What better way to do that than by planning a daycation in the Windy City!   Gray Line Chicago offers a variety of tours for locals and visitors interested in exploring Chicago and having fun. 

Our featured half-day INSIDE Chicago tour is the perfect way to start off your daycation.   See and hear about Chicago’s Architecture, Parks, Skyscrapers, Lakefront, Churches, Museums, Sports Stadiums and Neighborhoods.  Scheduled stops will be taken at Lincoln Park Conservatory and Museum Campus. This is the best tour value in Chicago! Your ticket also includes entry to 360 CHICAGO Observation Deck offering the best views of Chicago’s Skyline and Lake Michigan


After your tour, there will be plenty of time to hit one of Chicago’s restaurants.   These 35 top the list; many will feature Valentine’s specials, but you’ll need to make a reservation in advance!  If a romantic dinner is not your thing, or your someone special loves cars, the Chicago Auto Show is in town from Feb 9 – Feb 18 at McCormick Place.  

To finish off your adventure, view the skyline from Centennial Wheel at Navy Pier. The year-round attraction features 360-degree views of Chicago and Lake Michigan from comfortable, enclosed gondolas.

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