Explore Chicago

Chicago for Romantics

February reminds us to be on our best behavior with our sweethearts, but we believe in romance throughout the year. And nothing sparks wonderful memories like trying something new together, or maybe finding a spot that becomes "yours." From fine dining to scenic views, we found the most awe-inspiring and "Aww, you shouldn't have"-inspiring activities throughout Chicago. We might not be called "The City of Love," but you'll certainly be feeling it. 

Pops for Champagne

This legendary champagne bar in River North’s Tree Studios boasts a world-class selection of 140 champagnes plus an extensive list of fine wines, spirits, cognacs and beer. The small plates menu includes regional cheeses and sliced meats, oysters, crispy pork, ricotta gnocchi and more. Live music with no cover Su-Tu at 9 pm.


Enjoy 360° panoramic views of Chicago’s skyline from the 70th floor of Lake Point Tower. Menu items include steaks and chops, seafood, pasta, lamb, poultry and escargot, with specialty flambé desserts as a finale. Reservations recommended. Valet parking. D (daily).

Geja's Cafe

Romantic fondue dining and nightly flamenco and classical guitar music have drawn diners to this cozy subterranean restaurant since 1965. Entrée fondues include vegetables, shrimp, scallops, lobster, chicken and beef in various combinations. Large wine list. D (daily).

Noble Horse Carriage Rides

Take a scenic tour through Chicago’s neighborhoods in a closed or open horse-drawn carriage. Drivers can tailor tours according to passengers’ interests. Reservations accepted but not necessary. Offered daily 6:30 pm-midnight. 

Nacional 27

This buzzing Nuevo Latino eatery is done up with sultry sheer curtains and lush greenery and features plates like pulled chicken taquitos and grilled smoked pork tenderloin with adobado salsa as well as an extensive array of creative cocktails.

The Green Mill

Al Capone once frequented this former 1920s speakeasy, which has been restored to its art deco splendor and features great local jazz musicians in a hip atmosphere. Sunday nights feature the world-renowned Uptown Poetry Slam. Open M-F noon-4 am, Sa noon-5 am, Su 11 am-4 am. Cover charge $4-$15.


Located on the iconic Magnificent Mile and overlooking Lake Michigan and Oak Street Beach, Spiaggia sets the standard for Italian dining, earning four-star reviews, international praise and numerous national awards.


Make your way to the 18th floor of the Raffaello Hotel for Hancock Building, Lake Michigan and Water Tower Place views. Quench your thirst with an impressive array of tincture-laced cocktails, by-the-glass vinos and bottle service, all the while absorbing the swank, speakeasy vibe.

Kayak Chicago

Take a tour of Chicago from the unique perspective of your own kayak. Paddle through the "canyons" on the Chicago River and learn about the architecture along the river, join a night paddle, the lake tour or try a standup paddleboard tour. $65.

Odyssey Cruises

Three climate-controlled decks and an outdoor observation platform make this a prime setting for brunch, lunch, dinner and moonlight cruises for parties of 2-700. Enjoy live music and incredible skyline views. $49.90-$142.90.

Peninsula Spa

This oasis located in the luxurious Peninsula Chicago hotel offers holistic treatments including hot stone therapy, Thai massage, aromatherapy wraps and de-stress facials.