Chicago Culinary & nightlife

Our most recommended Chicago Culinary & nightlife

Chicago: Willis Tower Skydeck and The Ledge Ticket

1. Chicago: Willis Tower Skydeck and The Ledge Ticket

Enjoy an unrivaled view over the city of Chicago on a trip up the city's Willis Tower. This famous building, once known as the Sears Tower, is not only home to a Skydeck on the 103rd floor, but it also features The Ledge, a series of 4 glass-paneled boxes that extend out from the building's facade to give visitors a view straight down. As you wind through the ground levels of the Willis Tower, you will be surrounded by museum-quality exhibits highlighting the iconic tower. Learn about Chicago's rich history and culture through these informative visuals. Watch a video presentation, "Reaching for the Sky," where you will be briefed on the history of the building and of architecture in Chicago. Then step into your elevator and you will be amazed at how quickly it ascends. As you travel, your multimedia-equipped elevator will inform you about your vertical progress. Upon reaching the 103rd floor, step out onto the Skydeck, which offers views spanning over 50 miles and across 4 states. Then summon your courage to step out onto The Ledge, a glass balcony that hangs over the edge, for vertigo-inducing views 1,353 feet (about 412 meters) straight down to the city below! Download the Skydeck Mobile App for a free viewfinder which points out many of Chicago’s notable landmarks. Learn more about sights like Navy Pier, Wrigley Field, Grant Park, Art Institute of Chicago, Shedd Aquarium, and Field Museum of Natural History.

Chicago: Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise

2. Chicago: Lake Michigan Gourmet Brunch/Lunch/Dinner Cruise

Discover Chicago's sparkling skyline from Lake Michigan on a sightseeing cruise. Savor a mouthwatering meal while listening to music played by a live DJ. Sip on unlimited coffee and tea while gazing out at sights like Navy Pier, Grant Park, and Willis Tower. Board the boat at Navy Pier and enjoy a personal greeting. Smile for the ship's photographer to capture the memory, then embark on an elegant dining cruise along the Chicago shoreline. After being seated at your private table, tuck into your gourmet meal. Enjoy a creative meal prepared fresh by the onboard chef. Following your meal, dance to live music or relax on any of the 3 decks as you watch the skyscrapers of Chicago's distinctive skyline glide by.  Sample lunch and dinner menu: Starters (choice of one): Caesar Salad Lobster Bisque (dinner only) Jumbo Shrimp Cocktail (dinner only, available for additional price) Seafood Tower (dinner only, available for additional price) 2.5oz 1/2 Lobster Tail (dinner only, available for additional price) Main course (choice of one): Jumbo Forest Mushroom Ravioli Oven-Baked Atlantic Salmon Filet Oven Roasted Frenched Chicken Breast with Rosemary and Thyme Braised Beef Short Rib Pan-Seared Fresh Pacific Cod (dinner only) 8 oz USDA Choice Filet Mignon (dinner only, available for additional price) 18 oz USDA Prime Striploin (dinner only, available for additional price) Two 5 oz Broiled Maine Lobster Tails (dinner only, available for additional price) Choice of dessert (choice of one): Eli's New York Style Cheesecake Duo of Sorbet Freshly Cut Fruit and Fresh Strawberries Triple Chocolate Mud Pie (dinner only) Odyssey Signature Warm Butter Cake (dinner only) French Macarons (dinner only, available for additional price) Champagne Chocolate Truffles (dinner only, available for additional price) Menu items are subject to change.

Chicago: Lake Michigan Buffet Brunch, Lunch or Dinner Cruise

3. Chicago: Lake Michigan Buffet Brunch, Lunch or Dinner Cruise

See the sights of Chicago from onboard the Spirit of Chicago with a brunch, lunch, or dinner cruise on Lake Michigan. Enjoy a buffet dining experience as you sail through the Windy City and delight in panoramic views of its skyline. Board your vessel at Navy Pier and receive a personal greeting. Get your photo taken by the ship's photographer to capture the memory before being seated at your private table. After settling in, savor your brunch, lunch, or dinner buffet consisting of freshly-prepared entrees, main course, and desserts, while listening to the onboard DJ's tunes. View the city's imposing towers like John Hancock Center, Aon, Trump Tower, and Willis Tower. After your meal, play games like giant Jenga and shuffleboard, or bust out some moves on the dance floor. Don't forget to visit any of the 3 climate-controlled decks to watch the skyscrapers of Chicago's distinctive skyline glide by. SAMPLE BRUNCH BUFFET MENU Early Risers Seasonal Fruit Breakfast Pastries Scrambled Eggs Breakfast Meats Breakfast Potatoes Late Risers Organic Mixed Field Greens Green Bean Salad Red Beetroot Salad Roasted Broccoli Florets Baked Ziti Pasta Mashed Potatoes Oven-Baked Atlantic Atlantic Flounder Filet Honey and Sesame Chicken Hand-Carved, Slow-Roasted Strip Loin Dessert Raspberry Mousse Lemon Pound Cake and Fresh Strawberries Coconut Vanilla Cake Red Velvet and Chocolate Chip Brownie SAMPLE LUNCH AND DINNER BUFFET MENU Salads Organic Mixed Field Greens Organic Spinach and Kale Salad Green Bean Salad Kidney Bean, Black Bean, and Chickpea Salad Red Beetroot Salad Bow Tie Pasta Salad Vegetables, Potatoes, and Pasta Roasted Broccoli Florets Creamed Corn and Cheddar Cheese Casserole Baked Ziti Pasta Mashed Potatoes Entrées Oven-Baked Atlantic Flounder Filet Honey and Sesame Chicken Italian Beef Meatballs Braised Beef Short Ribs (dinner only) Dessert Seasonal Fruit Raspberry Mousse Lemon Pound Cake and Fresh Strawberries Coconut Vanilla Cake Carrot Cake Red Velvet and Chocolate Chip Brownie (dinner only) The menu is subject to change. Please inform your server if anyone in your party has a food allergy.

Chicago: Gourmet Brunch, Lunch, or Dinner River Cruise

4. Chicago: Gourmet Brunch, Lunch, or Dinner River Cruise

Enjoy a fine dining experience on the Chicago River while admiring unparalleled riverfront views on this city cruise trip. Explore the beautiful Chicago Riverwalk when boarding the boat. Be welcomed aboard by the crew as the ship's photographer captures the moment. Arrive early for your cruise, dressed to impress. Be escorted to your table in the dining area. With its gorgeous glass-enclosed design, enjoy Chicago's incredible architecture from your seat. Savor a delicious meal prepared freshly on board. You can also buy a cocktail from the bar. To add to your enjoyment, the dinner cruise includes music by an onboard DJ. During the lunch and brunch cruises, listen to informative commentary on some of the architectural highlights along the river. On Wednesday and Saturday evenings throughout the summer, enjoy the Navy Pier fireworks display. Sample Dinner Menu Choice of starter: Caesar salad, lobster soup Choice of main course: Jumbo lump crab cakes, maple, and mustard glazed chicken breast, braised beef short rib, jumbo forest mushroom ravioli Choice of dessert: Eli’s original cheesecake, duo seasonal sorbet, chocolate decadent cake, odyssey signature warm butter cake Sample Brunch Menu Choice of starter: Caesar salad, Scottish smoked salmon toast, Greek yogurt, and granola parfait, fresh blueberries and strawberries Choice of main course: Cannellini bean shakshuka, maple, and mustard glazed chicken breast, scrambled eggs, raisin and cinnamon french toast Choice of dessert: Eli's New York-style cheesecake, tres con leche flan, triple chocolate mud pie, freshly cut fruit, and fresh strawberries Sample Lunch Menu Starter: Caesar SaladChoice of main course: Jumbo forest mushroom ravioli, maple, and mustard glazed chicken breast, oven-baked Atlantic salmon fillet, braised beef short ribChoice of dessert: Eli's New York-style cheesecake, freshly cut fruit, and fresh strawberries, duo of sorbet

Chicago: Craft Brewery Tour by Barrel Bus

5. Chicago: Craft Brewery Tour by Barrel Bus

Explore the best of Chicago’s craft beer scene, all while riding on a barrel bus. Discover three distinct breweries in Chicago and taste some delicious beers. Your tour begins when you step through a speakeasy-style door into a custom-engineered bus. Get a fully immersive experience of beer on a barrel-shaped bus. Get a chance to go behind the scenes at one of the best nano-breweries in town, where you will get a VIP tour of the production facility and learn all about the beer-making process. You will sample approximately 45-55 ounces in total throughout your experience. 

Chicago: 2.5-Hour Taste of Chinatown Food Walking Tour

6. Chicago: 2.5-Hour Taste of Chinatown Food Walking Tour

Explore the complex layers of Chinese culture and the many contributions these people have made to both Chicago and the world. And what better way to show off Chinese culture then through food? Your guide will take the confusion and language barrier away as you sample your way through a variety of Chinatown's best restaurants and well-kept secret recipes. Start your tour at Phoenix Restaurant and begin with some yummy dim sum dumplings and a traditional Chinese tea tasting. Next, it will be time for a sweet treat - buttery custard tarts from Chinatown's oldest bakery. Then, try a unique and delicious spicy meat sandwich from the Xi'an region. Afterward, stroll through the charming Chinatown Square with its ethnic grocery stores and souvenir shops. Finally, taste a sampling of succulent dry chili chicken, followed by the famous spicy Szechuan hot pot. You'll have traveled all over China but only walked a few blocks on this delicious tour of one of Chicago's most fascinating neighborhoods.

Chicago: Ultimate Food Walking Tour with Tastings

7. Chicago: Ultimate Food Walking Tour with Tastings

Your Chicago food tour will take you through the River North neighborhood — the original Chicago foodie destination — to sample some world-famous Chicago dishes, local favorites, and sweet treats. Choose between a shared group or private tour. Start with a very well-known Chicago dish: the Chicago-style hot dog. Perfect for summers at a baseball game (cheering on the Cubs or Sox of course), or for a quick lunch on a workday, this local take on a hot dog is a debate-worthy food in Chicago and is taken very seriously by locals. You will also sample the world-famous Chicago deep-dish pizza! An entire meal unto itself, this staple of the Chicago food scene originated in River North in the 1940s when workers and families needed filling dishes at low prices.  After you’ve filled up on pizza and hot dogs, continue your tasting journey with a classic Chicago sandwich: Italian beef. This hearty meal came about during the Depression, and it’s here to stay. Conclude your Chicago foodie experience here, with easy access to the ‘L’. Even if you say you’ll never be hungry again, don’t forget to note some great dinner recommendations from your guide.

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

8. Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

Spend an evening visiting the Chicago speakeasies that have been open since the Prohibition Era in the 1920s, many preserved in their original conditions. With your own private group, enter by way of secret entrances and enjoy the same cocktails ordered by infamous Chicago gangsters and bank robbers at these venues nearly a century ago. Relive the glamor of the 1920s while listening to stories of the rampant racketeering and bootlegging of the era.   Alcohol is available for purchase at the three to four different speakeasy stops. Your private tour guide will make Prohibition Era drink recommendations and tell you the stories behind them. Travel around with your young, professional guide and be chauffeured in luxury transportation, ranging from a luxury SUV to a full-sized luxury motor coach.

Chicago: Bikes, Bites, and Brews Biking Tour

9. Chicago: Bikes, Bites, and Brews Biking Tour

Working up an appetite won’t be a problem on this signature bike tour combing city sightseeing with the best foods and brews in Chicago.Sample Chicago’s 4 favorite food groups – pizza, hot dogs, brownies, and beer. You’ll learn the history behind the iconic foods and also get a taste of some of Chicago’s most popular neighborhoods. On the daytime version of the tour, cruise through Wrigleyville, Gold Coast, Old Town, Lakeview, and Lincoln Park. On the nighttime version of the tour, bike through the skyscrapers and bars of downtown Chicago and see Millennium Park and Buckingham Fountain at night. On either route, enjoy the beautiful lakefront trail as well. This tour is 13 miles with perfect breaks along the way for sampling. Your experienced guide will keep you safe, in-the-know, and well-fed. Bikes provided.

Chicago: Secret Food Tour

10. Chicago: Secret Food Tour

Sample the culinary delights of Chicago with the help of a fun and enthusiastic foodie guide. Be amazed by the city's eclectic mix of architecture and public art along the way. Taste delicious bites as you explore the city's central Loop district for 3 hours. Get better acquainted with what sets this friendly Midwest metropolis apart from other destinations and get a great insight into the art, architecture and everyday life in the city. Benefit from your guide's local knowledge and get tips to help you sightsee and explore the food and dining scene some more in your own time.

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What people are saying about Chicago

I really enjoyed the Underground Doughnut Tour! Our tour guide, Nick, was informative, and I learned new facts about the city even after living here for a year. I got to try donuts I never would’ve ordered (although I do wish there were more chocolate donuts in the assortment we got from each shop), and enjoyed several of them. I’ll be back to each of these donut shops!

Great bike ride through Chicago with a great guide Brooke. Saw parts of Chicago we would never have seen and went to places we would have never gone, really enjoyable experience and well worth the money

BEAUTIFUL experience. Me and my wife took this cruise her first time in Chicago. Worth the money, nice environment and good drink choices!

The museum as you enter and go up to the Skydeck is very informative. I enjoyed the experience very much!

Our guide was Amazing!!!! Food was delicious as well