Chicago
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Our most recommended Chicago Nightlife & Bars

Chicago: Fireworks Cruise with Lake or River Viewing Options

1. Chicago: Fireworks Cruise with Lake or River Viewing Options

Take in the amazing fireworks display off Navy Pier on a boat cruise. Briefly explore the architecture on Chicago River’s main branch before either heading out through the Chicago Locks onto Lake Michigan or staying inside the Locks to watch the fireworks. All cruises start by sailing inland up the Chicago River to Wolf Point, with some light narration provided focusing on history and architecture. Admire Chicago’s impressive architecture at twilight from either the indoor climate-controlled cabin or the airy outdoor deck. The cruise then heads back past the Chicago Riverwalk towards Lake Shore Drive, the Chicago Lock, and Lake Michigan for the spectacular fireworks show by Navy Pier. While on the boat, make sure to visit the full-service cash bar featuring authentic Chicago products, including local beer and spirits. Choose from the following options: River Fireworks Cruise from either Michigan Ave or the Riverwalk This shorter 45 to 60-minute River Fireworks Cruise option watches the fireworks display from the mouth of the Chicago River before returning to the dock. This cruise is perfect for families with children, couples, or groups of friends who are enjoying a night out on the town. Lake Michigan Fireworks Cruise from Michigan Ave This 2 to 2.5-hour Lake Michigan Fireworks Cruise goes through the Chicago Lock System, an American engineering marvel, and out onto Lake Michigan. The vessel will cruise along the shoreline with contemporary music and will ultimately stop on the lake and float alongside the fireworks display.

Chicago: Lake Michigan Buffet Brunch, Lunch or Dinner Cruise

2. 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: 1-Hour Escape Room Adventure

3. Chicago: 1-Hour Escape Room Adventure

The concept is simple, but the game is anything but — enter a series of elaborately designed rooms, you and your group must work together to find clues and crack codes to complete your mission. Escaping will require teamwork, communication, wits, and a sense of adventure. With five thrilling adventures to choose from, you may find yourself as a spy sent to recover a stolen painting or a falsely-accused prisoner determined to break out of jail. Once you arrive, a dedicated game guide will take you to your adventure and help you as needed. You will have exactly 60 minutes to complete the mission in your adventure and escape. No matter your choice of game, keep your wits about you and focus: you’ve only got one hour. After you and your group have emerged victorious, you’ll be conveniently located in River North, so you can easily celebrate with a bite to eat.

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

4. 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: Drunk Shakespeare Immersive Theatrical Comedy

5. Chicago: Drunk Shakespeare Immersive Theatrical Comedy

Discover a show hailed as "the best thing to ever happen to the theater" by Slate Magazine, set in a hidden speakeasy located behind the Chicago Theater. Enter to find a glam cocktail bar and library with over 10,000 books. Imbue craft cocktails while five classically-trained actors meet as members of 'The Drunk Shakespeare Society'.  Watch as one unlucky member downs at least 5 shots of whiskey and then attempts to perform a major role in a Shakespearean play. Witness the hilarity and mayhem which ensue while the four sober actors try to keep the script on track. Enjoy an immersive show that varies at each performance depending on who is drinking and what they're drinking.

Frequently asked questions about Chicago Nightlife & Bars

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Other Sightseeing Options in Chicago

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What people are saying about Chicago

Overall rating

5.0 / 5

based on 1 reviews

Kai was an excellent guide for our activity last night. She had so much knowledge of Chicago history and when we requested more of history/ gangster knowledge vs just the speak easy stops, she made a significant pivot to make our activity specific to our requests. Would highly recommend this tour and Kai!

Note: Meeting place is at the pier where your boat is docked not in Navy pier address (entrance). All in all it was an excellent activity. The staff was excellent!

I was real fun. my kids enjoyed their self. But DJ doesn’t have African music. Please include that.

Was a blast - food excellent and DJ was fun. Would definitely do again!

The food and the music were fabulous. And the service was outstanding