Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront.  Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline... More

Experience the best of Chicago with a Premier Plus Architectural Lunch Cruise and spend your afternoon on the Chicago River with dining, picturesque views, and a narrated architectural tour of the city. While onboard, you’ll enj... More

The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, ... More

This tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Biking is easy in Chicago beca... More

Paddle the calm, clean and turquoise waters of Lake Michigan at your own pace. Kayak the lakefront scenery in downtown Chicago on your own personal kayak, taking in the city skyline and lake views. Pull off at a nearby beachfront ... More

This small-group Best of Chicago tour highlights the best ways to experience the Windy City's most prominent sites and attractions including the breathtaking Chicago architecture illuminated at night. You'll visit the tallest bui... More

This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that tours multiple neighborhoods in Chicago. Some tours show 1 or 2 neighborhoods, we travel th... More

Enjoy Chicago’s iconic skyline at night and a fireworks display, with an exciting cruise on Lake Michigan. Experience a speedboat tour with a pause to enjoy the Navy Pier fireworks show. Our open-aired vessels provide uninterrup... More

Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun night out on the town to celebrate life and your friends. Hosted by a local... More

Reliable and convenient transportation to and from the Pickup location. Our professional drivers ensure a smooth journey, providing a stress-free experience for travelers. On-time pickups and drop-offs, comfortable vehicles, and e... More

Tour the streets of Chicago to see the beauty and legacy left behind by the Prohibition Era. See the amazing architecture, iconic sights (both old and new), the city's best spots and try a local sweet treat along the way as you ex... More

Our flagship vessel boasts a Tiki Chic vibe, two climate controlled decks, two bars, two bathrooms, premium sound system, outdoor and indoor viewing areas. You can upgrade to our upscale "Admirals Lounge"which features top-shelf a... More

Take a detour off the beaten path, and explore the flavors of Chicago’s vibrant West Side with Bobbys's Bike Hike, America's longest running city bike tour company, who recently ranked as Top 20 Food Tours in the World by TripAd... More

Get the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Food Tour: Deep Roots to Deep Dish! Our two-part tour begins by exploring the heart of downtown Chicago - with its iconic architect... More

One actor has five shots of whiskey and then attempts to perform in a Shakespeare play. New York Times Critics' Pick!... More

Reliable and convenient transportation to and from the Pickup location. Our professional drivers ensure a smooth journey, providing a stress-free experience for travelers. On-time pickups and drop-offs, comfortable vehicles, and e... More

One of the oldest and most iconic franchises in Major League Baseball and a founding member of the National League, the Chicago Cubs’ legacy dates all the way back to 1876. The tradition and heritage is felt throughout Wrigley F... More

One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour guide take you around the most important sites and locations of Chicago. Being a private tour, stop... More

Despite the Great Fire that once ravaged the city of Chicago over a century ago, the city is credited as the birthplace of the modern skyscraper. Chicago is so renowned for architecture that it’s the most vertical metropolis fro... More

Let our expert local guides share their passion with you for The Art Institute of Chicago on this private 2 hour tour. As you traverse the hallowed halls, you’ll discover an extraordinary collection spanning centuries and cultur... More