Best Walking Tours in Chicago, Illinois

71 East W Wacker Dr, Chicago, IL 60601, USA

Chicago Gangsters and Ghosts Tours offers the original 2-in-1 history-based guided tours of Chicago's gangster and ghost stories from the famous Chicago Loop Vice District. Operating since 2017, they provide walking and minibus tours exploring Chicago's colorful gangster past from the 1920s-30s and haunted crime scene locations.

1601 N Jean Baptiste Pointe du Sable Lake Shore Dr, Chicago, IL 60614, USA

Chicago SUP is Chicago's original paddleboard company founded in 2009, offering SUP rentals, lessons, yoga classes, and guided tours from two lakefront locations. They provide everything from beginner classes to advanced racing programs with stunning city skyline views on Lake Michigan.

200 E Randolph St Suite 5100, Chicago, IL 60601, USA

See Sight Tours Chicago offers ultra small group city tours showcasing Chicago's skyline, history, and iconic attractions. Operating since 2006 across 22 cities in North America, they specialize in personalized, high-quality experiences including walking tours, architecture cruises, and private tours.

163 E Pearson St, Chicago, IL 60611, USA

Chicago Crime Tours offers educational and entertaining bus tours exploring Chicago's criminal past, including infamous gangsters, crime scenes, and historic landmarks. The tours feature climate-controlled buses with on-and-off stops through notorious neighborhoods, sharing true crime stories about Al Capone, John Dillinger, and other notorious figures.

900 S Wells St, Chicago, IL 60607, USA

Tours & Boats Architecture Tours in Chicago offer a unique way to explore the city's stunning skyline and historical architecture through guided boat tours. These tours provide insightful commentary on the architectural significance of various buildings along the Chicago River.

400 N Michigan Ave, Chicago, IL 60611, USA

Wendella Tours & Cruises is Chicago's original family-owned boat tour company, operating since 1935. They offer a variety of architecture tours, sunset cruises, and specialty holiday cruises showcasing Chicago's skyline from the water.

2601 N Cannon Dr, Chicago, IL 60614, USA

Wakesurf Chicago offers wakesurfing experiences on Lake Michigan with experienced captains and specialized wakeboats. They provide training and equipment for all ages and skill levels, ensuring a fun and safe experience with views of the Chicago skyline.

465 N McClurg Ct, Chicago, IL 60611, USA

Chicago River Boat Architecture Tours offers expert-guided architectural boat tours along the Chicago River, showcasing over 50 significant buildings with detailed explanations of their construction and history. All tour guides are architects, architecture students, or architecture historians providing in-depth knowledge of Chicago's architectural treasures from Art Deco towers to modern skyscrape

1770 W Berteau Ave Suite 108, Chicago, IL 60613, USA

Flux Surfboards is a custom surfboard company based in Chicago, creating handmade surfcraft for the Great Lakes and beyond. Founded by Scott Turner, they specialize in fast, fun, and intuitive surfboard designs that can be customized to individual preferences.

159 W Goethe St, Chicago, IL 60610, USA

Laketown Surf is Chicago's #1 Wakesurf Academy offering wakesurfing experiences on Lake Michigan with Downtown Chicago skyline views. They provide customized instruction for all skill levels using a specialized Mastercraft boat, making wakesurfing easy to learn and accessible for ages 5 to 70.

Navy Pier, 600 E Grand Ave, Chicago, IL 60611, USA

City Cruises in Chicago offers a variety of boat tours and cruises on the Chicago River and Lake Michigan. They provide dining cruises, architectural tours, and special event cruises, offering unique views of the city's skyline and landmarks.