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Chicago - Activities

 

Attractions (332)

Activities (153)

Nightlife (121)

Shopping (116)

All (153)
Sightseeing Tours (76)
Wellness & Spas (41)
Adventure (14)
Food & Drink (12)
Classes (7)
Gear rentals (2)
Ranch & Farm (1)
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Activities travelers recommend

Bobby's Bike Hike Chicago
Ranked #1 of 153 activities in Chicago
Category: Tours
Owner description: Bobby's Bike Hike is a great value - providing signature guided bicycle tours of Chicago's lakefront and neighborhood... more » Owner description: Bobby's Bike Hike is a great value - providing signature guided bicycle tours of Chicago's lakefront and neighborhood attractions, all appropriate for every age and fitness level. Bobby tours Chicago in style, with deluxe Schwinn Comfort bikes complete with cushy seats, fat tires, and annoying bells :). Our hand-selected guides are chock full of historical information which is sure to inform and entertain you on your journey. Our folks in the shop are friendly and helpful and they will take the time to teach you the ropes before sending you on your way. Tours include the Lakefront Neighborhoods Tour which was Voted Best Chicago Tour five years in a row, the City Lights at Night Tour which is a healthy way to see the City aglow, Bobby's 'Tike' Hike for families with younger riders, and the Bikes, Bites, & Brews Tour which is a 21 and over tour which samples Chicago's favorite food and drinks. For longer rides, check out the Historic Hyde Park Tour and the Southside Gangster Tour. « less
Map | Visitor photos (121)
Ranked #2 of 153 activities in Chicago
Category: Tours
Owner description: Chicago Greeter highlights more than 40 special interest areas and more than 25 neighborhoods for visitors to explore.... more » Owner description: Chicago Greeter highlights more than 40 special interest areas and more than 25 neighborhoods for visitors to explore. Chicago Greeter is designed to match a friendly, enthusiastic, and city knowledgeable local with a visitor for a two - four hour FREE informal, insider orientation to Chicago's sights. Through the Chicago Greeter service, visitors meet with a greeter who takes them around the city and demonstrates its walk-ability and the user-friendliness of its public transportation system. « less
Map | Visitor photos (102)
Ranked #3 of 153 activities in Chicago
Category: Tours
Owner description: Buses, boats, bikes, & segways won't take you to the places we go. We love slow runners.Scheduled 5k tours. 3 themed routes.... more » Owner description: Buses, boats, bikes, & segways won't take you to the places we go. We love slow runners.Scheduled 5k tours. 3 themed routes. Tue/Fri Chicago River/Navy Pier 5k, Wed/Sat Chicago Tragic Events 4 miler, Thu/Sun Grant Park 5k. Weekdays 7:15 a.m. Weekends 8a.m.26.2 marathon package /4 themed routes. 1) City in a Garden 5.62 miles 2) Tower to Tower 6 miles 3) Run to Wrigley 6.48 miles 4) Devil in the White City 1893 World's Fair 8.1 miles. Completion of all 4 comes with a finishers certificate. Do them all in 4 days or 4 visits. « less
Map | Visitor photos (63)
Ranked #4 of 153 activities in Chicago
Category: Tours
Owner description: Rated 'Best Chicago Tour' by Lonely Planet and featured on The Today Show (NBC), USA Today and Bon Appetit, Chicago Food... more » Owner description: Rated 'Best Chicago Tour' by Lonely Planet and featured on The Today Show (NBC), USA Today and Bon Appetit, Chicago Food Planet Food Tours offer delicious 3-hour food tasting events focused exclusively in Chicago’s historic off-the-beaten-path neighborhoods near downtown including the Gold Coast, Chinatown, Bucktown, Old Town and Wicker Park. Suitable for all age groups and fitness levels, each walking tour provides a non-touristy, local experience so you feel like a native Chicagoan. The guided Food Tours include mouth-watering food samples, enough for a hearty lunch, from unique specialty food stores, local restaurants and ethnic eateries while providing a detailed insiders view of Chicago’s most famous communities- their rich histories, treasured architecture, dazzling entertainment offerings and restaurant recommendations. « less
Map | Visitor photos (245)
Ranked #5 of 153 activities in Chicago
Category: Segway Tours
Owner description: City Segway Tours of Chicago is the first Segway tour company in the world and in Chicago and we work hard to create... more » Owner description: City Segway Tours of Chicago is the first Segway tour company in the world and in Chicago and we work hard to create memorable experiences for our guests. From rolling smaller guest to guide ratios than the city requires to our experienced staff that comes back on a yearly basis, we realize that giving our guests the best tour possible starts before you step on the machine.Come join us for our tours that will take you through Grant Park, Museum Campus, Soldier Field and give you a great view of our hometown whether you've been in Chicago for 10 hours or 30 years.The Segway is a self-balancing, personal transporation device that requires no special skills to operate. Segways are designed to be used in any pedestrian enviornment and will carry you gracefully throughout the Windy City.City Segway Tours- Chicago uses the latest generation of Segways- the i2- that include the new lean Steer technology. « less
Map | Visitor photos (110)
Ranked #6 of 153 activities in Chicago
Category: Tours
Owner description: Hey! I'm Margaret, tour guide, author and comedian. I'm a life-long Chicagoan and have been a tour guide for seven years. I... more » Owner description: Hey! I'm Margaret, tour guide, author and comedian. I'm a life-long Chicagoan and have been a tour guide for seven years. I love my job and my city and I'm all about showing it off to you. I'm an improviser and comedian, so expect some really hilarious (to me anyway?) impressions. We have a lot of fun on tours, you know, while we're learning stuff. During the winter months I run the Pedway Tour and in April 2013 I will add The Disaster! Tour and the Chicago Rules tour - learn how to use the city of Chicago. I am also available for private tours and group tours! Let's do this. « less
Map | Visitor photos (34)
Ranked #7 of 153 activities in Chicago
Category: Tours
Owner description: Chicago Beer Experience Beer Tours offer walkable beer tasting and bar tours in Chicago! Our initial tour takes place in the... more » Owner description: Chicago Beer Experience Beer Tours offer walkable beer tasting and bar tours in Chicago! Our initial tour takes place in the Lincoln Park/Lakeview Neighborhoods on Chicago's North Side. You'll taste several craft beers, learn about Chicago history from 1833 to the present, and even eat some bacon! Tours are led by a trained guide, who will weave Chicago history and beer together in a fun, informative way while visiting four establishments, some of which have been around since the days of Prohibition. Perfect for men and women ages 21 to 121, individuals and groups, from bachelor parties to corporate outings, we've got something for everyone. Book your beer tour today! « less
Map | Visitor photos (39)
Ranked #8 of 153 activities in Chicago
Category: Tours
Owner description: Chicago's Finest River Walk Tour is now Chicago's Finest Tours! We are Chicago’s most dynamic and fun entertainment activity... more » Owner description: Chicago's Finest River Walk Tour is now Chicago's Finest Tours! We are Chicago’s most dynamic and fun entertainment activity option! We offer our guests highly passionate and energy-packed activities ranging from walking tours, bus tours and highly advanced scavenger hunts. We distinguish ourselves by providing our guests captivating storytelling, keen visualizations and infectious enthusiasm! Our mission is to ensure each guest walks away with a smile on their face and better understanding of our amazing city! « less
Map | Visitor photos (56)
Ranked #9 of 153 activities in Chicago
Category: Segway Tours
Owner description: For a great way to see Chicago’s top attractions in just 2 hours, try a Segway tour. If you’re wondering if they’re safe and... more » Owner description: For a great way to see Chicago’s top attractions in just 2 hours, try a Segway tour. If you’re wondering if they’re safe and easy to learn, the answer is YES! Sightseeing on a Segway is fun, unique, and exhilarating! Explore Chicago by day or night with our friendly tour guides. Whether you are visiting from out-of-town or a native of Chi-town, come join us on a tour to remember! « less
Map | Visitor photos (69)
Ranked #10 of 153 activities in Chicago
Category: Tours
Owner description: Interactive, Educational, and FUN! Chicago Private Tours invites you to discover Chicago, with the help of one of our expert... more » Owner description: Interactive, Educational, and FUN! Chicago Private Tours invites you to discover Chicago, with the help of one of our expert guides. Our tours cater to each group’s interests, including themes such as architecture, history, culture, sports, and shopping. Each outing is customized to fit your interests and includes an expert guide, luxury vehicle, and driver. Chicago Private Tours is for clients that are looking for more than the one-size-fits-all tour. See what you want to see, when you want to see it, and how you want to see it! “Customize your Chicago Experience!”Pick-up/Drop-offChicago Private Tours always accommodates its clients and will pick up anywhere in and around the city, including airports and train stations. This is ideal for individuals who do not have a lot of time, but want to see as many of the sites as possible on their busy schedule!TransportationAll of Chicago Private Tours’ vehicles are top of the line in luxury. Our fleet of vehicles can accommodate every group size, from 1 person to large groups- always in comfort and style.LanguageAll of our guides conduct tours in English, but if you desire the tour to be given in another language, we will gladly arrange a Guide who speaks the desired language at no additional cost.(Ex. Spanish, Italian, French, German, Mandarin, Russian, Japanese, and many more!) « less
Map | Visitor photos (11)
Ranked #11 of 153 activities in Chicago
Category: Segway Tours
Map | Visitor photos (15)
Ranked #12 of 153 activities in Chicago
Category: Tours
Owner description: Guided tours of architecture, history and culture that bring people to explore stories and places locals don't even know.... more » Owner description: Guided tours of architecture, history and culture that bring people to explore stories and places locals don't even know. Tours include Good Times Historic Bar Tour, Inside the Loop Architectural Tour, and Jazz, Blues & Beyond Bus Tour. Guests get to share iPads with media while professional tour guides share forgotten stories from the past and create a fun, interactive dynamic. « less
Map | Visitor photos (11)
Ranked #13 of 153 activities in Chicago
Category: Tours
Owner description: Join Tastebud Tours the #1 Food Tour in Chicago in the city of deep dish pizza and Chicago-style hot dogs. Enjoy tastes of... more » Owner description: Join Tastebud Tours the #1 Food Tour in Chicago in the city of deep dish pizza and Chicago-style hot dogs. Enjoy tastes of these iconic dishes synonymous with our great city and be introduced to other foods that Chicago has made famous. Walk through the heart of the city on our taste adventure. Eat at six or seven memorable restaurants and food specialty shops. Hear about Chicago’s history, cultural fun facts and celebrated cuisine. Gift certificates available. Group Events & Customized Private Tours also available. Open year-round. Advance ticket purchase is required. Tours sell out in advance. For tickets or more information, please visit tastebud tours web site. Tastebud Delights! « less
Map | Visitor photos (121)
Ranked #14 of 153 activities in Chicago
Category: Tours
Owner description: Walk Chicago Tours is a privately owned walking tour service known for its personal amenities, experience and reasonable... more » Owner description: Walk Chicago Tours is a privately owned walking tour service known for its personal amenities, experience and reasonable rates. Its concierge-like treatment of all of its guests, and the ability of its experienced guides to engage visitors through skillful story-telling have set standards in Chicago. It offers a "no-gimmicks" product delivered in an engaging and professional style. Personal treatment for guests begins at the outset of their day. If you are staying at a Loop area hotel, your guide greets you in the lobby to begin your tour experience. If you are a disabled tourist or have special needs to be addressed, Walk Chicago Tours devises a completely accessible itinerary at no extra cost. There is also no combining of groups or joining groups with strangers. Each tour reservation is a private promise...only your group with your own private guide(see FAQ page of their website). Guides at Walk Chicago Tours have been carefully chosen based upon their natural ability to engage visitors and to narrate historical facts,culture and urban lore. The company motto, "A Story on Every Corner", is typical of the ownership's insistence that Chicago's history,its neighborhoods,its culture and urban lore be delivered to visitors in an entertaining and informative manner that appeals to a wide array of groups. In fact,several of the guides are former teachers with years of experience at engaging listeners. The result has been the reputation that Walk Chicago Tours is Chicago's most competent story telling ambassador. No service is more zealous about wanting you to leave Chicago loving Chicago as much as they do. And, they attempt to do this at a price that fits the budget of every visitor. Large groups are accomodated by the use of multiple guides. See their website and visit their FAQ page for answers to most of your questions. Email or call and they will respond immediately. . « less
Map | Visitor photos (29)
Ranked #15 of 153 activities in Chicago
Category: Boat Tours
Owner description: The Architecture River Cruise aboard Chicago's First Lady Cruises was created by the Chicago Architecture Foundation (CAF)... more » Owner description: The Architecture River Cruise aboard Chicago's First Lady Cruises was created by the Chicago Architecture Foundation (CAF) and is Chicago's #1 architecture tour. In addition to the River Cruise, CAF offers more than 85 different tours of the city year round. If you happen to be visiting Chicago during the cruise's off season, check out our many other tour options on our website. Also be sure to view the Chicago Architecture Foundation TripAdvisor page to see more reviews. « less
Map | Visitor photos (155)
Ranked #16 of 153 activities in Chicago
Category: Tours
Owner description: Waxwing specializes in treasure hunts, corporate team building, social games, and unique adventures in Chicago! Join one of... more » Owner description: Waxwing specializes in treasure hunts, corporate team building, social games, and unique adventures in Chicago! Join one of our public games, schedule a private one, or customize a totally unique game! You'll have an adventure you won't forget. « less
Map | Visitor photos (12)
Ranked #17 of 153 activities in Chicago
Category: Tours
Owner description: Touring with the Chicago Architecture Foundation (CAF) is the best way to explore Chicago. From our most popular tour, the... more » Owner description: Touring with the Chicago Architecture Foundation (CAF) is the best way to explore Chicago. From our most popular tour, the Architecture River Cruise to our more than 85 different walking, bus, bike, Segway and train tours you are sure to get a true Chicago experience. As a non-profit organization, our tours are led by highly-trained volunteer guides who are passionate about sharing the history of our beautiful city. Tours depart year-round. « less
Map | Visitor photos (59)
Ranked #18 of 153 activities in Chicago
Category: Tours
Owner description: See Chicago One Slice At A Time! Chicago Pizza Tours is the #1 pizza tour in Chicago running both "Original Chicago Pizza... more » Owner description: See Chicago One Slice At A Time! Chicago Pizza Tours is the #1 pizza tour in Chicago running both "Original Chicago Pizza Tour" & "Pizza & Cocktails". Enjoy full slices at 4 different restaurants in various Chicago neighborhoods on the only bus driven pizza tour in Chicago. Let us be your backstage pass as you're brought into kitchens at some stops to see first hand what makes these pizzas significant. Bring a camera and your appetite as this serves as a meal replacement. Group sizes are kept intimate so please book in advance to reserve your spot. « less
Map | Visitor photos (49)
Ranked #19 of 153 activities in Chicago
Category: Tours
Owner description: Jason Wolf Digital Images offers interactive photography classes and photography tours in Chicago and is a great way to see... more » Owner description: Jason Wolf Digital Images offers interactive photography classes and photography tours in Chicago and is a great way to see the city and learn about photography at the same time! All classes are hosted as walking / interactive workshops that feature detailed / personalized instruction aimed at showing you how to use your camera (Point and Shoot or SLR) to capture images in real settings ..how you want them to look, on demand; because nothing is more frustrating than having that perfect travel image right in front of you...and NOT being able to capture it! For those less interested in the technical aspects of photography and who would rather learn about Chicago from a photographer's point of view, we do have less intensive experiences available as well.To us, it does not matter whether a student has a point and shoot or SLR, because photography is about capturing lighting and angles, not about how much you paid for your camera. Through our extensive experience and knowledge of all cameras on the market, we can teach them how to take the types of images they want, on demand, by showing them how to utilize their camera outside of the auto mode and achieve its and their full potential; and we do this by breaking down the technical components...and making them easy to understand and apply. So the next time they want to capture the perfect shot in a perfect..or imperfect setting...they can. « less
Map | Visitor photos (9)
Ranked #20 of 153 activities in Chicago
Category: Tours
Map | Visitor photos (81)
Ranked #21 of 153 activities in Chicago
Category: Segway Tours
Map | Visitor photos (43)
Ranked #22 of 153 activities in Chicago
Category: Tours
Owner description: Savor the flavors of Sweet Chicago's Chocolate and Dessert Tours. Enjoy Chicago chocolates and other delicious desserts from... more » Owner description: Savor the flavors of Sweet Chicago's Chocolate and Dessert Tours. Enjoy Chicago chocolates and other delicious desserts from Sweet Chicago! Walk through the heart of the city on a 3 hour Dessert adventure. Enjoy delicious Sweet treats form five memorable restaurants and food specialty shops. Hear about Chicago’s history, cultural and fun facts while you tantalize and satisfy your sweet taste buds! Private tours available.Open all year. $44.00 Book online « less
Map | Visitor photos (9)
Ranked #23 of 153 activities in Chicago
Category: Tours
Owner description: Bike and Roll Chicago offers fun, easy, and safe bike rentals and tours as well as Segway tours. In addition, Bike and Roll... more » Owner description: Bike and Roll Chicago offers fun, easy, and safe bike rentals and tours as well as Segway tours. In addition, Bike and Roll Chicago has a large Bike Station with showers, lockers, mechanic service, and climate-controlled bike parking. « less
Map | Visitor photos (22)
Ranked #24 of 153 activities in Chicago
Category: Tours
Map | Visitor photos (172)
Ranked #25 of 153 activities in Chicago
Category: Tours; Boat Tours
Map | Visitor photos (118)
Ranked #26 of 153 activities in Chicago
Category: Tours
Owner description: Embark on an adventure to Chicago's best restaurants aboard Chicago's premier Progressive Dining Tour. Guests are chauffeured... more » Owner description: Embark on an adventure to Chicago's best restaurants aboard Chicago's premier Progressive Dining Tour. Guests are chauffeured around Chicago in a stylish coach bus to enjoy Hors D'oeuvres served at the first restaurant, the Main Course at a second restaurant, and Dessert at a third restaurant. The tour offers a unique, fun and exciting way to experience different restaurants in Chicago, interact with others, and tour Chicago. Visit our website for details and sample menu. « less
Map | Visitor photos (39)
Ranked #27 of 153 activities in Chicago
Category: Tours
Owner description: Discover Chicago through a cell phone-guided game that transforms exploring the city from a passive experience into an... more » Owner description: Discover Chicago through a cell phone-guided game that transforms exploring the city from a passive experience into an interactive adventure. Receive challenges on your phone that ask you to find interesting things, solve riddles, talk to locals, take photos, and more. Send the answers to earn points and learn facts about the city! Any US phone works, and you can start anytime and play completely at your own pace. « less
Visitor photos (2)
Ranked #28 of 153 activities in Chicago
Category: Transportation; Boat Tours
Map | Visitor photos (40)
Ranked #29 of 153 activities in Chicago
Category: Tours
Map | Visitor photos (4)
Ranked #30 of 153 activities in Chicago
Category: Tours
Visitor photos (1)
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