Welcome to Illinois - a state where vibrant city life, scenic landscapes, and rich history come together to offer something for every traveler. Discover the energy of Chicago, with its world-class museums, iconic architecture, and famous deep-dish pizza. Explore charming small towns and rolling farmland, or venture along historic Route 66 for a nostalgic road trip. Enjoy the natural beauty of Starved Rock and Shawnee National Forest, taste award-winning wines in the southern regions, and experience cultural festivals, live music, and outdoor adventures statewide. Whether you're seeking big-city excitement or peaceful escapes, Illinois delivers unforgettable experiences at every turn.
Planning the perfect vacation in Illinois is easier than ever with our all-in-one platform for finding and booking day trips, tours, excursions, and memorable local experiences. Browse curated activities, compare options, and check live availability so you can reserve your must-do adventures well before you arrive in Illinois. By booking ahead, you skip the hassle of searching once you're already on vacation and avoid missing out on popular experiences that fill up fast. Let us help you build a trip that’s smooth, stress-free, and filled with the moments you’ll remember most.
Why wait until you arrive in Illinois to book your tours - only to discover that the ones you want are already full? Click any activity below to learn more about the tour, view availability, and reserve your excursions directly with the tour operators today!
All ages • Mystery Tour!
Kankakee
Guided Tour
Haunted San Diego
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All Ages • 2 Hour Private Weeknight Sail • Sunset & Skyline Views
Chicago
2 hours
Private Tours
Sailing
Seabird Sailing
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Ages 12-17 | 5:30-7P
Wheaton
1.5 hours
Cosley Zoo
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3 hours • All ages
Chicago
Guided Tour, Walking Tour
Chicago Pizza Tours
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Includes up to 40 Kids - Valid for Schools, Day Cares & Organizations (Option to Add Kids)
Vernon Hills
Private Tours
FunFlatables - Vernon Hills, IL
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All Skill Levels • 2 Hours • Feed your adventurous spirit!
North Aurora
Kayak, Water Activities
Howling Wolfe Canoe & Kayak
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Ages 13+ • Bring Your Own Food & Drinks!
Machesney Park
Two hours
Maximum Axe Throwing
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Chicago’s Most Social Food Tour • 4 Hours • $139.99
Chicago
4 Hours
Food Tour
YumYum Food Club LLC
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Most Popular • 3 Hours • All Ages • Online discount
Chicago
3 Hours
Boat Tour, Kayak
Kayak Chicago
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All ages • 2 Hours • Chase your Monday BLUES away!
Chicago
2 hours
Kid-Friendly
Boat Tour
Tall Ship Windy
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Watch the sun melt into the horizon on a peaceful offshore Chicago sunset cruise!
Chicago
1+ Hours
Boat Tour
Chicago Blue Water Charters
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Starting at $350 | Cruise the Chicago river for 2 hours or more!
Chicago
2 Hours
Private Tours
Boat Tour, Pontoon Boat Rental
Chicago Boat Rentals
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Watch Navy Pier fireworks from the best seat on the water!
Chicago
1+ Hours
Boat Tour
Chicago Blue Water Charters
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Anchor, unwind, and turn up the fun at Chicago’s Playpen hotspot!
Chicago
1+ Hours
Boat Tour
Chicago Blue Water Charters
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All Ages • 3 Hours • Online discount
Chicago
3 Hours
Boat Tour, Kayak
Kayak Chicago
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For all ages! • 1.5 Hours
Deerfield
1.5 Hours
Private Tours
Boat Tour
Chicago by Dave
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All ages • 2.5 Hours • Great for friends & family!
Chicago
Boat Tour
Tall Ship Windy
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All Ages & Skills • 2.5 hours • Save $2 each online!
Chicago
2.5 Hours
Boat Tour, Kayak
Kayak Chicago
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1 Hour • Ages 10+ • Special Event
South Barrington
Goat Yoga Chicago
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Starting at $69.99 | 3 Hours | Sample your way through Miami's Little Havana food and culture
Chicago
3 hours
Food Tour
Bobby's Bike Hike
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All Ages & Skills • Single & Double Kayaks • Save $2 each online!
Chicago
2 Hours
Kayak
Kayak Chicago
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Includes up to 10 Kids (Option to Add) - Valid for Schools, Day Cares & Organizations Only
North Riverside
Private Tours
FunFlatables - North Riverside, IL
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Ages 15+ • 4-5 Hours • Private Workshops Available
Ages 21+ to Book • 3 to 6 Hour Rentals Available • Up to 13 Passengers • Starting at $900
Chicago
Private Tours
MPower Charters & Yacht Rentals
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Groups of 8 or More | 4 Hour Sessions | Play Paintball without getting hurt!
Lockport
Private Tours
Legacy Paintball & Airsoft Park
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A 35-mile Group Tour Along Chicago’s Lake Shore Drive for up to 4 Passengers!
Chicago
60 — 90 Minutes
Exotic Car
DS Luxury
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All-Inclusive, 3-Hour Luxury Charter • Perfect for Birthdays & Anniversaries!
Chicago
3 Hour Private Fireworks Cruise
On A Boat Sailing
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Most popular! • All Ages & Skills • Single & Double Kayaks • Save $2 each by booking online!
Chicago
2 Hours
Kayak
Kayak Chicago
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All Ages • 3 to 8 Hours • Up to 12 People
Chicago
Boat Tour
Chicago Sailboat & Yacht Charters
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Ages 21+ to Book • 3 to 6 Hour Rentals Available • Up to 13 Passengers • Starting at $900
Chicago
Private Tours
MPower Charters & Yacht Rentals
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$40 per person • up to 6 People • Captain Service & drinks included
Chicago
1 - 3 hours
Private Tours
Island Party Boat
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From $790-$850-The 6-hour charter is the bestseller!
Winthrop Harbor
6 Hours
Kid-Friendly
Storm Force Sportfishing LLC
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The Weekday special is a 5-hour charter offered for small groups of up to 3 people, Monday-Thursday!
Winthrop Harbor
5 Hours
Fishing
Storm Force Sportfishing LLC
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Starting at $49.99 | 3 Hours | See the most famous landmarks!
Chicago
3 hours
Bobby's Bike Hike
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1 Hour • Ages 10+ • Special Event
South Barrington
Goat Yoga Chicago
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2 Hours
Chicago
2 Hours *1.2 miles on foot*
City Tour, Guided Tour, History Tour, Photography Tour, Sightseeing Tour, Walking Tour, Wellness, Winter Activities
Inside Chicago Walking Tours
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Explore the Dark Side of Chicago • 2 Hours • 1.75 Miles • All Ages
Chicago
2 Hours *1.75 miles on foot*
City Tour, Ghost Tour, Guided Tour, History Tour, Sightseeing Tour, Walking Tour, Wellness, Winter Activities
Inside Chicago Walking Tours
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3 hours • All ages
Chicago
Guided Tour, Walking Tour
Chicago Pizza Tours
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For all ages! • 3 Hours
Chicago
3 Hours
Walking Tour
Chicago by Dave
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For all ages! • 2 Hours
Chicago
2 Hours
Walking Tour
Chicago by Dave
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Come Solo. Leave with New Friends.
Chicago
3-4 hours
Bike Tour, City Tour, Food Tour, Kayak, Rentals, Sightseeing Tour, Walking Tour, Winter Activities
Bobby's Bike Hike
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Chicago
2 Hours
Private Tours
Eco Tour, Guided Tour, Museum, Walking Tour, Wildlife, Zoo
Chicago Museum Tours LLC
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All the glitz and glam of 1920s Chicago! • 2 Hours • 1.5 Miles • All Ages
Chicago
2 Hours *1.5 miles on foot*
City Tour, Guided Tour, History Tour, Photography Tour, Sightseeing Tour, Walking Tour, Wellness, Winter Activities
Inside Chicago Walking Tours
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2 hours • Ages 6 +
Chicago
Private Tours
City Tour, Museum, Train, TV and Movie Sites Tour, Walking Tour
On Location Tours
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2.5 Hrs | Skip-the-line tour | Discover incredible public art hiding in plain sight
Chicago
2.5 hours
Private Tours
Guided Tour, Walking Tour
Babylon Tours Chicago
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For all ages! • 105 min
Chicago
City Tour
Brick of Chicago
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Starting at $79.99 | 4.5 Hours | Try all the classic food on your way to Wrigley Field!
Chicago
4.5 Hours
Bike Tour, City Tour, Food Tour, Guided Tour, History Tour
Bobby's Bike Hike
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For all ages! • 90 mins
Chicago
City Tour
Brick of Chicago
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All the glitz and glam of 1920s Chicago! • 2 Hours • 1.5 Miles • All Ages
Chicago
2 Hours *1.5 miles on foot*
City Tour, Guided Tour, History Tour, Photography Tour, Sightseeing Tour, Walking Tour, Wellness, Winter Activities
Inside Chicago Walking Tours
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For all ages! • 90 mins
Chicago
City Tour
Brick of Chicago
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Starting at $69 | Saturdays | 11am - 2pm | Experience Four Styles of Chicago Pizza
Chicago
Beer Tour, City Tour, Driving Tour, Food Tour, History Tour, Walking Tour, Wine
Pizza City, USA
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For all ages! • 90 mins
Chicago
City Tour
Brick of Chicago
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