Explore Things to Do in Illinois
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.
Book Your Experiences Today!
Our website makes it easy to discover and book unforgettable day trips, tours, excursions, and unique experiences in Illinois - before you even start your vacation. With real-time availability, detailed activity information, and direct booking with trusted tour operators, you can secure the adventures you want without the stress of last-minute planning or sold-out experiences. Whether you’re seeking outdoor thrills, cultural discoveries, or relaxing local highlights in Illinois, we give you a simple, reliable way to plan ahead and make the most of every moment of your trip.
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!
Today's Featured Tours Explore All
One-Hour Guided Trail Ride
Riders must be 52” (4’4”) or taller and not to exceed max weight(Please see weight guidelines below)
3 Angler 5-Hour Private Fishing Charter
Embark on a memorable fishing adventure with our 5 Hour Private Fishing Charter.
Waukegan
5 Hours
Private Tours
Fishing
Hook’d on Fishing Charters
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FIELD TRIP (100% Private - Entire Facility) - Joliet, IL
Includes up to 40 Kids (Option to Add Kids) - Valid for Schools, Day Cares & Organizations
Joliet
Private Tours
FunFlatables - Joliet, IL
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Memorial Day Pony Party
Galena
1 Day: 10-11:30 AM • 1-2:30 PM • 3-4:30 PM
Kid-Friendly
Shenandoah Riding Center
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ASA 101, Basic Keelboat Sailing
A great course for beginners!
2 full days
SailTime Chicago
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Private SUP with your PUP
A private class for you and your dog
FIELD TRIP (100% Private-Entire Facility) - North Riverside, IL
Includes up to 40 Kids (Option to Add) - Valid for Schools, Day Cares & Organizations Only
North Riverside
Private Tours
FunFlatables - North Riverside, IL
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Speed Boat Rides
Chicago speedboat thrills with your own soundtrack!
Chicago
1+ Hours
Boat Rental
Chicago Blue Water Charters
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Four Hour Bike Rental
Renters Must Be 18+ • All Ages Welcome
Ottawa
Canal Path Bike Rentals by Harbor Inn
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Boat Rentals Explore All
Speed Boat Rides
Chicago speedboat thrills with your own soundtrack!
Chicago
1+ Hours
Boat Rental
Chicago Blue Water Charters
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50ft. Sea Ray Sundancer
Up to 13 People
Chicago
3-4 Hours
Private Tours
Boat Rental
Knot My Boat Charters
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Captain David Groover
Rates starts at $100/h
3-4 Hours
Boat Rental
Knot My Boat Charters
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Captain Rich Wallace
"Chicago's Finest"
Chicago
3-4 Hours
Boat Rental
Knot My Boat Charters
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Classic 1950's Milo Boat Rental
2 hours • Up to 6 people • Reserve in advance!
Chicago
2 Hours
Boat Rental
Kayak Chicago
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56ft. Sea Ray Sundancer
Up to 13 People
Chicago
3-4 Hours
Private Tours
Boat Rental
Knot My Boat Charters
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BVI Full Day
Explore the BVI in style • Fuel Included
Cruz Bay
8 Hours
Private Tours
Boat Rental
Salty Viking
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Capt Justin Pasciak
FL - CHI insta: @justinpasciak
3-4 Hours
Boat Rental
Knot My Boat Charters
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Captain Brian Haas
Come Boating with Captain Brian! Pricing starts @$100/ Hr.
3-4 Hours
Boat Rental
Knot My Boat Charters
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Captain Tanner Ciaramita
$100/hr plus gratuity!
3-4 Hours
Boat Rental
Knot My Boat Charters
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Boat Tours Explore All
22 FT Private Pontoon Cruise - 2 Hours
Starting at $350 | Cruise the Chicago river for 2 hours!
Chicago
2 Hours
Private Tours
Boat Tour, Pontoon Boat Rental
Chicago Boat Rentals
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Day Cruise
For all ages! • 3-6 Hours • Up to 13 Guests
Chicago
3-6 Hours
Private Tours
Boat Tour
Poseidon Chicago Charters
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Sea Ray 450 Believe Chicago
For all ages • 3 to 8 hour options • Fully inspected yacht with special weekday pricing!
Chicago
3 to 8 hour options
Boat Rental, Boat Tour
Believe Chicago
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2026 Air & Water Show - Special Event!
All ages • 2.5 Hours • Great for friends & family!
Chicago
Boat Tour
Tall Ship Windy
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Traditional Chicago Blues ~LIVE~ with Michael Charles!!
All ages • 2 Hours • Chase your Monday BLUES away!
Chicago
2 hours
Kid-Friendly
Boat Tour
Tall Ship Windy
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City Lights Night Paddle
All Ages • 3 Hours • Online discount
Chicago
3 Hours
Boat Tour, Kayak
Kayak Chicago
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Fireworks Tour
Watch Navy Pier fireworks from the best seat on the water!
Chicago
1+ Hours
Boat Tour
Chicago Blue Water Charters
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Sunset Tour
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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Evening Boat Rentals (Fireworks )
Starting at $400 | 2 sizes available
Chicago
2 Hours
Boat Cruise, Boat Tour, Cruise / Large Boat, Evening Cruise, Fireworks Cruise, River Cruise, Sternwheeler/Riverboat
Chicago Boat Rentals
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Private Boat Tour
For all ages! • 2.5 Hours
Chicago
2.5 Hours
Private Tours
Boat Tour
Chicago by Dave
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Photography Tours Explore All
Open Your Eyes: Chicago's Underground Pedway & Other Secrets of the Loop
Underground + Secrets Walking Tour • 1.5 Miles on foot | All Ages • 2 hours
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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Dublin City Centre & Temple Bar Doughnut Tour
2 Hours
Dublin
Up to 2 hours
History Tour, Photography Tour
Underground Donut Tour
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The Christmas Tree Crawl: The Magic of Chicago at the Holidays
Let's see all the best decorations before they're gone!
Chicago
2 hours
City Tour, Guided Tour, History Tour, Photography Tour, Pop Up Attraction, Sightseeing Tour, Walking Tour, Wellness, Winter Activities
Inside Chicago Walking Tours
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Washington DC Holiday Donut Tour
2 Hours • Offered Many Days During The Week
Washington
2 hours
History Tour, Photography Tour
Underground Donut Tour
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Car Display Photoshoot
Select Your Dream Car! • $1000/per Hour
Chicago
Photography Tour
DS Luxury
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New York City: Midtown Holiday Donut Tour
2 Hours • Offered Many Days During the Week
New York City
2 hours
Photography Tour
Underground Donut Tour
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Washington DC Historic Donut Tour
2 Hours • Offered Many Days During The Week
Washington
2 hours
Food Tour, History Tour, Photography Tour
Underground Donut Tour
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The World Within (Part One): Dazzling Interiors™ of the Loop
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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Miami: Wynwood Art, Culture, & Donut Tour
2 Hours • Offered Friday, Saturday, and Sunday
Miami
2 hours
Food Tour, Photography Tour
Underground Donut Tour
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All That Glam: Chicago’s Art Deco Masterpieces
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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Walking Tours Explore All
Meet Me in Chicago: Solos & Singles Adventure Club
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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Open Your Eyes: Chicago's Underground Pedway & Other Secrets of the Loop
Underground + Secrets Walking Tour • 1.5 Miles on foot | All Ages • 2 hours
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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London Historic Walking Food Tour with Tea and Doughnuts
2 Hours • Offered Many Days During the Week
London
2 hours
Food Tour, History Tour, Walking Tour
Underground Donut Tour
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Dublin City Centre & Temple Bar Holiday Doughnut Tour
2 Hours • Offered Friday, Saturday, and Sunday!
Dublin
2 hours
History Tour, Walking Tour
Underground Donut Tour
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Lemp Brewery Bottle Works Tour
1 hour 30 minutes
St Louis
1 hour 30 minutes
Walking Tour
St. Louis Paranormal Research Society
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Boston: Harvard Square Historic Donut Tour
2 Hours
Cambridge
2 hours
Walking Tour
Underground Donut Tour
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Donut in the Sky
For all ages! • 2 Hours
Chicago
2 Hours
Walking Tour
Chicago by Dave
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Hidden In Plain Sight (Downtown Walking Speakeasy Tour)
3 hours • Ages 21+
Chicago
Walking Tour
Chicago Prohibition Tours
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All That Glam: Chicago’s Art Deco Masterpieces
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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Downtown Pizza Walk
3 hours • All ages
Chicago
Guided Tour, Walking Tour
Chicago Pizza Tours
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Kid-Friendly Tours Explore All
Ferrari Portofino
ASA 101, Basic Keelboat Sailing
A great course for beginners!
2 full days
SailTime Chicago
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Spray Paint 'n' Sip- Atlanta
90 Minutes • Ages 10 +
Atlanta
90 minutes
Kid-Friendly
Paint and Sip, Workshop
Native 312 Events
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The Transfer Co Manor
Enjoy the ambiance and enchantment of the renovated Jacksonville Transfer Co Mano
Jacksonville
14 Hours
Private Tours
The Transfer Co.
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Lamborghini Urus WB
Portland: Downtown Donut Tour
2 Hours • Offered Many Days During The Week
Portland
2 hours
Food Tour
Underground Donut Tour
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Savannah Historic Downtown Donuts and Sweet Treats Tour
2 Hours • Offered Many Days Throughout the Week
Savannah
2 hours
Underground Donut Tour
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Rolls-Royce Cullinan
Sul e os Obamas
Mercedes-Benz G63 AMG Ed.1
Foodie Tours Explore All
London Holiday Walking Food Tour with Tea and Doughnuts
2 Hours • Offered many days during the week
London
2 hours
Food Tour, History Tour, Walking Tour
Underground Donut Tour
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Brighton & The Lanes Doughnut Tour
2 Hours • Offered Many Days During The Week
Brighton
2 hours
Food Tour
Underground Donut Tour
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Miami: Wynwood Art, Culture, & Donut Tour
2 Hours • Offered Friday, Saturday, and Sunday
Miami
2 hours
Food Tour, Photography Tour
Underground Donut Tour
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Global Street Foods of Uptown
The Most Diverse Food Tour in Chicago!
Chicago
2.5 Hours
Food Tour
Chicago Foodways Tours
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Downtown Galena Food & Drink Tour
9 Tastings!• 2.25 Hours • Likely to sell out!
Galena
2.25 hours
Food Tour
Galena Foodie Adventures
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Chicago Pizza Bus Tour
Starting at $89 | Saturdays | 11am - 2:30pm | Four different styles of Pizza!
Chicago
Bus Tour, City Tour, Food Tour, History Tour
Pizza City, USA
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Chicago Food Tour
Chicago’s Most Social Food Tour • 4 Hours • $139.99
4 Hours
Food Tour
YumYum Food Club LLC
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Taste of Chinatown Food & Walking Tour
Starting at $79.99 | 3 Hours | Sample Culinary Delights From Five Distinct Chinese Regions
South Beach Food & Fun Walking Tour
Starting at $69.99 | 3 Hours | Sample your way through Miami's Little Havana food and culture
New York City: Union Square Donut Tour
2 Hours • Offered Many Days During The Week
New York City
2 hours
Food Tour
Underground Donut Tour
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