Illinois Holidays
Embark on an Illinois holiday and wander through this classic Midwestern state. Take to the Great River Road and follow the Mississippi River on its winding journey through the state. Discover Illinois’s gems among the rolling farmland, from the humming city of Chicago to magnificent canyons, waterfalls and other natural wonders.
Illinois is a state of farmland, open prairies and natural wonders, punctuated every now and then by charming cities and towns. A nature lover’s paradise, it offers endless miles of hiking trails. Find yourself in wilderness and walk through the canyons at Starved Rock State Park, stumbling across flowing waterfalls as you go, or head to Shawnee National Forest and find Burden Falls, one of the tallest waterfalls in the state. Marvel at the unusual rock formations at Matthiessen State Park and take in the park’s unique mix of forest, streams and prairies. Take a break from the boundless nature and journey to the beautiful town of Galena. A town overflowing with history, its streets are lined with Greek Revival, French Colonial, Gothic Revival and Queen Anne buildings waiting to be explored.
Illinois’s Beating Heart
Juxtaposed against Illinois’s luscious country is one of America’s most famous cities: Chicago. Walk the city’s streets and marvel at the awe-inspiring architecture and impressive skyline, whilst notes of live blues music floats by from the nearest cocktail bar.
If you feel up for it, why not take on Route 66 and drive across the country to Los Angeles, making stops at some unforgettable destinations along the way, like the Route 66 Museum in Oklahoma, Las Vegas and the Santa Monica Pier.
Destination Highlights
Great sample itineraries
Take some inspiration from our sample itineraries below and give our Destination Specialists a call so we can put together your perfect Illinois holiday.

Route 66 Holidays
Our Historic Route 66 Self Drive is a journey you’ll never forget, beginning in Chicago and ending at the Santa Monica Pier in Los Angeles. On the way you’ll experience classic Americana, hike in majestic national parks and visit some...
Couples Holidays

Chicago, Galena and Springfield
Why look anywhere else for history and beautiful scenery when Illinois has it all. Rich in presidential history, you really are able walk in the shoes of both the 16th and 18th presidents of the United States. One of the...
City holidays

Washington DC and Chicago Multi Centre
Washington DC and Chicago combine to give the perfect mix of city sights, history and culture. Arrive in awe-inspiring Washington DC; take a tour of the majestic White House, visit the famous Lincoln and Jefferson Memorials or simply take in...
Couples Holidays

EagleRider Route 66 Guided Motorcycle Tour
The EagleRider Route 66 Guided Motorcycle Tour is a journey to the American interior on the world’s most famous road - beginning in Chicago and finishing in Los Angeles. On the way you’ll cross mountains and forests, cruise through high...
Motorcycle holidays