Chicago & Milwaukee
One-day, surprise, self-guided road trips launching September 12, 2024!
Launching September 12!
Sign up to be the first to know about our new road trips in the Chicago and Milwaukee areas, and to receive a discount!
How does it work?
Our itineraries include a 'Before You Go' package and four surprise stops. Each stop is packed with a new destination, specific recommendations, maps, travel tips and fun facts.
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Select your trip style.
Select a day trip based on your location, interests, and travel preferences OR take our quiz to help narrow down options.
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Get your package.
Choose between receiving a beautifully crafted package in the mail OR a PDF (digital version) of the trip which gets sent right to your inbox.
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Pack your car.
Each package includes a ‘Before You Go’ booklet that will give you just enough information without spoiling the surprise destinations on your road trip.
