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.
See our road trips below, or check out our quiz and trip map to help find your perfect adventure.
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Road Trip Gift Card
Regular price $74.00 CADUnit price perGive the gift of a one-day surprise road trip with Guess Where Trips®! Valued at $74, this voucher covers the full cost of any of our mailed road trips, including tax and standard shipping. The recipient can choose any surprise road trip that suits them, and it will be shipped right to their door. These gift cards never expire. -
A Little Bit of Everything
$39 CADThe perfect distance from Charlotte! From little local shops to an old rail trail and everything in between, this trip truly has something for everyone.- Accessible
- Kid-Friendly
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Picture Perfect Discoveries
$39 CADReady for a little mountain meandering? Picturesque historic spots, unique destinations to grab a bite to eat, and a couple charming towns are on your to-do list.- Kid-Friendly
- Dog-Friendly
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The Road to Asheville
$39 CADGrab a sweet treat in a converted church, sip a beer beside a babbling creek, get your steps in on a couple local trails and so much more. This iconic North Carolina destination is the perfect weekend away, so we highly recommend booking a hotel!- Dog-Friendly
- Kid-Friendly
- Accessible