Browse all trips
-
A Drive Back in Time
$65 CADThe perfect day for the more leisurely road tripper. A Drive Back in Time isn't too far from the city and is full of cute towns, cafes, funky photo ops and so much more.- Accessible
-
Mountain Marvels
$65 CADThis family-friendly trip is the ultimate way to escape the city and head to the mountains. Stroll the streets of charming small towns, explore quirky art and museums, indulge in tasty bites & brews and enjoy the surprise!- Accessible
- Kid-Friendly
![Three women walking through tulip fields](http://guesswheretrips.com/cdn/shop/files/hero-funky-florals-women-walking-in-tulip-field-1440x1304.jpg?v=1669769692&width=1500)
![Winding roads through mountains at sunrise](http://guesswheretrips.com/cdn/shop/files/our-trips-archive-min.jpg?v=1667586827&width=1500)
CAN'T DECIDE?
Take Our Quiz to Find Out
Select your region and interests to find the best trip for you.
![Woman on road trip leaning out window](http://guesswheretrips.com/cdn/shop/files/contact-us-woman-on-roadtrip-leaning-out-window.jpg?v=1667845489&width=1500)
Gift-a-Trip
The ultimate present for the avid traveller. Select a digital or mailed 'Gift-A-Trip' option that covers the full cost of one of our road trips. We promise you this will be one of the most memorable and unique gifts they'll ever receive!