Woman holding four Guess Where Trips envelopes while on road trip

Canadian Gifts

Select a trip that works with your driving and travel preferences. If it's hard to choose, take our road trip quiz instead.

Browse all trips

  • Add On: Keepsake Gift Box

    Add On: Keepsake Gift Box

    $14.00 CAD
    A reusable gift box with magnetic closure - perfect for presenting their surprise trip and storing souvenirs after the adventure.
  • Gift Card [Digital $CAD]

    Gift Card [Digital $CAD]

    $74.00 CAD
    Instantly send the gift of a one-day surprise road trip! The gift card covers the full price of one of our mailed trips, including taxes and shipping.
  • Road Trip Gift Box

    Road Trip Gift Box

    $104.00 $89.00 CAD
    Sale
    The ultimate gift for the road trip lover. Each box is beautifully wrapped and includes a gift card, game pack, and tote bag.
    Sale
  • Road Trip Voucher Box

    Road Trip Voucher Box

    $74.00 CAD
    Give the gift of a one-day surprise road trip with Guess Where Trips®! The recipient can then choose a surprise trip that suits them!
Three women walking through tulip fields
Winding roads through mountains at sunrise

CAN'T DECIDE?

Take Our Quiz to Find Out

Select your region and interests to find the best trip for you.

Take the Quiz
Woman on road trip leaning out window

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!