Woman holding four Guess Where Trips envelopes while on road trip

For the Road

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

  • Detour Diaries: Ontario

    Detour Diaries: Ontario

    $59.00 CAD

    Packed with 500+ of our favourite road trip stops across Ontario, Detour Diaries features 130+ detailed, user-friendly maps and over 300 pages organized by major highways to make planning effortless. You’ll also get bonus QR code access to an interactive mobile map for easy navigation on the go.

  • Road Trip Tote Bag

    Road Trip Tote Bag

    $20.00 $5.00 CAD
    Sale
    An essential locally made tote bag for your road trip ahead. Carry everything from your surprise package to all the snacks and goodies you'll pick up throughout your day.
    Sale
  • Person holding the Which Way Card game in front of a green background

    Which Way? A Surprise Road Trip Card Game

    $22.00 CAD
    A surprise road trip game where the entire point is to get lost!
  • Road Trip Game Pack

    Road Trip Game Pack

    $12.00 $6.00 CAD
    Sale
    Keep the young ones busy with a fun game pack to play with on the road! Dozens of games and activities to keep kids of all ages entertained.
    Sale
  • Mint Road Trip Journal

    Mint Road Trip Journal

    $25.00 CAD
    Track all your local adventures - big or small!
  • Toronto Play Day Passport

    Toronto Play Day Passport

    $59.00 CAD
    Discover fully planned, kid-friendly days out across Toronto and the GTA. Just scratch a card to reveal a complete outing - with a destination, bonus stops, food spots, and tips all figured out for you.
    Can depart from: Toronto Area, GTA
  • Lilac Road Trip Journal

    Lilac Road Trip Journal

    $25.00 CAD
    Track all your local adventures - big or small!
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!