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

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  • Gift Wrapping with Tote Bag

    Gift Wrapping with Tote Bag

    $10.00 USD
    The ultimate addition if you're gifting a road trip or gift card to someone special! Let us carefully wrap up your mailed trip in our signature gift box, along with a Guess Where Trips® tote bag.
  • Merry Christmas Postcard

    Merry Christmas Postcard

    $0.00 USD
    A Merry Christmas postcard with room for you to write a message to the recipient on the back.
    Sold out
  • Happy Holidays Postcard

    Happy Holidays Postcard

    $0.00 USD
    A Happy Holidays postcard with room for you to write a message to the recipient on the back.
    Sold out
  • Large Road Trip Tote Bag

    Large Road Trip Tote Bag

    $24.00 USD
    THE road trip bag for all your snacks and accessories! Larger than your average tote, this bag is perfect to carry all the necessities for a surprise road trip.
  • Road Trip Game Pack

    Road Trip Game Pack

    $12.00 $6.00 USD
    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.
    Sold out
  • Gift Card [Digital $USD]

    Gift Card [Digital $USD]

    $65.00 USD
    Instantly send the gift of a one-day surprise road trip! Digital gift cards can be sent immediately or scheduled to be sent on a specific day.

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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!