Merchandise & Gift Cards

  • Guess Where Trips gift wrapping.

    Add On: Gift Box + Wrapping

    Regular price $10 USD
    The perfect addition if you're gifting a road trip to someone special! Let us carefully wrap up your mailed trip in our signature gift box.
  • Road Trip Tote Bag

    Road Trip Tote Bag

    Regular price $12 USD
    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.
  • Road Trip Hat

    Road Trip Hat

    Regular price $15 USD

    Hit the road in style with this locally made classic road trip cap! Choose between maroon or white (both $15/each). Size: 6 5/8" - 7 3/8"

  • Gift Card [Mailed: $USD]

    Gift Card [Mailed: $USD]

    Regular price $65 USD
    Give 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 costs. The recipient can then choose a surprise trip that suits them!
  • Gift Card [Digital $USD]

    Gift Card [Digital $USD]

    Regular price $65 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.
  • USA Road Trip Gift Box

    USA Road Trip Gift Box

    Regular price $107 Sale price $85 USD
    Sale
    The ultimate gift for the road trip lover. Each box is beautifully wrapped and includes a gift card, tote bag and keychain.
    Sale
  • Large Road Trip Tote Bag

    Large Road Trip Tote Bag

    Regular price $24 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 Key Chain

    Road Trip Key Chain

    Regular price $8 USD
    Spice up your key ring with this adorable motel-style Road Trip key chain!
  • Tote bag with red writing

    'This Is My Road Trip' Tote

    Regular price $16 Sale price $8 USD
    Sale
    Save big on our "This is my Road Trip Bag" tote bag! Great quality, with an interior pocket to keep small items organized.
    Sale
  • Flatlay of Guess Where Trips tote bag, gift card, brochure, keychain and gift wrapping.

    Add On: Gift Box + Tote + Keychain

    Regular price $30 Sale price $16 USD
    Sale
    The perfect addition if you're gifting a road trip to someone special! Let us carefully wrap up your mailed trip in our signature gift box.
    Sale
  • Road Trip Game Pack

    Road Trip Game Pack

    Regular price $12 Sale price $6 USD
    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