100,000+ ROAD TRIPS SOLD
Guess Where Trips
Mystery, one-day, self-guided road trips.
Experience gifts to help create new memories.
Gift cards and 130+ road trips to choose from.
Gift wrapping available to help elevate your gift.
Handpicked and well-researched road trip stops.
Four surprise stops on every road trip.
The ultimate experience gift!
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Redefining Road Trips
Mystery Road Trips
Cozy Cafes
Start your day off with a tasty treat from a local cafe or market.
Historic Highlights
Detailed and interesting history on the sites you're visiting.
Picturesque Trails
Stretch your legs on an off-the-beaten-path trail.
Quirky Photo Opps
Fill your camera roll with unique sites and road side attractions.
Our daughter gave us this trip for Christmas and what a great gift!! Loved the mystery, great places & people, very unique! Will be getting another one!!! Loved it….
Deborah M.
Verified Buyer
Lovely wrapping. Thanks for making my Christmas a bit easier!
Carin A.
Verified Buyer
I purchased this as a gift for my mom for her birthday!! It was our first time doing one of the guess where trip adventures and definitely won't be our last!! We had so much fun and the sites were awesome.
Corrie W.
Verified Buyer
Frequently Asked Questions
What is Guess Where Trips?
At Guess Where Trips®, we specialize in self-guided one-day surprise road trips. Leave the stress of planning to us! We design each road trips around a general theme, so you will have an idea of what you might get up to during the day, but you won’t know where we’re sending you! We love finding new small businesses, hidden gems, cute cafes, and picturesque towns.
Can I send a gift card straight to the recipient?
Of course!
For Mailed Gift Cards: Enter their name and address as the shipping address.
For Digital Gift Cards: Click the box that says "I want to send this as a gift" and you will be prompted to add the recipient's information, as well as choose the date it is sent (if you'd like to send it in the future)
Can the recipient pick out their own tirp?
That's right! The gift card covers the full price (incl. any applicable taxes and shipping) of any trip on our site. Remember: you only need one gift card per group.
