$33—Road trips in the U.S. & Canada, 50% off

Daisy Lankstead
Deal Expert
Choose from a selection of one-day road trips for a hassle-free day out to remember.

Why We Love This Deal

Guess Where Trips takes the stress out of planning and curates a surprise road trip adventure to take you places you may never have thought to go. Choose the ideal mystery trip based on your desired location and interest from their list of seasonal and year-round trips. Travelzoo members can score any road trip in the U.S. and select Canadian locations for 50% less than non-members.

What's included:

  • $32.50 (reg. $65) for your choice of surprise mailed road trip itinerary within the U.S., B.C, Alberta or Nova Scotia, including:
    • A self-guided itinerary with a before-you-go guide with a packing list, approximate driving distances, and pre-trip tips
    • A series of four or five envelopes revealing your itinerary with recommendations for roadside stops, restaurants and attractions
    • Mailing cost is included on orders over $50
    • Note: Vehicle and gas, meals, and additional fees for parking and entrance are not included

More reasons to go:

  • Bring as many people as you can (legally) pile in the car—Guess Where recommends up to five people as the ideal group size
  • Trips depart from various locations in California, Connecticut, D.C., Delaware, Florida, Georgia, Maryland, New England, Massachusetts, New Jersey, New York, North Carolina, Pennsylvania, Virginia, Rhode Island, Alberta, B.C. and Nova Scotia—stops include hikes, hidden photo ops, local shops and more
  • Guess Where has been featured in Lonely Planet, Narcity, Refinery29, The Globe and Mail and The Washington Post; the latter praising the surprise destination and the breadth of research that goes into the curation of the trips

Travelzoo tip: Shopping for someone who's a bit of a mystery? A Guess Where Trip makes a great gift.

Book by June 30.

This offer is booked through, and is therefore subject to, the travel or entertainment provider's terms and conditions, including but not limited to refund and cancellation policy. Become a member to see all offer details and learn how to book.



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$33—Road trips in the U.S. & Canada, 50% off