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35% off—Surprise road trip adventures in Florida, reg. $50

Guess Where Trips
Daisy Lankstead
Choose from a selection of surprise one-day road trips across Florida for a 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 not ever have thought to go. Choose the ideal mystery road trip for you based on location and interest from the list of seasonal and year-round trips. 

Travelzoo members can save 35% on all Florida trips using the code TRAVELZOO:

  • $19.50 (reg. $30) ... digital download of the one-day itinerary
  • $32.50 (reg. $50) ... mailed package of the one-day itinerary

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 Miami, Naples, Fort Lauderdale, Orlando, Jacksonville, West Palm Beach and Gainesville, and stops include hikes, hidden photo ops, local shops and more.

Guess Where has been featured in Lonely Planet, Narcity, Refinery29 and The Globe and Mail, the latter calling their trips "quirky, interesting, nature-filled and sometimes downright weird." Spice up your weekend (or weekday) with a one-of-a-kind excursion.

What's included in mailed packages: a self-guided itinerary that includes a before-you-go guide with a packing list, approximate driving distances, and pre-trip tips — a series of four or five envelopes will reveal your itinerary with recommendations for roadside stops, restaurants and attractions.

Not included: Vehicle and gas, meals, and additional fees for parking and entrance. Shipping is included.

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

Book by May 31.

* Restrictions may apply. Eligible for physical or digitally-mailed trips. Not eligible for gift cards. Free shipping. Cannot combine with other offers. Only applicable on Florida physical or digital trips for US shipping addresses.

35% off

at Guess Where Trips

When You Can Go



35% off

How to Book

Continue to Guess Where Trips

  1. Choose your preferred trip on the page.
  2. Select "Add to Cart".
  3. Enter code TRAVELZOO in the coupon code field.
  4. Proceed to checkout.

More Deals & Tips

35% off—Surprise road trip adventures in Florida, reg. $50

35% off

at Guess Where Trips