GUESS WHERE

The best trips start with A surprise.

 
 

We plan epic surprise trips

tell us your dates, budget & travel style

we’ll plan the surprise

 
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HOW DOES IT WORK?

  1. Pick a budget & duration

  2. Fill out the travel questionnaire

    3. Let us do the planning


OUR TRIPS

Surprise One Day Road-trip:

$55/Trip

You bring the car, we design the adventure. This one day road-trip includes a series of envelopes taking you on the ultimate day trip to a number of unique roadside stops, recommended restaurants and a day filled with epic adventures.

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Overnight Road-triP:

From $200/person

Our questionnaire will help us design the perfect road-trip with an itinerary completely customized to you. Choose your driving distance, activities, accommodation type and more. You can even request destinations you don't want to go to!

 
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Flight & Hotel Getaway:

from $1060/person

If you’re feeling a little more spontaneous and have some extra time (and money) the Flight & Hotel Getaways are the ultimate surprise trip. Each package includes round-trip flights and highly rated accommodations.

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gift a trip: Starting at $300

The ultimate present for an avid traveller. We’ll work directly with you to design the perfect gift, whether that’s just a gift card or a fully planned adventure. We’ll even wrap it up really nice to make the gift-giving experience extra special.


THANKS FOR SPREADING THE LOVE!


An experience like nothing else
— Guess Where Traveller