Surprise Self-Guided Trips In Ontario & British Columbia
March 19th, 2021

Guess Where Trips provides one day surprise self-guided road trips to unknown destinations within Ontario (currently) & British Columbia (coming soon). Tied together in 5 thoughtfully packaged envelopes, you will find your trip itinerary waiting to take you away on your next adventure. But before you pack your bags, go ahead & grab your favourite coffee or tea & get cozy because I’m going to let you in on everything you need to know plus my honest review.

Pre-Trip Info
With Guess Where Trips plan for a full day of memorable stops. Or the option to overnight certain experiences if you opt for it when purchasing.
The estimated time that your package will arrive to you is within 10 business days, ours arrived much earlier! However it’s always good to make note of this when planning. They also have a downloadable option which is a nice little bonus for our more spontaneous travellers.
In your mailbox you can expect to receive their “before you go guide”, outlining all of the details to prep you for the exciting adventure ahead (more details on this below). Wrapped up tastefully with this guide you will also find a number of envelopes : your first stop, second stop, etc… Each envelope, one at a time, will lead you to your next surprise destination, where will you go?

Choosing Your Trip
A little something for everyone is what you can expect to find when browsing these well planned out excursions. Without giving away too many details, each experience outlines a few key descriptive words to help you narrow down & make your perfect selection.
They also include important notes in regards to accessibility, pup friendly, best suited for, travel duration & more. In my personal opinion, I find that they have completely perfected the art of letting you in on just enough to know you’re going to love it, but also staying true to the element of surprise!

Current Trips
I am appreciative of the fact that Guess Where Trips never leaves out a single detail & always makes an effort to stay relevant with new experiences. This means extra special pumpkin-spiced goodness during the fall time, & maybe even a “spruced up” trip during the Christmas season!
Their current options include :
- vistas, falls & caves
- funky florals & fine wines
- weird & wonderful things
- local markets & picturesque towns
- wine time & hidden gems
- hops & history
- outdoor adventures
- historic haunts
- surprise me

Details
Are you ready to cue the road trip playlist yet? Because personally, just chatting with all of you has me re-living every moment spent in the picturesque little towns, savoury-flakey pastry delights & all of the polaroid-worthy moments that this experience whisked us away on!
So let’s get down to the details :
Cost
$55 + tax per package (1 package is recommended to share between 1-5 people).
The packages do not include the fees for any of the stops. However they are very mindful of cost & we found that we spent under $40 (not including fuel). Keep in mind that the amount you spend vs somebody else will vary. Some may prefer to pick up extra goodies, souvenirs, etc. along the way.
Departure Locations + Travel Times
Their current experiences outline travel times based off of popular locations : Toronto & Ottawa Ontario are currently the two major cities, but they have announced upcoming experiences for British Columbia *happy dance*. They also include estimated travel times for many of the surrounding areas, making it super easy to gauge your trip length even if you’re not departing from a city.

EVERYTHING YOU COULD ASK FOR & MORE
These experiences are a must if you’re craving the feeling of falling in love with where you live all over again. They give you the opportunity to view your own backyard through a tourist perspective & do it all within budget friendly price ranges. And although travel during the current pandemic may feel un-easy, I’m comforted by knowing they make safety a top priority. You can find all trip related safety precautions on their website : https://www.guesswheretrips.com/updates
A self-guided surprise for everyone, supporting & discovering local gems & making unforgettable memories. You’ll never be left second guessing when booking with Guess Where Trips.
If you enjoyed this post or would like to share some of you own thoughts, go ahead & leave a comment below!

Road Trip Essentials – Links
Yeti Tumbler – they truly keep your beverages hot or cold all day long (yes I can confirm!).
Spotify Playlist – no road trip is complete without the perfect playlist.
Smart Sweets – pre-game snacks, the snacks you bring along with you before you snack some more! These are the best candies that don’t leave you feeling guilty.
Polaroid Camera – we love a vintage photo moment.
Moisturizing Lip Butter – nobody likes crunchy lips…ever.
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