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Why this makes a great gift
Select your trip. Get your package. Pack your bags. Road tripping has never been so easy!
With this surprise road trip you’ll receive your package of destinations at least 10 days before your selected departure date. The package includes a ‘Before You Go’ guide and a series of envelopes that will lead you to several surprise destinations on your road trip.
On the morning of your trip, open up the first envelope and drive to your surprise destination. Along the way, we include a number of ‘roadside recommendations’ that will break up the driving time in between.
Location & Duration
This is a surprise road trip! While we can't tell you where exactly you will be going until you open your first envelope, below will give a rough idea as to where you will be going!
Stops are Located
West of Toronto (great for London, Waterloo, Kitchener and Cambridge departures)
5 hours round-trip from Toronto (add 3-4 hours for time spent at stops)
Round-Trip Driving Distances
From Toronto: 5 hours and 3 minutes / 432 km
From Oakville: 4 hours and 25 minutes / 385 km
From Hamilton: 4 hours and 10 minutes / 370 km
From Pickering: 5 hours and 15 minutes / 479 km
From Kitchener: 3 hours / 231 km
From Barrie: 5 hours 40 minutes / 438 km
From London: 2 hours 16 minutes / 166 km
- A ‘Before You Go’ guide with a packing list, approximate driving distances and more tips to plan for your day ahead.
- A series of 4-5 envelopes that will make up your day’s itinerary with recommended roadside stops along the way.
- Restaurant, attractions and activity recommendations based on your trip style.
- Bring as many people as you want! 2-5 are recommended.
What's not included
- Transportation and gas
- Entrance fees to any of the recommended attractions (we keep most of them free anyways)
- Food, beverages and gratuities
- Parking costs
This Trip is Great For
Beer and history lovers
Travel all year
Available to Depart: Wednesday-Sunday
Dog Friendly: No
Who Will Guide You
This trip is self-guided! Guess Where Trips will in advance provide envelopes with your surprise roadtrip destinations. You will pilot this trip throughout the journey.