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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 close to Toronto
Please see the approximate driving distances below. Please note this just includes round-trip driving distances and not time spent at stops.
From Toronto: 1 hour and 50 minutes / 118 km
From Oakville: 2 hours and 5 minutes / 155km
From Hamilton: 2 hours and 24 minutes / 190 km
From Pickering: 1 hour and 41 minutes / 93 km
From Kitchener: 2 hours and 34 minutes / 208 km
From Barrie: 1 hour and 57 minutes / 118 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: Families of all ages, Shorter road trips from Toronto, Seniors, Smaller groups
- A couple of cute, family-friendly farms
- An easy adventure
- A scenic town with a good story
- Waterfront photo ops
What You'll Need to Bring
- Outdoor Gear
- Reusable shopping bags
- Road Trip Snacks
- Walking shoes
- Available to depart any day
- Can be used all year
- Kid Friendly
- Pet Friendly
- Wheelchair Accessible
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.