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Funky Florals & Fine Wines Surprise Road Trip - Toronto Area

By Guess Where Trips Inc.


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  • subcategory:adventure_and_outdoors
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Why this makes a great gift

This pretty little road trip offers quite a few hidden gems combined with some iconic attractions. Must enjoy: wine, food and flowers. No planning required, this gift comes with beautiful enveloped itineraries to open step by step so every destination is a fun surprise. All the fun, none of the stress!

Product Description

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 round-trip driving distances below. Please note this just includes driving distances and not time spent at stops.
From Toronto: 3 hours and 35 minutes / 288 km
From Oakville:
2 hours and 45 minutes / 216 km
From Hamilton:
2 hours and 35 minutes / 190 km
From Pickering:
4 hours / 365 km
From Kitchener:
3 hours and 55 minutes / 311 km
From Barrie:
5 hours and 50 minutes / 450 km
From London:
4 hours and 55 minutes / 435 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
What You Will Do
This Trip is Great For: A friend getaway, A romantic date, Families with older children (15+), Seniors, Photographers

Trip Highlights:
  • A couple of Instagrammable floral stops
  • A winery that offers a lot more than just wine
  • A few quirky roadside pit stops
  • A picture-perfect town with a lot of history
Available to Depart: This trip is best taken Thursday-Saturday. If taken Sunday-Wednesday, there are a few closures but we've recommended alternatives.

What You'll Need to Bring:
  • Camera
  • Money
  • Reusable shopping bags
  • Walking shoes
  • Water
Additional Information:
  • Kid Friendly
  • Vegan
  • 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.

Shipping and Return Policy