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Festive Floral and Fine Wines Surprise Road Trip - Toronto Area

By Guess Where Trips Inc.


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Sold and Shipped By: Guess Where Trips - This gift ships immediately via email. Redemption instructions are included in the email. All of our travel packages include free shipping Canadawide. Currently our travel packages are for Ontario and we are soon expanding to British Columbia.

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Why this makes a great gift

Dear Santa... we would like to go dashing through the snow, wander among festive floral displays, drink some wine, explore a historic town, and be dazzled by twinkling lights. It's time to eat, drink & be merry! No planning required, this gift comes with beautiful enveloped itineraries to open step by step so every destination is a fun surprise. Pack the car up and enjoy the fun!

Product Description

AVAILABLE TO TRAVEL ON FROM NOVEMBER 20TH-DECEMBER 18TH. This trip is ideal for travellers who have not done our year-round Funky Florals trip.

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 total round-trip driving distances/times below. These are driving distances only and do not factor in 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 girlfriend getaway, A romantic date, Families with older children (10+), Seniors, Photographers

Trip Highlights:
  • Head to a sprawling Christmas market when evening sets in
  • Explore a few Instagrammable floral stops with a festive twist
  • Head out on an optional wintery walk (bring your own snowshoes/cross-country skis)
  • Sip some wine around an outdoor fire pit and grab a few gifts
  • Explore 8 km worth of sparkling light displays

Available to Depart: This trip is best taken Thursday-Saturday. Festive activities are available from November 20th - December 18th.

What You'll Need to Bring:
  • Water
  • Camera
  • Cash
  • Non-perishable foods
  • Walking shoes
  • Road trip snacks
  • Reusable Shopping Bag

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