In Stock

The Charm Trail Surprise Road Trip - Winnipeg Area

By Guess Where Trips Inc.


I verify I am the age of majority in my area.

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, Vancouver, Halifax, Calgary, and Winnipeg.

  • category:entertainment
  • experience
  • gifts_for_two
  • promote
  • subcategory:adventure_and_outdoors
  • subcategory:travel

Why this makes a great gift

Leave the city behind you to explore winding trails, take photos around every corner, find charming restaurants and explore a hidden gem of Winnipeg's history. 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

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 Winnipeg

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 Winnipeg: 3 hours and 19 minutes / 256 km
  • From Selkirk: 2 hours and 35 minutes / 218 km
  • From Steinbach: 3 hours and 36 minutes / 305 km
  • From Winkler: 5 hours and 38 minutes / 492 km
  • From Portage la Prairie: 5 hours / 430 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: Adventerous families, photographers, couples, small groups

    Trip Highlights:
  • A few great hikes that aren't too long
  • Meet some friendly farm animals
  • Epic views
  • Delicious lunch suggestions along the way
  • A unique European photo op

    What You'll Need to Bring:
  • Camera
  • Cash
  • An ice pack and cooler
  • Walking shoes
  • Road trip snacks
  • Reusable Shopping Bag
  • Bathing Suit
  • Water

    Additional Information:
  • Kid Friendly
  • Per Friendly

    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