Southern Express
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Southern Express

Southern Express

Regular price $65.00 Sale price $55.00 USD
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One trip is required per group.

* "PDF Instant Download" means the trip will be sent by email as a PDF document, and not by mail (the email is sent immediately after completing your purchase)

WHAT TO EXPECT

This trip takes you to some iconic stops and hidden gems in southern Ontario. It's the perfect combination of outdoor activities, funky restaurants, beaches and historic attractions.

This trip takes place in Canada! 

Trip Highlights

  • Hiking options that work well for everyone
  • World class wineries and restaurants
  • A charming and historic small town
  • Quirky photo ops

AVAILABLE TO DEPART

Available to depart any day, with some closures between Monday - Wednesday. We recommend taking this trip between Spring and Fall.

SUGGESTED FOR

  • Outdoor Enthusiasts
  • Photographers
  • Wine Lovers
  • Cyclists (optional cycling routes available)

Itinerary

STOP 1

Get stocked up on goodies and coffee in this charming lakeside town. Drive time to your second stop is 10 minutes.

STOP 2

Choose from two outdoor attractions at your second stop. Both have a variety of activities that will suit every traveller. Drive time to your third stop is 25 minutes

STOP 3

This next stop will take you to a historic town filled with quaint shops, delicious restaurants and a few other hidden gems. Drive time to your fourth stop is 10-20 minutes.

STOP 4

With so much to see in the area, we've left this last stop up to you! Pick just one suggestion or visit a few to end your adventure.

Region

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Can depart from

Windsor Area, Detroit Area, Sarnia Area, London Area

Before you go

What You'll Need to Bring

  • Coming from the U.S.? Don't forget your passport!
  • Bathing Suit
  • Bicycle (not required)
  • Binoculars
  • Camera
  • Cash
  • Road Trip Snacks
  • Walking Shoes
  • Water

Additional Details

  • Kid-Friendly
  • Dog-Friendly

FREQUENTLY ASKED QUESTIONS

We're here to help!

Please see the approximate driving distances below. Please note this just includes round-trip driving distances and not time spent at stops.

From Windsor: 2 hours and 20 minutes / 140 km


From Chatham: 2 hours and 53 minutes / 201 km


From Sarnia: 4 hours and 45 minutes / 356 km


From London: 5 hours and 5 minutes / 428 km

From Detroit (bring your passport): 2 hours and 45 minutes / 99 miles

This trip can be done any day, with some closures between Monday - Wednesday. We recommend taking this trip between Spring and Fall.

We recommend leaving anytime between 8:00 - 9:00 am.

You can bring your pup on Southern Express!

The trip includes patio options for when it's warm & takeaway that work well for your pet. There will also be at least one dog-friendly activity at each stop. If you bring your furry friend, you will be unable to bring them into any indoor suggestions.

We recommend bringing between 2- 5 people on your surprise road trip adventure.

Second Stop: The suggestions on your second stop require an entrance fee of $6-8 per person depending on what you choose.

There are optional fees associated with Stop 4, but we recommend alternatives.

After booking your trip, we'll send you a confirmation email with a few recommended accommodation options.

Customer Reviews

Based on 11 reviews
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J
Jen Schouten
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I would not recommend this trip
Excellent! I would definitely recommend this trip
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Southern Express

Had such a great day with my besties on this trip. There was something for everyone: cute coffee shops, beautiful hikes, and a multitude of wineries. Would recommend this trip, and Guess Where Trips, to anyone who wants a unique experience.

A
Aimee
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I would not recommend this trip
Excellent! I would definitely recommend this trip
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What a great trip!

I live in the area and was familiar with a few of the stops, but also discovered a few new amazing hidden gems! We had a great time :)

S
Sarah Ball
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
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Rate how 'unique' the stops were:
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Yes, very unique!
Amazing Trip!

We did this trip back in fall 2022 with our dog and loved every second. It was so fun and a great way to check out new spots. We loved it so much we even went back to one of the locations the next year (and got engaged there because the memory was so special to us)!

E
Ellen Van Vugt
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
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Rate how 'unique' the stops were:
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Yes, very unique!
Southern Express

We had a great time on this tour. There were so many places to visit, that we couldn't do all of them in one trip. We will be doing the tour again, just to get to the places we didn't see.

J
Jennifer Pinnell-Fisher
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Southern Express was Excellent

This was our first Guess Where Trip and we loved it!