Southern Express
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Southern Express

Southern Express

$65.00 CAD
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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

Think cozy bakeries, swim spots, easy hikes, and wine with a view, all wrapped up in one charming escape. You’ll wonder how this area stayed off your radar for so long!


This trip takes place in Canada! 

Trip Highlights

  • Hiking options that work well for everyone
  • Incredible wineries, cideries & breweries
  • A charming and historic small town
  • Lakeside moments and a chance to swim
  • A luxurious bakery for pasteries

AVAILABLE TO DEPART

Available to depart Thursday - Sunday from Spring - Fall.

SUGGESTED FOR

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

STOP 1

Fuel up for the day with delicious coffee and homemade baked goods before choosing a picturesque park for an easy stroll. Drive time to your second stop is 20 minutes.

STOP 2

Head into the heart of an often-overlooked small town for a little wining, dining, and shopping. Drive time to your third stop is 10 minutes

STOP 3

With so many incredible wineries in the region, we've selected a few of our favourites! Drive time to your fourth stop is 15 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 & towel (optional)
  • 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 is best done Thursday - Sunday from Spring - Fall.

We do not recommend travelling on statutory holidays or in the winter.

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

You can bring your furry friend on this trip; however, please be advised that dog-friendly eateries and wineries on this trip are patio-only, so we recommend coordinating with the weather.

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

First Stop: Both trail options have small entrance fees ($). We’ve provided one on-the-way cafe.

Second Stop: No fee

Third Stop: No fee

Fourth Stop: One optional suggestion has an entrance fee per person ($). We’ve provided a few free alternatives.

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

Customer Reviews

Based on 12 reviews
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90.9
100.0
A
Alison Wareham
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Lovely Afternoon with Girlfriends

Perfect for a sunny afternoon with girfriends!

J
Jen Schouten
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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
Overall, how would you rate this trip?:
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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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)!

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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:
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

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.

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