Woman holding hands with small child on the beach in front of the ocean.
Beach at sunset
Barista frothing milk in a cafe.
Wooden bridge leading through forest.
Waterfall in the middle of a forest.
Beers on coasters at a brewery.

From Country to Coast

4.6 (45 reviews)

From $39

Meander along country roads, explore waterfall wonders, & visit local breweries, farm shops, and beachside towns. This trip has something for everyone, from families to girlfriend getaways and seniors, you’ll find several hidden gems along the way.

This is a great weekend trip if you're coming from Toronto!

When to Go Thurs - Sun, April - October
ends near Grand Bend, ON

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  • Free Shipping on Orders $100+
  • 30-Day Returns & Exchanges
  • No Booking Required

Trip Highlights

  • Up-and-coming wineries & breweries
  • A picturesque trail with a waterfall ending
  • Beach town bliss
  • Farm shops for local goodies
  • Test your endurance at a sand dunes photo op!
  • Multiple recommendations included on every stop

How Long Is This Trip?

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

From Sarnia:

2 hours and 15 minutes / 176 km

From London:

2 hours and 30 minutes / 164 km

From Chatham:

3 hours and 20 minutes / 250 km

From Woodstock:

3 hours and 10 minutes / 253 km

From Goderich:

2 hours and 51 minutes / 212 km

From Kitchener*:

4 hours / 325 km

From Windsor*:

5 hours and 20 minutes / 458 km

From Toronto*:

5 hours and 45 minutes / 507 km

*We recommend booking an overnight hotel if the driving distance is greater than 4 hours round-trip.

When Can I Go?

Days of the week: Thursday through Sunday

Seasons: April through October

Not recommended: Monday through Wednesday, November through March, or Holidays

Travel Tips

This trip makes for a great beach town getaway - we recommend booking accommodation, especially if travelling from Toronto.

Shipping & Returns

Shipping: Free shipping on orders over $100. Standard shipping takes 4–10 business days. Need it faster? Choose the fastest option at checkout for 2–4 business day delivery.

Returns: Not the right fit? Reach out within 30 days of purchase to start a return. Products just need to be unopened, unused, and in their original packaging, return shipping is your responsibility. Digital trips, gift cards, and opened products can't be returned.

Exchanges: Want a different trip instead? Email us at questions@guesswheretrips.com within 30 days of your order, there's a small $8 reshipping fee to send your new pick out. Digital trips cannot be exchanged.

Read our full return policy →

From Country to Coast

4.6 Physical Package

Here's How It Works

Browse by location and find a surprise trip that fits your day. Every route is road-tested by our team.

Your surprise destinations stay sealed until you're ready for them. One envelope at a time on the road, all day long.

Hidden gems, local favorites, and stories you won't find on Google. That's what's waiting for you.

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Frequently Asked Questions

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What People Love About Our Trips

Rated 4.9/5.0 stars

What an Amazing Day!

Our daughter gave us this for Christmas and we finally pulled it out this week, July now. We love a road trip and loved the mystery of each new step. Great things to see and experience. Great restaurants to enjoy. I’ve recommended it to all my friends. Amazing.

Donna S. 🇨🇦

First Time…There WILL be a second!

Knowing the area we went I was very pleasantly surprised. We saw things I did NOT know existed! One of the stops was closed however we were able to walk up to it for a photo.

Mary Y. 🇨🇦

Great day away!

Did this trip with my mom for Mother’s Day. Lots of quaint little stops and places to explore! They also gave a few options at each stop so you could choose your own adventure! Will definitely be doing this again, had a wonderful time!

Megan M. 🇨🇦

Road Tested by Our Team

Our team spends 40+ hours researching, driving, and vetting every route: talking to locals, discovering hidden gems, and making sure every stop is worth your day.

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We Remember Experiences, Not Things.

Research consistently shows that spending time together creates more lasting happiness than buying more stuff. Every Guess Where Trip is thoughtfully planned to help you reconnect, explore, and create memories that last long after the day is over.