Patio table filled with beers.
An Adventure is Brewing
Two white wine glasses being clinked together.
Woman clinking beer with another beer glass.
Vegetable market with chalk sign.
Woman taking a photo of a landscape.

An Adventure is Brewing

4.8 (83 reviews)

From $39

This thoughtfully planned road trip is the ultimate warm-weather adventure, filled with lavender fields, hidden gems, sandy beaches, and unique wineries and breweries. Designed for the summer months, it’s a fun and easy way to explore a variety of standout stops at your own pace.

When to Go Fri - Sun, mid-May - early October
ends near Port Dover, ON

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

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Detour Diaries: Ontario

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Lilac Road Trip Journal

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Trip Highlights

  • Unique breweries & wineries
  • Lavender fields (mid-June to mid-July)
  • A hidden park to spot some deer
  • Some of our favourite country shops and markets
  • A fun beach town to soak up the sun
  • A couple of lighthouses to snap a photo
  • 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 Toronto: 3 hours and 55 minutes / 318 km
  • From Oakville: 3 hours and 7 minutes / 247 km
  • From Hamilton: 2 hours and 38 minutes / 191 km
  • From Pickering: 4 hours and 30 minutes /395 km
  • From Kitchener: 3 hours and 18 minutes / 217 km
  • From London: 3 hours and 24 minutes / 261 km

When Can I Go?

Days of the week: Friday through Sunday

Months: late-May to early-October

Not recommended: Monday through Thursday, Holidays, November through April

Travel Tips

Lavender can be seen seasonally from mid-June through to mid-July.

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 →

An Adventure is Brewing

4.8 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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"The most fun, stress-free way to explore Ontario”

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“Trust me, you need to try this”

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“I still can’t get over how fun it was”

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“Guess Where Trips thinks of everything”

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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.