Bikes parked in front of a flower shop.
Flower truck with seasonal flowers displayed.
Group of friends clinking glasses full of red wine.
Historic building with American and Canadian flags hanging above.
Canvas bag with plant inside in front of white siding.
Close up of fruit tarts at a bakery.

Funky Florals and Fine Wines

4.8 (67 reviews)

From $39

This pretty little road trip offers quite a few hidden gems combined with some iconic attractions. Must enjoy: wine, food and flowers.
When to Go Mon - Sat
ends near Niagara, ON

Choose your format:

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

essentials for your trip

Detour Diaries: Ontario

Detour Diaries: Ontario

Packed with 500+ of our favourite road trip stops across Ontario, Detour Diaries features 130+...

$59
Lilac Road Trip Journal

Lilac Road Trip Journal

Track all your local adventures - big or small!

$25

Trip Highlights

  • A couple of Instagrammable floral stops
  • A winery that offers a lot more than just wine
  • A few quirky roadside pit stops
  • A picture-perfect town with a lot of history
  • Multiple recommendations included on every stop

How Long Is This Trip?

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

  • From Toronto: 3 hours and 35 minutes / 288 km
  • From Oakville: 2 hours and 45 minutes / 216 km
  • From Hamilton: 2 hours and 35 minutes / 190 km
  • From Pickering: 4 hours / 365 km
  • From Kitchener: 3 hours and 55 minutes / 311 km
  • From Barrie: 5 hours and 50 minutes / 450 km
  • From London: 4 hours and 55 minutes / 435 km

When Can I Go?

Days of the week: Monday - Saturday

Seasons: Year-round

Not recommended: Holidays ; we provide alternatives for Sunday travellers

Travel Tips

We recommend booking accommodation as this trip makes for a great overnight getaway.

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 →

Funky Florals and Fine Wines

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.

Explore All Road Trips

Frequently Asked Questions

View All FAQs

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.

More Experiences You'll Love

2,328 verified reviews

See Where Our Road Trips Took Them

“It was such a fun experience!”

@traveling_foodqueen

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

@ thevacaygirl

“Trust me, you need to try this”

@the_winged_rhymester

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

@her.travel.adventures

“Guess Where Trips thinks of everything”

@wanderfarspendless

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.