The one thing we hear most often is: 'This year, I'm focusing on giving experiences,' and we couldn't agree more! Experience gifts are ideal for anyone who seems to have it all, could use a little joy, or wants to discover more of the world. This holiday season, why not treat them to an unforgettable adventure full of surprises and excitement?
Here are our top Ontario picks for everyone on your list:
Bayside Wonders (Kitchener-Waterloo, Toronto, Barrie)
Must love: 🏘️ Small Towns | 🌾 farmer’s markets | 💧 waterfalls
Seasons: Year-Round
Wine Time and Hidden Gems (Toronto, Kingston)
Must love: 🍷 wine | 🌾 farmer’s markets | 🏞️ scenic views
Seasons: Spring-Fall
Local Markets and Picturesque Towns (London, Toronto)\
Must love: 🏘️ historic Towns | 🏞️ scenic views | 🛍️ unique shops & eateries
Seasons: Year-Round
The Whimsical Route (London, Kitchener-Waterloo, Toronto)
Must love: 🚜 farms | 📜 history | 🍽️ farm fresh food & drinks
Seasons: Year-Round
Country Farms & Furry Friends (London, Kitchener-Waterloo, Toronto)
Must love: 🐮 animals | 👟 easy strolls | 🛍️ markets
Seasons: Year-Round
From Country to Coast (Sarnia, London, Kitchener-Waterloo)
Must love: 👟 easy trails | 💧 waterfalls | 🧺 farm shops
Seasons: April-October
Funky Florals and Fine Wines (London, Kitchener-Waterloo, Toronto)
Must love: 💐 flowers | 🍷 wine | 🏘️ small towns
Seasons: Year-Round
Curiosities & Coastlines (Kitchener-Waterloo, Goderich, Collingwood)
Must love: 🏘️ historic towns | ☕ cafes | 👟 easy trails
Seasons: Spring-Fall
The Small Town Charm Trail (Sarnia, London, Toronto, Kitchener-Waterloo)
Must love: ☕ Cafes | 🏘️ Small Towns | 📜 history
Seasons: Year-Round
Escape to Nature (Toronto, Kitchener-Waterloo, Barrie)
Must love: ⛸️ winter activities | ☕ cafes | 🌿 nature
Seasons: Year-Round
Markets to Mountains (Kitchener-Waterloo, Toronto, London, Barrie)
Must love: 🥾 hiking | 🛍️ markets | ⛸️ winter activities
Seasons: Year-Round
The Sweet & Scenic Route (Toronto, Kitchener-Waterloo)
Must love: 🍷 wine | 🏞️ outdoor adventures | 🍁 maple treats
Seasons: Spring-Fall
Can’t decide which trip to choose? Take the road trip quiz or use our interactive road trip map to be matched with a trip OR consider these gifts for those hard-to-buy for loved ones!
Road Trip Gift Card
Includes:
- A road trip voucher redeemable for one physical road trip including taxes & shipping
- A handy road trip guide
- Beautiful gift box with a slide out enclosure
Road Trip Gift Bundle
Includes:
- One gift card that can be applied to any trip with shipping & taxes included
- Guess Where Trips Tote Bag
- A Road Trip Game Pack
- Red Keepsake Gift Box
Detour Diaries: Ontario
Includes:
- 500+ of our favourite road trip stops in Ontario
- 130+ detailed, user-friendly maps throughout
- BONUS: QR code access to an interactive mobile map
- 300+ pages, easily organized by main highway routes in Ontario
Add On: Gift Wrapping
Featuring a sleek magnetic closure, it’s perfect for gifting a surprise road trip - and even better for holding onto the memories afterwards.
Road Trip Journal
Track all your local adventures - big or small!
- Plan & document up to 50 local road trips
- Create your bucket list of local adventures
- Paste in mementos collected along the way
Which Way Card Game
Go on your own mini surprise trip with Which Way:
- Pick a card to reveal a your next turn
- Discover fun facts, hidden backroads, and unknown destinations
- Perfect for the whole family (2-6 players, aged 7+)
- Each game takes approximately 20 minutes
More gift guides:
- The Ultimate Guess Where Trips Gift Guide
- The Canadian Gift Guide (British Columbia, Alberta & Nova Scotia)
- The Northeast Gift Guide (From DC/Maryland to New England)
- The Midwest Gift Guide
- The Southeast Gift Guide (Florida, Georgia & North Carolina)
- The California Gift Guide
- 7 Great Experience Christmas Gifts
