"Guess Where Trips" offers a variety of surprise road trip itineraries in Ontario that are curated to provide unique, adventurous experiences exploring local attractions, small towns, wineries, breweries, nature spots, and more. These trips encourage stepping out of comfort zones while supporting local businesses and making each trip a fun mystery to be revealed along the way. Some popular Ontario Guess Where Trips themes include:
- Curiosities & Coastlines: Eerie ruins, historic small towns, Lake Huron shores.
- Sweet & Scenic Route: Cozy cafés, local wines, waterfalls.
- Bayside Wonders: Farmers markets, wine tastings, epic waterfalls.
- Gardens, Trails & Local Ales: Breweries, bakeries, quirky shops.
- Escape to Nature: Tiny towns, outdoor adventures, winter activities.
- Riverside Roaming: River towns, boardwalks, distilleries.
- Funky Florals and Fine Wines: Vineyards, flowers, food.
- Wine Time and Hidden Gems: Vineyards, farm markets, lakeside moments.
- Weird and Wonderful Things: Unusual attractions, secluded waterfalls.
- Views & Secret Stops: Scenic routes with impressive views.
- Toronto Gems: Downtown exploration by walking or biking.
- Whimsical Route: Nature, history, cinematic magic.
- Waterfall Route: Waterfalls, charming towns, photo ops.
- Small Town Charm Trail: Hidden small towns with gems.
- Taste of the Country: Farmers markets, food stops, wooded trails.
- Spooky Sights & Ghostly Tales: Haunted ruins, ghost stories, walkable trails.
- Southern Express: Bakeries, swim spots, easy hikes, wine views.
- Secrets in the South: Funky markets, scenic roads, picturesque towns.
- Beautifully Haunted: Spooky spots, ghost towns, lighthouses.
Each trip includes a "Before You Go" guide, a series of envelopes with stops and activities, exclusive discounts, and recommendations tailored to the theme. Departures are generally recommended from Toronto, London, Windsor, Kitchener-Waterloo, or nearby areas for the best experience. These trips suit all kinds of adventurers—from families to couples to solo travelers—offering kid-friendly, dog-friendly, and accessible options. They provide a memorable way to discover Ontario's diverse and charming destinations without pre- planning every detail, turning the trip itself into an exciting reveal and experience.
