Ontario Trips & Adventures

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Canada Ontario GTA K-W / Hamilton Southwestern Ontario Barrie / Muskoka Eastern Ontario

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A stylized map graphic showing an end destination with labeled travel times to Toronto (1 hr 40 min), Hamilton (55 min), and London (1 hr 10 min). The map has a light gray land area, pale blue water, and a dark green banner at the top reading 'END DESTINATION' above a red location pin.

Ends Near Ayr, ON

(68)

Classic Road Trip

Riverside Roaming

A picture-perfect river town, boardwalks, and a funky distillery with incredible pizza!

$65

A travel map graphic showing an end destination near Toronto, with dashed lines and labels pointing to Toronto, Kitchener, Hamilton, and London with travel times.

Ends Near Niagara, ON

(73)

Classic Road Trip

Funky Florals and Fine Wines

Must enjoy: wine, food and flowers for this pretty little road trip.

$65

A travel map graphic showing an end destination with a red location pin near Kingston, with dashed lines and labels pointing to Peterborough (1 hr 50 min) and Oshawa (1 hr 45 min).

Ends Near Picton, ON

(38)

Classic Road Trip

Wine Time and Hidden Gems

Rolling vineyard views, farm markets, and laid-back lakeside vibes.

$65

Gift Cards

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A map-style destination graphic showing a central pin labeled 'END DESTINATION' with dashed lines pointing to four locations and their travel times: Parry Sound (1 hr), Barrie (1.5 hr), Newmarket (2 hr), and Peterborough (2 hr 15 min).

Ends Near Huntsville, ON

(87)

Classic Road Trip

Weird & Wonderful Things

Unusual attractions and secluded waterfalls that are worth the longer drive.

$65

A travel map graphic showing an end destination with dotted lines and labels to nearby locations: Toronto (1 hr 20 min), Kitchener (1 hr 15 min), Hamilton (1.5 hr), and London (2 hr 15 min).

Ends Near Orangeville, ON

(80)

Classic Road Trip

Vistas & Caves

Hidden crevices, easy trails, and funky food stops perfect for lovers of the outdoors.

$65

A map-style destination graphic showing a red location pin between Kingston and Ottawa, with labels reading 'END DESTINATION,' 'Ottawa 1 hr 40 min,' and 'Kingston 30 min.'.

Ends Near Gananoque, ON

(19)

Classic Road Trip

Views & Secret Stops

Views for days on a scenic, slightly more active route.

$65

Toronto

(10)

Classic Road Trip

Toronto Gems

A self-guided walk or bike ride through Toronto's downtown, scavenger hunt included.

$39

A travel map graphic showing an end destination with location pins and travel times to Toronto, Hamilton, Kitchener, and London. The map has a light gray land area with pale blue water and a dark green banner at the top reading 'END DESTINATION'.

Ends Near Terra Cotta, ON

(30)

Classic Road Trip

The Whimsical Route

Nature, history, and a touch of cinematic magic, close to home.

$65

A map-style destination graphic showing a central pin labeled 'END DESTINATION' with dashed lines radiating to nearby labeled locations: Kincardine, Barrie, Toronto, and Kitchener, each with travel time text.

Ends Near Flesherton, ON

(63)

Classic Road Trip

The Waterfall Route

A variety of hidden waterfalls, charming towns, and funky eats.

$65

A stylized map graphic showing an end destination with a red pin marker and travel times to London, Kitchener, Hamilton, and Toronto. The map has a light gray land area, pale blue water, and dark green title text reading 'END DESTINATION'.

Ends Near Stratford, ON

(107)

Classic Road Trip

The Small Town Charm Trail

Blink-and-you'll-miss-it towns packed with hidden charm and funky finds.

$65

A map-style destination graphic showing a central pin near Toronto with dashed lines pointing to nearby cities and travel times: Barrie 1.5 hr, Peterborough 1 hr, Oshawa 35 min, and Toronto 1 hr 15 min.

Ends Near Port Perry, ON

(53)

Classic Road Trip

Taste of the Country

Farmers' markets, cute small towns, and an easy wooded trail to round out your day.

$65

A travel map graphic showing an end destination with labeled locations: Toronto (1 hr 15 min), Kitchener (1 hr), Niagara Falls (1 hr), and London (1 hr 20 min), connected by dashed lines from a central pin marker on a pale map background.

Ends Near Ancaster, ON

(53)

Classic Road Trip

Spooky Sights & Ghostly Tales

Spooky ruins, haunted mansions, and a genuinely haunted lunch spot.

$65

A stylized map graphic showing an end destination with labeled location callouts: Windsor 45 min, Sarnia 2 hr, Chatham 1 hr, and London 2 hr 15 min, connected by dashed brown lines to a red pin marker on a pale map background.

Ends Near Kingsville, ON

(32)

Classic Road Trip

Southern Express

Cozy bakeries, swim spots, and wineries with seriously epic views.

$65

A stylized map graphic showing an end destination with a red pin marker near the coast. Labels point to nearby locations: Sarnia, London, Kitchener, and Hamilton, with travel times written on orange boxes.

Ends Near Port Stanley, ON

(72)

Classic Road Trip

Secrets in the South

Funky markets, scenic roads, and the most picturesque small towns.

$65

The entire day we talked about how much fun we had and enjoyed ourselves.

Maureen F.

A travel map graphic showing an end destination with a red location pin and dashed lines pointing to three labeled locations: Ottawa 30 min, Cornwall 1.5 hr, and Brockville 1 hr 45 min.

Ends Near Wakefield, QC

(16)

Classic Road Trip

Quintessential Quebec

Gorgeous drives, historic hikes, and phenomenal food make this trip repeat-worthy.

$65

End destination map: Peterborough 50 min, Oshawa 1 hr 20 min, Kingston 1.5 hr.

Ends Near Campbellford, ON

(44)

Classic Road Trip

Outdoor Adventures & Scenic Roads

Scenic roads, cool attractions, and really good food make this the ideal day trip.

$65

A stylized map graphic showing an end destination marked with a red pin, with dashed route lines to three labeled locations: Barrie in 50 min, Toronto in 2 hr 15 min, and Kitchener in 2 hr 10 min.

Ends Near Collingwood, ON

(66)

Classic Road Trip

Markets to Mountains

Cute markets, mountainside hikes, and a cozy-meets-adventurous day.

$65

A map-style destination graphic showing a central pin over Kitchener, with dashed lines and labels to Toronto (1.5 hr), Hamilton (1 hr 15 min), and London (2 hr) under the heading 'END DESTINATION'.

Ends Near Elora, ON

(207)

Classic Road Trip

Local Markets & Picturesque Towns

Historic towns, local markets, and plenty of under-the-radar finds.

$65

A stylized map graphic with a large pin marking an end destination, connected by dashed lines to labeled locations: Kitchener (1.5 hr), London (1 hr 15 min), Chatham (2 hr), and Sarnia (1 hr 20 min).

Ends Near Bayfield, ON

(38)

Classic Road Trip

Hops, Hikes & History

Hidden local breweries, unique trails, and scenic sights.

$65

End destination map: Kitchener 45 min, London 1.5 hr, Hamilton 1.5 hr, Toronto 2 hr.

Ends Near Millbank, ON

(46)

Classic Road Trip

Historic Haunts

Eerie legends, haunted towers, ruins, and cemeteries. Must love history!

$65

A travel map graphic showing an end destination with labeled locations: Ottawa 1.5 hr, Cornwall 1 hr, and Montreal 45 min, connected by dashed brown lines on a pale map background with green land areas.

Ends Near Hudson, QC

(20)

Classic Road Trip

Hidden Hideaways

Countryside breweries, charming towns, and a seasonal sculpture garden.

$65

Ends Near Ancaster, ON

(65)

Classic Road Trip

Country Farms & Furry Friends

Alpacas, donkeys, goats, and a funky country market to start.

$65

Showing 23-44 of 49 products

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Ontario Trips & Adventures

Riverside Roaming

Funky Florals and Fine Wines

Wine Time and Hidden Gems

Gift Cards

Weird & Wonderful Things

Vistas & Caves

Views & Secret Stops

Toronto Gems

The Whimsical Route

The Waterfall Route

The Small Town Charm Trail

Taste of the Country

Spooky Sights & Ghostly Tales

Southern Express

Secrets in the South

Quintessential Quebec

Outdoor Adventures & Scenic Roads

Markets to Mountains

Local Markets & Picturesque Towns

Hops, Hikes & History

Historic Haunts

Hidden Hideaways

Country Farms & Furry Friends

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