Ontario Trips & Adventures

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Self-guided & fully flexible

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

43 Products

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Toronto

(10)

Day 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

(29)

Day 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

(61)

Day Trip

The Waterfall Route

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

$65

Gift Card

Last chance to purchase our classic gift cards! Redeemable for the surprise road trip of their dreams.

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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

(106)

Day 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

(50)

Day 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

(49)

Day Trip

Spooky Sights & Ghostly Tales

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

$65

A boardwalk leading to a beach with the sun shining brightly in the sky.

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)

Day 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

(70)

Day Trip

Secrets in the South

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

$65

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)

Day Trip

Quintessential Quebec

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

$65

Man taking a photo from a suspension bridge.

A travel map graphic showing an end destination with a red location pin over water. Labels indicate Peterborough 50 min, Kingston 1.

Ends Near Campbellford, ON

(43)

Day 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

(64)

Day 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

(202)

Day 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)

Day Trip

Hops, Hikes & History

Hidden local breweries, unique trails, and scenic sights.

$65

A stylized map graphic with a red location pin and dashed lines pointing to labeled destinations: Toronto 2 hr, Hamilton 1.5 hr, and London 1.

Ends Near Millbank, ON

(43)

Day Trip

Historic Haunts

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

$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 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)

Day Trip

Hidden Hideaways

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

$65

Alpaca behind a fence, being fed a carrot.

Ends Near Ancaster, ON

(61)

Day Trip

Country Farms & Furry Friends

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

$65

Sister and brother hugging on a boardwalk.

A map-style destination graphic showing a red location pin over a pale landmass with labeled nearby places: Sarnia 1.5 hr, London 1.

Ends Near Goderich, ON

(39)

Day Trip

Bridges to Beaches

Picturesque bridges to sandy beaches plus some off-the-beaten-path spots in between.

$65

A group of people toasting with glasses of beer and wine at a social gathering, with blurred faces for privacy.

A map-style destination graphic showing a red pin near Ottawa with a dashed line leading to Kingston, labeled 'END DESTINATION' at the top, 'Ottawa 40 min', and 'Kingston 1 hr 40 min'.

Ends Near Almonte, ON

(50)

Day Trip

Brews, Bites, and Everything Nice

The coolest brews, tastiest bites, and everything nice in between.

$65

Woman taking a photo from the passenger seat of a car.

A travel map graphic showing an end destination with a red location pin and dashed lines pointing to Ottawa (1 hr), Cornwall (1 hr 40 min), and Montreal (1.5 hr), with a header reading END DESTINATION.

Ends Near Montebello, QC

(32)

Day Trip

Backroad Bliss

Waterfalls, a challenging hike, scenic drives, and irresistibly cute towns and shops.

$65

Ends Near Port Dover, ON

(88)

Day Trip

An Adventure is Brewing

Our summertime favourite: lavender fields, sandy beaches, and standout local breweries.

$65

A map-style destination graphic showing a location between Kingston and Ottawa, with a pin marker and dashed line. Text labels read 'END DESTINATION,' 'Ottawa 1 hr 40 min,' and 'Kingston 45 min' on a pale map background.

Ends Near Westport, ON

(38)

Day Trip

All the Pretty Things

Charming stops, historic attractions, and standout restaurants and wineries.

$65

Showing 23-43 of 43 products

200,000+ Road Trips Sold200,000+ Road Trips Sold200,000+ Road Trips Sold200,000+ Road Trips Sold

Ontario Trips & Adventures

Toronto Gems

The Whimsical Route

The Waterfall Route

Gift Card

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

Bridges to Beaches

Brews, Bites, and Everything Nice

Backroad Bliss

An Adventure is Brewing

All the Pretty Things

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