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

36 Products

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Detour Diaries Book being held against a blue sky backdrop

(28)

For the Road

Detour Diaries: Ontario

500+ stops, 130+ maps, 300+ pages, plus a bonus interactive mobile map, all organized by highway for easy planning.

$59

(6)

For Kids

Toronto Play Day Passport

Turn an ordinary day into a fun, kid-friendly adventure across Toronto and the GTA!Pick a surprise card, scratch...

$59

A stylized city map showing an end destination with a red pin marker and dashed route lines to labeled locations: Toronto (1 hr 45 min), Kitchener (50 min), Hamilton (1 hr), and London (45 min).

Ends Near Woodstock, ON

(15)

Day Trip

The Cheese & Charm Trail

Farm markets, dairy stops & a quirky cheese museum

$65

Gift Card

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

Shop Now Shop

A map-style destination graphic showing a red pin near the left side and dashed lines connecting it to labeled locations: Collingwood 2 hr, Barrie 2.5 hr, Toronto 3 hr, and Kitchener 2 hr.

Ends Near Kincardine, ON

(20)

Day Trip

Curiosities & Coastlines

Ruins, trestle bridges & a coastal small town

$65

A map-style destination graphic showing a red pin near Toronto, with labeled nearby locations and travel times: Toronto 1.5 hr, Kitchener 1 hr 45 min, Hamilton 1 hr, and London 2 hr 15 min.

Ends Near Fonthill, ON

(29)

Day Trip

The Sweet & Scenic Route

A little sweet, a little scenic - this road trip blends cozy cafés, local wines, and maple treats...

$65

Two women on a beach looking out at the water

A map-style destination graphic showing an end point marked with a red pin, with dashed lines and labeled callouts to Kincardine, Barrie, Toronto, and Kitchener, each with estimated travel times.

Ends Near Owen Sound, ON

(25)

Day Trip

Bayside Wonders

The perfect blend of charming small towns, farmers' markets, and wine tastings mixed with epic waterfalls and a...

$65

Workers filling up a glasses of beer at a brewery

A travel map graphic showing an end destination with a red location pin at the center, dashed route lines to Ottawa (30 min), Cornwall (1 hr 10 min), and Montreal (2 hr), plus a dark green label reading 'END DESTINATION'.

Ends Near Clarence-Rockland, ON

(9)

Day Trip

Gardens, Trails & Local Ales

If you're into hidden gem breweries and easy outdoor adventures that are close to home, then this is...

$65

Historic white house underneath a vibrant blue sky.

A travel map graphic showing an end destination with a red location pin and dashed lines pointing to four labeled locations: Collingwood (1 hr), Barrie (45 min), Peterborough (2.5 hr), and Toronto (1 hr 45 min).

Ends Near Midland, ON

(33)

Day Trip

Hidden Gems of Huronia

Discover the endless charm of a lesser-known area that is full of haunted history, picturesque trails, cute small...

$65

Woman holding hands with small child on the beach in front of the ocean.

A map-style graphic with a red location pin in the center and dashed lines pointing to nearby labeled areas: Sarnia, London, Chatham, and Kitchener, each with travel time text. The top banner reads 'END DESTINATION'.

Ends Near Grand Bend, ON

(45)

Day Trip

From Country to Coast

Meander along country roads, explore waterfall wonders, & visit local breweries, farm shops, and beachside towns. This trip...

$65

A travel map graphic showing an end destination marked with a red pin and labeled text, with four location callouts: Collingwood (1 hr 45 min), Barrie (1 hr 15 min), Peterborough (2.5 hr), and Toronto (2.

Ends Near Port Carling, ON

(65)

Day Trip

Muskoka Meandering

Muskoka Meandering is the perfect way to escape from the hustle and bustle of the city and immerse...

$65

Man with rain jacket walking along a leaves-covered forest trail.

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

(28)

Day Trip

Escape to Nature

Explore tiny towns and easy outdoor adventures before cozying up at a local cafe or brewery. During the...

$65

Birdseye view of a winding river alongside forests.

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

(62)

Day Trip

Riverside Roaming

Start your day in a picture-perfect town by the river before strolling along boardwalks, dining at a funky...

$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

(69)

Day Trip

Funky Florals and Fine Wines

Must enjoy: wine, food, and flowers.

$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

(36)

Day Trip

Wine Time and Hidden Gems

Craving rolling vineyard views, artful little towns, farm markets and that breezy, laid-back feel only lakeside moments can...

$65

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

Maureen F.

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

(82)

Day Trip

Weird & Wonderful Things

With a few 'you've got to see it to believe it' stops, this quirky road trip takes you through scenic cottage country.

$65

A person walking on a trail surrounded by tall trees

Ends Near Orangeville, ON

(77)

Day Trip

Vistas & Caves

Includes nature trails, scenic sights, & some fabulous eateries.

$65

A scenic view of a body of water with trees on the banks under a clear sky.

Ends Near Gananoque, ON

(17)

Day Trip

Views & Secret Stops

Views for days and a scenic route that will take you there. This trip is perfect for anyone...

$65

Toronto

(10)

Day Trip

Toronto Gems

Explore all of Toronto's downtown gems in a completely new way - ditch the car and walk or...

$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

(27)

Day Trip

The Whimsical Route

Get ready for a road trip where nature, history, hidden gems, and a touch of cinematic magic come...

$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

(59)

Day Trip

The Waterfall Route

Explore a variety of waterfalls, charming towns, funky restaurants and several photo ops throughout the day! This trip...

$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

(100)

Day Trip

The Small Town Charm Trail

Featuring 'blink-and-you'll-miss-it' towns, countryside markets, & an iconic Ontario destination.

$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

(48)

Day Trip

Taste of the Country

Incredible farmers' markets, cute small towns, and a few local spots to grab a drink.

$65

Showing 1-22 of 36 products

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Ontario Trips & Adventures

Detour Diaries: Ontario

Toronto Play Day Passport

The Cheese & Charm Trail

Gift Card

Curiosities & Coastlines

The Sweet & Scenic Route

Bayside Wonders

Gardens, Trails & Local Ales

Hidden Gems of Huronia

From Country to Coast

Muskoka Meandering

Escape to Nature

Riverside Roaming

Funky Florals and Fine Wines

Wine Time and Hidden Gems

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

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