Ottawa / Kingston

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Toronto Day Trip Box by Guess Where Trips, illustrated with the CN Tower skyline, a red barn, a waterfall and a winding country road.

What's included in the Toronto Day Trip Box: 20 sealed trip envelopes and a map of all 20 trip areas.

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(5)

Road Trip Box

Toronto Day Trip Box

20 day trips from Toronto: Mennonite country, lakeside towns, and hidden trails.

$89

Ottawa Day Trip Box by Guess Where Trips, illustrated with a river and tour boat, canal locks, small-town storefronts, a church steeple and a red barn.

What's included in the Ottawa Day Trip Box: 20 sealed trip envelopes and a map of all 20 trip areas.

NEW

(6)

Road Trip Box

Ottawa Day Trip Box

20 day trips from Ottawa: Rideau canal towns, Gatineau Hills, and Quebec villages.

$89

Ontario Getaway Box by Guess Where Trips, illustrated with lakeside cottages, red Muskoka chairs on a dock, rocky island bluffs and a boat.

What's included in the Ontario Getaway Box: 20 sealed trip envelopes and a map of all 20 trip areas.

NEW

(7)

Road Trip Box

Ontario Getaway Box

20 getaways across Ontario: cottage country, Niagara wine country, and beach towns.

$89

Gift Cards

Not sure what to get them? Our digital gift cards are sent when you want, to whoever you want, in any amount you want.

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A spiral-bound notebook titled 'Ontario Detour Diaries' with a colorful illustrated cover featuring orange, white, and teal map-style graphics and text about highways and destinations.

An open spiral-bound detour diaries travel guide or road trip map book displayed on a light beige background, with hands holding the bottom corners. The pages feature travel articles, maps, and QR code references, with marketing text around the product highlighting over 300 pages, road trip detours across Ontario, and QR code mobile map access.

(62)

For the Road

Preorder: Detour Diaries - Ontario

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

$59

The Surprise Which Way? Road Trip Game box on a light cream textured background. The packaging features a bright orange top and bottom band with white text, and a central white panel decorated with cute illustrations of cars, a backpack, a coffee cup, and a suitcase, all framed by a dashed orange border.

A hand holds a mini card with a travel-themed mystery question, surrounded by promotional text callouts on a warm off-white background.

(4)

For the Road

Which Way? A Surprise Road Trip Card Game

Go on your own mini surprise trip with Which Way. Simply pick a card to reveal your next...

$22

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

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Classic Road Trip

Gardens, Trails & Local Ales

Under-the-radar breweries, easy trails, and quirky local shops close to home.

$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

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

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Classic Road Trip

Views & Secret Stops

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

$65

A map-style destination graphic showing Kingston and Ottawa with travel time labels, labeled 'END DESTINATION' at the top, on a pale gray and green map background.

Ends Near Kemptville, ON

(47)

Classic Road Trip

Quirky Adventures

Quirky cafes, forested trails, furry friends, and a properly haunted ending.

$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)

Classic Road Trip

Quintessential Quebec

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

$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

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Classic Road Trip

Hidden Hideaways

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

$65

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

(54)

Classic Road Trip

Brews, Bites, and Everything Nice

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

$65

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

(33)

Classic Road Trip

Backroad Bliss

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

$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

(39)

Classic Road Trip

All the Pretty Things

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

$65

We live near this area and had no idea some of these places existed!

Mariah Beato

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

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Ottawa / Kingston

Toronto Day Trip Box

Ottawa Day Trip Box

Ontario Getaway Box

Gift Cards

Preorder: Detour Diaries - Ontario

Which Way? A Surprise Road Trip Card Game

Gardens, Trails & Local Ales

Wine Time and Hidden Gems

Views & Secret Stops

Quirky Adventures

Quintessential Quebec

Hidden Hideaways

Brews, Bites, and Everything Nice

Backroad Bliss

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Ottawa / Kingston

Toronto Day Trip Box

Ottawa Day Trip Box

Ontario Getaway Box

Gift Cards

Preorder: Detour Diaries - Ontario

Which Way? A Surprise Road Trip Card Game

Gardens, Trails & Local Ales

Wine Time and Hidden Gems

Views & Secret Stops

Quirky Adventures

Quintessential Quebec

Hidden Hideaways

Brews, Bites, and Everything Nice

Backroad Bliss

All the Pretty Things

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Get a mystery discount!

Our Trips

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