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Select a trip that works with your driving and travel preferences. If it's hard to choose, take our road trip quiz instead.

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  • FATHER'S DAY PICK
    Man with rain jacket walking along a leaves-covered forest trail.

    Escape to Nature

    $65 CAD
    Explore tiny towns and easy outdoor adventures before cozying up at a local cafe or brewery. Optional wintery activities include ice skating and snowshoeing! Please note: this trip is similar to the Sport Chek Winter Trek for Toronto.
    • Kid-Friendly
    Can depart from: Toronto Area, Kitchener-Waterloo Area, Barrie Area
  • STAFF PICK
    Woman holding hands with small child on the beach in front of the ocean.

    From Country to Coast

    $65 CAD
    Meander along country roads, explore waterfall wonders, & visit local breweries, farm shops, and beachside towns. This trip has something for everyone, from families to girlfriend getaways and seniors, you’ll find several hidden gems along the way.
    • Kid-Friendly
    • Dog-Friendly
    Sale
    Can depart from: Sarnia Area, London Area, Kitchener-Waterloo Area
  • FATHER'S DAY PICK
    A group of people toasting with glasses of beer and wine at a social gathering, with blurred faces for privacy.

    Brews, Bites, and Everything Nice

    $65 CAD
    This trip is very true to its name...the coolest brews, the tastiest bites and everything else is very nice. This itinerary has it all and is not too far from the city.
    • Accessible
    • Kid-Friendly
    Can depart from: Kingston Area, Ottawa Area
  • HIDDEN GEMS IN THE NIAGARA REGION!
    The Sweet & Scenic Route

    The Sweet & Scenic Route

    $65 CAD
    A little sweet, a little scenic - this road trip blends cozy cafés, local wines, and maple treats with easy trails, waterfalls, and serene ponds. Perfect for a girls' getaway or a romantic day trip! *Note that this trip can be taken in the summer months; however, the waterfalls may slow to a trickle in the hot weather!
    • Accessible
    • Dog-Friendly
    Can depart from: Toronto Area, Kitchener-Waterloo Area
  • SCENIC ROUTE
    Spooky black and white photo of a road on a foggy day.

    Beautifully Haunted

    $65 CAD
    This outdoorsy, story-filled road trip blends spooky legends with beautiful scenery along a rural driving route. A few local eateries and trails are sprinkled throughout the day to keep your energy up while ghost hunting. Most haunted sites are best enjoyed from the outside, so bring your curiosity and imagination to make the ghost stories come alive.
    • Dog-Friendly
    • Kid-Friendly
    Sale
    Can depart from: Toronto Area, Kitchener-Waterloo Area, London Area
  • BEST DONE MAY-OCTOBER
    Sister and brother hugging on a boardwalk.

    Bridges to Beaches

    $65 CAD
    Picturesque bridges to sandy beaches and everything in between. This trip takes you off the beaten path to some of our favourite places in Ontario.
    • Accessible
    • Kid-Friendly
    • Dog-Friendly
    Sale
    Can depart from: Sarnia Area, London Area, Kitchener-Waterloo Area
  • HIDDEN GEMS
    The Whimsical Route

    The Whimsical Route

    $65 CAD
    Get ready for a road trip where nature, history, hidden gems, and a touch of cinematic magic come together for a perfectly whimsical escape just outside the city!
    • Kid-Friendly
    • Accessible
    Can depart from: London Area, Kitchener-Waterloo Area, Toronto Area
  • Best done spring-fall
    A boardwalk leading to a beach with the sun shining brightly in the sky.

    Southern Express

    $65 CAD
    Think cozy bakeries, swim spots, easy hikes, and wine with a view, all wrapped up in one charming escape. You’ll wonder how this area stayed off your radar for so long!
    • Kid-Friendly
    • Dog-Friendly
    Can depart from: Windsor Area, Detroit Area, Sarnia Area, London Area
  • BEST SELLER
    Woman taking a photo from the passenger seat of a car.

    Backroad Bliss

    $65 CAD
    This trip is perfect for Ottawans, Montrealers, and everyone in between! From waterfalls and a more challenging hike to ridiculously cute towns, shops and restaurants, there is a little bit of everything when you hit the backroads. This trip takes you to great spots in Québec!
    • Kid-Friendly
    Can depart from: Ottawa Area, Montreal Area
  • GREAT WEEKEND GETAWAY
    Two women on a beach looking out at the water

    Bayside Wonders

    $65 CAD
    The perfect blend of charming small towns, farmers markets, and wine tastings mixed with epic waterfalls and a couple unique trails. Bayside Wonders is a bit further, which makes for an incredible weekend getaway! Please note: A few recommendations have been moved from The Waterfall Route to this new trip. There are still tons of new spots to explore! 
    • Kid-Friendly
    • Dog-Friendly
    Sale
    Can depart from: Kitchener-Waterloo Area, Toronto Area, Barrie Area
  • Detour Diaries: Ontario

    Detour Diaries: Ontario

    $59.00 CAD

    Packed with 500+ of our favourite road trip stops across Ontario, Detour Diaries features 130+ detailed, user-friendly maps and over 300 pages organized by major highways to make planning effortless. You’ll also get bonus QR code access to an interactive mobile map for easy navigation on the go.

  • best done spring-fall
    A scenic view of a body of water with trees on the banks under a clear sky.

    Views & Secret Stops

    $65 CAD
    Views for days and a scenic route that will take you there. This trip is perfect for anyone who's up for a more active day (but the views are worth it!).
    • Kid-Friendly
    • Dog-Friendly
    Can depart from: Kingston Area, Ottawa Area
  • BEST SELLER
    Two people walking in a field with a mountain in the background.

    Quirky Gems

    $65 CAD
    Our best-selling Calgary road trip! Hit the road and visit some quintessential Alberta towns, eat at funky restaurants, support local businesses, and explore picturesque hikes and natural attractions. All without venturing too far from the city!
    • Accessible
    • Kid-Friendly
    • Dog-Friendly
    Can depart from: Calgary Area
  • SCENIC ROUTE
    Historic white house underneath a vibrant blue sky.

    Hidden Gems of Huronia

    $65 CAD
    Discover the endless charm of a lesser-known area that is full of haunted history, picturesque trails, cute small towns and farm-fresh flavours. We're sure you'll want to keep coming back for years to come! 
    • Kid-Friendly
    • Accessible
    Sale
    Can depart from: Toronto Area, Barrie Area
  • Road Trip Tote Bag

    Road Trip Tote Bag

    $20.00 $5.00 CAD
    Sale
    An essential locally made tote bag for your road trip ahead. Carry everything from your surprise package to all the snacks and goodies you'll pick up throughout your day.
    Sale
  • Person holding the Which Way Card game in front of a green background

    Which Way? A Surprise Road Trip Card Game

    $22.00 CAD
    A surprise road trip game where the entire point is to get lost!
  • Road Trip Game Pack

    Road Trip Game Pack

    $12.00 CAD
    Keep the young ones busy with a fun game pack to play with on the road! Dozens of games and activities to keep kids of all ages entertained.
  • PERFECT OVERNIGHT GETAWAY
    Lighthouse overlooking the water

    Curiosities & Coastlines

    $65 CAD
    Wander through eerie ruins, stop at offbeat roadside finds, explore historic small towns, and relax by the shores of Lake Huron. This laid-back Bruce County adventure perfectly mixes local legends, great eats, and scenic spots!
    • Kid-Friendly
    • Dog-Friendly
    • Accessible
    Sale
    Can depart from: Kitchener-Waterloo Area, Goderich Area, Collingwood Area
  • BEST DONE SPRING-FALL
    Hidden Hideaways

    Hidden Hideaways

    $65 CAD
    This trip is filled with so many hidden gems and charming towns. A countryside brewery or winery, riverside roaming, a seasonal sculpture garden, and unique photo ops galore! This is the perfect trip to do on the way from Ottawa to Montreal.
    Can depart from: Ottawa Area, Montreal Area
  • FATHER'S DAY PICK
    Rocky Mountain Route

    Rocky Mountain Route

    $65 CAD
    One of the most iconic road trips in the world with a few secret surprises along the way. Incredible mountain towns, tasty local brews and food and a ton of photo-worthy views! Want to keep going towards Jasper? We included extra suggestions on the 4th stop just in case.
    • Accessible
    • Kid-Friendly
    • Dog-Friendly
    Can depart from: Calgary Area
  • BEST SELLER
    River running through forest.

    Along the River

    $65 CAD
    A scenic road trip near Allentown along the NJ and PA border with small towns and riverside stops.
    • Accessible
    • Kid-Friendly
    Can depart from: Philadelphia Area, Trenton Area, Allentown, PA Area, Newark Area, Wilmington, DE Area, New York City Area
  • BEST SELLER
    Maritime boats and boathouses.

    Coastal Crawl

    $65 CAD
    Get out of town and feel the ocean breeze in your hair. This trip perfectly combines iconic Nova Scotia views with small town hidden gems.
    • Kid-Friendly
    • Dog-Friendly
    Can depart from: Halifax Area
  • BEST SELLER
    Hudson River Hideaways

    Hudson River Hideaways

    $65 CAD
    An iconic road trip route with a twist! We've found countless hidden hideaways along the Hudson including: crumbling ruins, quaint towns, spooky cemeteries and more.
    • Dog-Friendly
    Can depart from: New York City Area, Newark Area, Hartford Area, New Haven Area
  • FATHER'S DAY PICK
    A large American flag hanging on the side of a red brick building with greenery in the background.

    Tiny Town Tour

    $65 CAD
    Meander along scenic roads while stumbling upon charming tiny towns! This trip has endless photo opportunities, easy outdoor adventures, and plenty of fantastic spots to shop, drink and eat.
    • Dog-Friendly
    Can depart from: Washington DC Area, Baltimore Area, Winchester VA Area, Alexandria VA Area
Three women walking through tulip fields
Winding roads through mountains at sunrise

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Gift-a-Trip

The ultimate present for the avid traveller. Select a digital or mailed 'Gift-A-Trip' option that covers the full cost of one of our road trips. We promise you this will be one of the most memorable and unique gifts they'll ever receive!