Our Trips

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  • Best done spring-fall
    Southern Express

    Southern Express

    $65 USD
    This trip takes you to some iconic stops and hidden gems in southern Ontario. It's the perfect combination of outdoor activities, funky restaurants, beaches and historic attractions.
    • Kid-Friendly
    • Dog-Friendly
  • Great for kids! | Can be done year-round
    The Fairy Tale Trail

    The Fairy Tale Trail

    $65 USD
    This 'mini' trip is designed for families with children under 12. The variety of stroller-friendly and toddler-friendly activities make it a no-fuss day for everyone in the car. We've even included scavenger-style activities throughout the itinerary to keep your kids engaged.
    • Accessible
    • Kid-Friendly
    • Dog-Friendly
  • optional scavenger hunt included
    Toronto Gems

    Toronto Gems

    $65 USD
    Explore all of the downtown gems in a completely new way. Ditch the car, and walk or bike while you explore what Toronto has to offer. This trip is best for Toronto tourists, those new to the Toronto area, and those who are not super familiar with the Toronto core. The trip has an optional “scavenger hunt" so there is something for you to find and decode at each stop.
  • Best-selling gift | Best done Spring-Fall
    Quirky Gems

    Quirky Gems

    $65 USD
    Our best-selling trip from Calgary! 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
  • Great year-round trip!
    Riverside Roaming

    Riverside Roaming

    USD
    This trip will return in 2024.
    • Kid-Friendly
    Sold out
  • Can be done year-round | Fan Favorite
    Sandhills Sauntering

    Sandhills Sauntering

    $65 USD
    Picturesque drives beneath towering trees make this an incredibly scenic trip. Sandhills Sauntering is full of epic places to eat, tons of photo-worthy moments and a hidden gem that will leave you speechless.
    • Kid-Friendly
    • Accessible
    • Dog-Friendly
  • Available year-round! | Great gift
    Tiny Town Tour

    Tiny Town Tour

    $65 USD
    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
  • Great Weekend Away Trip!
    Winding Roads & Historic Gems

    Winding Roads & Historic Gems

    $65 USD
    Discover photo-worthy hidden gems along winding roads as you make your way to an iconic road trip destination.
    • Kid-Friendly
    • Dog-Friendly
    • Accessible
  • Great for kids! | Can be done year-round
    The Whimsical Route

    The Whimsical Route

    $65 USD
    This 'mini' trip is designed for families with children over the age of 5. This trip will take you on a number of easy outdoor adventures that provide a variety of kid-friendly options at each stop. We've even included scavenger-style activities throughout the itinerary to keep your kids engaged.
    • Kid-Friendly
    • Accessible
    • Dog-Friendly
  • Great Year-Round Trip
    Old Florida Trail

    Old Florida Trail

    $65 USD
    Go back in time and visit old Florida. You'll visit delightful small towns, dig into local fare and have a few outdoor adventures.
    • Kid-Friendly
  • best done spring-fall
    Hidden Hideaways

    Hidden Hideaways

    $65 USD
    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!
  • Best done spring-fall
    Maritime boats and baothouses.

    Coastal Crawl

    $65 USD
    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
  • An Iconic Route!
    Rocky Mountain Route

    Rocky Mountain Route

    $65 USD
    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 a 'want to keep going' section just in case.
    • Accessible
    • Kid-Friendly
    • Dog-Friendly
  • Available Year-Round
    Haunts, Hikes & History

    Haunts, Hikes & History

    $65 USD
    From haunted happenings to easy strolls and historic hot spots, this trip has a little bit of everything for everyone!
    • Kid-Friendly
    • Dog-Friendly
  • Great Year-Round Trip
    Mysterious Gems

    Mysterious Gems

    $65 USD
    Truly extraordinary destinations with strange stories and history. Cemeteries abandoned ruins, historic homes and so much more await on this mysterious road trip!
    • Dog-Friendly
  • best done spring-fall
    Views & Secret Stops

    Views & Secret Stops

    $65 USD
    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
  • Best-selling gift
    The Taste Trail

    The Taste Trail

    $65 USD

    This road trip will take you to some funky eateries, family farms, wineries, cideries and a whole lot more. To offset the treats, we've included a few whimsical hikes to end your day.

    • Accessible
  • BEST DONE spring-fall
    Waterfront Wonders

    Waterfront Wonders

    $65 USD
    We've recommended an incredibly scenic route that takes you to a variety of picturesque stops you'll fall in love with. The best part? There are hardly any crowds.
    • Kid-Friendly
    • Dog-Friendly
  • Great year-round trip!
    Quirky Delights

    Quirky Delights

    $65 USD
    Not too far from home you'll discover a ton of quirky destinations. Think outdoor folk art, funky eats in a small town, hidden gem riverside strolls, and a local alpaca farm.
    • Accessible
    • Kid-Friendly
  • Can be done year-round
    Woman standing in front of a waterfall.

    Chasing Waterfalls

    $65 USD
    Don't let TLC lead you astray. You should definitely go chasing waterfalls! This trip is jam-packed with good food, picturesque waterfalls, and quirky gems. Note: We have combined our old Peculiar Wonders itinerary with this trip, so some stops may be similar if you have done that one before.
    • Dog-Friendly
  • Something for everyone | Great gift
    Whimsical Wonders

    Whimsical Wonders

    $65 USD
    Escape to hidden gem destinations that make you feel like you've stepped into a fairytale world. Lucious gardens, charming towns and whimsical photo ops make this the perfect road trip.
    • Kid-Friendly
    • Accessible
  • Best done Spring - Fall
    Waterside Bliss

    Waterside Bliss

    $65 USD
    Boardwalks, beaches and bites make this charming itinerary the ultimate road trip!
    • Kid-Friendly
    • Dog-Friendly
  • Something for everyone
    River running through lush forest.

    Along the River

    $65 USD
    Meander through tiny towns along the river that are brimming with hidden gems. There are countless photo-worthy moments and memories to make on this easygoing scenic road trip.
    • Accessible
    • Kid-Friendly
  • best done spring-fall
    Quintessential Québec

    Quintessential Québec

    $65 USD
    Gorgeous drives, picturesque towns, historic hikes, phenomenal food and so much more. You'll quickly fall in love with the area and want to come back again and again.
    • Dog-Friendly
    • Kid-Friendly

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