Our Trips

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

Browse all trips

  • BEST SELLING GIFT
    Local Markets and Picturesque Towns

    Local Markets and Picturesque Towns

    $65 USD
    One of our best-selling trips, and for a good reason. Stops include historic towns, local markets, eateries and hidden gems. This trip makes a great gift because of its versatility.
    • Accessible
    • Kid-Friendly
  • BEST SELLING GIFT
    Patio table filled with beers.

    An Adventure is Brewing

    $65 USD
    This road trip takes you on the perfect summer adventure filled with lavender fields, funky hidden gems, beaches and unique wineries and breweries. This is our featured summer trip and is best taken mid-May to early-October!
    • Accessible
    • Dog-Friendly
  • BEST SELLING GIFT
    The Small Town Charm Trail

    The Small Town Charm Trail

    $65 USD
    You know those towns that are described as 'blink-and-you'll-miss-it'? They often have the most amazing hidden gems! Get to know a few small pockets of Ontario with this surprise road trip.
    • Accessible
    • Kid-Friendly
  • GREAT YEAR-ROUND TRIP
    Vistas & Caves

    Vistas & Caves

    $65 USD
    This road trip is a quick jaunt north of Toronto and is perfect for the outdoor enthusiast. It really is the perfect mix of everything.
    • Accessible
    • Kid-Friendly
    • Dog-Friendly
  • BEST SELLING GIFT
    Funky Florals and Fine Wines

    Funky Florals and Fine Wines

    $65 USD
    This pretty little road trip offers quite a few hidden gems combined with a few iconic attractions. Must enjoy: wine, food and flowers.
    • Accessible
  • Can be done in winter
    Alpaca behind a fence, being fed a carrot.

    Country Farms & Furry Friends

    $65 USD
    Alpacas, donkeys and goats - oh my! Start your day off at a funky country market, before hanging with the birds and ending the day with some furry friends.
    • Kid-Friendly
    • Accessible
  • Can be done in winter
    Markets to Mountains

    Markets to Mountains

    $65 USD
    From cute markets to mountainside hikes, Markets to Mountains provides you with all the stops for a cozy yet adventurous day trip in Ontario. We highly recommend booking a hotel at the finishing stop for the ultimate weekend getaway.
    • Kid-Friendly
    • Accessible
  • Great year-round trip!
    Riverside Roaming

    Riverside Roaming

    $65 USD
    Start your day in a picture-perfect town by the river before strolling along boardwalks, dining at a funky distillery, indulging at farm shops and so much more. This trip is a nice distance from the city and can be done year-round!
    • Kid-Friendly
    • Accessible
  • Can be done in winter
    Historic Haunts

    Historic Haunts

    $65 USD
    If you're a fan of ghost stories and unusual attractions, this trip is for you! We've rounded up the spookiest attractions for a 'Haunted History' route. Please Note: This trip takes place in the same area as Local Markets & Picturesque Towns.
    • Accessible
    • Dog-Friendly
  • BEST SELLING GIFT
    Outdoor Adventures & Scenic Roads

    Outdoor Adventures & Scenic Roads

    $65 USD
    Outdoor Adventures encompasses everything you could possibly want in a road trip getaway. Scenic roads, cool attractions and good food!
    • Accessible
    • Kid-Friendly
    • Dog-Friendly
  • BEST SELLING GIFT
    Taste of the Country

    Taste of the Country

    $65 USD
    This trip is just a short jaunt from Toronto and is perfect for foodies and families! You'll explore incredible farmers markets, cute small towns, a few local spots to grab a drink and an easy wooded trail.
    • Accessible
    • Kid-Friendly
  • BEST SELLING GIFT
    Woman looking out of car window.

    All the Pretty Things

    $65 USD
    Take in all the pretty views and things on this picturesque trip. The itinerary is packed with stunning viewpoints, historic attractions and delicious restaurants and wineries.
    • Accessible
    • Dog-Friendly
    • Kid-Friendly
  • BEST SELLING GIFT
    Brews, Bites, and Everything Nice

    Brews, Bites, and Everything Nice

    $65 USD
    This trip is very true to its name, the coolest brews, the tastiest bites and everything else is very nice.
    • Accessible
    • Kid-Friendly
  • Best done May-October!
    Sister and brother hugging on a boardwalk.

    Bridges to Beaches

    $65 USD
    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
  • BEST SELLING GIFT
    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
  • Can be done in winter
    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
  • SCENIC ROUTE
    Hidden Gems of Huronia

    Hidden Gems of Huronia

    $65 USD
    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
    • Dog-Friendly
  • FOR THE HOLIDAYS
    All Things Merry & Bright

    All Things Merry & Bright

    Regular price $39.00 USD
    If you're looking for a road trip that is full of festivity and holiday cheer, look no further! Meander down decorated streets with a warm beverage in hand, shop for that hard-to-buy-for person at quaint markets, and find your perfect Christmas tree.
    • Accessible
    • Kid-Friendly
    Sold out
  • Can be done in winter
    The Fairy Tale Trail

    The Fairy Tale Trail

    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
    Sold out
  • BEST SELLING GIFT
    Along the River

    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
  • GREAT FOR A WEEKEND AWAY
    Winding Roads & Historic Gems

    Winding Roads & Historic Gems

    $55 USD Sale
    Discover photo-worthy hidden gems along winding roads as you make your way to an iconic road trip destination.
    • Kid-Friendly
    • Dog-Friendly
    • Accessible
    Sale
  • BEST SELLING WINTER TRIP
    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
  • BEST SELLING 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 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

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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!