Kitchener-Waterloo Area

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 done late May-October
    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
  • Great year-round trip
    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
  • Perfect Fall & Winter Trip! | Great 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
  • 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 done spring-fall | Great for young families
    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 year-round | Great gift
    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
  • Lots of outdoor attractions | Best done spring-fall
    The Waterfall Route

    The Waterfall Route

    $65 USD
    Explore a variety of waterfalls, charming towns, funky restaurants and several photo ops. We included quite a few 'bonus stops' in case you'd like to turn this day trip into an overnighter. This trip is perfect for spring - fall travellers. Waterfalls may dry up in extreme heat.
    • Kid-Friendly
    • Dog-Friendly
  • Best done spring-fall | Great gift
    Hops, Hikes & History

    Hops, Hikes & History

    $65 USD
    There is so much more to this trip than the name implies. This itinerary will take you to a number of unknown areas you'll fall in love with. The hops, hikes and history are just the added perks.
    • Kid-Friendly
    • Dog-Friendly
  • Can be done year-round
    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 Done Between June - October
    Secrets in the South

    Secrets in the South

    $65 USD
    With funky markets, scenic roads and the most picturesque towns, you'll love all of the secrets you discover on the road. This trip is best enjoyed between June - October as there are a handful of fabulous seasonal suggestions.
    • Kid-Friendly
    • Dog-Friendly
  • Optional Scavenger Hunt Included
    Spooky Sights & Ghostly Tales

    Spooky Sights & Ghostly Tales

    $65 USD
    Spooky ruins, abandoned buildings, and haunted mansions make up this ghostly road trip. Perfect for history buffs & paranormal seekers! We've even included a fun scavenger hunt! This trip takes place in a busier city, so travellers may run into some traffic.
    • Dog-Friendly
  • Great year-round trip!
    Escape to Nature

    Escape to Nature

    $65 USD
    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
  • Best done spring-fall
    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
  • Great Fall Trip!
    Spooky black and white photo of a road on a foggy day.

    Beautifully Haunted

    $65 USD
    Beautifully eerie and oh so haunted! This outdoorsy road trip is full of spooky spots set along a picturesque driving route. A few local eateries and trails are sprinkled throughout the day to keep your energy up while ghost hunting.
    • Dog-Friendly
    • Kid-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.
  • Great year-round trip!
    Riverside Roaming

    Riverside Roaming

    USD
    This trip will return in 2024.
    • Kid-Friendly
    Sold out
  • 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
  • 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

CAN'T DECIDE?

Take Our Quiz to Find Out

Select your region and interests to find the best trip for you.

Take the Quiz

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!