Hamilton-Area Road Trips

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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  • BEST SELLER | Perfect Year-Round
    Local Markets and Picturesque Towns

    Local Markets and Picturesque Towns

    $65 CAD
    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 SELLER | Best done late May-October
    Patio table filled with beers.

    An Adventure is Brewing

    $65 CAD
    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
  • Perfect Fall & Winter Trip! | Great gift
    Funky Florals and Fine Wines

    Funky Florals and Fine Wines

    $65 CAD
    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 CAD
    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 CAD
    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
    Historic Haunts

    Historic Haunts

    $65 CAD
    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
  • Optional Scavenger Hunt Included
    Spooky Sights & Ghostly Tales

    Spooky Sights & Ghostly Tales

    $65 CAD
    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 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
  • Great Fall Trip!
    Spooky black and white photo of a road on a foggy day.

    Beautifully Haunted

    $65 CAD
    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 CAD
    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 CAD
    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

    $65 CAD
    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
  • Great for kids! | Can be done year-round
    The Whimsical Route

    The Whimsical Route

    $65 CAD
    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

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