Festive 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
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Local Markets and Picturesque Towns
$65 USDOne 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
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The Small Town Charm Trail
$65 USDYou 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
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Brews, Bites, and Everything Nice
$65 USDThis trip is very true to its name, the coolest brews, the tastiest bites and everything else is very nice.- Accessible
- Kid-Friendly
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Quirky Gems
$65 USDOur 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
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The Taste Trail
$65 USDThis 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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Quirky Delights
$65 USDNot 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
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All Things Merry & Bright
Regular price $65.00 USDUnit price perIf 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
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Funky Farms & Storybook Tales
$65 USDIt's no wonder authors flocked to this area of Massachusetts for inspiration! Head out on a picturesque drive and discover farms, boardwalk trails, lots of quirky history and much more.- Accessible
- Kid-Friendly
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Boardwalks, Brews & Markets
$65 USDThe name really says it all! Explore marvellous markets with food stalls and local artisans, enjoy a couple brews, and stroll along easy boardwalk trails.- Accessible
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Enchanted Adventures
$65 USDAround every winding road is a world of whimsical and enchanted adventures. This family-friendly trip is perfect for those who love easy trails, farm market stops, colourful photo ops and tasty treats.- Kid-Friendly
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Endless Christmas Cheer
$65 USDThis is the perfect trip for those of you who think that extra-festive feeling should be a year-round experience. Decorations, cozy wine stops, and covered bridges - oh my!- Kid-Friendly
- Accessible
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A Taste of Amish Country
$65 USDEscape to quintessential Amish country for cheese tastings, sweet treats, craft shops, funky museums and some incredible historic photo ops.- Kid-Friendly
- Accessible
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Mountain Marvels
$65 USDThis family-friendly trip is the ultimate way to escape the city and head to the mountains. Stroll the streets of charming small towns, explore quirky art and museums, indulge in tasty bites & brews and enjoy the surprise!- Accessible
- Kid-Friendly
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Forests & Funky Finds
$65 USDThis trip is the perfect overnight getaway! As you're driving through the woods, you'll hop between the cutest small towns full of charming shops and eateries.- Kid-Friendly
- Dog-Friendly
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A Riverside Ramble
$65 USDWander through colorful sculptures, charming boutiques, and local eateries before discovering breathtaking riverside gems that are so photo-worthy, your camera roll is sure to fill up!- Accessible
- Kid-Friendly
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Elegant Estates & Outdoor Art
$65 USDJust a short drive from Indy you'll find a world full of elegant estates, whimsical gardens, and colorful outdoor art. We'll tell you all of the quirky fun facts and historic moments that make these spots so unique!- Accessible
- Dog-Friendly
- Kid-Friendly
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Cinema & Scenery
$65 USDDiscover hidden art, channel your inner movie star, indulge in tasty bites, and enjoy a waterside stroll. This captivating adventure offers a perfect blend of creativity, culture, and coastal charm.- Kid-Friendly
- Accessible
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Solvang Splendors
$65 USDEscape to the Santa Ynez Valley and explore cute small towns, the roaming vineyard hills, local farms and so much more. We highly recommend turning this trip into a weekend adventure!- Accessible
- Dog-Friendly
- Kid-Friendly
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Mystery Guided Bus Tour: All Things Merry & Bright Guided Tour
Regular price $170.00 USDUnit price perOur first guided tour, run by Rural Route Tour Co.! This four-stop tour takes you on the perfect holiday adventure filled with cozy hamlets, funky hidden gems, festive small towns, and opportunities to meet artists and makers along the way!
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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!
