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
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Charming Curiosities
$65 CADWith a few haunted stories, trails with a unique past, and charming historic mansions, we're confident you'll find new favorite spots to explore when you hit the road with this surprise trip.- Dog-Friendly
- Kid-Friendly
- Accessible
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Treasure Coast Explorer
$55 CAD SaleWe've recommended our favourite hidden gems within this iconic area of Florida. Beach hopping, easy walks, charming cafes, and historic spots. This trip really does have it all!- Accessible
- Kid-Friendly
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The Shore Explorer
$65 CADHop from shore to shore on this iconic beachside road trip just a short drive from the tri-state area. Alongside beaches, you'll also explore waterside boardwalks, age-old lighthouses, scenic viewpoints, and delicious local eateries.- Dog-Friendly
- Accessible
- Kid-Friendly
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Coastal Connection
$55 CAD SaleFeel the ocean breeze in your hair as you go from beaches and boardwalks to independent shops and eateries. There are a few unusual surprises in this trip that will keep you on your toes! This is a great trip to do from the New Haven and Hartford area.- Dog-Friendly
- Accessible
- Kid-Friendly
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Waterfall Wanderings
$65 CADThe ultimate waterfall adventure not too far from home! Wander along historic paths, snap photos of four falls, enjoy a glass of local vino and explore a mysterious cave.- Kid-Friendly
- Dog-Friendly
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Enchanted Adventures
$65 CADAround 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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Escape to the Cape
$65 CADThis road trip is full of Cape Cod charm. Think picturesque views, independent shops, heritage buildings, boardwalks and more. This trip focuses more on the hidden gems, quaint towns and history of the area.- Kid-Friendly
- Dog-Friendly
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A Taste of Amish Country
$55 CAD SaleEscape 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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A Drive Back in Time
$55 CAD SaleThe perfect day for the more leisurely road tripper. A Drive Back in Time isn't too far from the city and is full of cute towns, cafes, funky photo ops and so much more.- Accessible
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Picture Perfect Discoveries
$65 CADReady for a little mountain meandering? Picturesque historic spots, unique destinations to grab a bite to eat, and a couple charming towns are on your to-do list.- Kid-Friendly
- Dog-Friendly
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The Road to Asheville
$65 CADGrab a sweet treat in a converted church, sip a beer beside a babbling creek, get your steps in on a couple local trails and so much more. This iconic North Carolina destination is the perfect weekend away, so we highly recommend booking a hotel!- Dog-Friendly
- Kid-Friendly
- Accessible
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Coffee, Canyons & Coastlines
$65 CADCoffee, Canyons & Coastlines - Oh my! Get your caffeine fix throughout the day to prepare for beachside moments and easy outdoor adventures. This is the perfect trip close to San Diego!- Kid-Friendly
- Dog-Friendly
- Accessible
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Endless Christmas Cheer
$55 CAD SaleThis 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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Antique Adventures
$55 CAD SaleThis leisurely trip packs a punch! Expect a variety of antique shops (both small and large), cozy cafes, funky eateries, effortless outdoor escapades and haunted stops along the way. The best part? It's only a quick jaunt from the city.- Accessible
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Groves, Gardens & Grapevines
$65 CADThis incredibly picturesque road trip is full of whimsical gardens, lookout points, wineries, and easy strolls along forest paths. We think it's an area you'll want to come back to time and time again.- Kid-Friendly
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All Things Strange & Beautiful
$55 CAD SaleA few famous filming spots, scenic drives, local eateries and an eerie abandoned area are just some of the strange and beautiful things you'll discover on this road trip.- Accessible
- Kid-Friendly
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Sweet Sensations
$65 CADBetween making a furry friend at a farm, enjoying local eateries, walking to quirky ruins in the woods and exploring the sweetest small town, this trip will make all five senses come to life all day!- Kid-Friendly
- Accessible
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Wacky Wonders
$55 CAD SaleA little funky, a little unexpected, and totally unforgettable—this road trip is a whirlwind of colorful folk art, quirky roadside stops, scenic detours, and bites worth savoring. The only rule? Embrace the unexpected.Sale -
Seaside Legends
$65 CADLittle local legends are sprinkled throughout your day, telling the story of an iconic area of Florida. Expect picturesque beaches, tasty eats, a historic city, and so much more.- Kid-Friendly
- Dog-Friendly
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A Riverside Ramble
$65 CADWander 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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Timeless Towns & Scenic Sips
$55 CAD SaleBrews, bites and a whole lot of history! From small town charm to tasty tipples and one of the most unique (and eerie) trails we've ever found, this road trip has something for everyone.- Kid-Friendly
- Accessible
- Dog-Friendly
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Coastal Jaunt
$65 CADJust across the Golden Gate Bridge, escape the city for a day by the coast. Beach breaks, epic overlooks, walks along the water and local eateries to fuel up at make this the perfect trip close to home.- Kid-Friendly
- Dog-Friendly
- Accessible
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Witchy Wonders
CADThis road trip will have you exploring the Salem witch trials, haunted history and a few iconic Hocus Pocus locations. This trip can be done throughout the year. If you're travelling during the month of October some attractions need to be pre-booked as the area gets significantly busier.- Accessible
- Kid-Friendly
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Mountain Marvels
$55 CAD SaleThis 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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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!
