Browse all trips
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Vintage Vibes & Views
$65 USDImmerse yourself in quintessential New England charm as you wind along picturesque roads to a number of nature trails, cozy cafes, historic small towns and picturesque beaches.- Kid-Friendly
- Dog-Friendly
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Scenic Sights & Tasty Bites
$65 USDBakeries, breweries & views - oh my! With the perfect mix of outdoor adventures, local farms, and tasty bites, this is the ideal trip for your whole road trip crew. The perfect road trip for any Little Women movie fans, too!- Accessible
- Kid-Friendly
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Waterside Bliss
$65 USDBoardwalks, beaches and bites make this charming itinerary the ultimate road trip!- Kid-Friendly
- Dog-Friendly
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Rural Adventures
$65 USDScenic driving routes, a ton of photo-worthy views and rural, small town vibes await you on this surprise road trip.- Accessible
- Dog-Friendly
- Kid-Friendly
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Curiosities & Coastlines
$65 USDWander through eerie ruins, stop at offbeat roadside finds, explore historic small towns, and relax by the shores of Lake Huron. This laid-back Bruce County adventure perfectly mixes local legends, great eats, and scenic spots!- Kid-Friendly
- Dog-Friendly
- Accessible
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Peculiar Wonders
$65 USDTravel through time and terrain on this Alberta road trip packed with scenic strolls, quirky museums, epic photo ops, and fun for all ages. From lush gardens and lakeside boardwalks to towering trestle bridges and even free-roaming bison, this one's full of "wait, where are we?" moments—in the best way possible.- Kid-Friendly
- Dog-Friendly
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An Unusual Adventure
$65 USDIf you're the paranormal podcast listener in your friend group, this trip is for you! This area is filled with all things unusual, spooky, and abandoned. You'll also learn about some local legends, ghost stories and folklore throughout your day.- Dog-Friendly
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Valley Views
$65 USDDown in the valley where the green grass grows...you'll find charming towns, get lost in lush vineyards, take in vast views and hike scenic trails on this countryside road trip.- Dog-Friendly
- Kid-Friendly
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Offbeat Oddities
$65 USDThe quirkiest road trip in central Florida! Historic homes with peculiar stories, off-the- beaten-path eateries, and funky trails & ruins will keep you on your toes throughout the day.- Kid-Friendly
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Bowen Island Gems
$65 USDThis is a local's guide to hidden gems and favourite stops on Bowen Island. With secret beaches, surprise hikes and funky shops...there's something for everyone on this trip.- Kid-Friendly
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Secrets on the Scenic Route
$65 USDThis trip combines iconic attractions and quite a few hidden gems before ending in one of the coolest villages in Canada. Can you guess where? Perfect for those wanting to explore this famous route in more detail.- Dog-Friendly
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Covered Bridges & Baked Goods
$65 USDThis trip is like taking a step back in time! Wind your way through the peaceful countryside to a number of quaint covered bridges and locally owned bakeries, farmers markets, and shops.- Kid-Friendly
- Accessible
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Vibrant Vistas & Picturesque Towns
$65 USDHit the road and explore easy outdoor adventures, outstanding views and small towns that inspired Stars Hollow in Gilmore Girls.- Dog-Friendly
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Treats & Trails
$65 USDIs there anything better than a leisurely day sipping coffee, enjoying tasty treats and meandering along easy boardwalk trails? We think not!- Kid-Friendly
- Dog-Friendly
- Accessible
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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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Old Florida Trail
$65 USDGo back in time and visit old Florida. You'll visit delightful small towns, dig into local fare, explore a few outdoor adventures, and fill up your camera roll with quirky photo ops.- Kid-Friendly
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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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Cascades & Colors
$65 USDFunky colorful towns full of local eateries and shops, a few waterfalls that will leave you in awe and one of the most unusual gardens we have ever seen. You’ll want to get your camera out for this trip!- Kid-Friendly
- Dog-Friendly
- Accessible
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Mysterious Gems
$65 USDTruly extraordinary destinations with strange stories and history. Cemeteries abandoned ruins, historic homes and so much more await on this mysterious road trip!- Dog-Friendly
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The Long and Unknown Road
$65 USDIf you love a long and interesting drive, this trip is for you! This trip is approximately 5 hours round-trip from Calgary, so we recommend leaving super early or extending your stay into an overnight getaway.- Dog-Friendly
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Secrets of Gettysburg
$65 USDExplore Gettysburg and its surrounding area in a whole new way. We’ve made this classic, All-American, bucket list destination easy and fun to do - whether it's your first or fiftieth time! Discover hidden gems and surprising stops while learning more about the turning point of the Civil War.- Kid-Friendly
- Dog-Friendly
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Boardwalks, Brews & Markets
$65 USDThe name really says it all! Explore marvelous markets with food stalls and local artisans, enjoy a couple brews, and stroll along easy boardwalk trails.- Accessible
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A Little Bit of Everything
$65 USDThe perfect distance from Charlotte! From little local shops to an old rail trail and everything in between, this trip truly has something for everyone.- Accessible
- Kid-Friendly
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Quaint Corners
$65 USDCozy cafes, countryside drives, gorgeous lookouts and quirky roadside stops are just some of the things you'll discover on your surprise road trip!- Accessible
- Dog-Friendly
- Kid-Friendly


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