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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The Southwest Quest
$65 USDPlenty of sun, strolls and citrus make this the ultimate Southwest Florida road trip. From unique eateries and boardwalk trails to an eerie ghost town and a sunset beach stop, there is truly something for everyone!- Kid-Friendly
- Accessible
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Coastal Connection
SaleRegular price $39.00 USDUnit price perFrom seaside strolls and spooky ruins to cider donuts and historic mansions, this charming coastal road trip is full of surprises. Whether you’re wandering a 17th-century town green, petting goats at a giant book barn, or soaking in saltwater views, you’ll fall in love with Connecticut’s quirkier side.- Dog-Friendly
- Accessible
- Kid-Friendly
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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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Waterfall Wanderings
$65 USDThe 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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A Taste of Amish Country
$65 USDEscape to the quiet charm of Amish country for cheese tastings, sweet treats, craft shops, funky museums, and incredible historic photo ops - all set against peaceful countryside scenery.- Kid-Friendly
- Accessible
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Quaint Corners
$39 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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The Shore Explorer
$65 USDHop 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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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, colorful photo ops and tasty treats.- Kid-Friendly
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Secrets of Gettysburg
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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Escape to the Cape
$65 USDThis 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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Treasure Coast Explorer
$65 USDWe'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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Coffee, Canyons & Coastlines
$65 USDCoffee, 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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A Drive Back in Time
SaleRegular price $39.00 USDUnit price perThe 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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Groves, Gardens & Grapevines
$65 USDThis 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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A Riverside Ramble
SaleRegular price $39.00 USDUnit price perWander 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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Sweet Sensations
$65 USDBetween 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
$65 USDA 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. -
Endless Christmas Cheer
SaleRegular price $39.00 USDUnit price perThis is the perfect trip for anyone who thinks that extra festive feeling should be a year-round experience. Decorations, cozy shops and eateries, and a picture-perfect covered bridge - oh my!- Kid-Friendly
- Accessible
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Wonder & Whimsy
SaleRegular price $39.00 USDUnit price perEmbark on a day trip where lakeside strolls, whimsical gardens, and charming small-town shops and eateries are just the beginning. Along the way, you'll explore a quirky hotel, a few scenic sights, and even read a haunted tale or two!- Kid-Friendly
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Timeless Towns & Scenic Sips
SaleRegular price $39.00 USDUnit price perBrews, 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 USDJust 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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Falls, Forests & Fables
SaleRegular price $39.00 USDUnit price perGet ready for a day filled with charm and easy winter adventures. Start in a small town bursting with colorful murals, then take in riverside lookouts, snowy trails, and even some surprising wildlife. This trip is perfect for those who love to stay active while exploring!- Dog-Friendly
- Kid-Friendly
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Picture Perfect Discoveries
$65 USDReady 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 USDGrab 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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