Browse all trips
-
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
-
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
-
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
-
A Little Bit of Everything
$49 USD SaleThe 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
Sale -
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
-
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
-
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
-
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
-
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
-
Explore the Shore
$55 USD SaleThis 'mini road trip' offers up quite a few adventures within North Vancouver. Perfect for families, and roadtrippers who don't want to venture too far away from home. Discover your new favourite farm, beach or cafe while you 'Explore the Shore'.- Accessible
- Kid-Friendly
- Dog-Friendly
Sale -
Charming Curiosities
$65 USDWith 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
-
Coastal Connection
$65 USDFeel 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
-
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
-
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
-
Waterfall Wanderings
$55 USD SaleThe 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
Sale -
The Road to Asheville
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
Sold out -
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
-
Endless Christmas Cheer
$55 USD 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
Sale -
A Drive Back in Time
$65 USDThe 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
-
A Taste of Amish Country
$55 USD SaleEscape to quintessential Amish country for cheese tastings, sweet treats, craft shops, funky museums and some incredible historic photo ops.- Kid-Friendly
- Accessible
Sale -
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
-
Large Road Trip Tote Bag
Regular price $24.00 USDUnit price perTHE road trip bag for all your snacks and accessories! Larger than your average tote, this bag is perfect to carry all the necessities for a surprise road trip. -
All Things Strange & Beautiful
$65 USDA 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
-
Antique Adventures
$65 USDThis 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
Take Our Quiz to Find Out
Select your region and interests to find the best trip for you.
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!