Our 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
Can depart from: Sarnia Area, London Area, Toronto Area -
An Adventure is Brewing
$65 USDThis road trip takes you on the perfect summer adventure filled with lavender fields, funky hidden gems, beaches and unique wineries and breweries. This is our featured summer trip and is best taken mid-May to early-October!- Accessible
- Dog-Friendly
Can depart from: Sarnia Area, London Area, Kitchener-Waterloo Area, Toronto Area -
Weird and Wonderful Things
$65 USDThis road trip takes you north towards beautiful sights, unusual attractions and secluded waterfalls.- Kid-Friendly
- Dog-Friendly
Can depart from: Toronto Area, Kitchener-Waterloo Area, Kingston Area -
Funky Florals and Fine Wines
$65 USDThis pretty little road trip offers quite a few hidden gems combined with a few iconic attractions. Must enjoy: wine, food and flowers.- Accessible
Can depart from: London Area, Kitchener-Waterloo Area, Toronto Area -
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
Can depart from: Sarnia Area, London Area, Toronto Area, Kitchener-Waterloo Area -
Vistas & Caves
$65 USDThis road trip is a quick jaunt north of Toronto and is perfect for the outdoor enthusiast. It really is the perfect mix of everything.- Accessible
- Kid-Friendly
- Dog-Friendly
Can depart from: London Area, Kitchener-Waterloo Area, Toronto Area -
Muskoka Meandering
$65 USDMuskoka Meandering is the perfect way to escape from the hustle and bustle of the city and immerse yourself in nature while enjoying delicious wines and beers, beautiful scenery and lookouts, and charming small towns.- Kid-Friendly
- Dog-Friendly
Can depart from: Kitchener-Waterloo Area, Toronto Area -
Sold outCan depart from: Kitchener-Waterloo Area, Toronto Area
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Country Farms & Furry Friends
$65 USDAlpacas, donkeys and goats - oh my! Start your day off at a funky country market, before hanging with the birds and ending the day with some furry friends.- Kid-Friendly
- Accessible
Can depart from: London Area, Kitchener-Waterloo Area, Toronto Area -
Hops, Hikes & History
$65 USDThere is so much more to this trip than the name implies. This itinerary will take you to a number of unknown areas you'll fall in love with. The hops, hikes and history are just the added perks.- Kid-Friendly
- Dog-Friendly
Can depart from: Sarnia Area, London Area, Kitchener-Waterloo Area, Toronto Area -
Markets to Mountains
$65 USDFrom cute markets to mountainside hikes, Markets to Mountains provides you with all the stops for a cozy yet adventurous day trip in Ontario. We highly recommend booking a hotel at the finishing stop for the ultimate weekend getaway.- Kid-Friendly
- Accessible
Can depart from: Kitchener-Waterloo Area, Toronto Area, London Area -
Historic Haunts
$65 USDIf you're a fan of ghost stories and unusual attractions, this trip is for you! We've rounded up the spookiest attractions for a 'Haunted History' route. Please Note: This trip takes place in the same area as Local Markets & Picturesque Towns.- Accessible
- Dog-Friendly
Can depart from: London Area, Toronto Area, Kitchener-Waterloo Area
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Merch
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Add On: Gift Box + Wrapping
Regular price $10 USDUnit price / perThe perfect addition if you're gifting a road trip to someone special! Let us carefully wrap up your mailed trip in our signature gift box. -
Road Trip Tote Bag
Regular price $12 USDUnit price / perAn essential locally made tote bag for your road trip ahead. Carry everything from your surprise package to all the snacks and goodies you'll pick up throughout your day. -
Gift Card [Mailed: $USD]
Regular price $65 USDUnit price / perGive the gift of a one-day surprise road trip! The gift card covers the full price of one of our mailed trips, including taxes and shipping costs. The recipient can then choose a surprise trip that suits them! -
Gift Card [Digital $USD]
Regular price $65 USDUnit price / perInstantly send the gift of a one-day surprise road trip! Digital gift cards can be sent immediately or scheduled to be sent on a specific day. -
USA Road Trip Gift Box
Regular price $80 USDUnit price / perThe ultimate gift for the road trip lover. Each box is beautifully wrapped and includes a gift card, tote bag and keychain. -
Large Road Trip Tote Bag
Regular price $24 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. -
Road Trip Key Chain
Regular price $8 USDUnit price / perSpice up your key ring with this adorable motel-style Road Trip key chain! -
'This Is My Road Trip' Tote
Regular price $16 Sale price $8 USDUnit price / perSave big on our "This is my Road Trip Bag" tote bag! Great quality, with an interior pocket to keep small items organized.Sale -
Mini Roadtripper Kit
Regular price $55 Sale price $35 USDUnit price / perHitting the road with the kids? Mini Jetsetter road trip kits are the perfect way to keep them occupied! Our Road Trip Kits come with one Mini Jetsetter Kit, but we recommend purchasing additional kits for additional kiddos.Sale -
Add On: Gift Box + Tote + Keychain
Regular price $30 Sale price $16 USDUnit price / perThe perfect addition if you're gifting a road trip to someone special! Let us carefully wrap up your mailed trip in our signature gift box.Sale -
Road Trip Game Pack
Regular price $12 USDUnit price / perKeep the young ones busy with a fun game pack to play with on the road! Dozens of games and activities to keep kids of all ages entertained.
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