Our Trips

  • BEST SELLER
    Local Markets and Picturesque Towns

    Local Markets and Picturesque Towns

    $65 USD
    One 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
  • BEST SELLER
    Patio table filled with beers.

    An Adventure is Brewing

    $65 USD
    This 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
  • BEST SELLER
    Weird and Wonderful Things

    Weird and Wonderful Things

    $65 USD
    This road trip takes you north towards beautiful sights, unusual attractions and secluded waterfalls.
    • Kid-Friendly
    • Dog-Friendly
  • BEST SELLER
    The Small Town Charm Trail

    The Small Town Charm Trail

    $65 USD
    You 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
  • STAFF PICK
    Vistas & Caves

    Vistas & Caves

    $65 USD
    This 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
  • EXPLORE NIAGARA
    Funky Florals and Fine Wines

    Funky Florals and Fine Wines

    $65 USD
    This pretty little road trip offers quite a few hidden gems combined with a few iconic attractions. Must enjoy: wine, food and flowers.
    • Accessible
  • GREAT FALL TRIP
    Muskoka Meandering

    Muskoka Meandering

    $65 USD
    Muskoka 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
  • Best done spring-fall
    The Waterfall Route

    The Waterfall Route

    $65 USD
    Explore a variety of waterfalls, charming towns, funky restaurants and several photo ops throughout the day! This trip is perfect for spring - fall travellers. Waterfalls may dry up in extreme heat.
    • Kid-Friendly
    • Dog-Friendly
  • Great for young families
    Alpaca behind a fence, being fed a carrot.

    Country Farms & Furry Friends

    $65 USD
    Alpacas, 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
  • Best done spring-fall
    Hops, Hikes & History

    Hops, Hikes & History

    $65 USD
    There 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
  • GREAT FALL TRIP
    Markets to Mountains

    Markets to Mountains

    $65 USD
    From 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
  • BEST DONE June - September
    Secrets in the South

    Secrets in the South

    $65 USD
    With funky markets, scenic roads and the most picturesque towns, you'll love all of the secrets you discover on the road. This trip is best enjoyed between June - October as there are a handful of fabulous seasonal suggestions.
    • Kid-Friendly
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Merch

  • Gift Card [Mailed: $USD]

    Gift Card [Mailed: $USD]

    Regular price $65.00 USD
    Give 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!
  • USA Road Trip Gift Box

    USA Road Trip Gift Box

    Regular price $99.00 Sale price $85.00 USD
    Sale
    The ultimate gift for the road trip lover. Each box is beautifully wrapped and includes a gift card, game pack, and tote bag.
    Sale
  • Gift Card [Digital $USD]

    Gift Card [Digital $USD]

    Regular price $68.00 USD
    Instantly 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.
  • Road Trip Tote Bag

    Road Trip Tote Bag

    Regular price $12.00 USD
    An 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.
  • Large Road Trip Tote Bag

    Large Road Trip Tote Bag

    Regular price $24.00 USD
    THE 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

    Road Trip Key Chain

    Regular price $8.00 USD
    Spice up your key ring with this adorable motel-style Road Trip key chain!
    Sold out
  • Road Trip Game Pack

    Road Trip Game Pack

    Regular price $12.00 Sale price $6.00 USD
    Sale
    Keep 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.
    Sale
  • Gift Wrapping with Tote Bag

    Gift Wrapping with Tote Bag

    Regular price $22.00 Sale price $15.00 USD
    Sale
    The ultimate addition if you're gifting a road trip or gift card to someone special!
    Sale
  • Merry Christmas Postcard

    Merry Christmas Postcard

    Regular price $0.00 USD
    A Merry Christmas postcard with room for you to write a message to the recipient on the back.
  • Happy Holidays Postcard

    Happy Holidays Postcard

    Regular price $0.00 USD
    A Happy Holidays postcard with room for you to write a message to the recipient on the back.
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