You’ve done the classics—NYC, Seattle, New Orleans. They’re iconic for a reason. But if you’re craving familiar vacation energy with a fresh vibe and a little extra personality, Canada’s calling.
From skyline strolls and rooftop cocktails to biking past red cliffs or catching golden-hour views in the Rockies, Canada brings it; laid-back, wildly scenic, and full of underrated spots that seriously deliver. Whether you’re into coastlines, culture, or cowboy-core, these five destinations prove your next unforgettable trip might just be north of the border.
1. Toronto, ON — For Big City Energy Without the Burnout

Craving a skyline, street style, and late-night eats? Swap NYC for Toronto, New York’s cool cousin. It’s got the skyscrapers, global food scene, and vibrant neighbourhoods… minus the New York crowds. Think Queen West galleries, hidden speakeasies, rooftop cocktails, and theatres that rivals Broadway.
Why you’ll love it: Global cuisine, indie galleries, fashion-forward streets, and that unbeatable urban pace with a bit more breathing room.
2. Vancouver, BC — Pacific Northwest Magic

If Seattle’s your vibe, Vancouver might just be your soulmate. Mountains, ocean, moody weather—it’s the ultimate nature-meets-city blend. Bike the seawall at Stanley Park, hit up a coffee shop that roasts in-house, and don’t be surprised if you end up planning a weekend hike mid-brunch.
Why you’ll love it: Pacific Northwest energy, jaw-dropping backdrops, and next-level sushi.
3. Prince Edward Island — Coastal Cottagecore

If Martha’s Vineyard is your summer aesthetic, PEI is about to become your new obsession.
Red cliffs, tiny lighthouses, sea-to-table seafood, and cottages straight out of a rom-com. Rent a bike, read barefoot on the beach, eat 3 lobster rolls in one day. Explore quaint villages, take a scenic drive along the coast, and don’t miss the Anne of Green Gables heritage sites.
Why you’ll love it: Relaxed, scenic, secretly luxe with some of the best lobster rolls you’ll ever taste.
4. Montreal, QC: Culture and Croissants

New Orleans, meet your French-Canadian twin—with a little extra edge. Montreal brings the music, the food, and the festivals plus cobblestone streets, rooftop bars, and jazz joints tucked into old stone buildings. Grab poutine at 2 a.m., hit a comedy fest, or spend a Sunday brunching like you live there.
Why you’ll love it: Feels like Paris, acts like Brooklyn, NY with eats from heaven.
5. Calgary, AB — Cowboy Core Meets Rocky Mountain

Texas energy, but Canadian. Calgary’s got rodeos, BBQ, and boots but also snow-capped peaks just an hour away. Come for the Calgary Stampede, stay for the mountain road trips, river floats, and jaw-dropping views you didn’t know you needed.
Why you’ll love it: Wild west flavour, prairie sunsets, and epic mountain views in every direction.
From skyline strolls and coastal calm to cowboy-core adventures in the Rockies, Canada’s got it all and brings that same energy with its own unique flair. These Canadian destinations deliver the vibes you love, with fewer crowds, a fresh perspective, and of course, more poutine. So why not mix it up? Your next unforgettable adventure is not too far away.
No matter where in Canada you choose to explore this year, travel insurance is just as important within Canada as it is abroad. Trip Cancellation and Trip Interruption Insurance can protect your plans from the unexpected, whether it’s a delayed flight or natural disaster happens before leave for your trip. This coverage can reimburse non-refundable travel costs and expenses, so you can focus on your trip, not worrying about what-ifs.
Looking for some glamping inspo in Canada? We’ve got you covered with some top picks!
Happy travels,
Monique