Picture this: you’ve just touched down in Toronto for the FIFA World Cup.
The sun is shining, the patios are packed, and the city is buzzing with anticipation. You’re wearing your favourite player’s jersey, fans from around the world are pouring in, and the energy is electric.
There’s just one small catch: kick-off is still 48 hours away.
So how do you make the most of those two days before the world’s biggest sporting event begins? We’ve got you covered.
With tree-lined streets, iconic dining options, boutique shopping, and plenty of hidden gems, Summerhill is the perfect place to soak up the city before the tournament begins.
Here’s how to spend your first two days in Toronto, Summerhill style.
Day 1: Arrival & First Taste of Toronto
1:00 PM – Land at Billy Bishop Toronto City Airport
Step off the plane and into one of the most scenic arrivals in Canada. Just minutes from downtown, this waterfront airport offers a quick and easy gateway into the city.
2:00 PM – Patio lunch at Terroni (Price Street)
After dropping your bags, head straight to the patio for a classic Toronto lunch. Think fresh Italian flavours, sunshine, and people-watching. We recommend the fungi salad, the indulgent truffle pasta, and of course, an Aperol Spritz to toast the start of your trip.
3:00 PM – Check in at your Jayne’s Luxury Rental
Settle into your beautifully designed home base in Summerhill. Thanks to Jayne’s Signature Concierge Service, your fridge is already fully stocked with local favourites from Summerhill Market, so you can unwind, refresh, and settle into vacation mode.
7:00 PM – Cocktails & dinner in Yorkville
Start the evening with happy-hour cocktails at Le Tigre, a stylish spot perfect for pre-dinner drinks. Then head to Mineral for dinner, where bold Filipino flavours and creative dishes make for one of the city’s most memorable dining experiences.
Day 2: Relax, Recharge & Explore
11:00 AM – Breakfast at Nutbar
Ease into the morning with nutrient-packed smoothies, avocado toast, and other wellness-focused favourites at this beloved Toronto café.
12:00 PM – In-house massage
After travel and a full day of exploring, treat yourself to a little relaxation. Your Jayne’s Concierge Service can arrange a private in-home massage, turning your rental into a personal spa retreat.
3:00 PM – Mid-afternoon margaritas at Playa Cabana (Dupont)
Nothing says vacation like a sunny patio and a perfectly balanced margarita. Grab a seat, soak up the atmosphere, and toast to the World Cup countdown.
4:00 PM – Summerhill Boutique Shopping
Spend the afternoon browsing some of Toronto’s most stylish boutiques. Stop by Gee Beauty, Roots Outpost, and Narwhal. It’s the perfect opportunity to pick up a few iconic Canadian pieces to take home as souvenirs.
8:00 PM – Dinner at Scaramouche Restaurant
End the day at one of Toronto’s most beloved dining institutions. With stunning skyline views, impeccable service, and legendary dishes (don’t miss the coconut cream pie), it’s a must-visit for visitors and locals alike.
Day 3: Game Day Warm-Up
10:00 AM – Brunch at Holts Café
Start your final morning with a chic brunch at this stylish café inside Holt Renfrew.
12:00 PM – Shopping along the Mink Mile
Take a stroll down Toronto’s most famous luxury shopping strip – featuring Hermes, Prada, Cartier and more – and soak in the city’s vibrant energy as international fans continue to arrive.
1:00 PM – Back home to get match-ready
Head back to your Jayne’s Luxury Rental, put on your team’s colours, and get ready for the moment you’ve been waiting for.
When kick-off finally arrives at the FIFA World Cup, you’ll already feel like a local!
