Toronto, Canada

Diverse multicultural metropolis where soaring glass towers meet historic neighborhoods, lakefront charm and world-class dining.

Toronto hits differently when you've got a crew. This is a city that rewards exploration—every subway stop drops you into a completely different world, from Kensington Market's vintage chaos to the polished waterfront towers. The best things to do in Toronto aren't on a single tourist trail; they're scattered across neighborhoods that feel like separate cities stitched together. Your friend group can eat Korean fried chicken in Koreatown at 2am, brunch on Portuguese custard tarts the next morning, then catch sunset drinks on a King West rooftop. The energy's cosmopolitan without the European price tags, and the city's big enough that 8-10 people can split off without anyone getting lost. Winter's brutal (like, really brutal), but May through October? Prime time for a group getaway that mixes lakefront hangs with proper nightlife. Pearson Airport sits about 30 minutes northwest of downtown. Skip the taxis—the UP Express train runs every 15 minutes to Union Station for $12.35 CAD, and…