Bruce Poon Tip is founder of Gap Adventures, a widely successful adventure travel company based out of Toronto. Not only has Poon Tip made a name for himself and his company at home and overseas, he's helping spread the word that Toronto is not only a great place to live, but is also a city to seek adventure. Last week I caught up with the busy traveler just before he hopped on a plane for another adventure-plotting business trip.

Matt Galloway is a fixture on CBC Radio. As host of the station's daily drive-home program Here and Now, he spends his afternoons - and yours - unpacking what's happening, what's developing and what's need to know in the big T.O. Be it hot button political or civic issues or an upcoming cultural event, odds are the colloquial and approachable host knows about it and is already on-air with the person responsible for it.

So who better to chat with about what it's like to live in Toronto. From actively supporting local musicians and restaurants, to his love of the Toronto FC, Galloway is a guy who's openly passionate about our city.

A quick Google search of Adam Giambrone turns up hundreds of hits about his political career: he was elected to council when he was just 26; he's a former president of the federal New Democratic Party; he's the chair of the Toronto Transit Commission (TTC); he speaks several languages; and he's toured the world as an archaeologist. All that and the guy's in his early thirties.

With a municipal election on the horizon and some city residents tweeting about Giambrone as their dream mayoral candidate, we decided to take a few moments to catch up with the busy city councillor to talk about growing up in Toronto, why he loves the TTC and whether he's really considering a run for David Miller's chair.

Ashleigh Dempster and Amanda Blakley need little introduction. The sassy, smart and enviously stunning pair run The Society, a Toronto-based members-only club for the creative set (or, of course, those who really want to run in that circle). From the annual Boobyball and S.M.U.T Soiree to their Yogart series, the cultural curators have transformed the way people can experience and engage with the city.

Since they began The Society a few years ago, the club has grown from only a few members to hundreds. Their events have grown too, from intimate dinner parties to scotch tastings at Raptors' games, and exclusive polo or sailing lessons with experts in the field. The lovely ladies have even used their curating skills to expand the club to New York City. It all means we've only just begun to hear about the clever events they can concoct.

I caught up with the pair to discuss how they met, why they love Toronto and their favourite places to eat in and around the city.

New to Baldwin Street, Cubeshops is a unique art gallery-cum-design store filled with one-of-a-kind finds and curiosities. Curated by four Toronto-based friends, the shop is a mecca of distinctly designed products with a modern take on functional living. Like, uh, cups with numbers!

Find out what more is in this cube shaped store in my profile of Cubeshops in the design section.

Leigh & Harlow, the newish clothing boutique near Queen and Bathurst takes its name from a couple of Hollywood legends (Vivian Leigh and Jean Harlow). And inside, labels on the shelves like Joe's Jeans and Paige Premium Denim might be just what a TIFF fan needs to stalk modern day celebrity starlets in September.

Take a look at the photos and discover what else is in store in my profile of Leigh & Harlow in the fashion section.