lucky penny adores being a tourist in her own city.

when a nearest and dearest was in town for a visit, she was more than delighted to show him right around… segue into segway, the two-wheeled traveler that looks nerdy but oh so fun.

jetset penny got a historical tour from chris, her segway of ontario guide, in the distillery district. bonus points for the chocolate tasting and beer sampling from mill street brew.

she may be back at month’s end for their ghost tours, but will need cute boyfriend to hold her tight if she sees an apparition. boo!

lucky penny knows cute boyfriend loves her, but… sometimes it is all about the little things like a love note.

a close second is gary taxali’s “i love you, ok?”. the book is an illustrative love letter to fans who know his vivid and fun drawings. no words. no pagination. pictures are louder than words, non?

***psst… his book signing is tonight at the art gallery of ontario from 6-9pm, featuring his two *new* books, “i love you, ok?” and “mono taxali”.

lucky penny is more of a gin and tonic gal, but amsterdam-based retailer scotch & soda is quickly making her a convert.

case in point: this exquisite french-styled blazer with its subtle dotted print and puffy shoulders. la crème sur le brulée? its eiffel tower brooch.

***psst… this dutch treat just opened up a *new* shop in the toronto eaton centre. magnifique! *bisous*

lucky penny loves jetsetting solo… but without cute boyfriend, it sometimes gets lonely.

in san francisco, the travelocity roaming gnome quickly became her *new* companion. affectionately nicknamed gnomie, he was at her beck and call… croissants at tartine, tacos at la taqueria and ice cream at bi-rite creamery, she soon realized that she was not so lonely after all.

her photos were much more fun than the typical self-portraits, too. complete strangers started to take notice as gnomie was the best ice-breaker of them all.

perfect for any suitcase, the classic 8-inch figurine is available online at the roaming gnome store.

travel tip: make sure he is all wrapped up, or he could end up with no limbs. #boozybirthdaybootcampfail

***psst… photograph taken by jetset penny’s natalie… in front of the painted ladies, alamo square.

lucky penny loves her basics… and fall is her *favourite* season to stock up… only this time, for cute boyfriend.

he can leave his car in park… because getting around on his two-wheeler is much more rugged for… er, cute cyclist. levi’s commuter denim is perfect for such expeditions.

their rolled-up jeans are not only stylish, but also functional with 3M reflectivity… and with all of the stuff in his back pocket, levi’s made a utility waistband designed for u-lock storage.

lucky for him, he can get the jeans at lost & found on dundas west… alongside plenty of handsome-looking shirts from libertine-libertine, unis, and wolf vs. goat.

commuter bonus: a cuppa joe for the road.