After life took them down different paths, Ailynn and Jason reunited and the rest, as they say, is history. These two explored Jason’s hometown of Toronto together on a recent trip. Read on for all the fun details, including tips for how to make the most of a quick trip to the capital of Ontario.

“This trip was a surprise whirlwind weekend I planned for Jason’s birthday. After almost 20 years of being apart and going down different life paths, we reunited one year ago. Toronto is home for Jason, but he hadn’t been home in over 15 years. I figured there’s no time like the present to be home with my soulmate.

“Jason told me he had always dreamed of us wandering around Toronto’s funky little neighbourhoods. And that’s exactly what we did. We walked miles and miles both days we were there, ate all the things, and sneaked in a few minutes of a Blue Jays game with seats right behind the home plate! We even had time for a late show at The Second City.

Traveller tip: Bring your walking shoes. There are so many amazing pocket neighbourhoods in Toronto that you can explore for days and days. Have a plan and hit up all the great food.


“I’ve always been more of an NYC girl and never thought I’d find myself enjoying wandering the streets of Toronto. But with the person you love by your side, life looks and feels fabulous on every street, around every corner. Our feet never hurt so much, but we held hands, laughed, and smooched down every block.” – Ailynn

  Flytographer Jenn in Toronto

Flytographer Jenn in Toronto

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