I've tried nearly every donut, sampled the Supreme Stack straight from Tim Hortons HQ, tasted Ryan Reynolds' latest collaboration — Ryan's Scrambled Eggs — and finally had my very first Double-Double (yes, I know, long overdue).
This marks only the second time I've ordered something not officially on the menu — the first being the infamous 9x9 "Wayne Gretzky" coffee, loaded with nine sugars and nine creams, after The Great One's number 99 jersey. That one didn't go down well — it was just a little (or a lot) too sweet.
Similarly, the Stanley Cup is not an official menu item but a so-called menu "hack" that combines a few other basic Timmies menu items to create — you guessed it — a Stanley Cup. Of sorts, anyway.
The Stanley Cup, which first went viral on TikTok a few years ago, is a medium iced coffee topped with two open-holed donuts and a Timbit stacked on top — think of it as Tim Hortons' answer to a Caesar cocktail.
It sounded weird, sure, but I was genuinely curious.
Placing my order
As I headed to my local Tim Hortons to order the Stanley Cup, I couldn't help but feel a bit nervous — the same kind of awkward energy I had when I asked for the infamous Wayne Gretzky coffee.
It's that slight fear of social embarrassment — the idea that I'd order something the staff had never heard of and end up looking like a total idiot.
And yep, that's precisely what happened.
When I asked, "Could I please order a Stanley Cup?" the server looked at me and said, "Um, sorry?"
I explained the order, but he still looked puzzled. A colleague came over to help and asked, "What's a Stanley Cup?" I pulled up a TikTok video from user @_benoit and showed them the viral creation.
That's when the second server chuckled and said, "Not everything you see on TikTok is real." (Wait — you mean those Olympic-diving cats aren't legit?)
To keep things simple, I just ordered the components separately: a medium iced coffee with a shot of caramel, a Chocolate Glazed Donut, a Honey Dip Donut, and an Old-Fashioned Timbit.
We laughed at how ridiculous the order sounded — but hey, at least I helped with some unofficial Tims training!
Then, it was back home for a bit of DIY assembly.
The taste test
When I got home, I quickly realized I should've asked the server to pour my iced coffee into a quencher cup instead of the usual plastic one.
As I stacked the two donuts and pushed the Timbit through the straw, I noticed it wasn't exactly holding steady — it started leaning off to one side like the Leaning Tower of Tims.
This presentation is wild!Tomás Keating | Narcity
That's when it hit me: How the hell am I supposed to eat this?
So, I bit into the Timbit and sipped the iced coffee simultaneously.
It actually worked — the coffee cooled me down (it was a scorcher of a Monday), and the donut added a sweet kick.
Sure, the presentation is over the top, but at the end of the day, it's just an iced coffee with two donuts and a Timbit on top. I treated it that way — minus the structural engineering challenges.
The verdict
Of course, the Stanley Cup isn't going to become a regular part of my Tim Hortons order because of its overall excessive-ness — but I was blown away by how much I liked it. In fact, I was pretty speechless!
The iced coffee was super refreshing, and it paired perfectly with the softness and sweetness of the two donuts and the Timbit.
It's definitely a bit of a hassle to order, but honestly, every Canadian should try it at least once. There's something incredibly fun about the whole process — from the confused looks at the counter to the final taste test. It was a little like being a kid again!
I actually thoroughly enjoyed it. However, if I order it again, I would ask for a quencher lid with a hole in it (rookie mistake on my part) and try a different flavour of Timbit for variety.
Overall, it was wildly impressive and surprisingly filling for a midday treat.
I'd give it a strong 4 out of 5.
Order it, Canada! Just don't forget to order the items separately and build it yourself to save the employees a headache.
Midway through my Tim Hortons. Tomás Keating | Narcity
And just like that, another strange Tim Hortons order has officially been ticked off my Canadian bucket list. From 9x9s and Double-Doubles to Stanley Cups, I'm making solid progress.
Here's hoping I spot a few more Stanley Cups in the wild this summer, especially after this article drops.
What should I try next, Canada?
The views expressed in this Opinion article are the author’s own and do not necessarily reflect the views of Narcity Media.
Air Canada Fan Flight winners pose with a giant ticket at the Oilers vs Dallas game. 
Air Canada Fan Flight winners cheering during the Oilers vs Dallas game. 