Thanks everyone. I did discover the baggage FAQ earlier today, but wasn't sure how (or if) I could specify the snowboard through the online booking system, so I did end up just giving them a call to book through an agent. They were great on the phone with a hold period that was no longer than 30 seconds, and I'm all booked and happy.
So I'm about a month late posting this, but my trip from Kitchener to Dorval on Jan 25th (yes, that giant snowstorm day) did not exactly go well:
Train 84 was over 30 minutes late leaving Kitchener, though that didn't affect my connection in Toronto, and the service in business class was decent. It turns out my snowboard bag fit easily into two interconnected overhead bins, which nobody else was using. There was also the option to stand it behind some seats in another car, but keeping it close in my own car just felt better.
Train 66 from Union to Montreal (my ticketed distance, since that was cheaper than purchasing Kitchener to Dorval per the incredibly helpful booking agent) was much more problematic. It left Toronto late, then kept losing minutes along the way stuck behind a freight; an issue which probably wouldn't have existed had it left on time. By 18:00 we were an hour behind, but the worst was yet to come. At 18:25 I missed the PA announcement, but checked the tracker which reported "
Switch Issues West of Belleville — The train is delayed at Belleville due to switch issues in the area. Rail traffic can proceed in the area, but at reduced speed and one train at a time. As such, significant delay is expected." This was followed by "
UPDATE 18:41: trains 47 and 53 are now back on the move", which sounded at least somewhat hopeful. At 19:04 I texted my wife "
Announcement: We're now 2 hours and 10 minutes late, but should be the next train to go through this zone. Once we pass through this zone we should be proceeding again at regular speed." Again, this was false hope, and it wasn't until 20:23 that I texted, "
We're moving!"
Any idea at that point of my buddy picking me up at Dorval and us driving to Tremblant (he'd already killed off a few hours at a brew pub in Brossard) was ridiculous, so we booked the cheapest hotel in Dorval that Expedia could find us. At 20:50 I texted Michelle, "
Stopped again, we've cleared Quinte West but are still not in Belleville", followed at 21:05 by, "
Moving again. Reduced speed until the Belleville stop, then normal speed after that."
Here's where I do have to give kudos to VIA, because it was right around then they announced that a) our trip would be credited back to us, and b) we'd each get a pizza slice in Belleville. It was lukewarm pizza but quite welcome; so well done to our attendants for that one! At 00:37 we arrived in Dorval, 4 hours and 39 minutes late. It was at 01:01 that I finally texted Michelle, "
In bed at the hotel in Dorval. Good night, I love you!", and true to their word VIA's compensation email arrived at 05:24 while I blissfully slept: A complete refund, available as either a voucher good for 12 months, or 8 VIA Preference Points per dollar that would never expire. I chose the points, as I don't travel with VIA often, and have no idea when I'll get around to using them.
For a CN track issue that was out of their hands, on the night of a massive snowstorm causing issues across southern Ontario, they done good.
Thank you VIA!