Help with planning would be great!

I will add my personal 2 cents :)

Honestly Brussels and Berlin aren't the cities I'd visit the most in February. Grey, dull, cold, etc.

Also note that there are night and night trains. The former with couchettes and sleepers (extra costs on top of the pass), the latter with daytime seats, light, announcements, plenty of stops -> rough times ahead. Berlin - Munich would fall in that category

There is indeed no night train between Munich and Italy at the moment due to works in an Austrian tunnel. You could catch the Vienna services from somewhere in Austria though.

My personal itinerary would be to avoid the Berlin detour and spend more time in Italy. Less tourists there in winter than in the midst of summer! Also adding a beautiful railway along the way.

Though from Canada snowy landscapes might not be too unusual, the Bernina Line is truly a stunning feat of engineering. So something like…

23th February: ICE to Cologne, ICE to Basel, IC3 to Chur.

24th: Bernina Express* to Tirano, R to Milan, Frecciarossa to Florence

25-26th: full days in Florence (20x better than Pisa).

27th: easy 1h30 high-speed journey to Rome.

Feel free to ask anything!

*panorama carriages have a 36 CHF reservation fee, regular carriages at the front are free. There are also hourly regional trains along the same tracks.

Some useful links:

https://www.seat61.com/how-to-use-a-eurail-pass.htm

https://www.seat61.com/interrail-and-eurail-reservations.htm

https://www.seat61.com/trains-and-routes/bernina-express.htm

This is great information!

Thank You thicabe

I just noticed what you posted - Night trains are something completely different than what I’m finding!!  Changing trains for 2 hours in the middle of the night does NOT sounds like fun!

We’ll definitely check out the route suggested.  

Yea..  and coming from Canada in Feb. it would be nicer to see less gray, rather than more!!

So, with this in mind, we would be spending 2 days in Zurich?  

That would be a blast too!!

You'd spend 1 night in Chur -> not too far from Zurich but already more in the Alps to start day 2.

Then 3 nights in Florence = 2 full days to explore this beautiful city. It won't be as touristy as June-September for sure.

Obviously this plan could be tweaked, for example staying the first night in Zurich, then one along Lake Como (say Varenna) and 2 in Florence.

To add my personal note on Brussels, the city seems indeed grey in february, while the chances of fair weather are indeed slim. It has a bit of a gray and uncharming shell, true, but you need to dive into it discover it. It’s much more than the few streets around the grand-place. But I actually think this an ideal destination in february for a city trip.

 What happens in the city is the absolutely opposite of bland and gray. It’s a city that has a super vibrant cultural life, with dozens of museums, cinema, exhibitions, concerts, architecture, food and drinks... Personally I’lld find it much easier to fill 4 days in Brussels, than in Amsterdam, so maybe you can tweak your itinerary a bit. 

https://www.visit.brussels/en/like-a-local

For the rest I’m totally agreeing with ​@thibcabe ‘s suggestions :)