I downhill ski about once a year, either in the Rockies where my brother usually organizes a family trip, or out of Sault Ste Marie where they have a decent hill for central Canada. Lots of ski hills have regular shuttle service from the nearest airport or even the nearest downtown. For eg. in Fernie BC there is a free or very cheap shuttle bus from downtown to the ski hill every half hour. In Sault Ste Marie there is a yellow school bus shuttle in the morning and evening, full of kids. I've taken it twice and was the only person over 30 on it one time, and there was another greybeard the other time.
I don't do it often enough, or close enough to home, to make it worthwhile to own skis, but rental equipment these days is excellent.
BTW, half the staff at the resorts in Alberta and BC are from Australia.
I've played a lot of racquet sports and of course that equipment is easy to carry on a bike. I don't golf very often and don't own clubs, but as teenagers my bro and I on a few occasions towed golf carts to a nearby course behind our bikes.
Hockey would be a little tougher, as you have to carry a lot of equipment and get to the rink in winter, but I'm sure it could be done with a trailer.