Guild Wars 2

Thinking of coming back but friends are on a different server to me.

With the megaserver, does actual homeworld matter, or would I still need to transfer for guild activity?

It only matters if you want to wvw together.
Now with megaserver you can all be on the same map for guild activities regardless of home server.

ToT is right, servers only really matter for WvW nowadays. To add, if you and your friends are in a party and are on same map but happen to be in different instances, right click on player in party window you want to meet up with and it’ll have option that says "Join in ‘map name’ " and you’ll zone to their instance so you’re all together