SK would be a better tank. it'll be hard to keep aggro off the rogue and the caster as a pally. and also the cleric once they're healing the caster.
Mage is fine for the caster, but an enchanter would probably be better for CC, which is essential in dungeons. The dru/shm can root, but that's pretty weak CC compared to a mez. Since you have a bard, getting a lot of melee is not a bad idea (haste), but that'll make it even harder for the pally to hold aggro.
I think the shm is a lot stronger for a group than a druid, unless you really want ports. I think you could probably live without them. since it sounds like you'll be playing this group pretty casually once a week.
I'd start everyone in the same city as you suggested to make it easier to get started. Freeport would be better because that'll give you a lot more dungeons close by (befallen, guk, najena), as well as other higher levels around to give the newbs a glance at the lootz. if you'd rather start in qey id think about how to move your party out east eventually, could be a fun run once you're sick of BB.
faydwer is usually more crowded (CB and unrest) and I think you'll be fine in Antonica for awhile.
anyways sounds like fun, good luck to ya.
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