To "activate" Windspear, you just need to talk to Jordan Firkraag in the Copper Coronet & accept his offer to clear out some monsters. If you declined his offer, you may be screwed, unless you're a Paladin - visit the Radiant Heart in the Temple District (if you're still unable to reach Windspear [or Umar, see below], you can teleport there, but that's a whole 'nother ballgame).
Umar Hills can be activated in a couple of ways. Delon (I think his name is) at the City Gates should recruit you to this one. Again, you must say "Yes, I'll help you" (or something to that effect). IIRC, Delon will find you in the city if you have Minsc in your party even if you don't go to the gates. Alternatively, you can talk to Tolgerias (sp?) in the Government District, in the Council of Six building (in the middle of the map) to activate the Umar Hills.
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mild spoiler
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...in that I mention Valygar here... I believe you can also go to Valygar's Home (which is labelled on The Docks map) & ask his butler where he is, although you may have to have already talked to Tolgerias to have his butler appear - I'm not quite sure.
In any case, any of those should activate Umar Hills.
The other thing to remember is that, if you didn't have those places activated, then got them activated through one of the dialogues, you will likely have to exit through the City Gates again, even if you have already exited from the City Gates, in order to reach them.
- Imrahil
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