In reply to OliNewman:
Swanage isn't that good for sub-VS routes but there's enough to get you going for a w/e.
Subluminal and Cattle Troughs are your best bet for crags. Make a decision on whether you want to tackle a route before setting off though, as some (especially at CT) have little gear.
I'd start at CT (a longer walk from the car park) cos there is no ab in and you can take or leave routes accordingly. Do the Diff as a warm up, you can't go wrong there. Checkout Hangover - a softie and well-pro VS, probo only HS, but avoid Resurection which seems a bit dangerous for HS.
Stop in at Subluminal on way back to car park. You have to ab in, but only 10m and there's usually lots of people there so it doesn't feel too committing. There's a few severes and a vdiff to be had. Gangway is amenable too. Avernus is good but be careful. It's usually damp, always dark and probably best not to fall off.
If everything is going well, try Cormorant Ledge on day 2 but it is more committing venue with a big ab in and climbing the only viable escape.
6a bolt clipping offers a lot more in Dorset than easy trad altho Portland is better than Swanage. Blacknor has at least a dozen quality 6a's.
Avoid Dancing Ledge at Swanage, it is terrible for newbies.