Might be going to Pitlochry but its about time I did GG, too. Garrr why can't we all do the same thing.
How technical is Gypsy Glen? And are there get out loops to make it shorter? (Thinking of bringing Kate rather than just saying 'no no no, its too technical for you Dear'. Be better for her to try and see it for herself but 50k might be pushing it.
It's a bit of a climb to get up to the top of the start of the (fast) descent and I can't think of any bail-out points once you do get started – it's about 35km starting from Glentress. The descent can be loose scree in places, and rutted here and there.
Some GPS info (courtesy HH) / pics in this thread from last October Jim. Not that techy per se, but a fair amount of climbing. Screamer of a descent back down towards Peebles though.
I'd be all over this trip, but simply too much to do this weekend to leave town!
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