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Disclaimer - I should mention that my answer only applies in the context of the original question. I'm discussing my experience rappeling in a rock climbing context, using a dynamic single or half rope, a "stich-plate" or tubular belay device, and an autoblock backup (not a prussik). I can't speak to rappeling in caving (where the gear would be different) ...

Disclaimer: I have never rappelled in the rain. Basic requirement As with any rappel problem a basic requirement is to have enough friction in the system, and preferably a way to go hands-free. As always this should be tested and not simply assumed. I don't think that anyone can tell you exactly what will produce the proper amount of friction without ...

A rain jacket is a good windbreaker as well. The main downside, as you pointed out, is that it will not breathe as well as other fabrics. This shouldn't be an issue as long as you aren't doing a lot of high-output activities (ex: climbing, hiking uphill with a heavy pack for hours). Regular hiking and the likes should be fine.

I'm not familiar with your specific tent, but you typically don't block ventilation in a double walled tent. The outer rain fly will collect condensation from your own breathing and the tent needs to breath to reduce it. You also need to seal the seams on a tent if the factory doesn't do it for you, and sometimes even when they do. You can find lots of ...

The only one on your list that is no fun when wet is the Golden Gate visit. The following are all do-able on foot - I used the trolley cars as part of my exploration when I went to see the following: The trolley car to fisherman's wharf is a good idea. The Coit Tower is good for a walk around Haight-Ashbury can be fun for a half day or so Lombard Street ...

Sand will be an inherently trickier environment to camp in successfully I would imagine, since it retains moisture well and isn't as solid as earth. Personally I've never camped in sand, but I would imagine even a bit of sand piled on the tent walls could be the cause, that would be the first thing I'd try to eliminate. If the sand is moist (or becomes ...