I'd skip on the men's travel socks and the ladies underwear.
The men's socks get holes in them often. I've replaced the under warranty once (years ago) but gave up since they'd get holes after only a few weeks. Easy to mend, but a pain. Plus we had to buy extras to tide us over while we waited for the replacements to arrive.
The ladies underwear is comfortable but after one or two wears the waistband thread gives out so the elastic casing is no longer closed (it just 'unwinds' so you see elastic on one side.) This happened with both pairs of my heather gray ones and my white ones. This doesn't affect comfort or wear but annoys me because of the price.
Both products do dry in a just an overnight.
But so do a lot of other women's undewear at a fraction of the cost. I also have hiking sock liners that I use as thin socks, several yoga tops (that serve as sleeveless shirts/undershirts/pj tops as well as workout clothes) and a number of acetate or nylon blouses that dry overnight.
I own a travel silk skirt and top that have worn extremely well and look almost as good today as when I bought them at least 7 years ago so I'd consider buying more of the travel silks if I had money to burn. But careful shopping will find lots of less expensive alternatives that dry just as fast.
The best thing about a lot of the Tilley women's clothing is the inclusion of pockets, although the silks are lighter on pockets than they should be. If I lived in Toronto I'd shop for a travel blazer but I want to see what it looks like on me before buying.
When looking for travel clothes, check out Mountain Equipment Co-op since hiking clothes are designed to wick moisture away and dry quickly. I got a couple of tops, my socks and my travel pants (which zip off to shorts, have tons of pockets and are lightweight) there.