Crane's sells them separately. I asked them to send me one with my 256 if they couldn't get the 256 pre-installed with the handle from Filson. I don't remember the exact cost, but of the top of my head, it was $10-12.
Hold off on wingtips until you get a pair of black and a pair of brown captoes. philosophe has the right idea as to whether brown or black would serve you better.
Allen Edmonds or Meermin if you're buying new.
If you're comfortable with buying used, then check ebay or buy and sell forum. I'll leave brand suggestions up to someone with more experience.
It looks brighter in the picture. I don't have Photoshop installed on this computer to correct the color. The color irl is more similar to the pictures in this post: http://www.styleforum.net/t/133759/filson-bag-thread-with-pictures/2370#post_6313836 As for it being flimsier than the original colors, I don't have any of the original colors to compare it, but if this is flimsier, then the originals must be bulletproof.
My buying will be marginally affected.
Prices online tend to be cheaper than b&m stores even with taxes calculated in and often online retailers offer free shipping.
Sometimes local stores don't carry the things I want to buy anyway. For example, I wear wide shoes, which stores sometimes don't have in stock. A lot of online stores offer free returns and exchanges, so getting the wrong size isn't really a big deal.
Sometimes, I'd rather no travel to a store, so I'll...