Most of this stuff is expensive, especially the non-Sherline items, if bought retail. I would buy as many of these items as possible on ebay. Go to the Long Island Indicator Service website and look at the different brands of instruments you are interested in. Find out which will suit your needs and wait for it to come up on ebay for a fraction of its retail cost.
Most of the major industrial suppliers (MSC, Travers, Enco and others) will carry both brand name and import items and will often have sales on a particular line from time to time. I think I bought my Wilton machine vise for $135.00 from Traver's on sale; it now lists for $229.00 and is a good vise even at that price. Don't forget to check Amazon - they often beat the industrial houses and ebay on new stuff.
From Sherline or one of its many vendors I would buy the fly cutter and, when you can afford it or need it, the angle table and rotary table.
To get started, I suggest at least one 3/8" end mill holder and reproduce it in your shop. I personally don't like these holders because they hold the end mill in place with a locking set screw. That screw can come loose under heavy load, believe me. Sherline also sells a collet set that holds 1/8", 3/16" and 1/4" end mills or drills and they work well, but they limit your end mill size options.
Take your time and buy wisely. It's easy to spend a ton of money on this stuff. If you hit a snag or are at all uncertain about something then ask here on the forum. Lots of smart, experienced guys who are more than willing to help. If you are bashful about doing that then PM me.