I also have some transportation tokens, and some interest in building a collection of them. Here's what I have so far.
Here's my 1788 Slave Penny from Barbados. Graded a VF25 even though I think it looks a lot better I'm happy with what I got. I
Here are the take form the LCS $5.00 for all box. A delightful mix of assorted stuff. Plastic play money
You'll want to join the AVA. You can put together an extensive collection for almost nothing. There are thousands of issues you can acquire for 10c to 25c each through purchase and trade. Much of the whole area is unchartered territory where scarce varieties and high grades can also be acquired for almost nothing. Even tokens with only a hundred survivors can be acquired for as little as a few dollars sometimes though competition for scarcer items can be fierce. When you do join buy at least volume one of the catalog.
Here is the rolled penny i got for my sister in law,The other has not arrived yet.This is one of the best rolled pennie's i ever saw!!! HAPPY HUNTING ALL!!!
This is the nicest piece, if not the oldest a Temperance medal/tag A nice So-Called dollar to add to the Canadian collection
AVA members are very helpful to new members. You may get a few free tokens but you'll get numerous offers to sell inexpensive tokens and to trade. They hold frequent auctions for better tokens ($1 to $20). Trading can be a very effective way to build up a collection though it does take a little time to build up enough desirable duplicates to trade. There are about 50 excessively common transportation tokens and another 500 very common so getting started is inexpensive. The next thousand will cost about a dollar each and after that many people begin to specialize. While catalog prices of scarcer tokens are quite low they usually trade at auction for three or four times catalog on average. Prices and costs may be a little higher than when I was active because of postal rates and inflation but most people will find it very inexpensive to put together substantial collections. These tokens don't get the kind of attention they deserve so it's not too unusual to find misidentified tokens as well as rare varieties or common ones in unusually high grade. Tokens were produced in batches of 1000 and then the dies were discarded. Each reorder resulted in a distinctly different variety. Often the earliest varieties are quite scarce and typically highly worn. These often trade back and forth as 15c tokens. I specialize in Indiana and Washington DC tokens as well as a few other states.
Some of the older Chuckie's tokens Has 4 prongs on the back side for holding something, to large for a .50cent piece, a dollar fits but it is not a good fit.