First picture. Close, it's more a 2/8ths of a pieces-of-eight Philip V. The Spanish Pillar Dollar or 'Pieces-of-Eight' are very expensive in reasonable condition. I got a Mexican Colonial 8 Reales that is a newer 8 Reale.
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Cool ! It's a subject I really should learn more about. Not to collect silver - here in the UK you can get hit with 20% VAT unless you risk buying it privately, so the price would have to go up a lot before it became a worthwhile investment ! But as a bit of a historian coins can tell you a lot about a society and how it's economy is doing. I've got a few Napoleonic period coins, but they're mostly bronze and copper that I picked up just because I found them interesting.