Newbie Needs Some Help

I'll have a go at the one on the right, because it looks easier.

Holy Roman Emperor Charles V reigned from 1530 to 1556, so that narrows down the timeframe for this coin. Unfortunately, it falls right in the "gap" not covered well by the catalogues; the only books I have for the period are Friedburg's "Gold Coins" and Drascovic & Rubenfeld's "Crowns & Talers".

Charles V ruled over a large and diverse area: Spain, Austria, the Netherlands and parts of Germany and Italy. Where might this coin have come from? Some clues can be found on the reverse of the coin, particularly the inscription "PADVS MLI".

"Padus" is the Latin name for the Po River in northern Italy. Milan is one of the cities on (or near) the river; the canals linking the river to the city were designed by Leonardo da Vinci during his tenure in that city. I suspect "MLI" isn't "1051" in Roman numerals, but the abbreviation for MEDIOLANI, the Latin name for the city. The coin may even be commemorating something to do with Leonardo's canals: the motif is "Salus Augusta", with the allegorical figures I interpret as being "Health" reaching out to the reclining "River Padus".

How large is it? If it's "crown-sized", it could be one of the ducatones listed in D&R, but they're only marked as being "scarce" and are unpictured in the book.

As for the ancient-looking one on the left, I'll need to read up a bit more before I offer an opinion; I'll get back to you, if no-one else does... though it might help if we could have another pic with all the detail on the "eagle" side (it's cut off a bit there on the left side).

I think I've found a coin that's very, very similar to the ancient one on the left: It's listed in Sear's "Greek coins and their values" catalogue as #7903, a bronze coin issued by Ptolemy VI of Egypt (180-145 BC) from the Egyptian colony of Paphos, on Cyprus. The legend on that coin reads "KING PTOLEMY" in Greek (PTOLEMAIOU BASILEOS). According to the catalogue, the portrait is that of the king's mother, Cleopatra I (not the famous Cleopatra, who was actually Cleopatra VII) dressed as the goddess Isis. Here's the best of the four examples pictured on the Wildwinds website:

Catalogue value in Sear is £20.

That's okay, no hopes dashed or anything. They were actually found in the streets of Arapino, Italy by our aunt who was over there visiting in 1974 with our grandmother. After several years of holding onto them, she gave them to David after she saw his little coin collecting book he had bought at the grocery store. So really he is just trying to figure them out seeing as they have stumped everyone he asked about them.