Not 100% sure, but the top one might be a copy of the
In Tempestate Securitas Medal. (St George slaying a dragon)
The reason I say copy is because it should say "S GEORGIVS EQVITVM PATRONVS", but I unless I'm particularly bozz-eyed today, it says "EQVIVM". Hopefully someone can shed a little more light on it for you.
And also, the medal should say "IN TEMPESTATE SECVRITAS", but yours seems to say "SECVRITAS IN TEMPESTATE"
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I'm not an expert in any kind of coins, but I reckon I'm good at research and will do my best to help. Feel free to tell me my identifications/valuations/gradings are wrong. It's the only way I'll learn.