Wow, they do good work over at Medallic Art Company with production facilities and stores throughout the US. Their products are all of high quality and superb artistry. These medals, celebrating Curaco shippers Maduro and Sons, are no exception. Nice medals! I think that's the Roman god Mercury with his winged helmet.
This medal comes in several variations. This document from MedalCollectors.org lists four of them. There may be more. See the secondary picture for the variation identified by requester Emy.
This is a modern medal made in modern times. You can buy them at retail for $20 to $50 US dollars. If you wanted to sell your medal to a collectibles dealer, he or she would probably offer you $10 to $15.