The Sea Hawk (1940)
Errol Flynn stars as (guess what?) a privateer. Based around the time of the Spanish Armada, it sees Flynn jacking the Spanish ambassador’s boat and chatting up his wife. Being that it was released during the Second World War, there’s some pretty heavy jingoism going on, but it’s still worth a watch. If you must be a purist, track down the 1924 silent version, which is more faithful to Rafael Sabatini’s novel.