This picture is from the front cover of a booklet on seamanship written by Captain J.C. Voss for the Durham & Bates Marine Insurance Co. The date of publication is not given but I would guess it’s from the mid 1950’s.
From the title, I was expecting some soft sailing porn but was disappointed to find it was about “the men who take small craft into the unpredictable world of water – the open sea”. The guys on the boat apparently didn’t read the chapter on Avoiding Sirens of the Sea. -Abaco Joe.