A word about cigars...
Cigar smoking in America doesn't show up before about 1762 when Israel Putnam returned from Cuba. He brought Havana cigars and cuban tobacco with him and soon thereafter, cigar factories were established in the area surrounding Hartford, CT.
The Spanish on the other hand were smoking and manufacturing Cuban tobacco cigars as early as 1717. Seville, Spain is considered the birthplace of the modern cigar. Initially, Spain imported the raw materials from Cuba but in 1821 Spain allowed Cuba to manufacture cigars locally, thus the Cuban cigar was born. As a "thank you" gesture, the Cubans sent a box of their best cigars to the King of Spain each year.
In Britain and France, cigar smoking didn't really get popular until after the Peninsula War (1806-1812). The production of "segars" in Britain began around 1820.
Prior to these events, history and legend says the Columbus' crew found Cuban natives smoking a crude form of the modern cigar when he reached the New World in 1492. The cigar was made by wrapping maize around a filling of tobacco leaves.
So... any pirate sailing between the Caribbean and Spain after 1717 would have been exposed to tobacco and cigars. Hope this has been useful information.
(The Mystick Flame always has a goodly supply of fine segars for Captain and crew )