Hermann Upmann was a banker who came to Cuba and opened a cigar factory that failed before being taken overy by Menendez y Garcia, who turned it into a success. The H. Upmann brand has some sizes that mimic Montecristo, which was also owned by Menendez y Garcia. The cigars have a reputation for being milder, which isn’t always reflective of their true taste. The No. 2 pirámide is a standout, as is the double-corona-sized Sir Winston, which can be a difficult find.