Toppa Top 10: The Best Caribbean Cigars Intro 1 2 3 4 5 6 7 8 9/10 October 4, 2011 8. Montecristo (DR) Although I prefer the Cuban version of the Montecristo much more than the Dominican version, these are probably the cigars I smoke the most. They are available in most cigar shops but are definitely high quality cigars.