Hemingway haunts: Even travelers who only read Marvel comics can appreciate the general bad-assery of this legendary American writer and outdoorsman, who spent several years relishing in the riches of Cuba; namely, its fishing and rum. You can make a pilgrimage to Papa by visiting his home-turned-museum outside Havana (he penned The Old Man and the Sea here), or Room 511 at the classic Hotel Ambos Mundos, where he lived for seven years in the 1930s. The hotel’s rooftop bar is the perfect spot to toast Hemingway and his myriad vices.
Beisbol, Cuban style: Nowhere in the world outside of the US will you find more fervor for America's Pastime than in Cuba. Fidel Castro did try out for the New York Yankees, after all. Gloriously free of gimmicks, commercialism, and overpaid players, the Cuban baseball league revolves around passionate, talented athletes (who haven't figured out a way to defect yet) and extremely knowledgeable fans who live for the sport. Best part, games cost about $5 per ticket.