Fall Gay Getaways

San Juan, Puerto Rico

No passport? No hay problema. Puerto Rico, despite a few issues with its gay residents, has been one of the most welcoming islands in the Caribbean for gay travelers (take that, Jamaica). While Old San Juan can have a bit of a tourist feel, doing a little digging can land you in hot clubs like Krash and the city's new cultural district, Santurce. If you're feeling at one with nature, head to the Caribbean National Forest, a.k.a. El Yunque, for 28,000 miles of hiking trails. Just watch out for those hurricanes.