While the Florida Keys comprise hundreds of islands, the five to focus on are Key Largo, Islamorada, Marathon, Big Pine and the Lower Keys, and Key West. Moving east to west, Key Largo boasts world-renowned diving and snorkeling, while Islamorada practically begs you to charter a boat with all its sportfishing. Marathon is the perfect place to combine vacation and purpose with numerous voluntourism opportunities, and Big Pine and the Lower Keys stand out for their unspoiled natural beauty. And of course, Key West, the best-known of the Keys, teems with historic attractions and museums, famously hosting Truman, Hemingway—and maybe even you.
Pro tip: Visit during the dry season (from November to April) for sweet-spot temperatures and low humidity. Should you visit one of the higher-traffic islands like Key West, consider ditching your car and opting instead for an e-bike to avoid the at-times headache-inducing traffic.
Getting there: By air, travelers can arrive at the Keys through one of the nearby airports, including Key West International Airport (EYW), Florida Keys Marathon Airport (MTH), Miami International Airport (MIA), and Ft. Lauderdale International Airport (FLL). But for one of the most scenic drives through the country, consider road tripping down Route US 1, the overseas highway that connects the Keys.