It's never too early to get started on your costume for Fantasy Fest. For those who aren't acquainted with this Key West tradition, think Mardi Gras with even more elaborate costumes. The outrageous 10-day celebration features costume competitions, promenades, street fairs, and a grand parade with marching groups and lavish floats. The festivities run October 23-November 1, and rooms sell out fast. Santa Maria Suites Resort offers 35 luxury guest suites, a stunning pool, and the Ambrosia restaurant. Casa Marina Resort & Beach Club, part of the Waldorf Astoria Collection, spans 1,100 square feet of private beach and is full of Old Key West charm. The Reach Resort boasts the only natural beach on the island, 150 elegant guest rooms, and attentive service. Sunset Key Guest Cottages are located just off the hustle-and-bustle of the mainland, for some serenity during an otherwise wild and crazy celebration.