The Florida Keys & Key West are known around the globe for their unmatched natural beauty, laid-back atmosphere and year-round warmth. But they also offer environmental, cultural and adventure activities that can’t be enjoyed anywhere EXCEPT in the island chain. Make lasting vacation memories by undertaking 10 extraordinary “only in the Keys” experiences.
Fritzie Estimond is a welcoming presence at the Key West Business Guild’s LGBTQ Visitor Center — and the guiding spirit behind the guild’s annual events. What does she like best about Key West? The “small community” feel, the acceptance that allows people to be their authentic selves, and what she cheerfully calls “the weird.”
In the 1970s and early 80s, Key West was a freewheeling seaport town whose residents included fishing guides, hobbyist pot smugglers, treasure hunters seeking 17th-century shipwrecks and some of America’s leading renegade writers. That fascinating era is memorialized in “Home at the End of the World,” a book lovingly curated by Rita Troxel.
Indigenous Florida Keys cuisine typically means fresh fish and seafood harvested from local waters, headlining nearly every restaurant menu. To tempt the taste buds, check out some small, off-the-grid and new-location eateries — including a Key Largo spot with “toes in the sand” sunset dining — that Keys locals favor for their flavors.
Each year bicyclists navigate the entire Florida Keys island chain, along scenic Overseas Highway and Heritage Trail routes, during the 165-mile Miami to Key West trek known as the SMART Ride. Now in its 18th year, the event has raised an astounding $12.5 million for AIDS service organizations in Florida and the Keys.
Great news — Fantasy Fest is a go for 2021! Revelers can enjoy over 50 costume contests, masquerades, parties and performances during the high-energy annual event, though traditional large-crowd highlights aren’t taking place to protect against potential coronavirus spread. This year's popular masking and costuming festival entertains partygoers from Oct. 22 through Oct. 31.
Visitors to the Key West Tropical Forest & Botanical Garden might spot scarecrows peering out from among the 15-acre habitat’s plants and trees during a lighthearted exhibit of recycled art creations. The “Scarecrows in the Forest” exhibition features figures crafted from natural and recycled materials by local artists, students and other community members.
Many of Jimmy Buffett’s classic songs, inspired by his years in Key West, invite fans to share his love for the island’s offbeat characters, laid-back lifestyle and cheerfully outlaw vibe. Now, 50 years after Jimmy first discovered Key West, Scott Atwell has unveiled a fascinating book titled “Buffett Backstories: Fifty Years, Fifty Songs.”
Key West is known as one of the most haunted cities in the United States. Visitors can experience several year-round ghost tours that are delightfully unnerving, including an award-winning trolley tour with a “ghost host” and the exploration of a haunted Civil War–era fort where they encounter the eerie Robert the Doll.
Florida Keys restaurants range from gourmet hotspots to dockside seafood “shacks” and trendy food trucks where guests can choose from a variety of fish, seafood and other options. Many eateries along the historic Florida Keys Overseas Highway provide tasty temptations — but if diners venture into less-explored areas, the culinary possibilities become virtually endless.