Things to do in Key West
It would be simple enough to come to this island getaway and eat conch fritters, drinks margaritas and check out the sunset every evening at Mallory Square—and have a great time doing just that. But to dig a little deeper into the magic and history of this place, where are some great things to do in Key West. Take a ferry ride first: The Yankee Freedom II takes visitors the 70 miles (about two hours) from Key West to Dry Tortugas National Park, then you’ll have about four hours to enjoy some of the best snorkeling in the world at Fort Jefferson and the Dry Tortugas beaches. (You can even camp here if you bring your own gear.)
One of the most classic things to do in Key West, Papa’s House, is always worth it. The official tours start every 10 minutes and are led by a ramshackle group of stand-up comics turned literature lovers. If you don't have a half-hour to spare, see the ancestors of his cats (bred to have extra toes, also known as polydactyly) and his sons' room, where photos of the author on his many vacations (Africa, Paris, Cuba) give new meaning to his literary works. Key West has attracted its fair share of vacationing presidents (Eisenhower, Kennedy and Carter among them), and the memorabilia displayed at Truman's former winter residence turned museum, the Little White House, immortalizes every presidential visit. The free two-room exhibit has photos and videos; for more, take a 45-minute tour of the president's personal quarters, furnished with his desk and custom-made poker table. One great option, if you’re wondering what to do in Key West with kids, is the 6,000-square-foot Florida Keys Eco-Discovery Center. You’ll learn about North America's only living contiguous barrier coral reef, and kids can get hand-son with a fun yellow submarine.
Key West natives take their nightlife seriously, though not literally, as many begin their reveling at 3 p.m. Join the party early at this indoor-outdoor martini bar; three-man bands and solo guitarists serenade fortysomethings under a shimmering disco ball.
The museum dates to 1834.
A jazzy live band accompanies the rough-looking bartenders, who serve $3 brews to a wide range of characters beneath twinkling green lights.
The circa-1891 Key West Museum of Art & History at the Custom House features a dripping-with-malice portrait of Truman Capote, waving a 1976 American Bicentennial flag and pistol, a Vote for the Man sign and a bloody young couple in the foreground: it was done by Capote’s fellow all-star of w
Cuban cigars are embargoed in the United States, so buy a legal version at this warren-like shop directly across from Mallory Square.
At the improbably first-rate theater, local boy Richard Wilbur once helped out with Molière translations.
Pick up cartoonlike sculptures (fish in red high heels, anyone?) and bright beachscape-painted tables and chairs at this boutique filled with handmade crafts by Floridian artists. All evoke a cheery Key West sensibility.
This annual arts exhibit of contemporary, large-scale outdoor sculptures and installations started in 1995 as an informal exhibit. Now, it showcases emerging and established artists from around the world.
Key West has attracted its fair share of vacationing presidents (Eisenhower, Kennedy, and Carter among them), and the memorabilia displayed at Truman's former winter residence turned museum immortalizes every presidential visit.
Almost every item in this ocean-themed shop is covered in seashells. There are handmade sand dollar– and starfish-rimmed mirrors and frames, along with gorgeous sea-glass chandeliers, all of which come wrapped in tissue paper decorated, yes, with shells.
Off the beaten path in an old Armory building, this nonprofit creative arts community center serves as an artist residency to more than 40 different artists each year. Mediums include writing, hair and headdress designing, dancing, painting, sculpting, and music.
Yacht owners tie up their boats and grab seats on the wraparound porch at this marina bar and slurp Key lime–garlic oysters during happy hour (4–6:30 p.m., when starters and drinks are half-price).
This recently renovated hotel restaurant hosts its very own cabaret; men in drag do nightly impersonations of celebrities like Madonna and Cher at the Crystal Room. Skip the overpriced poolside restaurant for a fresh mojito on the black-and-white-marble patio.
Catch an art film at the nonprofit Tropic Cinema (founded, in part, by writer Jean Carper and George Cooper, a retired law professor and author).
Owned by a Key West native who stocks her well-appointed accessories boutique with candles from Diptyque and Tocca, antique clocks, spicy red pepper–flavored Belgian chocolates, and enough Dr. Hauschka and Kiehls beauty products to keep you moisturized for life.