Raise a toast, and write an ode to 200 years of Key West.
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Illustration by Leslie Chalfont.
THE GALLERY ON GREENE Art collectors will delight in the 37 local artists and six Pulitzer winners featured throughout the gallery with artists like Peter Vey, Mario Sanchez and Jeff MacNelly, whose works capture the spirit of Key West. 606 Greene St.
THE CAFE Vegetarians, vegans, gluten-free foodies and those who just want to eat healthy will relish in this rare find with items like the Classic Sprouthead and Famous Cafe veggie burger. 509 Southard St.
OLDEST HOUSE MUSEUM Celebrate the city’s bicentennial year with a stop by this treasured landmark for a look at how architecture and construction withstood the test of time. 322 Duval St.
BESAME MUCHO Get lost in the loveliness of this apothecary-meets-stationer-meets-gift emporium carrying everything from luxury linens to bath and body products, jewelry, specialty tea, candies, clothing and more. 315 Petronia St.
THE STUDIOS KEY WEST Take in exhibitions, workshops and performances by international and local artists inside this former 1950s Masonic Temple, where creatives come together. 533 Eaton St.
BOOKS & BOOKS Bookworms will find more than the perfect beach read at this indie bookstore co-founded by author Judy Blume and located inside The Studios of Key West. Author events keep this shop abuzz. 533 Eaton St.
HARRY S. TRUMAN LITTLE WHITE HOUSE History buffs flock to the “Winter White House” of President Truman, where he stayed often, wrote a State of the Union address and celebrated his 1948 re-election. 111 Front St.
SLOPPY JOE’S No trip to Key West would be complete without a drink at this bar made famous by its legendary patron Ernest Hemingway. Enjoy nightly live music, a tap room, and yes, the eponymous beef sandwich. 201 Duval St.
HEMINGWAY RUM CO. DISTILLERY This distillery and tasting room pays homage to the literary giant’s legacy through its signature line of rum, Papa’s Pilar, named after Hemingway’s beloved boat and formulated to reflect his cultured tastes. 201 Simonton St.
HEMINGWAY HOME & MUSEUM Channel Hemingway’s literary genius in an exclusive evening for two with full access to the house and writing studio and a chance to write in the same spot where Papa penned his lauded works. 907 Whitehead St.
THE CAPITANA KEY WEST Enjoy cotton-candy sunsets every night at this modern boutique hotel situated on the Gulf. Mix and mingle in the main building or book a cottage all to yourself. 2401 N. Roosevelt Blvd.
TUCKER’S PROVISIONS A trendy boutique with the perfect touch of Key West flair. Shop local makers and regional brands for a laid-back look you’ll want to walk out wearing. 611 Duval St.
CUBAN COFFEE QUEEN Soak up last night’s libations with a Cuban sandwich at this quaint cafe, and fortify for the day with a cafe con leche, so as their slogan says, you can “do stupid things faster.” 5 Key Lime Square
LITTLE PEARL A chic spot to pretend you’re not a tourist and while away the afternoon sipping Sancerre and nibbling ceviche at a cozy table in the heart of Old Town 632 Olivia St.
TIGER BAR & CHAMPAGNE ROOM Fresh catch never gets old, but when your palate needs a pick-me-up, the Asian-inspired small plates on the menu at this eclectic spot deliver the goods. After dinner, pop next door to the sister champagne bar for a bubbly nightcap. 500 Truman Ave.
KEY WEST LIGHTHOUSE Climb the 88 steps to the top of the lighthouse, opened in 1848, for sweeping vistas. Then, cruise by the museum for a tour through time. 938 Whitehead St.
OCEAN KEY RESORT Find the perfect combination of laid-back luxury at this classic Key West beauty, presiding over the iconic Sunset Pier, with the best views and people-watching on the island. Lounge by the pool, hit the spa, and forget about home. 0 Duval St.
THE LOBSTER SHACK KEY WEST Situated near the Southernmost point buoy, this tiny but mighty spot has lobster rolls on lock and is a standout in a sea of seafood options. Fresh lobster, shrimp and conch fritters, that’s all she wrote. 507 South St.
