Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Old Town Key West mixes Caribbean charm with historical treasures on every corner. Stroll past colorful Victorian "Conch Houses" with gingerbread trim to discover Ernest Hemingway's six-toed cats or the gleaming Truman Little White House. Duval Street buzzes with lively bars and music venues while Mallory Square hosts unforgettable sunset celebrations with fire jugglers and street performers.
The neighborhood serves up everything from fresh grouper and conch fritters to key lime pie at spots ranging from waterfront fine dining to casual shacks. Most travelers explore the charming brick streets on foot or by renting bikes, with trolleys looping frequently through the walkable historic grid.
New Town gives you a quieter slice of Key West living away from the tourist crowds. This peaceful residential area offers wide streets for strolling and a glimpse into authentic island life. Nearby Smathers Beach and the Key West Tropical Forest provide natural escapes when you need a break from the bustle.
Budget-friendly chain hotels and vacation rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with grocery stores help you feel right at home. A car is handy, but free parking is plentiful throughout the neighborhood.
The Key West Historic District lets your inner wanderer loose on pastel-painted streets steeped in salty charm. Ernest Hemingway's old stomping grounds mix with lively bars and the nightly sunset celebration at Mallory Square. History buffs explore the Truman Little White House while party people hit Duval Street for live music and tropical drinks.
Fresh seafood and Cuban-influenced cuisine fuel your adventures between historic Victorian B&Bs and boutique inns with tropical courtyards. Getting around is easy—just stroll the narrow brick streets, hop on a narrated trolley tour, or rent a bike to cruise this flat, compact island paradise.
Downtown Key West dazzles with its historic charm and non-stop energy. Wander Duval Street's lively scene, visit Hemingway's famous six-toed cat sanctuary, or catch the sunset celebration at Mallory Square where fire-breathers and musicians perform against stunning Gulf backdrops. The neighborhood's Victorian mansions with gingerbread trim and weathered coral stone churches create a unique tropical atmosphere.
The area serves up fresh seafood from casual waterfront joints to upscale restaurants. Most attractions sit within a walkable six-block radius, though you can hop on the Conch Tour Train when your feet need a break. Boutique hotels and historic inns with tropical courtyards offer charming places to crash after experiencing the legendary bar scene.
Truman Annex delivers presidential history with a side of peaceful luxury just steps from Key West's action. Tour the Harry S. Truman Little White House where tropical gardens frame the preserved presidential retreat. Stroll past gleaming naval buildings on manicured grounds or explore maritime treasures at the Mel Fisher Museum. The quiet, tree-lined streets feel worlds away from Duval Street's energy.
Elegant vacation rentals occupy restored naval quarters with premium amenities and tropical courtyards. Getting around is best done on foot or by bike through the gated community's uncrowded pathways. When hunger strikes, a short walk takes you to nearby Old Town's restaurants and shops.
If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at We Cycle Key West and Mallory Dock.
Mallory Square is worth passing through for a few pics when in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here?
Whether you want to collect beach glass or watch the sunset, Smathers Beach is a spot you might want to check out, located 1.7 mi (2.8 km) from central Key West. If you want to continue walking by the waves, head to Clarence S. Higgs Memorial Beach Park located nearby.
Explore the great outdoors at Dry Tortugas National Park, a lovely green space in Key West. Amble around the area's seaside or seek out the biking trails.
Enjoy a trip to Fort Zachary Taylor Historic State Park and popular activities like boating in Key West. Discover the area's beautiful sunsets, or seek out its biking trails.
Hemingway's ghost still haunts the bars where he once drank, while roosters strut through streets with more confidence than tourists. At Mallory Square, sunset becomes theater as fire-jugglers and troubadours compete for attention. The Southernmost Point buoy draws selfie-seekers, though locals know the actual southernmost spot lies elsewhere. Tour the author's six-toed-cat-filled home before cooling off with key lime pie that sparks debates about meringue versus whipped cream. Snorkel at Fort Zachary Taylor, then wander Duval Street where T-shirt shops give way to sophisticated galleries. The Truman Little White House reveals presidential history, while the nightly parade of characters proves that in Key West, being normal is the only real sin.
Visitors speak favorably about all that Key West has to offer, including its seaside, live music, bars, and festivals. Activities like biking give you a chance to enjoy the outdoors while you're in town. If you're hunting for the perfect souvenir, you may want to head to Duval Street to shop. And while you're here, be sure to stop by Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum.
