Key West is a laid-back, tropical paradise at the end of the Florida Keys, famous for its vibrant nightlife, Caribbean-style architecture, and stunning sunsets. The best time to visit is from March to May, when the weather is warm and the winter crowds have thinned out.
Top Things to Do in Key West
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Getting Around Key West
From the Airport
Rideshare. Uber and Lyft are both widely available and operate directly from the Key West International Airport terminal curb. Taxi. Local taxi services like Five Star Taxi are readily available at the airport taxi stand for immediate pickup.
Once You're There
Walking. The historic Old Town area is extremely walkable, and most major attractions are within a 15-20 minute stroll of each other. Bicycle. Renting a bicycle is the preferred local method for getting around the island, as it is flat and bike-friendly. Rideshare. Uber and Lyft are the standard apps used for longer distances or when traveling between the various neighborhoods.
Where to Stay in Key West
Hotel picks for Key West are coming soon. In the meantime, search directly:
Where to Eat in Key West
Better Than Sex - A Dessert Restaurant★ 4.8 (5,169)926 Simonton St, Key West, FL 33040, USAA unique, late-night-only experience that focuses exclusively on decadent, creatively named desserts and house-made rimmed glasses.
Santiago's Bodega★ 4.7 (3,326)207 Petronia St #101, Key West, FL 33040, USAFamous for its vibrant tapas-style dining, this cozy spot is perfect for sharing small plates like bacon-wrapped dates and lamb chops.
Blue Heaven★ 4.6 (12,176)729 Thomas St, Key West, FL 33040, USAEnjoy a legendary brunch in a rustic, open-air courtyard where chickens roam freely and the key lime pie is piled high with meringue.
El Siboney Restaurant★ 4.6 (6,939)900 Catherine St, Key West, FL 33040, USAThis local favorite is the go-to spot for authentic Cuban comfort food, specifically their massive portions of roast pork and yellow rice.
Garbo's Grill★ 4.6 (3,393)409 Caroline St, Key West, FL 33040, USAThis award-winning food truck turned permanent fixture is legendary for its Korean BBQ tacos and unique, bold fusion flavors.
Pepe's Cafe★ 4.5 (3,919)806 Caroline St, Key West, FL 33040, USAAs the oldest eatery in the Florida Keys, this historic spot is a must for its classic breakfast, especially the freshly squeezed orange juice.
Latitudes★ 4.5 (3,383)245 Front St, Key West, FL 33040, USALocated on Sunset Key, this upscale waterfront restaurant offers a romantic atmosphere and a rotating menu of fresh, locally caught seafood.
Seven Fish★ 4.5 (977)921 Truman Ave, Key West, FL 33040, USAA sophisticated yet intimate neighborhood bistro that serves some of the best fresh-catch preparations on the island in a cozy, tucked-away setting.
Conch Republic Seafood Company★ 4.4 (12,153)631 Greene St, Key West, FL 33040, USASituated right on the Historic Seaport, this lively venue is the best place to crack into fresh peel-and-eat shrimp while watching the boats dock.
Bad Boy Burrito★ 4.4 (745)119 Fitzpatrick St, Key West, FL 33040, USAThe ultimate casual lunch stop for fresh, locally-sourced ingredients stuffed into massive, flavorful burritos that are perfect for a beach day.
Tours & Activities
Bookable through Viator.
3 Days in Key West
Hemingway, History, and Heritage
Morning. Start your Key West adventure by heading straight to the Ernest Hemingway Home and Museum right as it opens to beat the midday tour groups. Wander through the lush gardens and look for the famous six-toed cats lounging on the porches of this historic Spanish Colonial estate. Afterward, take a short walk over to the Key West Lighthouse to climb the 88 steps for a sweeping panoramic view of the island. You will get a true sense of the island's elevation and layout from this vantage point. Finish the morning by strolling down Whitehead Street, admiring the pristine Victorian architecture that defines Old Town.
Afternoon. Continue your historical deep dive by visiting the Harry S. Truman Little White House, where you can take a guided tour of the rooms that hosted world leaders. It is a fascinating look at mid-century political history in a tropical setting. Next, walk over to the Key West Butterfly and Nature Conservatory, a climate-controlled glass habitat that feels like stepping into a peaceful jungle. Spend time watching thousands of exotic butterflies flutter among the flowering plants and waterfalls. It is a quiet, meditative experience that serves as a perfect contrast to the bustle of the nearby main drag.
Evening. As the sun begins to dip, head toward the waterfront for the nightly ritual at Mallory Square. You will find street performers, local musicians, and artists gathered to celebrate the sunset in a festive, carnival-like atmosphere. Once the sun disappears, wander a few blocks away to find dinner in the heart of the Historic Seaport. The area is illuminated by boat lights and buzzes with energy, making it the perfect spot to end your first day. Grab a cocktail at a dockside bar to toast to the island life before calling it a night.
Sun, Sand, and Southernmost Points
Morning. Begin your day by heading to the iconic Southernmost Point Buoy early in the morning to snag a photo without the massive queue. From there, take a leisurely walk along the southern coast toward Smathers Beach, the largest public beach on the island. The water here is shallow and calm, perfect for a refreshing dip or just lounging on the sand with a book. If you have the energy, rent a beach chair or a stand-up paddleboard to enjoy the crystal-clear Atlantic waters. It is the quintessential Key West beach experience that feels miles away from the city center.
Afternoon. After a morning in the sun, head toward Fort Zachary Taylor Historic State Park, a lush park that houses a Civil War-era fort. Explore the brick tunnels and gun batteries of the fort before heading to the adjacent beach, which is widely considered the best spot for snorkeling on the island. The rocky shoreline keeps the water incredibly clear, allowing you to spot tropical fish right off the beach. Spend a few hours here in the shade of the Australian pines, which provide a natural canopy against the Florida sun. It is a favorite local spot for a quiet picnic and afternoon swimming.
Evening. Head back toward the center of the island to explore the vibrant Duval Street, the main artery of Key West's legendary nightlife. Start with a drink at one of the historic saloons, soaking in the live music that spills out onto the sidewalks from every doorway. The energy here is infectious, with a mix of locals and travelers enjoying the open-container culture. For dinner, find a cozy spot off the main strip to enjoy some fresh local seafood. End your night by listening to a live jazz set or dancing at one of the many iconic bars that have made Duval Street famous.
Island Exploration and Nautical Adventures
Morning. For your final day, embark on an excursion to Dry Tortugas National Park by taking the Yankee Freedom ferry from the Key West Ferry Terminal. This journey takes you about 70 miles into the Gulf of Mexico to visit the massive, unfinished Fort Jefferson. Spend your morning snorkeling in the moat, where you will see vibrant coral and sea life, or walking the perimeter of the fortress. It is a remote, breathtaking location that feels like a true hidden gem. Be sure to book your ferry ticket weeks in advance, as this is a popular day trip that sells out quickly.
Afternoon. Return to the island in the late afternoon and head toward the Bahama Village neighborhood for a change of pace. This colorful, historic area is rich in culture and home to some of the most vibrant street art and architecture in Key West. Walk through the narrow streets, stopping into local boutiques and galleries that feature the work of island artists. The vibe here is much more relaxed and authentic compared to the tourist-heavy areas of Duval. It is the perfect place to pick up a unique souvenir or just enjoy a slow-paced stroll through the heart of the community.
Evening. Celebrate your final night with a sunset sail on a classic schooner, departing from the harbor as the sky turns shades of orange and pink. Watching the island from the water gives you a completely different perspective on the beauty of the Keys. After returning to the dock, treat yourself to a final, indulgent meal at a high-end restaurant to toast to your trip. Finish your evening with a decadent dessert at a specialty shop, savoring the sweetness of your last night in paradise. It is the perfect, relaxing end to a busy three-day getaway.