Ultimate 3-Day Key West Itinerary: Best Things to Do & See
Key West is a vibrant island paradise where colorful history, laid-back vibes, and stunning sunsets meet at the southernmost tip of the continental U.S.

Day 1: Historic Sights & Island Flavors
Morning
Start your Key West adventure at the iconic Southernmost Point Buoy, the colorful concrete marker designating the southernmost tip of the continental United States—perfect for that must-have photo op.
Afterwards, stroll over to the Ernest Hemingway Home and Museum, where the famed author lived and wrote—don’t miss the legendary six-toed cats that still roam the grounds.
Afternoon
Enjoy a classic Key West lunch at Blue Heaven, famous for its whimsical garden setting, mouthwatering Caribbean-inspired fare, and legendary Key lime pie.
Walk off lunch with a visit to the lush Key West Butterfly and Nature Conservatory, where you’ll be surrounded by hundreds of fluttering butterflies in a beautiful glass-enclosed habitat.
Evening
Experience the magic of sunset at Mallory Square, where street performers, local artists, and vibrant crowds gather nightly for the island’s legendary Sunset Celebration.
Wrap up your evening with fresh local seafood at the historic A & B Lobster House on the harbor, where you can savor elegant dishes with a waterfront view.
Day 2: Maritime Adventures & Historic Treasures
Morning
Begin your day with a guided tour of the Key West Shipwreck Treasure Museum and discover the island’s fascinating maritime past through interactive exhibits and salvaged treasures.
Afternoon
Head to Fort Zachary Taylor Historic State Park for a blend of history and recreation—explore the 19th-century fort, and then relax on the sandy beach or snorkel in clear waters.
Enjoy a casual waterfront lunch at Salute! On The Beach, a local gem known for its Italian-Caribbean cuisine and relaxed oceanfront ambiance.
Evening
Cap off your day with a classic Key West pub experience at Green Parrot Bar, the city’s oldest bar, famed for its live music, quirky décor, and local energy.
If you’re craving a late-night bite, swing by Garbo's Grill, a beloved food truck serving creative tacos and burgers in a lively backyard setting.
Day 3: Aquatic Wonders & Local Culture
Morning
Embark on an unforgettable snorkeling or eco-tour excursion from Fury Water Adventures, which takes you out to the only living coral barrier reef in the continental U.S. for vibrant marine life and turquoise waters.
Afternoon
Refuel with lunch at the quirky and colorful Blue Macaw Island Eatery, a local favorite for fresh seafood, tropical drinks, and live music under the shade of banyan trees.
After lunch, visit the Key West Cemetery for a unique perspective into the city’s quirky past—look for the offbeat inscriptions and historic markers among the shaded avenues.
Evening
Spend your final night on lively Duval Street, exploring its vibrant galleries, boutiques, and bars—don’t miss a classic conch fritter at any of the bustling stands.
Finish with a rooftop cocktail at The Bull and Whistle Bar, where you can enjoy panoramic views of Duval Street and the island’s nightlife below.
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