5 Days of Nightlife and Relaxation in Key West Itinerary

Begin your second day by visiting the fascinating Harry S. Truman Little White House, where President Truman spent his winters during his presidency. After soaking in some history, have breakfast at Banana Cafe, famous for its French-inspired menu. Next, take part in the engaging Key West History and Culture Southernmost Walking Tour to learn more about Key West's rich heritage.

In the afternoon, explore one of Key West’s most beautiful beaches: Smathers Beach. Spend some time relaxing on the sandy shores or take a dip in the crystal-clear waters. For lunch, try out some local flavors at El Siboney Restaurant, known for its authentic Cuban cuisine. Post-lunch, visit another historical site: Fort Zachary Taylor, which offers both historical insights and scenic views.

As evening sets in, prepare yourself for an exciting adventure with the popular activity: Key West Sunset Party Cruise by Catamaran. Enjoy live music, dancing, drinks, and stunning sunset views from aboard a catamaran. For dinner afterward, dine at A&B Lobster House, renowned for its fresh seafood dishes and elegant ambiance. Wrap up your night by exploring Duval Street’s vibrant nightlife scene.

Kick off your third day with a visit to one of Key West’s most enchanting attractions: The Key West Butterfly and Nature Conservatory. Wander through this magical place filled with colorful butterflies and exotic birds. For breakfast nearby, stop by at Cuban Coffee Queen for some strong coffee and tasty Cuban pastries. Afterward, embark on an exciting adventure: The highly-rated activity -Captain's Choice Dolphin Watch Sunset Sail- where you can watch dolphins play in their natural habitat.

After your morning adventure at sea return to land for lunch at  Santiago's Bodega which offers delightful tapas-style dishes perfect for sharing . Post-lunch head over to explore another unique attraction -Mel Fisher Maritime Museum[2063]-, home to treasures recovered from shipwrecks around Florida Keys . Then take it easy while strolling along Edward B Knight Pier enjoying panoramic ocean views .

As dusk falls get ready delve into spooky side key west joining popular -Key west Southernmost Ghosts Haunted Walking Tour[435193]-. Hear chilling tales hauntings legends while exploring historic streets under moonlight . Finish off thrilling evening having dinner nearby -Blue Macaw Island Eats& Bar- known tropical cocktails vibrant atmosphere perfect end day three.

Start your fourth day with a thrilling experience: Key West Ultimate Parasailing Experience. Feel the adrenaline rush as you soar above the beautiful waters of Key West, taking in breathtaking views of the island. After this exhilarating activity, head to Bagel Island Cafe for a hearty breakfast. Their freshly made bagels and rich coffee will refuel you for the day ahead.

In the afternoon, dive into an underwater adventure with Key West Dolphin Watching and Snorkeling Eco Cruise Tour. This tour offers a chance to see playful dolphins in their natural habitat and explore vibrant coral reefs while snorkeling. For lunch, enjoy some delicious seafood at Conch Republic Seafood Company, known for its fresh catches and waterfront views. Post-lunch, visit the serene Key West Cemetery, which offers a unique glimpse into the island's history.

As evening approaches, get ready for a fun-filled night with Key West 2.5-Hour Duval Street Pub Crawl. Explore some of Key West's best bars and enjoy drinks at each stop while meeting fellow travelers. For dinner, head to Sloppy Joe's Bar, an iconic spot famous for its lively atmosphere and tasty bar food. End your night with some live music at Smokin' Tuna Saloon, where local bands often perform.

On your final day in Key West, start with a relaxing morning at one of the island's most beautiful spots: Fort Zachary Taylor Beach. Spend some time lounging on the sandy shores or take a refreshing swim in the clear waters. For breakfast, visit Six-Toed Cat, known for its cozy ambiance and delicious breakfast options. Afterward, join the informative Key West Truman Little White House Guided Tour Ticket to learn more about this historic site.

In the afternoon, indulge in some pampering at one of Key West’s top spas: The Spa at Sunset Key Cottages. Enjoy a rejuvenating massage or facial treatment while taking in stunning ocean views from this luxurious spa retreat. For lunch afterward dine at nearby -Hogfish Bar & Grill- renowned fresh seafood dishes relaxed atmosphere perfect unwinding . Post-lunch take leisurely stroll through charming streets old town admiring colorful architecture quaint shops .

As evening sets in prepare yourself grand finale trip joining popular -Mallory Square Sunset Celebration[2062]-. Watch street performers artists entertain crowds against backdrop spectacular sunset over Gulf Mexico . For dinner afterward dine elegant -Pier House Resort & Spa Harbour View Café- offering exquisite cuisine stunning waterfront views perfect end memorable trip key west . Wrap up final night enjoying cocktails live music one last time vibrant Duval Street nightlife scene.