5-Day Key West and Florida Keys Adventure Itinerary

Fuel up for the day with breakfast at First Flight Island Restaurant & Brewery, the birthplace of Pan American Airways. Then, visit the iconic Southernmost Point of the Continental USA to capture a classic Key West photo.

Explore the intriguing Fort Zachary Taylor, where you can enjoy both history and a beautiful beach. For lunch, indulge in fresh seafood at Ocean Grill & Bar, located right by the water.

Experience the vibrant nightlife of Key West on Duval Street. Enjoy the entertainment and visit the famous bars and shops. For dinner, try the island-inspired dishes at Sunset Tiki Bar & Grill, where you can dine with a view of the ocean.

Begin your day with a visit to the serene Key West Butterfly and Nature Conservatory. Enjoy breakfast at this beautiful spot. Then, take a guided tour of the Ernest Hemingway Home and Museum, where you can learn about the life of the famous writer and meet the descendants of his beloved six-toed cats.

For lunch, head to Two Friends Patio Restaurant, a Key West staple known for its fresh seafood and laid-back atmosphere. Spend your afternoon snorkeling and enjoying the underwater world at Smathers Beach, one of the best spots for this activity in Key West.

Dine at Irish Kevin's, a lively pub with great food and entertainment. Afterward, take a guided Key West Ghosts & Gravestones Guided Trolley Tour to explore the darker side of Key West's history and hear spooky tales of the island's past.

Enjoy a delicious breakfast at Off The Hook Grill, known for its fresh seafood and waterfront dining. Then, start your day with an adrenaline-pumping Key West Jet Ski Island Tour to explore the surrounding waters and get a different perspective of the island.

After the jet ski tour, relax and have lunch at Bagatelle, a charming bistro with a menu inspired by the flavors of the Mediterranean. In the afternoon, take a Key West Food Tasting and Cultural Walking Tour to sample a variety of local dishes and learn about the culinary history of Key West.

As the day winds down, enjoy a casual dinner at Schooner Wharf Bar, a historic waterfront bar with live music and a laid-back atmosphere. Afterward, take a Key West Sunset Party Cruise by Catamaran to witness the spectacular Key West sunset while enjoying drinks and music on the water.

For your final morning in Key West, have breakfast at Rams Head Southernmost, a cozy spot with a menu featuring both local and international flavors. Then, take a guided Key West Conch Train Tour to get an overview of the island's history and top attractions.

After the train tour, enjoy a leisurely lunch at Milagro Restaurant and Bar, where you can savor Latin-inspired cuisine in a relaxed setting. Spend your afternoon at the Key West Aquarium, getting up close to a variety of marine life and learning about the unique ecosystem of the Florida Keys.

Conclude your Key West journey with a memorable dinner at The Stoned Crab, known for its fresh seafood and elegant ambiance. Afterward, take a stroll to Mallory Square to witness the famous Key West sunset celebration, where local performers and artists gather to entertain the crowd as the sun dips below the horizon.