Ultimate 10-Day Florida Keys Adventure Itinerary

Start your day with a guided tour of the Ernest Hemingway Home and Museum, where you'll learn about the famous writer's life. After the tour, indulge in a slice of Key Lime Pie at Blue Heaven, known for its delectable desserts.

Take the Key West Old Town Trolley 12-Stop Hop-On Hop-Off Tour to explore the island's historic sites at your own pace. Hop off at Mallory Square and enjoy the vibrant atmosphere. For lunch, try the fresh seafood at Half Shell Raw Bar.

Join the Key West Food Tasting and Cultural Walking Tour to sample local cuisine and learn about the island's food culture. End the evening with a drink at Sloppy Joe's, a Key West institution with live music and a lively crowd.

Get an early start with an adrenaline-pumping Key West Jet Ski Island Tour. Explore the waters around Key West on a guided jet ski adventure. Afterward, grab a quick breakfast at Island Dogs Bar.

Spend the afternoon at Smathers Beach, known for its soft sand and clear waters. Relax, swim, or rent a beach chair and umbrella. For lunch, visit Bagatelle for a casual yet elegant dining experience.

Return to Mallory Square for the famous Key West Sunset Celebration. Enjoy street performers, local artisans, and the breathtaking sunset. For dinner, savor the flavors of the Keys at The White Tarpon Bar & Restaurant.

Embark on a morning Key West 3-Hour Coral Reef Snorkeling trip to witness the vibrant marine life of the Florida Keys. After working up an appetite, have a filling breakfast at Mary Ellen's Bar & Restaurant.

Delve into Key West's spooky side with the Key West Ghosts & Gravestones Guided Trolley Tour. This entertaining tour takes you to the island's most haunted locations. For a more lighthearted experience, visit the Key West Aquarium to see local sea creatures. Enjoy lunch at Pirate's Cove Key West.

Dine at McKee's Tiki Bar, where the tropical ambiance sets the stage for a memorable meal. Afterward, take a leisurely stroll down Duval Street and explore the shops and galleries.

Start your day with a guided Key West Conch Train Tour to get an overview of the island's history and landmarks. After the tour, enjoy a classic breakfast at Pepe's Cafe.

For lunch, head to Jack Flats for some delicious pub fare. Afterward, rent a bicycle and explore the island on your own, making sure to visit the Key West Lighthouse and Keeper's Quarters Museum and other points of interest.

Cap off the day with a Key West 2-Hour Sunset Sail with Live Music. As the sun dips below the horizon, enjoy the music and the company. For dinner, experience the laid-back atmosphere and fresh seafood at Schooner Wharf Bar.

Enjoy a leisurely morning at the Key West Butterfly and Nature Conservatory, where you can admire the colorful butterflies and lush tropical plants. Have breakfast at Old Town Tavern & Beer Garden, a cozy spot with a wide selection of brews.

Immerse yourself in Key West's history and culture with a visit to the Harry S. Truman Little White House and the Mel Fisher Maritime Museum. For lunch, try the island-inspired dishes at Boat House Bar & Grill.

Take a guided Key West Old Town Secret Food Tour to discover hidden culinary gems and learn about the island's local flavors. End the evening with a drink at Wine-O Bar & Lounge, where you can enjoy a sophisticated wine selection.

Start your day with an exhilarating Key West Parasailing Flights experience, soaring above the crystal-clear waters. Afterward, grab a quick breakfast at Half Shell Raw Bar.

Spend the afternoon at Fort Zachary Taylor, where you can relax on the beach or explore the historic fort. For lunch, visit The White Tarpon Bar & Restaurant for a casual meal with a view.

Rent a scooter or a convertible and take a scenic drive along the Overseas Highway, one of the most iconic roads in the country. Stop at the Dry Tortugas National Park for a unique island experience. For dinner, enjoy the sunset at Hot Tin Roof Restaurant.

Start your day with a guided Key West Guided Bicycle Tour with Key Lime Pie. Explore the island's hidden gems and enjoy a slice of Key Lime Pie at a local bakery. After the tour, have breakfast at Old Town Tavern & Beer Garden.

After the tour, visit the Key West Shipwreck Treasure Museum to learn about the island's maritime history. For lunch, head to McKee's Tiki Bar for some island-inspired dishes and refreshing drinks.

Spend a relaxing evening at Southernmost Beach, where you can watch the sunset and enjoy the laid-back Key West vibe. For dinner, try the fresh seafood at Boat House Bar & Grill.

Enjoy a late breakfast at Jack Flats, known for its hearty brunch options. Afterward, take a walk to the Key West Cemetery and explore this unique and historic site.

Spend the afternoon at South Beach, soaking up the sun and enjoying the beautiful Key West weather. For lunch, visit Island Dogs Bar for a laid-back meal with a tropical twist.

Experience the vibrant nightlife of Key West with a 2.5-Hour Duval Street Pub Crawl. Visit some of the island's most popular bars and enjoy live music and local drinks. For a late-night snack, head to Tavern N Town for some delicious bites.

Enjoy a leisurely breakfast at The White Tarpon Bar & Restaurant, savoring the last moments of the island atmosphere. Take a walk along the Edward B. Knight Pier and reflect on your time in Key West.

Visit any favorite spots you want to revisit or do some last-minute souvenir shopping on Duval Street. For lunch, choose a restaurant you enjoyed earlier in the trip or try a new place that catches your eye.

As the sun sets on your final day, dine at Wine-O Bar & Lounge, where you can enjoy a sophisticated meal and a wide selection of wines. Raise a glass to a fantastic 10 days in the Florida Keys and reminisce about the memories you've made.