4 Days of Adventure in Key West Itinerary

Begin your second day with an exhilarating experience by joining the Key West Search for Dolphins on a Cruise with Snorkeling. This tour allows you to see playful dolphins in their natural habitat and explore vibrant coral reefs while snorkeling. For breakfast before your adventure, grab a quick bite at Cuban Coffee Queen, famous for its strong coffee and delicious breakfast sandwiches.

After your morning on the water, head back to shore for lunch at El Siboney Restaurant, where you can savor authentic Cuban cuisine in a casual setting. In the afternoon, immerse yourself in literary history by visiting the Ernest Hemingway Home and Museum. Explore Hemingway's former residence and learn about his life and works while enjoying the company of six-toed cats that roam the property.

In the evening, embark on an unforgettable sailing experience with the Key West Schooner Sunset Sail with Food & Drinks. Enjoy live music, delicious appetizers, and refreshing drinks as you sail into the sunset aboard a classic schooner. For dinner afterward, treat yourself to fine dining at A&B Lobster House, known for its elegant ambiance and fresh seafood dishes.

Kick off your third day with an educational visit to the fascinating Mel Fisher Maritime Museum, where you'll discover treasures recovered from shipwrecks around Key West waters. Following this cultural immersion, enjoy breakfast at Banana Cafe, offering delightful crepes and omelets in a charming setting.

In the afternoon, take part in an engaging walking tour: join either  Key West History and Culture Southernmost Walking Tour or  Key West Food Tasting and Cultural Walking Tour depending on whether you're more interested in historical insights or culinary delights (both tours provide unique perspectives on Key West). For lunch between tours or afterward if time permits - dine at  Garbo's Grill renowned food truck serving creative tacos & burgers.

Conclude Day 3 by visiting another iconic landmark: The Southernmost Point Buoy (symbolizing continental USA’s southern tip). Capture memorable photos here before heading towards Fort Zachary Taylor Historic State Park – ideal spot witnessing picturesque sunset amidst nature trails/beachfront picnic areas! Dinner recommendation includes upscale yet relaxed dining experience offered by Louie’s Backyard featuring Caribbean-American cuisine complemented stunning oceanfront backdrop.

Start your final day in Key West with an underwater adventure at the famous Vandenberg Wreck. This is a must-visit for scuba diving enthusiasts, offering an incredible opportunity to explore a sunken ship teeming with marine life. For breakfast before your dive, head to Six-Toed Cat, a charming cafe known for its hearty breakfast options and relaxed atmosphere.

After your morning dive, enjoy lunch at Hogfish Bar & Grill, where you can savor fresh seafood in a laid-back setting. In the afternoon, visit the serene Key West Butterfly and Nature Conservatory. Stroll through lush gardens filled with colorful butterflies and exotic birds, providing a peaceful respite from the day's activities.

As evening approaches, embark on the Key West Windjammer Champagne Sunset Sail. This luxurious sailing experience offers stunning views of the sunset while you sip on champagne and enjoy light snacks. For dinner afterward, dine at The Flaming Buoy Filet Co., known for its eclectic menu and intimate ambiance. End your night with a visit to Duval Street once more to experience its vibrant nightlife and perhaps enjoy a cocktail at one of its many bars.