Key West, the southernmost point of the continental United States, is a vibrant island city known for its stunning sunsets, rich history, and lively culture. Once a haven for pirates and treasure hunters, Key West has evolved into a beloved destination for travelers seeking a mix of adventure and relaxation. With its charming pastel-colored houses and bustling streets, the island offers a unique blend of Caribbean flair and American charm.

Famous for its breathtaking sunsets, Key West is a paradise for nature lovers and adventure seekers alike. The island's crystal-clear waters are perfect for snorkeling, diving, and dolphin watching, while its historic streets invite leisurely strolls and exploration. Key West's culinary scene is equally enticing, offering a delightful mix of fresh seafood, Cuban influences, and local specialties like conch fritters and key lime pie.

Whether you're exploring the vibrant nightlife on Duval Street or relaxing on a secluded beach, Key West promises an unforgettable experience. With this 7-day itinerary, you'll discover the best of what this island paradise has to offer, from thrilling water adventures to cultural excursions and culinary delights.

Key West

Day 1: Arrival and Sunset Sail

Afternoon: Arrive in Key West and check into your accommodation. Consider staying at a charming VRBO rental or a comfortable hotel via Hotels.com.

Evening: Kick off your Key West adventure with a Key West Sunset Sail with Full Bar, Live Music and Hors D'oeuvres. Admire the stunning sunset while enjoying live music and delicious appetizers.

Day 2: Explore Old Town and Local Cuisine

Morning: Start your day with a leisurely breakfast at Blue Heaven, a local favorite known for its delicious pancakes and laid-back atmosphere.

Afternoon: Discover the historic charm of Old Town Key West with a Key West Hop-On Hop-Off Trolley Tour. Explore landmarks like the Ernest Hemingway Home and Museum and the Southernmost Point Buoy.

Evening: Savor a dinner at El Siboney, a beloved Cuban restaurant offering authentic dishes like ropa vieja and Cuban sandwiches.

Day 3: Water Adventures and Sunset Cruise

Day: Embark on an All-Inclusive Water Adventure Excursion that includes kayaking, snorkeling, and sailing. Explore the vibrant marine life and stunning coral reefs of the Key West National Wildlife Refuge.

Evening: Enjoy a Key West Sunset Cruise with dinner, live music, and drinks. Relax on a luxury catamaran as you watch the sun dip below the horizon.

Day 4: Dolphin Watching and Local Flavors

Morning: Begin your day with a visit to Cuban Coffee Queen for a strong cup of Cuban coffee and a breakfast sandwich.

Afternoon: Experience the thrill of a Sandbar Safari with Dolphin Playground Encounter. Witness playful dolphins in their natural habitat and relax on a secluded sandbar.

Evening: Dine at Louie's Backyard, a waterfront restaurant offering exquisite seafood dishes and stunning ocean views.

Day 5: Cultural Exploration and Sunset Sail

Morning: Enjoy breakfast at Sarabeth's, known for its fresh pastries and hearty breakfast options.

Afternoon: Dive into Key West's cultural scene with a visit to the Key West Art & Historical Society. Explore exhibits showcasing the island's rich history and vibrant art scene.

Evening: Set sail on a Key West Schooner Sunset Sail with bar and hors d'oeuvres. Enjoy the elegance of a modern-built schooner as you sail past Mallory Square.

Day 6: Eco Tours and Local Dining

Morning: Start your day with a Mangrove Kayak Eco Tour. Paddle through the serene mangrove creeks and discover the diverse ecosystem of Key West.

Afternoon: Indulge in a leisurely lunch at Garbo's Grill, a food truck offering mouthwatering fish tacos and burgers.

Evening: Experience the vibrant nightlife of Duval Street. Visit Sloppy Joe's Bar, a historic watering hole with live music and a lively atmosphere.

Day 7: Relaxation and Departure

Morning: Enjoy a final breakfast at the iconic Pepe's Café, known for its hearty breakfasts and old-school charm.

Afternoon: Spend your last hours in Key West relaxing on Smathers Beach, soaking up the sun and enjoying the tranquil ocean views before your departure.

Key West offers a perfect blend of adventure, relaxation, and cultural exploration. With its stunning natural beauty, rich history, and vibrant local culture, this island paradise promises an unforgettable experience. Whether you're sailing into the sunset or savoring local flavors, Key West is sure to leave you with cherished memories and a longing to return.