A Week in Key West: A Relaxed and Cultural Itinerary for Foreign Travelers
Key West offers sun, culture, and calm. It’s the southernmost city in the continental U.S., but it feels a world apart. This week-long itinerary for foreign travelers explores quiet corners, cultural stops, and unforgettable meals. Use it to pace your stay and see the island differently.
Day 1–2: Settle In and Slow Down
Start at Mallory Square for the legendary sunset. Musicians and street performers set the mood. But step just beyond the crowd for your own quiet view. Walk Duval Street early in the morning. It’s peaceful before shops open. Grab Cuban coffee at Cuban Coffee Queen. Locals love it.
For accommodations, try small inns or guesthouses tucked into the side streets. Many include bikes, which are perfect for exploring.
Day 3: Explore Old Key West
Visit the Ernest Hemingway Home and Museum. The gardens and cats are as much a part of the story as the author.
Later, stop by Fort Zachary Taylor Historic State Park. It offers quiet beach corners and shady picnic spots. Bring water shoes for the coral shoreline. End the day with seafood at Blue Heaven. Outdoor tables and live music make it unforgettable.
Day 4: Cultural Discovery and Art
Visit the Key West Lighthouse and Keeper’s Quarters. Climb for a stunning view of the town’s pastel rooftops. In the afternoon, explore The Studios of Key West. It showcases local artists and often hosts evening events. For dinner, head to El Siboney, a Cuban spot with loyal regulars and generous portions.
Day 5: Kayak and Coastline
Start early with a guided kayak tour through the mangroves. It’s peaceful, educational, and offers a new perspective on the island. Later, walk the Key West Historic Seaport. Enjoy conch fritters and people-watching. Sit under the dock lights as boats return at dusk.
Day 6: Relax, Read, and Recharge
Spend this day unplugged. Head to Higgs Beach or Smathers Beach early for a quiet swim. Bring a book or journal. Or just nap in the shade of a palm. Nearby, Salute! On The Beach is a great lunch stop. Fresh fish and ocean views feel effortless here.
Day 7: Say Goodbye Slowly
Take a walk down Whitehead Street, stopping at local shops for gifts. Don’t rush. End your trip with a slice of Key Lime Pie at Kermit’s. It’s sweet, tart, and unforgettable—just like Key West.
Tips for Foreign Travelers
Locals eat late lunches and linger over dinner. Tip around 18–20%. Bring sunscreen, light clothing, and a hat. Use Local Secrets to find quiet cafes, walking tours, and under-the-radar events throughout the week. This Key West itinerary for 3 days or more is about presence, not pressure. Let the island set the pace.
