New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

AI Travel Planner

5 Days in Key West Florida

5 Days in Key West Florida Itinerary

Published: 2024 May 24

Exploring Historic Key West

Morning
Start your day with a visit to the iconic Southernmost Point of the Continental USA. This is a great spot for photos and to appreciate the southernmost tip of the continental United States. For breakfast, head over to Blue Heaven, known for its delicious breakfast options and unique outdoor seating.
Afternoon
After a relaxing morning, explore the Ernest Hemingway Home and Museum. This historic site offers a glimpse into the life of one of America's most famous authors. For lunch, enjoy some fresh seafood at Conch Republic Seafood Company, located nearby.
Evening
In the evening, take a stroll down Duval Street, which is famous for its vibrant nightlife and eclectic shops. Enjoy dinner at Latitude's Restaurant, offering stunning sunset views and fine dining.
Bedtime
Find amazing hotels in Key West, Florida.

Nature and Adventure in Key West

Morning
Begin your day with a visit to the serene Key West Butterfly and Nature Conservatory. This beautiful conservatory is home to hundreds of butterflies and exotic birds. Have breakfast at Six-Toed Cat, which offers hearty breakfast options in a cozy setting.
Afternoon
Head over to Fort Zachary Taylor for an afternoon of history and beach fun. This historic state park offers both cultural insights and beautiful beach areas. Grab lunch at Salute! On The Beach, located within walking distance from the fort.
Evening
End your day with a magical experience at Mallory Square, where you can enjoy street performances and watch the sunset. For dinner, dine at El Meson de Pepe, known for its Cuban cuisine.
Bedtime
Find amazing hotels in Key West, Florida.

Cultural Immersion in Key West

Morning
Visit the historic Basilica of Saint Mary Star of the Sea to start your day on a peaceful note. Enjoy breakfast at Banana Cafe, which offers delicious crepes and other breakfast delights.
Afternoon
Explore more of Key West's rich history by visiting the fascinating Harry S. Truman Little White House. Afterward, have lunch at Garbo's Grill, famous for its unique food truck experience.
Evening
Take part in an exciting evening activity with the spooky yet intriguing Key West Southernmost Ghosts Haunted Walking Tour. Finish off with dinner at A&B Lobster House for some exquisite seafood dishes.
Bedtime
Find amazing hotels in Key West, Florida.

Aquatic Adventures Await

Morning
Kick off your day with an adventurous snorkeling trip by visiting the famous wreck site:  Vandenberg Wreck. Fuel up beforehand with breakfast from Cuban Coffee Queen known for its strong coffee and tasty sandwiches.
Afternoon
Continue your aquatic adventure by exploring Key West Aquarium to learn about local marine life. For lunch, head over to Hogfish Bar & Grill for some fresh seafood dishes.
Evening
End your day on a high note with an unforgettable sunset sail: Key West Windjammer Champagne Sunset Sail. Enjoy dinner afterward at Louie's Backyard with oceanfront dining.
Bedtime
Find amazing hotels in Key West, Florida.

Relaxation & Farewell

Morning
Start your final day in Key West by visiting Key West Garden Club located in Higgs Beach Park; it's perfect for some peaceful reflection amidst beautiful flora. Breakfast can be enjoyed nearby at Sandy's Cafe known for their authentic Cuban fare.
Afternoon
Spend your afternoon soaking up some sun or engaging in water sports activities like parasailing or kayaking at  Smathers Beach. Have lunch right on Smathers Beach from one of their local food trucks.
Evening
Conclude your trip with an insightful visit to  Mel Fisher Maritime Museum followed by dinner back on Duval Street at  Bagatelle offering fine dining options within a historic house.
Bedtime
Find amazing hotels in Key West, Florida.
bookingFind the right stay during your trip.
Got a question about your trip?