AI Travel Planner

AI Travel PlannerRoam AroundAI Travel Planner


3-day Trip to Key West Itinerary

Starting date
Rate This Itinerary
day 1

Exploring Key West's History and Culture

Key West Itinerary - February 28

Morning. Start your day by visiting the iconic Mallory Square, known for its stunning sunsets and lively atmosphere. Grab a delicious breakfast at Blue Heaven, a local favorite known for its Caribbean-inspired cuisine.
Afternoon. After breakfast, head over to Fort Zachary Taylor, where you can explore the historic fort and relax on the beautiful beach. For lunch, try Seven Fish, a charming seafood restaurant known for its fresh and flavorful dishes.
Evening. In the evening, visit the Duval Street, the heart of Key West's nightlife. Enjoy a delicious dinner at Louie's Backyard, a waterfront restaurant offering a diverse menu and stunning views. End the night with live music and drinks at Schooner Wharf Bar.
day 2

Natural Wonders and Outdoor Adventures

Key West Itinerary - February 29

Morning. Start your day by exploring the Florida Keys National Marine Sanctuary, where you can snorkel and discover the vibrant underwater world. Grab a quick snack at Cuban Coffee Queen before heading to Dry Tortugas National Park, a remote island paradise accessible by ferry or seaplane.
Afternoon. Enjoy a picnic lunch at The Flaming Buoy Filet Co., known for its delicious steaks and seafood. After lunch, visit the Key West Butterfly and Nature Conservatory, a tropical oasis filled with colorful butterflies and exotic plants.
Evening. Experience the breathtaking sunset on a Key West Sunset Sailing Trip with Open Bar, Food and Music. Enjoy a buffet dinner and open bar while sailing along the coast. End the day with a late-night dessert at Better Than Sex - A Dessert Restaurant, a unique dessert-focused restaurant.
day 3

Historic Landmarks and Water Activities

Key West Itinerary - March 1

Morning. Start your day by visiting the Ernest Hemingway Home and Museum, where you can learn about the famous writer's life and see the descendants of his beloved cats. Grab a quick breakfast at The Cafe before heading to Southernmost Point of the Continental USA, a must-visit landmark.
Afternoon. Enjoy a delicious lunch at Mojos, a popular restaurant known for its tasty sandwiches and Cuban cuisine. After lunch, explore the Key West Shipwreck Treasure Museum and learn about Key West's maritime history.
Evening. Embark on a Key West Dolphin Watching and Snorkeling Eco Cruise Tour and get up close with dolphins in their natural habitat. After the tour, indulge in a seafood dinner at The Stoned Crab, a waterfront restaurant known for its fresh seafood. End the night with drinks at The Boat House, a cozy bar with a laid-back atmosphere.
Rate This Itinerary
Share trip

Explore itineraries for nearby towns in Florida