The Long Weekend
The classic Key West experience - history, water adventures, and island vibes.
Duration: 3 Days
1. Day 1 Morning — Old Town Exploration
Walk the historic streets of Old Town. Visit the Hemingway Home and climb the Key West Lighthouse for panoramic views.
Related places: The Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum
2. Day 1 Afternoon — Truman & History
Tour the Truman Little White House and explore the Key West Shipwreck Museum for maritime history.
Related places: Truman Little White House, Key West Shipwreck Museum
3. Day 1 Evening — Sunset & Dinner
Catch sunset at Mallory Square, then enjoy dinner at Blue Heaven - one of the island's most iconic restaurants.
Related places: Mallory Square, Blue Heaven
4. Day 2 Morning — Snorkeling Adventure
Book a half-day snorkeling trip to the reef. Fury Water Adventures offers reliable tours to the best spots.
Related places: Fury Water Adventures Dolphin Watch
5. Day 2 Afternoon — Beach & Butterflies
Relax at Fort Zachary Taylor beach, then visit the air-conditioned Butterfly Conservatory.
Related places: Fort Zachary Taylor Historic State Park, Key West Butterfly and Nature Conservatory
6. Day 2 Evening — Duval Street
Experience the nightlife on Duval Street. Start at Sloppy Joe's for live music and a cold drink.
Related places: Sloppy Joe's Bar
7. Day 3 Morning — Coffee & Aquarium
Grab Cuban coffee and visit the Key West Aquarium to see local marine life up close.
Related places: Cuban Coffee Queen, Key West Aquarium
8. Day 3 Afternoon — Hidden Gems
Explore the quirky Key West Cemetery and the Hemingway Distillery for rum tasting.
Related places: Key West Cemetery, Hemingway Distillery
9. Day 3 Evening — Farewell Sunset
End your trip with one final sunset - this time from a boat! Or enjoy a cocktail at Southernmost Beach Resort.
Related places: Southernmost Point