Itinerary · Key West · United States
2 days in Key West
A day-by-day plan grouped by neighbourhood, so you spend your time seeing Key West, not crossing it.
Updated By the AMZBooking editorial team
Photo: Marc Averette ( Averette ), Public domain
Quick answer
2 days covers the main sights, though 4 lets you slow down. Day 1: Ernest Hemingway Home and Museum and Mallory Square Sunset Celebration. Day 2: Fort Zachary Taylor Historic State Park and Harry S. Truman Little White House. Base yourself in Old Town and Duval Street.
Key facts
- Days
- 2
- Sights covered
- 10
- Day trips
- None
- Best base
- Old Town and Duval Street
- Book ahead
- Snorkelling and diving on the Florida Reef and Sunset sail
Day by day
Day 1: Ernest Hemingway Home and Museum and Mallory Square Sunset Celebration
Ernest Hemingway Home and Museum, Mallory Square Sunset Celebration, Duval Street and Southernmost Point buoy, then Historic Seaport harbour walk in the evening.
Morning
Ernest Hemingway Home and Museum
Guided tours run through the rooms and the writing studio, and the gardens are home to dozens of cats, many of them six-toed descendants, according to the museum, of a cat given to the writer.
Late morning
Mallory Square Sunset Celebration
It is free, crowded and very Key West, with sailboats crossing the horizon as the sun drops.
Lunch
Lunch: Key lime pie
Bakeries and restaurants all over Old Town; frozen chocolate-dipped slices on a stick are a popular street snack.
Afternoon
Duval Street
The Gulf end is busiest at night; the quieter southern end has galleries and the Atlantic waterfront.
Late afternoon
Southernmost Point buoy
It is the island's most popular photo stop.
Evening
Historic Seaport harbour walk
Look into the water near the fish-cleaning stations, where large tarpon often gather.
Day 2: Fort Zachary Taylor Historic State Park and Harry S. Truman Little White House
Fort Zachary Taylor Historic State Park, Harry S. Truman Little White House, Snorkelling and diving on the Florida Reef and Key West Lighthouse and Keeper's Quarters, then Sunset sail in the evening.
Morning
Fort Zachary Taylor Historic State Park
The fort's casemates hold a collection of Civil War-era cannon.
Late morning
Harry S. Truman Little White House
Guided tours show the original furnishings, Truman's poker table and the room where policy was made in shorts and Hawaiian shirts.
Lunch
Lunch: Conch fritters
Seafood shacks at the Historic Seaport and along Duval Street.
Afternoon
Snorkelling and diving on the Florida Reef
Trips are usually half a day, with gear included.
Late afternoon
Key West Lighthouse and Keeper's Quarters
The keeper's quarters museum covers life at the light and the island's shipwreck history.
Evening
Sunset sail
Choose a traditional schooner for a quieter sail, or a catamaran for more space and a party atmosphere.
Before you go
- Snorkelling and diving on the Florida Reef: Book a day or two ahead in winter and spring; trips can be cancelled for wind, so keep a backup day.
- Sunset sail: Reserve a day or more ahead in high season.
If it rains
- Swap in Key West Butterfly and Nature Conservatory (Old Town and Duval Street): Wear bright colours; butterflies are more likely to land on you.
- Swap in Mel Fisher Maritime Museum (Old Town and Duval Street): Try lifting the gold bar on display, a hands-on highlight for children.
- Swap in Fort East Martello Museum (Casa Marina and South Roosevelt): Combine it with a swim at Smathers Beach, a short walk east.
Where to stay for this itinerary
$$$$ · Best for first-timers, nightlife, couples and food lovers
Old Town and Duval Street
Bars, shops and conch houses along the island's main street
Pace and daylight
The sights in this plan add up to roughly 14–18 hours of visiting over 2 days, before meals and getting between them. Daylight runs from about 10.6 hours in December to 13.6 hours in June.
Getting between stops: Cycling. Bicycles are the island's main transport; rental shops deliver to hotels, and many guest houses lend them free.
More or fewer days
Questions travellers ask
+Is 2 days enough in Key West?
2 days covers the main sights, though 4 lets you slow down. How many days Key West needs.
+What should I book before visiting Key West?
Snorkelling and diving on the Florida Reef and Sunset sail.