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Key West Butterfly and Nature Conservatory, Key West

Nightlife · Key West · United States

Key West nightlife

Where the evenings happen in Key West, from early drinks to late nights.

Updated By the AMZBooking editorial team

Photo: CedarBendDrive from USA, CC BY 2.0

Quick answer

Key West's nightlife is concentrated on Duval Street and the Historic Seaport: long-running saloons, live music from afternoon to late, piano bars and drag shows. The 'Duval Crawl' from the Gulf end towards the Atlantic is a local ritual. The main areas are Lower Duval Street, Upper Duval Street, Historic Seaport and Whitehead and Southard streets.

Key facts

Nightlife areas
4
Stay near the action
Old Town and Duval Street
Local drink
Cuban coffee

Where to go out

Lower Duval Street

The busiest stretch near the Gulf, with Sloppy Joe's, Captain Tony's Saloon and many live-music bars.

Upper Duval Street

The heart of the island's LGBTQ+ nightlife, with cabaret and drag shows.

Historic Seaport

Waterfront bars with live music and harbour views at Key West Bight.

Whitehead and Southard streets

Classic dive bars with live bands, a block off Duval.

Nightlife tips

  • Many bars have live music from early afternoon, so you do not need to stay up late.
  • Drinks in plastic cups can be carried on parts of Duval Street; glass is not allowed.
  • Ride a bike with lights or walk at night; drink-driving enforcement is strict.

Evening sights

Waterfront · Old Town and Duval Street

Mallory Square Sunset Celebration

Arrive about 45 minutes before sunset to find a spot on the water's edge and see the performers set up.

Time needed
1–1.5 hours
Cost
Free
  • Free
  • Iconic
  • After dark
  • Couples
  • Kids
  • Views
Duval Street, Key West
Photo: Marc Averette ( Averette ), Public domain

Street · Old Town and Duval Street

Duval Street

Walk the full length once by day, then come back after dark when live music spills out of the bars.

Time needed
1–2 hours
Cost
Free
  • Free
  • Iconic
  • After dark
  • Shopping
  • Food

Waterfront · Historic Seaport

Historic Seaport harbour walk

Look into the water near the fish-cleaning stations, where large tarpon often gather.

Time needed
1 hour
Cost
Free
  • Free
  • Food
  • After dark
  • Couples

Experience · Historic Seaport

Sunset sail

Choose a traditional schooner for a quieter sail, or a catamaran for more space and a party atmosphere.

Time needed
2 hours
Cost
Expensive
  • Couples
  • Views
  • After dark

What to drink

  • Cuban coffee — Strong, sweet espresso served in small cups or a 'colada' for sharing, or as café con leche with steamed milk and buttered Cuban toast for breakfast.

Evenings through the year

Sunset and the overnight low decide how long the outdoor part of a night lasts. July has the warmest evenings, with lows around 27°C (81°F).

Key West evenings: sunset, overnight low and rainy days
MonthSunset (15th)Overnight lowRainy days
JanuaryAbout 17:5918°C (64°F)6
AprilAbout 19:4922°C (72°F)4
JulyAbout 20:1927°C (81°F)10
OctoberAbout 19:0025°C (77°F)9

Getting home late

  • Walking — Old Town is walkable end to end in about 30 minutes, and most sights are on or near Duval and Whitehead streets.
  • Bus — Key West Transit runs the free Duval Loop around Old Town and the Historic Seaport, plus city routes to New Town and a Lower Keys shuttle towards Marathon.
  • Taxi — Taxis, pedicabs and ride-hailing are available, useful for the airport and late nights.

Late-night bites

  • Conch fritters — Seafood shacks at the Historic Seaport and along Duval Street.
  • Cuban sandwich — Cuban cafés and takeaway windows around Old Town and New Town.

Staying safe at night

Key West is generally relaxed for visitors, but bike theft is common, so always lock bikes, and drink-related incidents occur on Duval Street late at night. Sun and heat are intense year-round, and reef trips can be cancelled or rough in wind. Follow official evacuation orders if a hurricane approaches.

Emergency number
911 (police, fire, ambulance)

Where to stay for nightlife

$$$$ · Best for first-timers, nightlife, couples and food lovers

Old Town and Duval Street

Duval Street runs about 2 km from the Gulf at Mallory Square to the Atlantic, lined with bars, galleries, T-shirt shops and restaurants; the side streets — Eaton, Caroline, Southard, Fleming — hold restored wooden houses and guest houses with pools. It is the most convenient and the noisiest place to stay.

Good
Everything within walking distance; Characterful guest houses; Lively evenings
Watch out
Loud at night near the bars; High prices and little parking
Nearby
Mallory Square, Hemingway Home, Key West Lighthouse, Southernmost Point

Questions travellers ask

+Where is the best nightlife in Key West?

Lower Duval Street, Upper Duval Street and Historic Seaport. The busiest stretch near the Gulf, with Sloppy Joe's, Captain Tony's Saloon and many live-music bars.

+Which area of Key West is best for nightlife?

Old Town and Duval Street: Bars, shops and conch houses along the island's main street.