The Green Parrot
- ★ 4.8
- Dive bar and music room
- $
- Old Town
Drink Cold draft with free popcorn
The Green Parrot has poured at Whitehead and Southard since 1890 by its own count, Key West's open-shuttered dive with free popcorn and nightly bands.
Cocktail bars, wine bars, dive bars and gastropubs: drinking in Key West for grown-ups.
Where to drink
15 places
Sloppy Joe's Bar
- ★ 4.4
- Historic saloon
- $$
- Duval Street
Drink Sloppy Rita
Sloppy Joe's opened with Prohibition's end in 1933 and has held Duval and Greene since 1937, a National Register Key West saloon with all-day live music.
Captain Tony's Saloon
- ★ 4.3
- Historic saloon
- $
- Duval Street
Drink Pirate's Punch under the hanging tree
Captain Tony's Saloon drinks inside an 1851 icehouse on Greene Street, the Key West bar that claims Hemingway's patronage and a tree through the roof.
Cocktail tastings, classes and tours in Key West
This cuisine
Viator · 2 h
Tiki Cocktail Class in Key West, Florida
Learn the History of Tiki and How to Make Authentic Tiki Cocktails! Curious about the history of tiki? Want to make authentic tiki cocktails? Our tiki workshop i...
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This cuisine
Guided tour · 3 hours
Key West: Off-Duval Cocktail Crawl
Discover 5 Key West hidden bars & sample fresh spins on old classics on this off-Duval pub crawl. Learn iconic stories behind the Hemingway Daiquiri, & explore the int...
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This cuisine
1.5 hours
Key West: Cocktail Masterclass
Unleash your inner mixologist and discover the world of spirits in a fun, hands-on way. Join a rum cocktail masterclass in Key West and learn how to craft exquisite cocktails.
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Schooner Wharf Bar
- ★ 4.4
- Open-air harbour bar
- $$
- Historic Seaport
Order A pina colada with fish and chips at the dock rail
Schooner Wharf Bar has held the old Singleton shrimp-factory site on Key West's bight since 1984, an open-air deck of roosters, rum and live music.
Hog's Breath Saloon
- ★ 4.0
- Open-air saloon
- $$
- Duval Street
Order Fish tacos and a Hog Snort during the afternoon set
Hog's Breath Saloon works an open-air corner near Mallory Square, the Key West room of a saloon brand founded in Florida in 1976, with all-day bands.
The Rum Bar
- ★ 4.6
- Rum bar
- $$
- Duval Street
Drink Rum flight from a list in the hundreds
The Rum Bar pours one of Key West's deepest rum lists on the Speakeasy Inn porch, an upper Duval house whose basement once hid Prohibition bottles.
General Horseplay
- ★ 4.3
- Cocktail bar
- $$
- Historic Seaport
Drink House cocktails and tasty beers
General Horseplay mixes proper cocktails and pours craft beer on Caroline Street in Key West, with a hidden back bar opening nightly at 19:00.
Mary Ellen's Bar & Kitchen
- ★ 4.2
- Neighbourhood bar with kitchen
- $$
- Old Town
Order A grilled cheese from the nine varieties, with the dipping sauces
Mary Ellen's serves grilled cheese down an Appelrouth Lane alley until 02:00, the late Key West kitchen that beats a pizza slice after Duval Street.
Tiki House
- ★ 4.1
- Tiki bar
- $$
- Duval Street
Drink Zombie with fresh pineapple
Tiki House shakes zombies and mai tais with fresh fruit on lower Duval in Key West, the island's dedicated tiki room from the Horseplay bar family.
The Smallest Bar
- ★ 4.0
- Novelty bar
- $$
- Duval Street
Drink Key Lime Pie shot off the shotski
The Smallest Bar squeezes a full Key West cocktail list into 72 square feet on lower Duval, claiming the title of the tiniest bar in the United States.
Where to stay in Key West
A sample of Key West hotels from our booking partner, who list 11,530 here. Live prices and availability open on their site.
Seashell Motel & Key West Hostel
A stay at Seashell Motel & Key West Hostel places you in the heart of Key West, within a 5-minute walk of D...
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NYAH Key West-Adults Only
A stay at NYAH Key West-Adults Only places you in the heart of Key West, within a 5-minute walk of Duval St...
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The Cabana Inn Key West-Adults Only
With a stay at The Cabana Inn Key West-Adults Only in Key West (Key West Historic District), you'll be step...
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Authors of Key West Guest House
With a stay at Authors of Key West Guest House in Key West (Key West Historic District), you'll be within a...
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Compare for next weekend: Holidu in Key West from USD 370/night · Expedia in Key West
Stays are listed by our booking partners, not editor picks. We earn a commission if you book, at no cost to you.
Berlin's Cocktail Bar & Lounge
- ★ 4.4
- Speakeasy
- $$$
- Historic Seaport
Drink Slow-sipped classics with a cigar terrace
Berlin's hides behind A&B Lobster House above Key West's harbour, a leather-chair speakeasy the operator dates as a local favourite since 1947.
Chart Room Bar
- ★ 4.2
- Hotel dive bar
- $$
- Duval Street
Drink A cold beer amid the room's stacked memorabilia
The Chart Room hides inside the Pier House Resort at mile zero of Duval, the wood-panelled Key West bar once frequented by Jimmy Buffett and Mel Fisher.
Irish Kevin's
- ★ 4.0
- Irish pub and show bar
- $$
- Duval Street
Drink Irish beers with singalong sets
Irish Kevin's has run singalong sets on lower Duval since July 1998, a Key West show bar pouring Irish beer with a kitchen that serves until 23:00.
Willie T's
- ★ 4.0
- Dollar-bill bar
- $$
- Duval Street
Order A fresh-mint mojito and whatever fish is on the board
Willie T's papers its Duval Street porch in signed dollar bills and pours mojitos over live music from 11:00 to 01:30, with a full Key West seafood menu.
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