The locals' guide to where to drink cheap and good in Key West. Times shift seasonally — call ahead before you build a night around them. Schooner Wharf has happy hour twice a day. The Saint runs theirs from 4:17 to 7:14 because Key West.
Last updated August 2026Happy-hour times shift seasonally — always confirm with the bar before you go.
Neighborhood
202 William St
7am–Noon · 5–7pm· Daily
$2 domestic drafts/bottles · $3 wells · $4 house wine · $5 Bloody Marys · $6.50 mimosas
Open-air waterfront, schooners moored 30 ft away, live music. Last piece of old Key West.
231 Margaret St
4:30–6:30pm· Daily
50% off wells/beers/wine · $5.50 conch fritters · $5.50/half doz oysters · $8.50 peel & eat shrimp
Casual fish house, fresh local catch, marina views.
700 Front St
4–6:30pm· Daily
Half-off wells/beer/wine + discounted apps
Watch tarpons surge for fish parts at 4pm. Free entertainment.
631 Greene St
4–7pm· Daily
Half-off select drinks · $1 raw oysters/clams · half-off raw bar
Massive waterfront deck, big crowds at sunset.
801 Caroline St
4–6pm· Daily
$3 drafts · $5 grouper bites
Plywood walls, fish sandwiches, the photo spot.
284 Margaret St
3–6pm· Daily
$5 mojitos · $3 cafecitos with rum · Cuban sandwich combo
Tucked-away spot, mostly locals.
Neighborhood
417 Eaton St
4:17–7:14pm· Daily
Half-off cocktails, oysters, small plates
Boutique hotel bar, gothic-luxe, killer cocktails.
601 Whitehead St
4–7pm· Mon–Thu
$1 off everything · 'no sniveling'
1890 corner bar, live music every night, dive-bar royalty.
512 Front St
11am–6pm· Daily
$5 wells · $3 drafts · half-off apps · live music starting 5pm
Open-air patio karaoke later in the night.
400 Front St
5–7pm· Daily
$3 domestic drafts · $4 imports · live music
Open-air courtyard bar, classic Key West rock.
4 Charles St
5–7pm· Daily
$2 off cocktails · $4 drafts · songwriter showcase nightly
Hidden courtyard off the alley, live music every night.
Neighborhood
201 Duval St
11am–6pm· Daily
$5 well drinks · $3 domestic bottles
Hemingway's old hangout. Touristy but iconic.
115 Duval St
4–6pm· Daily
Half-off well drinks, beer, house wine; $5 select apps
Conch house wraparound porch on Lower Duval.
310 Duval St
4–7pm· Daily
$5 wells, $4 drafts, half-off appetizers
Wraparound porch, locals sneak away from the Duval crush.
500 Duval St
4–6pm· Daily
$5 frozen margaritas, $2 off draft beer, half-off select apps
Touristy but you knew that. Big margaritas, Buffett soundtrack.
609 Duval St
3–6pm· Daily
$5 margaritas · $3 Coronas · half-off chips & queso, taco menu
Family-run, the locals' Mexican spot.
Neighborhood
6810 Front St (Stock Island)
3–6pm· Mon–Fri
$2 off drafts · $5 wines · $5 'Killer Hogfish' bites
Working waterfront, fish was on a hook 3 hours ago.
Neighborhood
700 Waddell Ave
5–7pm· Daily
Half-off cocktails at the Afterdeck Bar (oceanfront)
Sunset over the Atlantic, white tablecloths, the upscale move.
Neighborhood
1000 Atlantic Blvd
4–7pm· Daily
Half-off cocktails · $5 wines · half-off small plates
Toes-in-sand Italian, Higgs Beach view.
Neighborhood
1117 Duval St
5–7pm· Daily
$5 select rums · $2 off rum cocktails · 200+ rums on the wall
Rum nerd's paradise, smaller crowd than mid-Duval.
1125 Duval St
4–6pm· Daily
$5 cocktails · half-off wine · pool deck access
Iconic LGBTQ+ landmark, rooftop pool deck, drag shows later.
Neighborhood
700 Duval St
4–6pm· Daily
Half-off wells · $4 drafts · half-off pizza & apps
Sidewalk patio, prime people-watching corner of Duval & Angela.
314 Duval St
4–6pm· Daily
$6 cocktails, $5 wines, half-off small plates
Conch-house porch, French-Caribbean menu, cleaner crowd than Sloppy's.
Neighborhood
410 Wall St
4–6pm· Daily
$5 mojitos · $3 Cuban beers · half-off appetizers
Cuban food, live salsa at sunset. Walk over to Mallory Sq after.
Neighborhood
Sunset Key (ferry from Margaret St dock)
4:30–6pm· Daily
Half-off select cocktails on the deck
Free 7-min ferry to a private island. Most romantic happy hour on the planet.
Key West happy hours change seasonally (and on a whim). Sources: Dang Travelers, Sherri in Paradise, Key West Food Guide, The Marker Key West blog. Always call the bar directly before you base a night on these times.