⭐️ Ranked #1 on Google and trusted by thousands of visitors planning their time in Key West. ⭐️
(Updated for 2026)
We all know the legendary Alan Jackson and Jimmy Buffett song “It’s 5 o’clock Somewhere” and in Key West, it’s pretty much 5 o’clock All. The. Time. That’s right! Key West IS the ultimate Happy Hour…and here is the ultimate Happy Hour list.
Come drink (and eat) with me — from A to Z — with the Key West Happy Hour Guide! Complete with website links, locations, times AND specials, here are nearly 50 watering holes, bars, restaurants and fine dining establishments with food, drink and an island breeze sure to please.
Bookmark this page for future reference (Heck! Print it out and put it in your back pocket!) and begin your very own (on or off) Duval Crawl. Cheers! 🍹✨🍹
But first…a Legend!
🌴🙌🏼🌴 – “Palms Up!” This one is a “Sherri in Paradise” pick. A definite fave for frequenting!
🌴👩🏻🦰🌴 – I’ve been! Ask me anything.
🌴🚘🌴 – I consider hitching a ride to this one. I love to walk and bike, but these are establishments further away from the island centre. Grab a taxi, Uber, or scooter!
Ready. Set. HAPPY!
Alonzo’s 🌴👩🏻🦰🌴
700 Front St.
4-6 p.m.
Half-price drinks / Happy Hour Food Menu & Oyster of the Day
Bagatelle
🌴🙌🏼🌴
115 Duval St.
9-11:30 a.m. Breakfast Hangover
4-6 p.m. Afternoon Happy Hour
Half-price drinks / $7-$10 tasting plates
Better Than Sex
926 Simonton St.
Thursdays (All Night)
“Hersday Happy Hour”
Discounted cocktails/bottles of wine/dessert & drink pairings
Blackfin
918 Duval St.
5-6 p.m. (Inside only!)
50% off food for dining
Boathouse Bar and Grill @ Turtle Kraals
🌴🙌🏼🌴
220 Margaret St.
4-6:30 p.m.
Half-price well drinks, hours wine, draft/craft beer / Half-off small plates
Bobby’s Monkey Bar 🌴👩🏻🦰🌴
900 Simonton St.
Noon-8 p.m.
$4 domestic beers / $5 imports / $5 well drinks
(no smoking/vaping, cash only, ATM on site)
Conch Republic Seafood Company (aka “The Conch Farm”) 🌴🙌🏼🌴
631 Greene St.
4-7 p.m. (Bar & Patio Only!)
2 for 1 All Beer – Domestic, Import & Craft / 2 for 1 Premium Well Drinks / 2 for 1 House Wine
Dante’s 🌴👩🏻🦰🌴
951 Caroline St.
4:30-7:30 p.m. (Monday-Friday)
BOGO domestic beer, well drinks, wine, specialty drinks, shots / $6 small plates
Geiger Key Marina
🌴👩🏻🦰🌴 / 🌴🚘🌴
5 Geiger Road
4-6 p.m.
Drink specials and special happy hour menu
Green Parrot Bar 🌴👩🏻🦰🌴
601 Whitehead St.
4-7 p.m. (Monday-Thursday)
4-5:30 p.m. Friday
Discounts on selected drinks and beers
The Grand
314 Duval St.
4-6 p.m.
Half-price wine, cocktails, martinis and beer / Half-price appetizers
Half Shell Raw Bar
🌴🙌🏼🌴
231 Margaret St.
4:30-6:30 p.m.
Half=price well drinks, beer, wine / Happy Hour Food Menu
Hard Rock Café
313 Duval St.
5-7 p.m. (Mondays – inside only!)
$5 domestic drafts, $6 imports, crafts & wells, $7 wines & cocktails / $8-$10 appetizers
Hogfish Bar and Grill 🌴👩🏻🦰🌴 / 🌴🚘🌴
6810 Front St., Stock Island
4-6 p.m. (Monday-Saturday)
$1 off most beers, White Claws, wines and rail/well drinks / Happy Hour Bar Bites
Island Dogs Bar
505 Front St.
4:30-6:30 p.m.
$4 wells, house wine, pina coladas & sun cruisers/ $3 domestics / $5-$6 bites
Lighthouse Court Hotel Poolside Mojito Bar (Isabel’s) 🌴👩🏻🦰🌴
902 Whitehead St.
4-6 p.m.
Marriott Beachside 🌴🚘🌴
3841 N. Roosevelt Blvd.
Pool Bar
11 a.m.-1 p.m. and 4-6 p.m. daily
2-for-1 drink specials
Martin’s
917 Duval St.
4-5 p.m.
Half-price signature martinis, well drinks, discounted wine by the glass / Half-price tapas
Mary Ellen’s Bar 🌴🙌🏼🌴
420 Appelrouth Lane
3:30-5:30 p.m. (Monday, Tuesday, Wednesday & Friday)
3:30-5 p.m. (Thursday)
$5 Deep Eddy Drinks, $3 drafts PBR & Crazy Lady / 25% off food
Old Town Mexican Café
609 Duval St.
4-6 p.m.
Half-price beer, wine and well drinks, $2 off drafts / Half-price appetizers
Pepe’s
806 Caroline St.
4-6 p.m.
$6 fresh-squeezed margaritas, $5 wines, $1.50 Yuengling, discounted wells & domestics / Half-price raw oysters, peel & eat shrimp & fish dip
The Perry Hotel
🌴👩🏻🦰🌴 / 🌴🚘🌴
7001 Shrimp Road, Stock Island
Salty Oyster Dockside Bar & Grill
4-6 p.m. daily
Half-off premium drinks, house wine, drafts / daily food specials
Matt’s Stock Island Kitchen & Bar
6-8 p.m. daily
$3 specialty drafts / $5 cocktails / 50% off signature wine / $3 oysters / $5 appetizers and crudo
Rams Head Southermost 🌴🙌🏼🌴
804 Whitehead St.
4-6 p.m.
$5 draft beers, $4 domestic bottles, $2 off wine & liquor / Half-price appetizers
The Roost
508 Fleming St.
12-6 p.m.
$10 tap drink of the day / $10 Stoli Elite martinis & cosmos / Beer & Wine Specials / Half-Price caviar
Roostica Pizzeria 🌴👩🏻🦰🌴 / 🌴🚘🌴
5620 MacDonald Ave.
4-6 p.m.
$3.50 domestic bottles, $4 drafts, $5 well liquor, $7.50 wines by the glass / Happy Hour Food Menu ($7-$10)
Santiago’s Bodega
🌴🙌🏼🌴
207 Petronia St.
3-6 p.m.
Half-price beer, wine & sangria by the glass / $10 off sangria pitchers or wine bottles / $7 tapas
Schooner Wharf 🌴👩🏻🦰🌴
202 William St.
8 a.m.- Noon, 5 p.m.-7 p.m.
Half-price alcohol (except during special events)
Southernmost Beach Café 🌴👩🏻🦰🌴
1405 Duval St.
4-6pm
$6 20 oz. drafts, house wines & well drinks / $6-$13 small bites menu
Southernmost Pint Brewpub
522 Front St.
4-6 p.m. (all day for locals/military)
Daily Happy Hour with 25% off all drinks / free gourmet popcorn & discounted appetizers
Square Grouper Bar and Grill – Key West
920 Caroline Street
Coming Soon!
Sunset Pier 🌴👩🏻🦰🌴
0 Duval St.
3-6 p.m.
$4 draft beer / $5 glasses of wine and well drinks / $8 frozen drinks
Sunset Tiki Bar @ the Galleon Resort 🌴🙌🏼🌴
617 Front St.
10 a.m.-noon (except Sundays)
2-for-1 bloody marys
4-7 p.m. daily (Sundays 5-7pm)
2-for-1 margaritas (on the rocks) or well drinks
Tattoos and Scars
🌴👩🏻🦰🌴
512 Greene St.
4-7 p.m. and 2-4 a.m.
2-for-1 house, draft and domestic bottles
Tavern ‘N Town 🌴👩🏻🦰🌴
3841 N. Roosevelt Boulevard
5-7 p,m. and 9-11 p.m (Bar area only!)
2-for-1 drinks / $10 tapas (5-7 p.m. only!)
Tiki House 🌴👩🏻🦰🌴
430 Greene St.
4-6 p.m. (Monday-Friday)
2-for-1 wells, drafts and zombies
22 & Co. 🌴👩🏻🦰🌴
504 Angela St.
2-6 p.m. (Monday-Friday)
2-for-1 beer, wine & wells / $10 martinis
Vinos on Duval
🌴🙌🏼🌴
810 Duval St.
Until 7 p.m. daily – $7 homemade sangrias / $7 winespritzers
Saturday & Sundays – $6 mimosas all weekend
Viva Saloon
903 Duval St.
2-5 p.m.
$4 domestic beers / $6 well drinks / $8 speciality drinks / $7 wine & sangrias / $7-$11 Happy Hour Bites
The Waterfront Brewery 🌴👩🏻🦰🌴
201 William St.
4-6:30 p.m. daily
All Waterfront Brewery beer and wines by the glass half off
The White Tarpon 🌴🙌🏼🌴
700 Front St.
3-5;30 p.m.
1/2 off well drinks, wines, domestics & drafts / Happy Hour Small Plate Menu (20% off apps select apps)
Willie T’s Restaurant and Bar 🌴👩🏻🦰🌴
525 Duval St.
All Day (excluding special events)
Daily drink specials
• Mondays – 2 for $15 Mojitos
• Tues./Wed./Fri./Sat. – 2 for $15 Margaritas
• Sundays – 2 for $15 Bloody Marys
$15 Rum Runner Buckets (Thursday)
Yellowfin Bar and Grill @ Oceans Edge Resort and Marina 🌴👩🏻🦰🌴 / 🌴🚘🌴
5950 Peninsular Ave.
3-5 p.m.
Beers from $4, wines from $7, cocktails from $10 / Appetizer Specials
⭐️ Ranked #1 on Google and trusted by thousands of visitors planning their time in Key West. ⭐️
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Sherri in Paradise 