Key West Happy Hour Guide

Happy Hour Featured Image

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 with me — from A to Z — with my 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! 🍹✨🍹

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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!


alonzos coverAlonzo’s 🌴👩🏻‍🦰🌴
700 Front St.
4-6:30 p.m.
Half-price appetizers

Aqua 🌴👩🏻‍🦰🌴
711 Duval St.
2-6 p.m.
$5 well drinks / $3.75 domestic beers


bagatelleBagatelle 🌴🙌🏼🌴
115 Duval St.
4-6 p.m.
Half-price drinks / $5 appetizers

Blackfin
918 Duval St.
4:30-6:30 p.m.
$7 menu

Blue Macaw Island Eats and Bar 🌴🙌🏼🌴
804 Whitehead St.
Every day with live music4-7 p.m.
$3 well drinks, domestic beers and house wines

boat houseBoathouse Bar and Grill @ The Commodore 🌴🙌🏼🌴
700 Front St. (Downstairs)                                                           4-6 p.m.
Half-price well drinks and beers

Bobby’s Monkey Bar 🌴👩🏻‍🦰🌴
900 Simonton St.
Noon-8 p.m.
$3 well drinks / $2.50 domestic beers / $3 imports / $2 Pringles / $2 Slim Jims

BottleCap Lounge
1128 Simonton St.
4-7 p.m.
Discounted beer, wine, well drinks


Conch Republic Seafood Company (aka “The Conch Farm”) 🌴🙌🏼🌴
631 Greene St.
4-7 p.m.
2-for-1 drink specials


Dante’s 🌴👩🏻‍🦰🌴
951 Caroline St.
Monday-Friday, 4-8 p.m.
Half-off domestic beers and well drinks / $3.50 Jagermeister and Fireball / $4 Jameson


Geiger KeyGeiger 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.
5-6 p.m.
Half-price appetizers, wine, cocktails and beer

Green Pineapple 🌴👩🏻‍🦰🌴
1130 Duval St.
5-7 p.m.
2-for-1 wine / 20% off bottles of wine


half shellHalf Shell Raw Bar 🌴🙌🏼🌴
231 Margaret St.
4:30-6:30 p.m.
2-for-1 drink specials

Hard Rock Café
313 Duval St.
5-7 p.m. and 10 p.m. to closing
Half-price appetizers and drinks

Hogfish Bar and Grill 🌴👩🏻‍🦰🌴 / 🌴🚘🌴
6810 Front St., Stock Island
4-6 p.m.
Drink specials / happy hour menu


Island Dogs Bar
505 Front St.
4-6:30 p.m. Monday-Friday
Half-price well drinks, bottled beer and wine by the glass / $5.95 menu


Lighthouse Court Hotel Poolside Mojito Bar 🌴👩🏻‍🦰🌴                                                                            902 Whitehead St.                                                                                                                                               Noon-3 p.m.                                                                                                                                                                   $5 Mojitos / $4 Rum Punch / $3 Bud Light Beer

Lucy’s Retired Surfer’s Bar and Restaurant 🌴🙌🏼🌴
221 Duval St.
4-7 p.m.
Half-off appetizers / $3 well drinks, draft beer and house wine


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.
4-6 p.m.
Half-price drinks and tapas

mary ellensMary Ellen’s Bar 🌴🙌🏼🌴
420 Appelrouth Lane
3-6 p.m.
2-for-1 wells and drafts / $5 Jameson / $5 Titos

Mellow Ventures Café and Gastropub 🌴🙌🏼🌴

1605 North Roosevelt Blvd. 5-7 p.m.
Half-off starters / 2-for-1 draft beer, wine, sangria and mimosas


Old Town Mexican Café
609 Duval St.
4-7 p.m.
Half-price appetizers / Half-price beer, wine and well drinks


Pepe’s
806 Caroline St.
4-6 p.m.
Half-price raw and baked oysters / $6 fresh-squeezed margaritas / Discounted well drinks, beer and wine

perry hotelThe Perry Hotel 🌴👩🏻‍🦰🌴 / 🌴🚘🌴
7001 Shrimp Road, Stock Island

Salty Oyster Dockside Bar & Grill
4-6 p.m. daily
Half-off premium drinks, houe 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

Pinchers Crab Shack 🌴👩🏻‍🦰🌴
712 Duval St.
3-6 p.m.
99 cent oysters, clams, shrimp, wings


The Roost
508 Fleming St.
3-6 p.m.
$10 Stoli Elite martinis

Roostica Pizzeria 🌴👩🏻‍🦰🌴 / 🌴🚘🌴
5620 MacDonald Ave.
4-6 p.m.
Drink specials and special happy hour menu


Sand Bar Sports Grill 🌴👩🏻‍🦰🌴
511 Greene St.
Check the website for daily specials

IMG_2928Santiago’s Bodega 🌴🙌🏼🌴
207 Petronia St.
3-6 p.m.
Half-price drinks / $5 tapas

Schooner Wharf 🌴👩🏻‍🦰🌴                                                    202 William St.                                                                             7 a.m.- Noon, 5 p.m.-7 p.m.                                                      Half-price alcohol (except during special events)

Sidebar @ Aqua 🌴👩🏻‍🦰🌴
504 Angela St.
4-8 p.m.
$5 well drinks / $3.75 domestic beers
9 p.m.-late, Mon.-Wed. drink specials

Smokin’ Tuna Saloon 🌴👩🏻‍🦰🌴
4 Charles St.
3-6 p.m.
Daily drink specials / 2-4-1 premium well drinks

Southernmost Beach Café 🌴👩🏻‍🦰🌴
1405 Duval St.
Sunday-Thursday
$5 small bites bar menu / $5 draft beer, house wine, well drinks and house margaritas

Square Grouper Bar and Grill and My New Joint 🌴🚘🌴
22658 Overseas Highway, Cudjoe Key

Square Grouper
Tuesday-Saturday
Lunch specials and $7 well drinks

My New Joint
4:30-6:30 p.m.
25% off bottled/canned beer / $1 off draft beer and wine by the glass / $6 cocktail specials daily

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
2-for-1 margaritas or well drinks


tattoosTattoos and Scars 🌴👩🏻‍🦰🌴
512 Greene St.
Stella on draft $4 all day

Tavern ‘N Town 🌴👩🏻‍🦰🌴

3841 N. Roosevelt Boulevard
Breakfast happy hour 8-11 a.m. daily
2-for-1 bloody marys, mimosas, screw drivers
5-7 and 9-11 p.m. 2-for-1 drink specials

Tiki House 🌴👩🏻‍🦰🌴
430 Greene St.
4-6 p.m.
2-for-1 wells, drafts and zombies

Turtle Kraals 🌴👩🏻‍🦰🌴
231 Margaret St.
4:30-6:30 p.m.
Half-off bottled beers, well drinks and house wines


vinosVinos on Duval 🌴🙌🏼🌴
810 Duval St.
4-7 p.m., $5 sangria
Sundays, $5 mimosas

Viva Saloon
903 Duval St.
4-6 p.m.
$3 well drinks / $1 off all beer and house wine / $5 appetizers


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.
4-7 p.m. Half-off Small Plates, Well Drinks, Wines, Beers / $5 Margaritas / $5 Sangrias

Willie T’s Restaurant and Bar 🌴👩🏻‍🦰🌴
525 Duval St.
4-7 p.m., daily drink specials


Yellowfin Bar and Grill @ Oceans Edge Resort and Marina 🌴👩🏻‍🦰🌴 / 🌴🚘🌴
5950 Peninsular Ave.
4:30-6:30 p.m., appetizer specials
$1 off beer and wine / $2 off specialty cocktails / $6 well drinks


Are you a Key West business that partakes in Happy Hour? Have I missed you in my list? Does your Happy Hour need updating? Contact me here with your Happy Hour deets to be featured!

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