Happy Hour in Key West

The saying goes that “it’s five o’clock somewhere.” Well, as anyone who has ever been to Key West knows, there are no shortage of bars on the island. And around five o’clock in the evening everyday in Key West you will find a ton of happy hour deals. Here are some of the best happy hour locations in Key West for pricing and selection. Keep in mind that specials may vary/change.

If you are a bar or restaurant owner / manager and would like your specials to be added to this list, or if you would like to update your specials, please contact us at islandgenn@me.com.

Best Bar and Restaurant Happy Hours on the Island!

Alonzo’s Oyster Bar at A & B Marina – 700 Front Street
This is a local’s favorite for happy hour. From 4:00 PM – 6:30 PM daily you can enjoy both drink and seafood specials.

Bad Boy Burrito Taqueria & Tequila At the Perry Hotel & Marina – 7011 Shrimp Road
Daily from 3 pm until 5 pm, enjoy $5 margaritas and tequila shots.

Bagatelle – 115 Duval Street
Breakfast Happy Hour is 9 AM until 11:30 AM and Afternoon Happy Hour is 4 – 6 PM. Enjoy great deals, great food, and great views!

Better Than Sex – A Dessert Restaurant – 531 Truman Avenue
Thursdays are “Hersday!” Key West’s most indulgent happy hour with a rotating menu of select $9.69 cocktails, $10.69 off all bottles of wine. All night, every Thursday.

Boat House
Enjoy happy hour from 4 to 6:30 pm every day. Besides drink specials 50% off, on their food menu, everything listed under “Small Plates” is half off.

Bobby’s Monkey Bar – 900 Simonton Street
From Noon until 8 pm you will find $2.50 domestic beers as well as $3 imports and well drinks.

Dante’s – 951 Caroline Street
Weekdays from 4:30 – 7:30 PM, enjoy drink and food specials! Then, go for a swim in the restaurant’s pool!

First Flight Island Restaurant & Brewery – 301 Whitehead Street
From 4 – 6 pm daily, enjoy $4 house brew pints, $5 – $6 select cocktails, $6 house wines and $5 – $7 food specials.

Four Flamingos, A Richard Blais Key West Kitchen at the Hyatt Centric – 601 Front Street
From 5 – 6 pm daily get $2 oysters, $10 dishes (ceviche, calamari and truffle plantain fries), $4 domestic beers, $6 house wine, and $9 pineapple kiwi margaritas!

General Horseplay – 423 Caroline Street
Weekdays from 3 – 6 pm, “roll the dice” for drink prices and ½ price food.

Grand Cafe
Wanting to class it up? The bar offers half price appetizers, beer, wine and cocktails from 4 – 6 PM. Located at 314 Duval Street.

Green Parrot
Named the 3rd best bar in the USA, this bar open sine 1890 offers happy hour from 4 – 7 PM daily. You can find them on 601 Whitehead Street.

Half Shell Raw Bar – 231 Margaret Street
From 4:30 to 6:30 PM daily you can take advantage of specials on appetizers and two for one on certain drinks.

Mac’s Place – 1605 North Roosevelt Boulevard
Happy hour is daily from 3-6 pm, featuring food and drink specials.

Martin’s – 917 Duval Street
Enjoy half priced drinks and tapas from 4 – 6 PM.

Old Town Mexican Cafe
Daily, from 4 – 6 PM enjoy half priced soups, appetizers, beer, wine and well drinks! Located at 609 Duval Street.

Old Town Tavern & Beer Garden
Two happy hours a day! 4 – 7 PM and 11 PM – 1 AM. Enjoy discounts on select drinks, share plated and flatbreads! Located at 900 Duval Street.

Onlywood
Enjoy half priced drinks and food specials from 4:30 – 6 PM at their 725 Caroline Street location.

Pepe’s Cafe – 806 Caroline Street
Enjoy half priced oysters and $6 margaritas at this historic restaurant from 4 – 6 PM daily.

Roostica – 5620 MacDonald Avenue.
Happy hour runs from 4-6 pm, Monday to Saturday, and offers discounted drinks and food.

Stock Rock Cafe
Offering a daily happy hour from 4-7 pm.

Tavern N Town at the Beachside Resort – 3841 N. Roosevelt Boulevard
5-7 pm and 9-11pm enjoy 2 for 1 drink specials. Late night menu available after 10 p.m.

Two Friends Patio
Enjoy their Happy Hour menu which is available daily from 4 pm until 6 pm.

Santiago’s Bodega – 207 Petronia Street
From 3 – 6 PM enjoy half priced beer and sangria by the glass as well as $5 tapas. Amazing!

Viva Argentinian Steakhouse
Get your drink on early here! Starting at 3 PM until 6 PM, enjoy a special happy hour menu as well as $5 sangrias, $4 draft beers and well drinks, and $3 domestic beers. 903 Duval Street is where you can find them!

More About Key West

See what is happening on the island during your visit by checking out our Key West Events Calendar, and for other things to do and see in our island city, go to our Key West Web Site.