Happy Hours of Key West

Who doesn’t love happy hour? It’s the perfect way to enjoy a few beverages and sample some of the cuisine from a restaurant without committing to an entire meal. When I first moved to Key West, I searched diligently for an all inclusive list with no success. Here you will find an extensive list of happy hours, categorized by location so you can maximize your happiest time. (updated 7/2021)

Lower Duval (Caroline Street to Mallory Square)

By far my favorite happy hour in this category is Bagatelle. In fact, Bagatelle is one of my favorite restaurants on the island. Another fun happy hour in this part of town is General Horseplay: roll the dice for the price of your drink in a Bill Murray themed bar.


115 Duval Street

4-6 pm

1/2 price drinks, $5 and $7 tasting places


General Horseplay

423 Caroline Street

Mon-Fri 3-6 pm

Roll the dice for drink prices

½ price food


Island Dogs Bar

505 Front Street

Mon-Fri 4:30-6:30 pm

½ price well drinks, house wine, bottle and canned beer

½ price oysters, raw and chargrilled peel and eat shrimp


Sandbar Sports Grill

511 Greene Street

Mon-Fri noon-4 pm

Daily midnight-close


Shots and Giggles

201 Ann Street

5-7 pm

Daily rotating drink specials


Smokin’ Tuna Saloon

4 Charles St

3-6 pm

½ price select appetizers

½ price well drinks, wine and beer


Tiki House

430 Greene Street

4-6 pm

2-4-1 well drinks, drafts and zombies


Tattoos & Scars Saloon

512 Greene Street

4-7 pm and 2-4 am

2-4-1 house, draft and domestic bottles


Mid Duval (Caroline Street to Catherine Street)

This category is tough as there are so many happy hours on mid Duval Street. Manic Monday at 22&Co is ridiculous not to mention my favorite bar in Key West. Make sure you get one of their signature Martinis and all the drinks come with free glitter. Lost and Found has a broad selection of happy hour menu items to please every palate. If upscale is your thing visit Thirsty Mermaid ($5 Mermaid Lager and mussels) or Santiagos Bodega which are two of my favorites in this category.


504 Angela Street

Open-6 pm

2-4-1 beer wine and well drinks

Manic Monday 1/2 price all drinks all day




711 Duval Street

2-6 pm

$5 well drinks, $3.75 domestic beers



Bobby’s Monkey Bar

900 Simonton Street

Noon-8 pm

$2.50 domestic beers

$3 imports and well drinks



Champagne Room

500 Truman Ave

3-6 pm

Discounted bubbles

$2 Miller High Life



First Flight Island Restaurant and Brewery

301 Whitehead St

4-6 pm

$3.50 house beer, $5 wine and cocktails

Special happy hour food menu



Grand Café

314 Duval St

4-6 pm

½ price beer, wine, cocktails and appetizers



Green Parrot Bar

601 Whitehead Street

Mon-Thu 4-7 pm

Fri 4-5:30 pm

Discounts on selected drinks and beers



Hank’s Hair of the Dog Saloon

409 Caroline Street

11 am-2 pm

2-4-1 mimosas and bloody marys

4-7 pm $4 domestic beers, $5 draft and well drinks, $6 sangria



Hard Rock Café

313 Duval Street

5-7 pm

Drink specials



Lost and Found

404 Southard St

3-6 pm

25% off pints and pitchers of beer

½ price well drinks, glasses of wine and share plates




700 Duval Street

4-7 pm

Appetizers, Salads, and Pizza and drink specials.



Mary Ellen’s Bar and Kitchen

420 Applerouth Lane

3-6 pm

2-4-1 well drinks, select domestics, drafts and cocktails on tap



Old Town Mexican Café

609 Duval Street

4-6:30 pm

½ price appetizers, soups, and salads

½ price beer, wine and well drinks




712 Duval Street

3-6 pm

99 cent oysters, clams, shrimp, and wings



Rams Head Southernmost

804 Whitehead Street

Mon-Fri 4-7 pm

$3 well drinks, wine, and domestic beer

½ price appetizers



The Roost

508 Fleming St

3-6 pm

$10 Stoli Elit martinis and cosmopolitans

$8 wines, $6 tap cocktails

½ price caviar and $6 deviled eggs



Thirsty Mermaid

524 Fleming Street

4-6 pm

$2 pints Mermaid Lager

$5 small plates (wings, mussels, oysters and cervice)



Santiago’s Bodega

207 Petronia Street

3-6 pm

½ price beer sangria and by the glass

$5 tapas



Sidebar Nightclub

504 Angela Street

Mon-Fri 3-7 pm

2-4-1 drinks



Viv Wine Bistro

300 Petronia Street

2-6 pm

½ off wines by the glass and domestic beer



Viva Argentinian Steakhouse

903 Duval Street

3-6 pm

$5 sangria, $4 draft beers and well drinks, $3 domestic beer

Special happy hour menu



Willie T’s Restaurant and Bar

525 Duval Street

Daily drink specials all day


Upper Duval (Catherine Street to the Southernmost Point)

Martin’s is the top contender in this category for happy hour as their tapas menu is equivalent to a fine dining experience with choices from lobster bisque to lamb chops all 1/2 off.

Bottlecap Lounge

1128 Simonton St

5-7 pm

Discounted beer, wine, and well drinks.



917 Duval Street

4-6 pm

½ price drinks and tapas


Old Town Tavern

900 Duval Street

4-7 pm

½ off share plates and flatbreads

½ off house liquor and wines by the glass

25% off all beer


Southernmost Beach Café

1405 Duval Street

3-6 pm

$6 small bites bar menu

$5 20 oz drafts, house wines, and well drinks


Historic Seaport

Another tough category as the vibe changes when you wander from Duval to the more local side of town. Marilyn’s is my neighborhood go to happy hour and they offer a local discount. Dante’s shares a kitchen with Prime, our upscale steak house, so the food is spectacular and is a great people watching location with a public pool as part of the bar. Half shell has great seafood for happy hour and Onlywood 1/2 off wine with brick oven fired personal pizza for $9

Alonzo’s Oyster Bar

700 Front Street

4-7 pm

½ price well drinks, beer and wines by the glass

Extensive discounted tapas menu


The Boathouse

220 Margaret Street


1/2 price drinks and small plates


Conch Republic Seafood Co

631 Greene St

4-7 pm

2-4-1 drink specials:  all beer, premium well drinks, and house wine



951 Caroline Street

Mon-Fri  4:30-7:30 pm

2-4-1 drink and shot specials

Special happy hour food menu


Half Shell Raw Bar

231 Margaret Street

4:30-6:30 pm

½ price well drinks, beer and wines by the glass

Special happy hour food menu


Off The Hook

920 Caroline St

Thu-Tue 4-6 pm

$3 PBR Tall, Miller Light, and Yuengling

$4 Sangrias, wells, draft Founders All Day IPA

Happy Hour Menu $3-$9. 


Onlywood Grill

725 Caroline Street

4:30-6:30 pm

½ price drinks and food specials


Pepe’s Café

806 Caroline Street

4-6 pm

½ price raw oysters and fish dip

$6 fresh squeezed margaritas


Schooner Wharf Bar

202 William Street

7am-noon and 5-7 pm

Drink specials


Sunset Tiki Bar at the Galleon Resort

617 Front Street

Mon-Sat 10 am-noon 2-4-1 Bloody Mary’s

Daily 4-7 pm 2-4-1 margaritas and well drinks


The Waterfront Brewery

201 William Street

4-6:30 daily

½ price Waterfront Brewery beers, well drinks, and draft wine


White Tarpon

700 Front Street

4-6 pm

½ off well drinks, house wine, and beer

½ small plates



Mellow Ventures Cafe and Gastropub and Breezy Buddha Fusion Kitchen are top choices for happy hour in new town. Mellow has a Mac and beer cheese that is slap your mama good and the black bean queso and chips with ground beef is a strong runner up. Wu Tang clams at Breezy Buddha had me at the name and didn’t disappoint with the taste.

Breezy Buddha Fusion Kitchen

1124 Key Plaza

4-6 pm

2-4-1 drinks and appetizers


Mellow Ventures Café and Gastropub

1605 North Roosevelt Blvd

Wed-Sat 3-6 pm

$5 draft beer, $6 wine

½ price appetizers


Mojitos Pool Bar @ Havana Cabana

3420 North Roosevelt Blvd

10am – 12 pm

$4 drafts. $5 Mimosas

$8 spicy bloody mary


Tavern N Town

3841 North Roosevelt Blvd

5-7 pm

2-4-1 drinks specials


Stock Island and beyond……

Roostica is a must visit for Stock Island. Brick oven fired pizza and an expansive wine list, not to mention I love their catch phrase “Make Marinara Legal”.

Geiger Key Marina

5 Geiger Road

Mon-Fri 4-6 pm

$1 rail liquor, house wine, and draft and domestic bottles


The Perry Hotel

7001 Shrimp Road; Stock Island

Salty Oyster Dockside Bar & Grill

4-7 pm

½ price well drinks, house wine, and drafts

Food specials

Barrell House Brews and BBQ

5-7 pm

½ price well drinks, house wine and drafts

Food specials


Roostica Pizzeria

5620 MacDonald Avenue

Mon-Sat 4-6 pm

Drink specials and special happy hour menu



6 thoughts on “Happy Hours of Key West

    1. I hope this list helps you find your best happy hour (or hours) ever!! Stay tuned for more Key West works

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