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.

Bagatelle

115 Duval Street

4-6 pm

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

www.bagatellekeywest.com

General Horseplay

423 Caroline Street

Mon-Fri 3-6 pm

Roll the dice for drink prices

½ price food

https://www.generalhorseplay.com/eats

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

www.islanddogsbar.com

Sandbar Sports Grill

511 Greene Street

Mon-Fri noon-4 pm

Daily midnight-close

www.sandbarkeywest.com

Shots and Giggles

201 Ann Street

5-7 pm

Daily rotating drink specials

www.shotsngiggles.com

Smokin’ Tuna Saloon

4 Charles St

3-6 pm

½ price select appetizers

½ price well drinks, wine and beer

www.smokintunasaloon.com

Tiki House

430 Greene Street

4-6 pm

2-4-1 well drinks, drafts and zombies

www.tikihousekw.com

Tattoos & Scars Saloon

512 Greene Street

4-7 pm and 2-4 am

2-4-1 house, draft and domestic bottles

https://tattoosandscarssaloon.com

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.

22&Co

504 Angela Street

Open-6 pm

2-4-1 beer wine and well drinks

Manic Monday 1/2 price all drinks all day

www.22andco.com

Aqua

711 Duval Street

2-6 pm

$5 well drinks, $3.75 domestic beers

www.aquakeywest.com

Bobby’s Monkey Bar

900 Simonton Street

Noon-8 pm

$2.50 domestic beers

$3 imports and well drinks

https://www.facebook.com/Bobbys-Monkey-Bar-128517940527065/

Champagne Room

500 Truman Ave

3-6 pm

Discounted bubbles

$2 Miller High Life

https://www.champagneroomkw.com

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

https://www.firstflightkw.com/happy-hour

Grand Café

314 Duval St

4-6 pm

½ price beer, wine, cocktails and appetizers

www.grandcafekeywest.com

Green Parrot Bar

601 Whitehead Street

Mon-Thu 4-7 pm

Fri 4-5:30 pm

Discounts on selected drinks and beers

www.greenparrot.com

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

www.hankskeywest.com

Hard Rock Café

313 Duval Street

5-7 pm

Drink specials

www.hardrockcafe.com/location/key-west

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

www.lostandfoundkw.com

Mangoes

700 Duval Street

4-7 pm

Daily drink specials

www.mangoeskeywest.com

Mary Ellen’s Bar and Kitchen

420 Applerouth Lane

3-6 pm

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

www.maryellensbar.com

Old Town Mexican Café

609 Duval Street

4-6:30 pm

½ price appetizers, soups, and salads

½ price beer, wine and well drinks

www.oldtownmexicancafe.com

Pinchers

712 Duval Street

3-6 pm

99 cent oysters, clams, shrimp, and wings

www.pinchersusa.com

Rams Head Southernmost

804 Whitehead Street

Mon-Fri 4-7 pm

$3 well drinks, wine, and domestic beer

½ price appetizers

www.ramsheadsouthernmost.com

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

www.theroostkw.com

Thirsty Mermaid

524 Fleming Street

4-6 pm

$2 pints Mermaid Lager

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

www.thirstymermaidkeywest.com

Santiago’s Bodega

207 Petronia Street

3-6 pm

½ price beer sangria and by the glass

$5 tapas

www.santiagosbodega.com

Sidebar Nightclub

504 Angela Street

Mon-Fri 3-7 pm

2-4-1 drinks

www.sidebarkeywest.com

Viv Wine Bistro

300 Petronia Street

2-6 pm

½ off wines by the glass and domestic beer

www.vivwinebistro.com

Viva Argentinian Steakhouse

903 Duval Street

3-6 pm

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

Special happy hour menu

www.vivakeywest.com

Willie T’s Restaurant and Bar

525 Duval Street

Daily drink specials all day

www.williets.com

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.

www.bottlecapkeywest.com

Martin’s

917 Duval Street

4-6 pm

½ price drinks and tapas

https://www.martinskeywest.com/wp-content/uploads/2020/06/maymenu2020bar1qxp-612020.pdf

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

www.Oldtowntavernkw.com

Southernmost Beach Café

1405 Duval Street

3-6 pm

$6 small bites bar menu

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

https://www.southernmostbeachresort.com/dine/southernmost-beach-cafe/menu/happy-hour/

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

https://alonzosoysterbar.com/menus/happy-hour/

 

Conch Republic Seafood Co

631 Greene St

4-7 pm

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

https://conchrepublicseafood.com/key-west-happy-hour/

 

Dante’s

951 Caroline Street

Mon-Fri  4:30-7:30 pm

2-4-1 drink and shot specials

Special happy hour food menu

https://danteskeywest.com/wp-content/uploads/2020/03/Happy-Hour-2020.pdf

 

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

www.Halfshellrawbar.com

 

Marylin’s Restaurant and Pub

320 Grinnell St

1-7 pm and 12-1 am

Drink specials

www.marylinskeywest.com

 

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. 

http://www.offthehookkeywest.com

 

Onlywood Grill

725 Caroline Street

4:30-6:30 pm

½ price drinks and food specials

www.onlywoodgrill.com

 

Pepe’s Café

806 Caroline Street

4-6 pm

½ price raw oysters and fish dip

$6 fresh squeezed margaritas

www.pepeskeywest.com

 

Schooner Wharf Bar

202 William Street

7am-noon and 5-7 pm

Drink specials

https://www.schoonerwharf.com

 

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

https://www.galleonresort.com/sunset-tiki-bar-pirates-cove/

 

The Waterfront Brewery

201 William Street

4-6:30 daily

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

www.thewaterfrontbrewery.com

 

White Tarpon

700 Front Street

4-6 pm

½ off well drinks, house wine, and beer

½ small plates

https://whitetarponkeywest.com

 

The Boathouse at Turtle Kraals……..coming soon

New Town

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

www.breezybuddhafusionkitchen.com

Mellow Ventures Café and Gastropub

1605 North Roosevelt Blvd

Wed-Sat 3-6 pm

$5 draft beer, $6 wine

½ price appetizers

www.mellowkw.com

Mojitos Pool Bar @ Havana Cabana

3420 North Roosevelt Blvd

10am – 12 pm

$4 drafts. $5 Mimosas

$8 spicy bloody mary

www.havanacabanakeywesthotel.com

Tavern N Town

3841 North Roosevelt Blvd

5-7 pm

2-4-1 drinks specials

www.tavernntown.com

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

www.geigerkeymarina.com

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

www.perrykeywest.com

Roostica Pizzeria

5620 MacDonald Avenue

Mon-Sat 4-6 pm

Drink specials and special happy hour menu

www.roostica.com

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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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