Key West Happy Hour Food Guide

Welcome to paradise – Key West, where the sun always shines, the water sparkles, and our happy hours are a way of life! Our post, “Key West Happy Hour Food Guide,” is your comprehensive guide and updated list of the best places to savor delectable food and enjoy refreshing drinks while basking in this magical island’s warm, tropical vibe.

You’ll find Key West Happy Hours also provide an impressive variety of food specials, from seafood appetizers to tapas and small-plate delicacies. Each restaurant and bar presents its unique spin on happy hour, blending traditional offerings with creative daily deals.

This guide is designed to assist both locals and tourists in navigating the wealth of happy hour options in Key West.

However, always confirm with each establishment as happy hour specials may vary or change. Please also remember, regardless of the offer, always enjoy responsibly and make sure to tip your bartenders and servers!

With over 50 establishments covered in the Key West Happy Hour Food Guide, you’ll easily find your next happy hour below. Enjoy some cool drinks and Discover a Taste of Paradise.

Bars & Restaurants on the Key West Happy Hour Food Guide

Venue	Happy Hour	Drink Specials	Food Specials
Alonzo’s Oyster Bar	4-6 pm Daily	1/2 price well drinks, beer, wines by the glass	Happy Hour Food Menu
Atlas Izakaya	5-6 pm M-Sat	1/2 off selected Sake	1/2 off select menu items
Bad Boy Taqueria & Tequila	3-5pm Tue-Sun	Classic Margarita or Tequila shot $5, Domestic beer $4, Wines by the glass $5	Two Tacos for $10 (no mix and match)
Bagatelle	9-11:30am / 4-6pm Daily	Afternoon: 1/2 off select cocktails, beer, select wine, and espresso martinis	Breakfast hangover happy hour, Afternoon: $7-$10 tasting plates
Banana Cafe	Daily 4-7 pm (Upstairs only)	$5-$7 wines and $7 sangrias	La Taco Hour $10-$15 (Mahi, steak, tuna, shrimp, or ground beef tacos)
The Bent Prop Bar & Grill	3 pm – 5 pm Wed – Mon	Wines, Mimosas & Well Drinks $7, Cocktails $9	Discounted Happy Hour Bites
Big Cheezees Pub & Grub	3-6 pm Daily	Half priced wine, drafts, and wells, select premium cocktails	Happy Hour Food Menu (street tacos, sliders, quesadillas, and more)
Boat House Bar & Grill	4-6:30pm Daily	50% off well drinks, house wine, draft/craft beer	50% off small plates
Bob’s on Margaret	5-6 pm & 8-9:30 pm Closed on Wed	$9.95 martinis, cocktails, wines	$9.95 small plates $29.95 entrees
Brady’s Pub Key West	4-7pm, Midnight-2am Daily	$2 off drafts and wells (4-7), $1.50 off all drafts and wells (Midnight-2am)	$1 chicken wings (minimum 6/dine-in only) 4-7pm
Broil Steakhouse	5-6 Tues-Sun (Bar & Patio)	Wines $6-$7 Beers $3-$8	Happy Hour “Bites”
Bruschetta Francesca	4-6:30 pm Daily *locals til 9*	$3 beer $5.25 chianti, $6-8 select cocktails	50% off all Bruschetta & appetizers
The Cafe	4-6 Daily	1/2 off wines by the glass, bottled and draft beers, $5 sangria	Select appetizers are 1/2 off and range from $4, $5, and $6 each
Celtic Conch Public House	4-7pm Mon-Fri	50% off domestic beers, select liquors	50% off appetizers
Cuban’s Corner KW	3-6 pm Daily	$5 variety beers, $7 wines, $8 select cocktails	$6.95 food items (wings, shrimp, taco, fritters, calamari)
Dante’s Key West	4:30-7:30 M-F	BOGO domestic beer, well drinks, wine & some specialty drinks	Food specials $6-$14
Denny’s	4-8 pm Daily	$2 off beers, wines, & well drinks	$2 off full-sized apps, daily specials available
Dive Bar Shirt Club – Grub House	4-6 pm Daily	B1G1 drinks	Regular menu – Tacos, grilled burritos, chips n queso, chips n salsa
The Docks Restaurant + Raw Bar	3-5 pm Daily (Summertime)	1/2 select beers, wine by the glass, & The Docks Margarita	$7 share plates – Ceviche of the day, 1/2 doz oysters, peel & eat pink shrimp, etc
Espiritu Tequila Bar	5-7 pm Thur-Sun	BOGO Milagro Margaritas	Mac’s Place full menu is available while open and a happy hour food menu til 6 pm
First Flight Island Brewery	4-6pm Daily	$4 pints, $6 select cocktails and wine	Food specials $6-$9
Four Marlins @ The Reach	4-5:30pm Daily	$5 drafts & sangria, $6 wells, $7 house wines	1/2 off select appetizers
Four Flamingos	5-6 PM Daily	$4 Domestic beer, $6 House wine, $9 Pineapple kiwi margarita	$2 Oysters, $10 Calamari, Ceviche, and Truffle plantain fries
Garbo’s Grill	4-6 pm 10 pm-12am Daily	Happy Hour drinks available from Hanks	Umami sliders 2 for $11 Taco trio (Fish, Shrimp, Korean BBQ) 3 for $11
Grand Cafe	4-6pm Daily	1/2 price beer, wine, cocktails, martinis	1/2 price appetizers
Green Parrot Bar	4-7pm Mon-Thu, 4-5:30pm Fri	Discounts on selected drinks and beers	Free Popcorn machine
Half Shell Raw Bar	4:30-6:30pm Daily	1/2 price well drinks, beer, wines by the glass	Happy Hour Food Menu
Hank’s Hair of the Dog Saloon	11am-1pm, 4-6pm, 10pm-2am Daily	Morning: 1/2 price drinks, mimosas, bloody mary. Afternoon: $5 well drinks, $8 sangria, $5 drafts	Garbo’s food specials, sliders 2 for $11, taco trio 3 for $11 (4-6 pm)
Hard Rock Cafe	5-7 Daily	$5 domestics drafts, $6 imports, crafts, and wells, $7 wines and cocktails	$8 to $10 appetizers
Island Dogs Bar	4:30-6:30pm Mon-Fri	1/2 price well drinks, house wine, bottled and can beer	$6 to $9 bites
Kaya Island Eats	4-6pm Daily	Half off drafts, wells, and wines	1/2 off small plates
Mac’s Place	3-6 pm Daily	$5 drafts, wells, seltzers, and wines	$5 tacos $5 and $10 bites
Mangoes	4-6pm Daily	$5 beers (drafts & domestics) and high noons, $7 wines, $7 wells	Happy Hour Food $10-$12
Mangrove Mama’s	3-6 pm M-F	$1 off domestic bottles, house wines, and well drinks	20% off regular menu appetizers
Martin’s	4-6pm Daily	50% off Signature Martinis, Well drinks, discounted wines by the glass	1/2 price tapas menu
Mary Ellens Bar & Restaurant	3:30-5:30 M,T,W,F 3:30-5 Thurs	$5 Deep Eddy Drinks (all flavors), $3 drafts PBR & Crazy Lady	25% off food
Milagro Restaurant & Bar	5-6:30 pm Tues-Sun	BOGO martinis, liquor, margaritas, wine, beer	$11 Small plate specials
Moondog Cafe & Bakery	4:30-6:30pm Daily	1/2 price beer or wine by the glass, $5 sangria	$5-$8 select appetizers
Old Town Mexican Cafe	4-6 pm	Half off beer, wines, and wells $2 off drafts	Half off appetizers
Old Town Tavern	4-7pm, 11pm-1am Daily	50% off glasses of wine, house liquors, 25% off all beer	50% off share plates and flatbreads
Onlywood Duval	3:30-5 pm (Nov-Apr) 5:30-7 pm (May-Oct)	$3 bud light, $4 sangria, margaritas, and house wines	$6-$9 food specials (details down below)
Onlywood Grill	4:30-6pm Daily	1/2 price drink specials	$7-$10 food specials
Pepe’s Cafe	4-6pm Daily	$6 fresh squeezed margaritas, $5 wines, $1.50 Yuengling, discounted wells, and domestics	1/2 price peel & eat shrimp and fish dip. $.88 cent raw oysters
Pickles Pub’s Sandbar Key West	2-5 pm M-F	$3 Busch light can, domestic drafts, $4 rail drinks & house wine, $6 orange crushes & milagro silver shots	1/2 price wings, build your burger, french onion dip, Baltimore shrimp, tacos (chicken, beef, pork)
Pinchers	3-6pm Daily	2 for 1 drinks	$.99 oysters, clams, shrimp, wings
Ram’s Head Southernmost	4-6pm Daily & 4-8 (extended HH on drinks) M-Th	$4 draft beer, domestic bottles, $2 off well drinks and liquor	1/2 price select appetizers
The Roost	12-6pm Daily	$8 tap drink of the day, $10 Stoli martinis & cosmos, beer and wine specials	$6 deviled eggs, 1/2 price caviar
Roostica	4-6 pm Mon-Sat	$3.50 domestic bottles, $4 drafts, $5 well liquor, $7.50 wines by the glass	Happy Hour Food Menu $7-$10
Rum Row at the Gates Hotel	4-7 Local’s Happy Hour	$4 canned beer, $5 well drinks	Food specials
The Saint	4:17-7:14 Daily	30% off craft cocktails, beer, and wine	$12 small plates
Salty Frogs	3-6 pm Mon-Fri	1/2 price well drinks, $3 domestic draft, $4 craft & import drafts, $1 off bottled beer, $5 house wine	Half Price Appetizers
Santiago’s Bodega	3-6 pm Daily	1/2 price beer, wine, and sangria by the glass $10 off sangria pitchers or wine bottles	$7 tapas specials
Sarabeth’s	5:30-6:30 Tues-Sat	Half off all wines by the glass	Half of smaller plates
Smokin’ Tuna Saloon	3-6 pm Daily	$5 domestics, $6 wells, drafts, and white claws, $7 spiked seltzers	Happy Hour Food Menu
Southernmost Beach Cafe	4-6 pm Daily	$6 20oz drafts, house wines, and well drinks	$6 – $13 small bites
Southernmost Pint Brewpub	4-6 pm Daily	25% off all drinks	Free Gourmet Popcorn at Happy Hour
Stinkin’ Crawfish	11:30-6 pm Mon-Fri	$4 beer, $5 premium beers, $8 cocktails	$1 oysters and wings (minimum 6), $3 off starters
Stock Rock Cafe	4-7 pm Daily	Buck off any beer	Happy Hour Appetizer menu
Surly Siren Saloon	2-5 pm & 11-2 am Daily	$4 pbr, busch light, tangerine tea shots, $5 domestics, $5 wells, and $1 off other drinks	$5 snackers & lip-smackers (loaded flatbreads, tots, or fries)
Tavern n Town	5-7 pm Daily	2-4-1 All Drinks	Seven apps for $7 each
Thirsty Mermaid	4-6 pm Daily	$3 Mermaid Lager	$8 small plates
Two Friends Patio Restaurant	4-6 pm Daily	$2.50 domestic, $3.50 wells and wines, $5.50 margaritas and frozen rum runners	Happy Hour Food Menu $5.95-$11.75 appetizers
Viva Argentinian Steakhouse	3-6 pm Daily	$4 domestic beers, $5 shots and imported beer, $6 Jameson and patron silver, $7 sangria, wine, special drinks, $8 martinis	Happy Hour Food Menu $4, $5, and $9 bites
White Street Pizza	5-7 pm Closed Sunday	Half off beer & wine	Half off apps and salads
White Tarpon	3-5:30 pm Daily	1/2 off domestic beers, drafts, wells, and wines	$7 Happy Hour menu and other items

Map with Locations of Key West Happy Hours with Food

Click the little box in the top left corner of the map for a popout menu.

Information for Places on the Key West Happy Hour Food Guide

If a restaurant or bar has a link to its Happy Hour menu, it is provided.

Alonzo’s Oyster Bar – <– Click to see their happy hour menu. Alonzo’s has a very decent happy hour featuring tapas-style bites, fresh seafood delights, and cold drinks. Spend your afternoon along the harbor walk in Old Town Key West. For more information, we have a detailed post about Alonzo’s where you can learn about their happy hour and the other menus during the day.
Located at 700 Front Street * (305) 615-7699

Atlas Izakaya – At the busy intersection of Truman & Duval you’ll find Atlas Izakaya. They have offered some specials before, and have recently started a happy hour for you to check out. Monday through Saturday from 5 to 6 pm Atlas is letting you get half off select Sake’s and 1/2 off selected food items.
Located at 500 Truman Avenue #7 * (305) 998-4189

Bad Boy Taqueria & Tequila – The bad boys are back in town and you can find them over on Stock Island at The Perry Hotel & Marina. Head on over and gawk at the larger menu, full bar, and cushy island vibes. Happy hour is Tuesday through Sunday from 3-5 pm. Special pricing on beer, wine, classic margaritas, and tequila shots await. Tacos are available two for 10 dollars on happy hour. You are not able to mix and match your taco selection.
Located at 7011 Shrimp Road * (305) 509-4166

Bagatelle – They do not have a happy hour menu on their webpage; however, they leave us with this blurb, “Bagatelle Key West also offers two happy hours — breakfast hangover happy hour from 9-11:30 am and our afternoon happy hour from 4-6 pm!” We always enjoy the Lobster Mac and Cheese and recently had a delightful tuna poke also from the afternoon happy hour. Make sure to visit this lower Duval favorite again soon!
Located at 115 Duval Street * (305) 296-6609

Banana Cafe – This much loved upper Duval restaurant has a new “La Taco Hour” waiting for you to discover. Held upstairs only with indoor and outside shaded seating La Taco Hour is Daily from 4 until 7 pm. Five specialty tacos are featured and range in price from $10-15 dollars. A serving is 3 tacos. Choose between tuna, mahi mahi, shrimp, ground beef, or steak. Wines are on special along with red or white sangria. These run between $5-7 dollars. If you desire the full restaurant menu is also available.
Located at 1215 Duval Street * (305) 294-7227

The Bent Prop Bar & Grill – Another up-the Keys location on Cudjoe offering discounted drinks and food during their happy hour from 3-5 pm. Take note they are closed on Tuesdays. Besides wells, wines, and mimosas for $7, you can grab a cocktail for $9. There are also discounts on sips, flights, bites, and buckets of beer.
Located at 457 Drost Drive * (305) 741-7017

Big Cheezees Pub & Grub – Happy Hour is from 3 pm to 6 pm everyday! This is one of the most sought after Happy Hours on this island! Swing by and try out some of their food. Our favorites are the sliders, wings, and smash burgers. The pizza oven is in action for those wanting a delicious pie.
Located at 404 Southard Street * (305) 741-7113

Boat House Bar & Grill – They don’t have a website, nor do they update their Facebook page often. Many love their happy hour specials, which run 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. We have provided an older picture so you get the idea. Prices are probably different now. We were fans of the skirt steak, lamb chops, and filet kabobs.
Located at 220 Margaret Street * (305) 294-1269

Bob’s on Margaret – Old Town has another happy hour to check out. Bob’s started offering one on June 1st featuring food and drink specials starting at $9.95. Happy Hour is from 5-6 pm and another from 8 to 9:30 pm. As for the drinks you can enjoy house martinis, cocktails, or house wine. Happy hour food specials are also $9.95 for small plates that include choices like Gnocchi, Mussels, Wagyu Sliders, Shrimp Tostadas, and more. Now featuring happy hour entrees for $29.95. Choose from 8oz NY Strip, 5oz Petite Filet Mignon, 10oz Pork Chop, or Sesame Crusted Tuna.
Located at 532 Margaret Street * (305) 517-6896

Brady’s Pub Key West – They have a shiny new website, and this is a direct link to their specials. They have two happy hours; the early one has a food special (wings for a dollar). They offer daily food specials (Turkey Tuesday, Mexican Monday, etc) at a decent price, so check those out too!
Located at 1900 Flager Avenue *(305) 295-8880

Broil Small Island Steakhouse – Take a trip to Cudjoe Key and see what Broil is all about. This steakhouse has a great menu, is always running different specials, and has a happy hour from 5-6 pm Tuesday through Sunday in the bar or patio areas only. Beers $3-$8 (a rather large selection) and wines $6-$7 (red, white, rose, sparkling) are discounted along with some Happy Hour “Bites”.
Located at 21611 Old State Rd 4A * (305) 741-7879

Bruschetta Fransesca – Their website can use some help, but there is a link to happy hour and their main menu. People are very happy after dining here, from what we have seen and heard. The menu can also be found on their FB page.
Located at 112 Fitzpatrick Street * (305) 440-2845

The Cafe – A local favorite and funky little spot where you can dig into vegan, vegetarian, and pescatarian plates. Happy hour is daily from 4-6 pm. You’ll find wines are 1/2 off by the glass. Beers both drafts and bottles are 1/2 off, and Sangria (red or white) is $5 a glass. As for food, select appetizers are available and range from 4-6 dollars and are marked as 1/2 off.
Located at 509 Southard Street * (305) 296-5515

Celtic Conch Public House – Southernmost Philly Sports Bar and authentic Irish Pub. The link takes you to their website homepage, and happy hour specials are listed there and above in our Key West happy hour with food guide grid.
Located at 528 Front Street * (305) 517-6219

Cuban’s Corner KW – New on the block of Petronia Street you’ll discover Cuban/Latin cuisine waiting for you at Cuban’s Corner KW. They have a daily happy hour available from 3-6 with food and drink specials. Food items are $6.95 and drinks range from 5-8 dollars.

Dante’s Key West Pool Bar & Restaurant – Check out all they have going on and their menus for food and drinks with the direct link provided. $6 appetizers and fantastic deals from the raw bar pair nicely with BOGO drinks and hanging out by the pool.
Located at 955 Caroline Street * (305) 293-5123

Denny’s – Did you know that the Denny’s in Key West has a full and spacious bar? They also serve up happy hour specials along with drinks every day. Take part in those specials or dive into one of their famous slams or burgers and unwind. Happy hour is from 4 until 8, and the happy hour food is advertised from 4-7, but I was told they run til 8.

Dive Bar Shirt Club (Grub House) – A little divey, a little retro, and lots of fun. Happy hour is 4-6 pm every day featuring buy 1 get 1 drinks. Beers and wines are available and a selection of canned cocktails and seltzers. They have their regular food menu with Brisket, slow-cooked chicken or spiced beef tacos, Grilled burritos, and chips with either salsa or queso.
Located at 320 Grinnell Street * (305) 517-6898

The Docks Restaurant + Raw Bar – Happy hour at another Stock Island favorite runs from 3-5 pm Daily now with a new Summertime special. 1/2 off select beers, wine by the glass, or The Docks Margarita will quench your thirst and pair wonderfully with $7 share plates. Enjoy dining near the water with fresh 1/2 dozen oysters, ceviche of the day, peel-and-eat Key West pink shrimp, and more.
Located at 6840 Front Street * (305) 396-7049

Espiritu Tequila Bar – One tequila, two tequila, three tequila, then four or floor? Come and find out at Espiritu tucked away inside Mac’s Place. (on this list) Happy Hour is Thursday – Sunday from 5 until 7 pm with buy-one-get-one specials on Milagro brand margaritas. For food, you can order from the full Mac’s Place menu or the Happy Hour food menu which is from 3 to 6.

First Flight Island Restaurant & Brewery – Enjoy brews and food at the birthplace of Pan American World Airways, Pan-Am’s first tickets were sold out of this building in 1927. Formerly known as Kelly’s, yeah that one (Kelly McGillis). A direct happy hour link is provided.
Located at 301 Whitehead Street * (305) 293-8484

Four Flamingos – A Richard Blais Key West Kitchen. Enjoy waterfront views with nightly sunsets, just another reason why this is a must-visit spot happy hour spot in Key West. Happy hour is Daily from 5 until 6 p.m. with specials on food and drinks.
Located at 601 Front Street * (305) 809-4000

Four Marlins Oceanfront Dining at The Reach – The link will take you to their happy hour page. Enjoy happy hour drinks and appetizers with a view. We’d start with a cold draft beer for $5 and the smashed avocado or island chicken wings.
Located at 1435 Simonton Street * (305) 296-5000

Garbo’s Grill – Garbo’s made a splash on the Key West food scene a while back when Guy Fierri visited the funky little food truck everyone has come to know and love. Garbo’s menu offers Tacos & Burritos, Burgers & Dogs, and Poke Bowls & Lobster Rolls. Happy hour is daily from 4-6 and again from 10 pm til midnight. You can get Umami Burger Sliders 2 for $11. Or you could take the tacos for a spin with the Taco Trio. The Trio will net you 1 Korean BBQ, 1 Cayo Fish, and 1 Yum Yum Shrimp. Sample all three for $11. No substitutions are allowed. We are not aware of any drink specials for happy hour or if they are provided by Hanks, but the webpage says full liquor is available.
Located at 409 Caroline Street * (305) 304-3004

Grand Cafe – Link provided takes you to Grand Cafe’s dinner menu. During happy hour the appetizers, along with most drinks, are 50% off. Happy hour normally ends at 6 pm, but during the summer, it ends at 7 pm. We are in love with the cheese plate and the steamed clams.
Located at 314 Duval Street * (305) 292-4740

Steamed Clam Appetizer at Grand Cafe

Green Parrot Bar – The best (and only) dish at the Green Parrot! Fabulous fresh popped popcorn with a delicate balance of salt and butter flavors. Enjoy the music, funky decorations, and energetic crowd, but remember the popcorn. We like to pair it with a fancy Pinot Noir and feel all bougie! 10 out of 10, highly recommend it! Bon Appetite and No Snivelling!
Located at 601 Whitehead Street * (305) 294-6133

Half Shell Raw Bar – Join the local crowd for one of the best seafood happy hours in The Florida Keys. 7 Days a week, 4:30 PM to 6:30 PM. Find great deals on fresh seafood as well as 50% Off well liquors, house wine, and all beer. Eat it Raw!
Located at 231 Margaret Street * (305) 294-7496

Hanks Hair of the Dog Saloon – Lots of specials to be found at Hanks. There is a morning liquid happy hour from 11 am to 1 pm, and another from 4-6 with drinks and happy hour food specials from Garbo’s food truck. 2 for $11 umami sliders or a taco trio (shrimp, fish, Korean bbq) 3 for $11.
Located at 409 Caroline Street * (305) 509-7758

Hard Rock Cafe – Down Duval nearly in the middle of it all Hard Rock Cafe invites you in for their newer happy hour offerings. Food & drink specials can be had every day from 5-7 pm. $5-6 beers and $6 wells, $7 wines and cocktails. Some appetizers are available at this time and range from $8-$10. They want you to work hard and happy hour harder!
Located at 313 Duval Street * (305) 293-0230

Island Dogs Bar – Monday through Friday, you can take advantage of happy hour at Island Dogs Bar from 4:30 – 6:30 pm. Canned and bottled beers, wells, and house wines are half off, and there is a food menu ranging from $6-$9 featuring bar bites such as popcorn or buffalo shrimp, mini chicken quesadillas, chicken tenders, mahi bites, buffalo chicken dip.
Located at 505 Front Street * (305) 509-7136

Kaya Island Eats – Tropical island vibes with delicious food and chill drinks await you at Kaya. Carnivorous, Seafood, Vegetarian, and Gluten Free eaters all can indulge at this fast-growing local favorite. Enjoy half-off wells, drafts, wines, and food from the “Small Island Eats” section of the menu during happy hour 4-6 pm daily.
Located at 618 Duval Street (Rear) * (305) 395-0213

Mac’s Place – This local spot opened its doors on March 4th. Formerly known as Mellow Cafe, we can’t wait to see what is in store. Early breakfast from 7:00 that extends until 4 pm, happy hour daily from 3-6 pm with food and drink specials, tacos, and tequila. They certainly have our attention and have an amazing waterfront location with a chill vibe.
Located at 1605 N. Roosevelt Blvd * (305) 504-3648

Mangoes – Right on Duval Street, Mangoes offers Caribbean island flare. Daily happy hour from 4-6 with $5 beers and high noons, $7 wine, and $7 cocktails. Try out fun food specials like deviled eggs, sliders, tacos, shrimp, or fries.
Located at 700 Duval Street * (305) 294-8002

Mangrove Mama’s – Up the road a little way at mile marker 20 you’ll find this well-known restaurant. With new owners, some menu changes, and that relaxing Keys Vibe, Happy Hour (3-6 Monday through Friday) is a great hour to explore this Sugarloaf hangout. 20% off appetizers and $1 off domestic beers, wells, and house wines should be enough to get you in the island mood.

Martins – Elegant and elevated European food presented to you during an amazing happy hour. Martin’s is one of our favorite happy hours to take part in. Daily from 4-6 (not on holidays), which includes tapas, house signature martinis, and a selection of wines, all half off.
Located at 917 Duval Street * (305) 295-0111

Martinis at Martin’s Half-Off During Happy Hour

Mary Ellen’s Bar & Restaurant – Make your afternoons even happier with Mary Ellen’s HAPPY HOUR! Mondays, Tuesdays, Wednesdays, & Fridays from 3:30 to 5:30 PM… and on Thursdays from 3:30 to 5 PM! You will find 25% off food, $5 Deep Eddy Vodka (all the flavors), and $3 draft PBR & Crazy Lady! Stop by for cold drinks, hot eats & good vibes.
Located at 420 Applerouth Lane * (305) 294-7750

Milagro Restaurant & Bar – Milagro is offering small plate specials and 2-for-1 drinks during their happy hour, which runs from 5-6:30 pm Tuesday through Sunday. Sample menu favorites such as French Dip or Short Rib Mac & Cheese with small plate specials, BOGO martinis, liquor, margaritas, wine, and beer.
Located at 1401 Simonton Street* (305) 440-3534

Moondog Cafe & Bakery – Join them for happy hour every day of the week, even on the weekends! From 4:30-6:30 PM, enjoy $5 red, white, and rosé sangria! Plus specials on beer, wine & small plates!
Located at * 823 Whitehead Street * (305) 741-7699

Old Town Mexican Cafe – Every day from 4-6 pm, enjoy 50% off wells, wines, and beers and $2 off of draft beer. They also offer frozen drink specials daily. And you will also find the appetizers half off during this time. Parlay that with Taco Tuesdays’ $4 specialties, and it sounds like a wonderful Key West/Mexican-styled afternoon.
Located at 609 Duval Street * (305) 296-7500

Old Town Tavern & Beer Garden – At Old Town Tavern, Happy Hour is so nice that they do it Twice! 4-7 pm and again at 11 pm – 1 am Daily. Half off glasses of wine, house liquors, share plates like cauliflower bites or pork belly, flatbreads, and 25% off all beer. Food is served until 1 am if you need a late-night bite. Take note to check out Whiskey Wednesdays when Whiskey, Scotch, and Bourbon are always a good idea, and 50% off from 9 pm til close.
Located at 900 Duval Street * (305) 296-0637

Onlywood Duval – The Duval Street Onlywood location has a daily happy hour for you to take part in. They feature drink specials that are $3 or $4 and offer food specials such as $6 bruschetta, $7 wood-fired chicken wings, $8 calamari or caprese, and $9 margherita pizza. Homemade sangria with some bruschetta or caprese sounds pretty good to me. Perhaps a small margherita pizza with red or white wine might hit the spot.
Located at 613 1/2 Duval Street * (305) 735-4412

Onlywood Grill – Happy hour is from 4:30 until 6 pm every day at Onlywood Grill. They have a happy hour food menu with specials such as mozzarella, wings, bruschetta, pizzas, and more from $7-$10. Drink wise on their happy hour; you can enjoy signature, well & call drinks, beers, and wines by the glass at 50% off.
Located at 725 Caroline Street * (305) 998-4540

Pepe’s Cafe & Steakhouse – You can have happy hour at the oldest restaurant in Key West. If Happy Hour is calling your name, Pepe’s Cafe has you covered! Daily from 4-6 pm, Raw oysters are half off. Enjoy a dozen for less than eleven dollars. Hungry for more? Try the peel-and-eat shrimp, Key West Pinks, at 50% off – a half-pound for under $8. Dive into the local smoked fish dip at half price as well, and wash it down with a $1.50 Yuengling on draft or a $6 fresh-squeezed Margarita. And don’t forget the discounts on well drinks, select domestic bottles, and house wines.
Located at 806 Caroline Street * (305) 294-7192

Pickles Pub’s Sandbar Key West – Looking for a centrally located happy hour? Pickles Pub’s Sandbar on Greene Street has just what you are looking for, with drink and food specials from 2 until 5 pm Monday through Friday. Drink specials range from $3 to $6 and certain food items (wings, burgers, tacos, etc) are half off.
Located at 511 Greene Street * (305) 916-5530

Pincher’s Key West – At Pincher’s happy hour from 3-6 pm with an irresistible spread of ocean delights. Indulge in specially priced oysters, clams, shrimp, and wings, all freshly prepared and waiting for you. At Pincher’s, all day, every day, there are two-for-one drinks on favorites like beer, wine, and select frozen margaritas.
Located at 712 Duval Street * (305) 440-2179

Rams Head Southernmost – Happy Hour is your personal invitation to unwind and indulge from 4-6 pm. Those domestic and draft beers you love? They’re just $4. And don’t forget about enjoying $2 off wine and liquor. There is a Summer extended happy hour from 4-8 on drinks Monday through Thursday. As for the food, appetizers are 50% off, giving you the perfect excuse to try the crowd favorites: the delectable crabby tots, loaded nachos, and ten succulent wings with your choice of sauce. Your seat is waiting, and a delightful happy hour experience is just an order away! Don’t forget that all day long, build your own Bloody Mary Bar!
Located at 840 Whitehead Street * (305) 440-3196

The Roost – Happy hour isn’t confined to just a couple of hours; it’s an all-day celebration from noon till 6 pm daily. There’s the $8 Tap Drink of the Day, and don’t miss the $6 Deviled Rooster Eggs. Feeling a bit more indulgent? The ½ priced caviar pairs beautifully with $10 Stoli Elit Martinis or Cosmos, making for a luxurious treat. And specials on select wines and beers. The Roost’s Happy Hour is one that awaits your discovery.
Located at 508 Fleming Street * (305) 294-2600

Roostica – If you’re looking for a great happy hour deal, Roostica Wood-Fire Pizzeria has got you covered! Their happy hour runs from 4-6 pm, Monday to Saturday, and offers discounted drinks (including bottles, drafts, wells, and wines) as well as discounted food from their happy hour menu. The food selection is reasonably priced ($7-$10) and offers a nice mix of options. We recommend trying the bruschetta, sausage sliders, and one topping pizza. If you’re in the Stock Island area, Roostica Wood-Fire Pizzeria is a must-visit spot for a fun and budget-friendly happy hour. (menu down below)
Located at 5620 MacDonald Avenue * (305) 296-4999

Rum Row at The Gates Hotel – They are offering a summertime Local’s Happy Hour from 4-7 pm. Domestic canned beers will set you back $4 and well drinks will run $5. Food specials are advertised at this time too. This is being held from June 1st to September 2nd
Located at 3820 N Roosevelt Blvd * (305) 320-0930

The Saint Hotel Key West – Be a sinner or a saint during happy hour the choice is up to you. The Saint offers you a daily happy hour from 4:17 until 7:14 pm. You will discover small plates are $12 and for drinks you can relax and enjoy with 30% off. This includes craft cocktails, beer, and wine.
Located at 417 Eaton Street * (305) 294-3200

Salty Frog’s Bar & Grill – Down in the Mallory Square area, keep an eye out for Salty Frogs. Offering location, food, music, drink specials, and more, it would be hard to pass by without a stop. Happy Hour at the Frog is Monday through Friday from 3-6 pm. The appetizers are 50% off, and you’ll find plenty of drink specials to choose from. All the usual suspects are on discounts, including wells, wines, and beers. If you are feeling froggy, give the legs a spin, you can also sample Nashville hot tenders, cheese curds, and more.
Located at 407 Front Street * (305) 741-7809

Santiago’s Bodega – Santiagos is one of our favorite happy hours for several reasons. It has an earlier start than average at 3 pm. It is a wonderful neighborhood location tucked away in Bahama Village, a little bit quieter than Duval. And they have phenomenal Sangria! Pair that with some $7 happy hour food specials that change daily, and you are enjoying your afternoon. Happy hour is from 3-6 pm daily. Wine, Sangria, and beers are half off. Also, receive 10$ off a pitcher of sangria or bottles of wine. Reservations are usually recommended. (sample of the menu at the end of this post)
Located at 207 Petronia Street * (305) 296-7691

Sarabeth’s – Sarabeth’s is in the happy hour game in Key West. Tuesday through Saturday, you can stop by and enjoy some wine and small plates, which both happen to be half off. Whether you are looking for something bubbly, red, or white they have you covered. Pair that drink with some calamari, bruschetta, or fried goat cheese. That’s the direction we are heading. There are several more options as well.
Located at 530 Simonton Street * (305) 293-8181

Smokin’ Tuna Saloon – *** Temporarily Closed *** If you are looking for food, music, and happy hour all in one place, hit up the Smokin’ Tuna. Happy hour is daily from 3-6 pm. If you are thirsty, you can get $6 wells, drafts, and white claws on happy hour. Domestic beers are $5, and spiked seltzers will set you back $7. Seven different food options are on the happy hour menu at discounted prices, such as wings, jalapeno poppers, buffalo shrimp, and chicken tenders. The menu shows prices between $10-$13.
Located at 4 Charles Street * (305) 517-6350

Southernmost Beach Cafe – Sit with a lovely panoramic ocean view 90 miles from Cuba at the Southernmost Beach Cafe. Happy hour is daily from 4-6 pm with half-off appetizers and a few $6 drink specials. These include 20-ounce drafts, well drinks, and house wines.
Located at 1405 Duval Street * (305) 295-6550

Southernmost Pint Brewpub – Tucked away on Front Street between the Celtic Conch & Two Friends you will find the newly opened Southernmost Pint Brewpub (Blast Beer Company Brewery). This is a fun and inviting space, especially in the courtyard and at the bar. Happy hour gets 25% off all drinks and is held from 4 until 6 pm. With 18 taps full of Blast Beer you are sure to find the one that works for you. Adding to our excitement, there is free happy hour popcorn available too.
Located at 522 Front Street * (305) 517-6492

Stinkin’ Crawfish – $1 oysters and wings sound great to me, and you can enjoy them too during this happy hour on lower Duval. The minimum order is 6 for the oysters or wings. The happy hour at Stinkin’ Crawfish is Monday-Friday from 11:30 am to 6 pm. Other appetizers and starters are available $3 off, and cocktails start at $8. Beers are $4 and $5 for premiums
Located at 217 Duval Street * (305) 440-2436

Stock Rock Cafe – Long-time local favorite over on Stock Island is open again and ready for your happy hour business. Stock Rock is offering a daily happy hour from 4-7 pm. This is a new happy hour menu and time. Save a dollar on any beer and sample appetizers such as buffalo shrimp, chicken wings with choice of sauce or seasoning, pork, beef, or chicken tacos, conch fritters, nachos supreme, and homemade bacon & cheese fries.
Located at 5001 5th Avenue * (305) 363-2811

Surly Siren Saloon – On Front Street the newly opened Surly Siren has a happy hour to share with its patrons from 2-5 pm. There are $4, $5, and $6 specials on select beers, wells, and tangerine tea shots. Also $1 off other drinks. There are also “snackers and lip-smackers” food items discounted for $5. later at night, there is a local/service industry happy hour from 11-2 am. Surly Siren Saloon is newly added to the Key West Bar Card enabling you to take advantage of two-for-one drinks.
Located at 308 Front Street * No number at this time

Tavern n’ Town – On the bar menu at Tavern n’ Town, you’ll discover an inviting happy hour special. Seven small crafted tapas bites prepared for you for only seven dollars, seven days a week, before 7 pm. Choose from Spicy salmon bites, Lamb lollipops, Oysters Rockefeller, Sticky ribs, Shrimp cocktail, Key West shrimp, and a meatball. To wash down those tasty treats, all drinks are half off from 5-7 pm daily.
Located at 3841 N Roosevelt Blvd * (305) 296-8100

Thirsty Mermaid – Do mermaids get thirsty? Head on down to Fleming and find out at Thirsty Mermaids’ daily happy hour from 4-6 pm. Try a $3 pint of mermaid lager and look over the other happy hour offerings for $8 each. They are presenting Oven-roasted chicken wings, Steamed PEI mussels, Mac n cheese croquette, Ceviche of the day, or a 1/2 dozen Apalachicola Oysters.
Located at 521 Fleming Street * (305) 204-4828

Two Friends Patio Restaurant – Two Friends offers a nice selection of food and drinks, with a special Key West Happy Hour menu available daily from 4 pm until 6 pm. You’ll find drinks ranging from $2.50 – $5.50 and a food menu with local favorites and great prices. The steamed shrimp are one of the best happy hour values in Key West. Conch fritters, tenders, wings, fish dip, and bisque are all there too. (menu is provided below)
Located at 512 Front Street * (305) 296-3124

Viva Argentinian Steakhouse – Viva, located on Duval, has Argentinian favorites for you to try during their happy hour, which includes both food and drinks from 3 until 6 pm daily. The steak empanadas & provoleta cheese are highly recommended. Forget your worries with some sangria, a Malbec, or beer and shots which are all discounted for you on Viva’s happy hour. Sit indoors or outside and experience the new, wonderfully done tiki bar.
Located at 903 Duval Street * (305) 741-7666

White Street Pizza – New kids on the block over at White Street Pizza have brought back their happy hour from 5-7 pm. At this happy hour, you can enjoy appetizers and salads for half price along with beer and wine. Put in an order of roasted brussel sprouts with cauliflower or lamb meatballs to get your kick off your meal. There are even suggestions for the wine pairing to complement each dish on the menu. After some time getting happy move on to the mouthwatering gourmet pizza options or create your own.
Located at 1110 White Street * (305) 735-4449

White Tarpon – For a happy hour on the water, why not visit the White Tarpon? Kick back on the harbor walk with half-off drinks and browse the special happy hour food menu. Currently, they have a happy hour menu with appetizers for $7 each. Besides that, there are wings for $12, shishitos for $6, and mussels for $14. Daily from 3 – 5:30 pm at the historic seaport.
Located at 700 Front Street * (305) 851-2388

Some Menus Around Town of Various Happy Hours with Food