The Key West Happy Hour Food Guide covers 70+ bars and restaurants across the island with times, food and drink specials, addresses, and a custom map, all updated for 2026. It’s the shortcut past the research, straight to the part where you’re sitting somewhere with a cold drink and a conch fritter in front of you.
What makes Key West happy hour worth planning for is the food. You’re getting half-price tapas at Martin’s, half-off sangria by the glass at Santiago’s Bodega, peel-and-eat Key West pinks at Pepe’s for 50% off, and fresh ceviche at The Docks. Happy hour here is dinner with a discount, if you know where to go.
Always confirm details with each spot before you head out. Specials change and hours shift; Key West restaurants operate on island time. Tip your servers. Enjoy responsibly. 🌴☀️🐓
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Map of Key West Happy Hours with Food
Click the little box in the top left corner of the map for a pop-up menu.
Table of 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 and oyster of the day |
| Atlas Izakaya | 4-5 pm Daily | $7 wine, $10.5 sake cocktails | Happy hour food menu |
| 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 |
| Bar 1 | 4-6 pm Mon – Sat | $6 Cocktails, beer, & wines | $4-$6 Bar 1 Bites |
| The Bent Prop Bar & Grill | 3 – 6 pm Thu – Mon | $5 Buckets, $7 Well, Wines, Mimosas, $9 Cocktails | Discounted Happy Hour Bites |
| Big Johns Pizzeria | 11-5 Daily | $5 Wine, Sangria, Mimosa, or Aperol Spritz | $11.66 Lunch specials and two slices and a drink for $9 |
| Blue Mojito Bar & Grill | 4-6 Daily | $4 drafts, $6 wines & well cocktails | 25% off select appetizers |
| Boat House Bar & Grill | 4-6:30pm Daily | 50% off well drinks, house wine, draft/craft beer | 50% off small plates |
| Brady’s Pub Key West | 4-6 pm Daily | $2 off drafts and wells | Food Specials |
| Bruschetta Francesca | 4-6:30 pm *locals til 9* | Select drafts $3, chianti $5.25, cocktails $8-$10 | Select Bruschetta’s $9 or less, Select appetizers 10.50 or less |
| Cafe Marquesa | 5:30-6:30 Daily | 30% off wine by the glass and signature cocktails | Food menu items $14-$17 |
| Celtic Conch Public House | 4-7pm Mon-Fri | 50% off domestic beers, select liquors | 50% off appetizers, $12 flatbreads |
| Dante’s Key West | 4:30-7:30 M-F | BOGO domestic beer, well drinks, wine & some specialty drinks | Food specials $2-$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 M-Th | 1/2 select beers, wine by the glass, & The Docks Margarita | Discounted share plates – Ceviche of the day, 1/2 doz oysters, peel & eat pink shrimp, etc |
| Doc’s on Duval | 4-6 pm Daily | Half off wells, wines, drafts | Half off Appetizers |
| Dragon & Rooster | 3-5 Daily | reduced prices on cocktails and drafts | Discounted 1/2 portions of popular food items |
| First Flight Island Brewery | 4-6 pm Daily; Wednesdays 12-7 pm | $4 pints, $7 select cocktails and wine | Food specials $10 each |
| Fishwife | 3-5 pm Daily | $4 select beer, $5 select wine, $12 cocktails | Half-off shared plates |
| The Flaming Buoy Filet Co. | 4-6 Wed-Mon closed Tuesday | Save on wines by the glass and bottles | Discounted soups, salads, sandwiches, and small plates |
| Four Flamingos | 5-6 pm Daily | $4 beer, $6 wine, $10 margarita & martini | Discounted food items $10 – $15 |
| Four Marlins @ The Reach | 3:30-5:30 pm Daily | $5 drafts, $7 wells, wines, sangria, and more | Happy hour bites menu |
| 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 |
| Geiger Key Marina | 4-6 pm M-F | Discounts on beer, house wine, and well-drinks | Munchies $6-$9 tenders, sliders, nachos, wings, and more |
| Grand Cafe | 4-6pm Daily | 1/2 price beer, wine, cocktails, martinis | 1/2 price appetizers |
| 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) |
| Harpoon Harry’s | 4-6 Daily | B1G1 half-off | $5 appetizers |
| Hogfish Bar & Grill | 4-6 Mon – Sat | $1 off most beers, white claws, wines, and rail/wells | Bar menu bites $7-$12 |
| Hurricane Hole | 3-6 Daily | $4 wells and beers, $7 wines by the glass | Discounted appetizers $6-$11 |
| Island Dogs Bar | 4:30-6:30pm Daily | $4 well & house wine, pina colada & sun cruisers. $3 domestics, $5 bandido & smirnoff | $5 to $6 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 9-11 pm Daily | $5 drafts, wells, seltzers, and wines | Bites & snacks from $5 |
| Mangoes | 4-6pm Daily | $5 beers (drafts & domestics) and high noons, $7 wells and wines, $9 specialty cocktails | Happy Hour Food $12+ |
| Mangrove Mama’s | 3-6 pm M-F | $1 off domestic bottles, house wines, and well drinks | 20% off regular menu appetizers |
| Margaritaville Beach House | Daily 5-7 pm | $5 drafts, $8 wines, $10 wells, margaritas, select cocktail, $15 beer buckets | Food specials at $12 |
| Martin’s | 5-6 pm & 9:30-10:30 pm Daily | 50% off Signature Martinis, Well drinks, discounted wines by the glass | 1/2 price tapas menu |
| Milagro Restaurant & Bar | 5-6:30 pm Tue-Sun | BOGO martinis, liquor, margaritas, wine, beer | 20% off small plates |
| Moondog Cafe & Bakery | 4:30-6:30 Daily | 1/2 price beer or wine by the glass, $6 sangria | $5-$8 select appetizers |
| My New Joint | 4:20- 6:30 Tues-Sat | 20% off beer, wine, cocktails | $2 blue point oysters and a small happy hour menu |
| New York Pasta Garden | 11-6 pm Daily | 2-for-1 Sangria, bottomless mimosas | 50% off all appetizers |
| Nine One Five | 5-7 pm & 10-11 pm Daily | $10 cocktails, sparkling, wines by the glass (upstairs only) | $10 happy hour food menu (upstairs only) |
| Ocean Grill | 4:30-6:30 Daily | $5 martinis, 1/2 off drafts, $14.95 bottomless wines or sangria | $5 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 | 1-6 pm Daily extended for summer | $6 fresh squeezed margaritas, $5 wines, $1.50 Yuengling, discounted wells, and domestics | 1/2 price peel & eat shrimp, baked oysters, and fish dip. .88 cent raw oysters |
| Pickles Pub’s Sandbar Key West | 2-5 pm M-F 1-2 am (Bar Only) | $4 domestic drafts or bottles, $5 wells, wine, too turnt tea, deep eddy, cold brew $6 sam adams seasonal, bandito tequila, orange crushes | $8 wings, build your burger, $15 Baltimore shrimp, $4 tacos, $10 egg rolls, Pickey D Burger, |
| Ram’s Head Southernmost | 4-6 pm Daily | Discounted beers, wine, and liquor | 1/2 price select appetizers |
| RockHouse Live Key West | 2-6 pm Daily | 1/2 off wine and domestic beers | 1/2 off appetizers |
| The Roost | 12-6 pm Daily | $10 tap drink of the day, $10 Stoli martinis & cosmos, beer and wine specials | 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 |
| The Saint | 4:17-7:14 Daily | 30% off craft cocktails, beer, and wine | $12 small plates |
| Salty Frogs | 3-6 pm M-F | $4 well drinks, crafts & imports $3 domestic 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 off small plates |
| Seaside Cafe Bar | 4-6 pm Daily | $5 off margaritas, mojitos, $4 off wells, $3 off wine, $2 off beer, $1 floaters | $5 off pizza and $3 off appetizers |
| SM Onlywood | 5-6 pm Daily | 50% off signature drinks, wines by the glass, & beer | Appetizers 8-11 dollars bruschetta, calamari, wings, pizza |
| South of the Seven | 4:30-6 pm Tues-Thurs | 17% off drinks at the bar | 17% off appetizers (light munchies) |
| 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 (all day for locals & military) | Free gourmet popcorn & discounted appetizers |
| Square Grouper Key West | 11-2:30 pm Thur – Mon | 20% off cocktails for locals | 20% off all food for locals |
| Stinkin’ Crawfish | 11:30-6 pm Daily | $2 off all beer, $3 off all cocktails | $1 oysters and wings (minimum 6), $3 off starters |
| Stock Rock Cafe | 4-7 pm Daily | Buck off any beer | Conch fritters, wings, tacos, more $5.95-$12.95 |
| Sunset Watersports | Daily from 3:30 pm | Unlimited wine, mimosas, and draft beers | Cuban sandwiches, veggie wraps, cheese & crackers |
| Tavern n Town | 5-7 pm Daily | 2-For-1 Drinks | Tapas Appetizers start at $11 |
| 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 $6.45-$11.95 appetizers |
| Viva Argentinian Steakhouse | 3-6 pm Daily | $4 domestic beers, $6 wells, $8 specialty drinks, $7 wines, sangrias | Happy Hour Food Menu $7 or $11 bites |
| White Street Pizza | 3-6 pm M-F | beer and wines by the glass | Food items from $3 with drink purchase |
| White Tarpon | 3-5:30 pm Daily | 1/2 off domestic beers, drafts, wells, and wines | Happy Hour select items 20% off |
| Yellowfin Bar & Kitchen | 3-5 pm Th-Su | Specialty drinks, wines, and beers discounted | Small bites |
A Few to Start With
With 70+ options on the list, here are a few personal favorites worth putting near the top of yours.
Martin’s serves a German-influenced tapas menu at half off during happy hour. The grilled lamb chops and shrimp and scallop skewer are the ones to get. Signature martinis are half off too.
Grand Cafe is half off food and drinks during happy hour. The back bar has a quieter feel if you want to step away from the Duval Street bustle. The steamed clams and beef carpaccio are personal favorites.
Santiago’s Bodega sits in Bahama Village, quieter than Duval, with phenomenal sangria and a full hot and cold tapas menu that pairs well with happy hour drink pricing. Reservations are a good idea.
Two Friends is a sought-out happy hour with live music, locals, and regulars. Drinks are cheap. The smoked fish dip, conch fritters, and hot steamed shrimp by the half or full pound are the food draws.
The Docks on Stock Island keeps it simple with a short seafood menu overlooking the water. The oysters, ceviche of the day, and peel-and-eat Key West pinks are why you go.
Places on the Key West Happy Hour Food Guide
Alonzo’s Oyster Bar – 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. 4-6 pm Daily
Located at 700 Front Street * (305) 615-7699
Atlas Izakaya – Join them for “Power Hour” every day from 4-5 pm. At this happy hour, you are invited to enjoy discounts on wine and sake cocktails. Food items are also on special featuring bao, tempura, meatballs, and more.
Located at 500 Truman Avenue #7 * (305) 998-4189
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 from the afternoon happy hour. Make sure to revisit this lower Duval favorite soon!
Located at 115 Duval Street * (305) 296-6609
Bar 1 (at the Key West Cooking School) – Happy hour is from 4-6 pm Monday to Saturday. Bar 1 features select cocktails, beers, and well drinks for $6. Happy hour bites are priced at $6.
Located at 291 Front Street, Suite 207 * (305) 294-2665
The Bent Prop Bar & Grill – Another up-the-Keys location on Cudjoe offering discounted drinks and food during their happy hour from 3-6 pm. Take note, they are closed on Tuesday & Wednesday. Besides wells, mimosas, and wines for $7, Buckets are $5, and you can grab a cocktail for $9. There are also discounts on sips, flights, bites, and beer buckets.
Located at 457 Drost Drive * (305) 741-7017
Big John’s Pizzeria – Did you know they have happy hour? Well, now you do! Daily from 11 am until 5 pm, join in the fun with happy hour featuring $5 wines, sangria, mimosas, and aperol spritzes. Food items are also on special, such as pizza or pasta for $11.66 or two slices and a drink for $9.
Located at 1103 Key Plaza * (305) 293-9576
Blue Mojito Bar and Grill – With a restaurant featuring open-air lounge seating, this happy hour at the Hyatt Centric might be one to check out. Daily from 4-6, you can enjoy $4 drafts, $6 wines, and $6 well cocktails. You can also save on some happy hour bites with 25% off select appetizers.
Located at 601 Front Street * (305) 809-1234
Boat House Bar & Grill – Daily from 4 to 6:30 pm. Everything on the Small Plates menu is half price, and that includes the Lobster Tail Tempura at $18.95, so a lobster tail for under ten dollars. All draft beers, including craft beers, house wines, well drinks, Deep Eddy’s flavored vodkas, margaritas, mojitos, and rum runners are half off too. I go for the skirt steak, lamb chops, and filet kabobs. Boat House won the 2026 Bubba Award for Best Happy Hour, its fifth year in a row.
Located at 220 Margaret Street * (305) 294-1269
Brady’s Pub Key West – They have daily happy hour 4-6 pm; there are discounted drinks and cocktails along with food specials. They offer daily food specials (Turkey Tuesday, Mexican Monday, etc) at a reasonable price, so check those out too!
Located at 1900 Flager Avenue *(305) 295-8880
Bruschetta Francesca – This Sicilian Italian spot on Fitzpatrick runs happy hour from 4-6:30 pm with discounts on bruschetta and appetizers. As for drinks, you can find a few draft beers at $3, Chianti at $5.25, and select cocktails for $10 or less. Locals get an extended happy hour until 9 pm.
Located at 112 Fitzpatrick Street * (305) 440-2845
Cafe Marquesa – Join in for a Southern Happy Hour at Cafe Marquesa. Daily from 5:30 – 6:30 pm. Take 30% off wines by the glass and signature cocktails. Browse the food menu for bites ranging between 14-17 dollars.
Located at 600 Fleming Street * (305) 292-1919
Celtic Conch Public House – Southernmost Philly Sports Bar and authentic Irish Pub. The link takes you to their Facebook page, where happy hour and other specials are listed.
Located at 528 Front Street * (305) 517-6219
Dante’s Key West Pool Bar & Restaurant – Happy hour is Monday through Friday from 4:30 to 7:30 pm with BOGO drinks across the board. Food specials are all $6 and cover a solid range — wings, shrimp, sliders, tacos, and more. The Raw Bar Sampler is $14 and worth a look. Cool off with a dip in the pool while you’re at it.
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.
Located at 2710 N Roosevelt Blvd * (305) 741-7990
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 this Stock Island favorite runs from 3-5 pm Monday through Thursday.. 1/2 off select beers, wine by the glass, or The Docks Margarita will quench your thirst and pair wonderfully with discounted to share plates. Enjoy dining near the water with a fresh 1/2 dozen oysters, the day’s ceviche, peel-and-eat Key West pink shrimp, and more.
Located at 6840 Front Street * (305) 396-7049
Doc’s on Duval – On Duval Street where Pinchers used to be. Happy hour is daily from 4-6 pm with half off appetizers, wells, wines, and drafts.
Located at 708 Duval Street * (305) 304-8870
Dragon & Rooster – From the team behind Kaya Island Eats, Dragon & Rooster brings some Asian flair to Duval Street. Happy hour is daily from 3-5 pm with discounts on Asian-inspired cocktails and draft beer. Signature food items are also on special in half-size portions.
Located at 626 Duval Street * (305) 395-1365
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). Daily happy hour 4-6 pm. Summer Hump Day happy hour Wednesdays 12-7 pm.
Located at 301 Whitehead Street * (305) 293-8484
Fishwife – On Petronia where Firefly used to be, this is the sister restaurant of The Docks. Their Local Summer Happy Hour runs daily from 3-5 pm with select beers for $4, wines for $5, cocktails at $12, and half-off shared plates.
Located at 223 Petronia Street * (305) 741-7156
The Flaming Buoy Filet Co. – One part retro supper club, one part sassy bistro, and a happy hour menu worth seeking out. Runs 4-6 pm Wednesday through Monday. The local grilled shrimp with spicy lime chutney and the lobster mac and cheese are the moves here. Soups, salads, and more small plates round it out, with wine by the glass from $8. Closed Tuesdays.
Located at 424 Eaton Street * (305) 295-7970
Four Flamingos – A Richard Blais Key West Kitchen. Enjoy waterfront views with nightly sunsets, just another reason why this is a must-visit happy hour spot in Key West. Happy hour is Daily from 5 until 6 p.m. with specials on food and drinks. Free parking while dining with them.
Located at 601 Front Street * (305) 809-4000
Four Marlins Oceanfront Dining at The Reach – Daily happy hour from 3:30 to 5:30 pm with discounts on craft cocktails, beer, wine, and select appetizers. Ocean views included at no extra charge. Also worth knowing — Monday and Tuesday from 3:30 to 9 pm they run a $2 oyster special. A good excuse to linger a little longer.
Located at 1435 Simonton Street * (305) 296-5000
Garbo’s Grill – Daily from 4 to 6 pm, then again from 10 pm to midnight. The Taco Trio is $11 for one Korean BBQ, one Cayo Fish, and one Yum Yum Shrimp, no substitutions. Umami Burger Sliders are 2 for $11. The truck sits on Hank’s property, and the drink specials are Hank’s. Guy Fieri put the truck on the map years ago, and Garbo’s has the hardware now too: 2026 Bubba Awards for both Best Taco and Best Food Truck.
Located at 409 Caroline Street * (305) 304-3004
Geiger Key Marina Restaurant – Happy hour runs Monday through Friday from 4-6 pm at the restaurant. Enjoy discounts on wells, beer, and house wine alongside munchies from the happy hour food menu — tenders, sliders, nachos, and wings among the options.
Located at 5 Geiger Road * (305) 296-3553
Grand Cafe – During happy hour, the appetizers, along with most drinks, are 50% off. Happy hour normally ends at 6 pm. We are in love with the cheese plate and the steamed clams.
Located at 314 Duval Street * (305) 292-4740
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, featuring oysters, and appetizers 30- 50% off 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 – Two windows daily, plus a third at the truck. Mimosas and Bloody Marys are half off from 11 am to 1 pm. From 4 to 6 pm it’s $5 well drinks and $8 sangria, alongside the food specials from the Garbo’s truck on the property. Garbo’s runs a second happy hour from 10 pm to midnight. Hank’s won the 2026 Bubba Award for Best Dog Friendly Restaurant
Located at 409 Caroline Street * (305) 509-7758
Harpoon Harry’s – One of the first places to open in the mornings is serving a fantastic happy hour. From 4-6 p.m., explore Harpoon Harry’s happy hour with buy one, get one half-off drinks and discounted $5 appetizers. Fritters, wings, crabcakes, and more await. The choice is yours.
Located at 832 Caroline Street * (305) 294-8744
Hogfish Bar & Grill – Get happy at this Stock Island favorite 6 days a week, Monday – Saturday from 4-6 pm. Take $1 off domestic beer, imported bottles, white claws, house wine, and rail/well drinks. Check out the bar menu for tasty bites from $10. Dive into a Hogfish taco, wings, queso, conch fritters, smash burgers and more.
Located at 6810 Front Street * (305) 293-4041
Hurricane Hole Key West – Daily happy hour from 3-6 pm. $4 wells and beers, $7 wines by the glass. Appetizers are discounted and range from $6-$11.
Located at 5130 Overseas Hwy 1 * (305) 294-0200
Island Dogs Bar – Happy hour is every day from 4:30 to 6:30 pm. Domestics are $3, and Sun Cruisers, well drinks, house wine, and Pina Coladas are $4. Smirnoff, El Bandido, and Captain Morgan are $5. For food, wings, egg rolls (Philly, Cuban, or Buffalo Chicken), and a chicken quesadilla are $5. Calamari, coconut shrimp, and chicken tenders are $6. Happy hour during all NFL games as well.
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 can all find something here. Enjoy half-off wells, drafts, wines, and food from the “Happytizer” section of the menu during happy hour 4-6 pm daily.
Located at 618 Duval Street (Rear) * (305) 395-0213
Mac’s Place – Happy hour is daily from 3-6 pm, featuring food and drink specials, and again from 9-11 pm. They certainly have our attention and have a fantastic waterfront location with a chill vibe.
Located at 1605 N. Roosevelt Blvd * (305) 504-3648
Mangoes – Right on Duval Street with Caribbean island flair. Daily happy hour from 4-6 pm with specialty cocktails for $9, wells and wines at $7, and drafts, domestics, and high noon from $5. Food specials are $12 each — wings, coconut shrimp, beef sliders, mac and cheese croquettes, and more. Tacos are 3 for $13. Dine-in only.
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.
Located at 119991 Overseas Hwy * (305) 745-3030
Margaritaville Beach House – Tin Cup Chalice Bar & Chill at the Margaritaville Beach House; not the Margaritaville on Duval, so check your map before you head out. Happy hour is every day, 5 to 7 PM. Food specials are all $12 (pretzel bites, loaded fries, boneless wings, mac and cheese bites, guac and chips, mozzarella sticks). The drinks are: $5 drafts, $15 bucket of three beers, $10 well drinks, house margaritas, and the Overseas Highway cocktail; wines by the glass are $8.
Located at 2001 S Roosevelt Blvd * (305) 292-9800
Martin’s – One of the better happy hours on Duval, with a German-influenced tapas menu at half off daily from 5-6 pm and again from 9:30 to 10:30 pm. The grilled lamb chops and shrimp and scallop skewer are the ones to get. Signature martinis are half off too. Happy Hour is not on holidays.
Located at 917 Duval Street * (305) 295-0111
Martinis at Martin’s Half-Off During Happy Hour
Milagro Restaurant & Bar – Milagro offers small plate discounts and 2-for-1 drinks during their happy hour, which runs from 5-6:30 pm Tues – Sun. Small plates from the menu are 20% off, and get BOGO martinis, liquor, margaritas, wine, and beer.
Located at 821 Duval Street * (305) 440-3534
Moondog Cafe & Bakery – Daily from 4:30 to 6:30 pm, weekends included. Sangria is $6 in red, white, or rosé, with additional specials on beer, wine, and small plates. Moondog won 2026 Bubba Awards for Best Brunch and Best Burger, and it’s a Michelin Bib Gourmand, one of the first two Michelin-recognized restaurants in Florida Keys history alongside Blue Heaven.
Located at * 823 Whitehead Street * (305) 741-7699
My New Joint – located above the Square Grouper on Cudjoe, happy hour is from 4:20-6:30 nightly Tuesday thru Saturday. Save with 20% off beer, wine, cocktails and even the House Cocktail list. For food items there are $2 Fresh Shucked Blue Point Oysters and a small Happy Hour Menu
Located at 22658 Overseas Hwy (Mile marker 22.5) * (305) 745-8880
New York Pasta Garden – One of the earliest happy hours on the island, running daily from 11 am to 6 pm. Half off all appetizers, bottomless mimosas, and 2-for-1 sangria.
Located at 1075 Duval Street * (305) 292-1921
Nine One Five – Summer Happy Hour upstairs at the Point 5 lounge. Every day from 5-7 pm and again from 10-11 pm, everything on the curated happy hour menu is $10. That covers the food (tuna tacos, pork tostada, arancini, beef tortelloni, and more), a lineup of handcrafted cocktails, and wines by the glass, including a sparkling. The full menu is also available from 5-11 pm if you want a little more.
Located at 915 Duval Street * (305) 296-0669
Ocean Grill & Bar – Check out Ocean Grill in Duval Square daily from 4:30-6:30. Sample $5 martinis and $5 select appetizer plates. Draft beer is half off, or go with bottomless wines or sangria for $14.95. Free parking.
Located at 1075 Duval Street * (305) 296-4300
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 – Daily 1-6 pm through the summer. Raw oysters are 88 cents each, so a dozen runs $10.56. Peel-and-eat Key West Pinks, baked oysters, and the local smoked fish dip are also half price. Drinks are $1.50 for Yuengling on draft, $5 for house wine by the glass, and $6 for fresh-squeezed margaritas. Pepe’s won 2026 Bubba Awards for both Best Margarita and Best Mojito, though the mojito isn’t part of happy hour. Well drinks and select domestic bottles are discounted too.
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 at the bar only from 2 until 5 pm Monday through Friday and again late night from 1 to 2 am. Drink specials range from $4 to $6, and happy hour food items are $4 to $15 (tacos, burgers, wings)
Located at 511 Greene Street * (305) 916-5530
Rams Head Southernmost – Daily happy hour from 4 to 6 pm with discounts on draft and domestic beers, wine, and liquor. Appetizers are half off. The build-your-own Bloody Mary bar runs all day, and Rams Head won the 2026 Bubba Award for Best Bloody Mary.
Located at 804 Whitehead Street * (305) 440-3196
RockHouse Live Key West – In a popular location on Southard next to the Green Parrot, you’ll find Rockhouse Live. They are stepping up to the happy hour game daily from 2-6 pm. During their happy hour, you can try out the appetizers, which are all half off. Also, save a little on drinks with domestic beers and wines half off too.
Located at 404 Southard Street * (305) 440-3263
The Roost – Happy hour runs from noon until 6 pm daily, one of the longer windows on the island. The Tap Drink of the Day and Stoli Martinis and Cosmos are on special, along with select wines and beers. Half-price caviar if you’re feeling fancy.
Located at 508 Fleming Street * (305) 294-2600
Roostica – Wood-fired pizza and good drinks on Stock Island, Monday through Saturday from 4-6 pm. Discounted drafts, wells, and wines by the glass. For food, the bruschetta, wings, and a one topping pizza are the way to go. Worth the short drive off the main drag.
Located at 5620 MacDonald Avenue * (305) 296-4999
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 from 3-6 pm Monday through Friday. The appetizers are 50% off, and you’ll find plenty of drink specials including $1 off beer bottles, $3 domestic drafts, $4 wells, crafts & import drafts, and $5 wines. 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.
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. 5:30 – 6:30 pm
Located at 530 Simonton Street * (305) 293-8181
Seaside Cafe Bar – Stop by for a daily happy hour from 4-6 pm. Discounts on mojitos, margaritas, wells, wine, beer, and pizza. Hard to beat the location.
Located at 1400 Duval Street * (305) 340-8167
SM Onlywood – The third Onlywood location, opened in December inside the Santa Maria Suites on Simonton. Happy hour is from 5-6 pm daily with signature cocktails, beers, and wines by the glass all half off. For food, dig into wings, calamari, bruschetta, or one of two different pizzas.
Located at 1401 Simonton Street * (305) 517-6698
South of the Seven – Runs a Mile Marker 17 Bar Happy Hour every week, Tuesday through Thursday, 4:30 to 6:00 PM: 17% off all drinks and appetizers. 17% at Mile Marker 17. It’s about 15-20 minutes up the highway from Old Town. Still, the appetizer list is a cut above bar food: spicy duck wings with habanero sweet chili, saganaki flamed in a cast iron skillet, and bao buns with slow-roasted pork belly.
Located at 17075 Overseas Hwy * (305) 741-7115
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 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, happy hour includes free popcorn and discounted appetizers too. Locals and military can enjoy all day everyday happy hour with 25% off all drinks as of July 2025.
Located at 522 Front Street * (305) 647-7147
Square Grouper Key West – Locals Lunch Happy Hour runs Thursday through Monday, 11 am to 2:30 pm, at 20% off all food and cocktails with a local ID. Takeout counts, and the weekend brunch menu is included. Square Grouper won the 2026 Bubba Award for Best Seafood.
Located at 920 Caroline Street * (305) 292-1975
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 Daily from 11:30 am to 6 pm. Other starters are available for $3 off menu price. For drinks, $2 off all beers, $3 off all cocktails
Located at 217 Duval Street * (305) 440-2436
Stock Rock Cafe – A local favorite over on Stock Island with happy hour daily from 4-7 pm. Buck off any beer, and the food menu has some solid options — conch fritters, buffalo shrimp, chicken wings, tacos, and a Home Wrecker Hotdog that’s “12 inches of pure joy, guaranteed to satisfy.” Hard to argue with that.
Located at 5001 5th Avenue * (305) 363-2811
Sunset Watersports – Looking for happy hour on the water? Sunset Watersports takes you out to the sandbar with unlimited draft beer, wine, and mimosas included. Cuban sandwiches, veggie wraps, and cheese and crackers on board. Book through the link above.
Located at 201 William Street * (305) 296-2554
Tavern n’ Town – On the bar menu at Tavern n’ Town, you’ll discover an inviting happy hour. Small crafted tapas style bites are prepared for you seven days a week, before 7 pm. Choose from a Giant Wagyu Meatball, TNT Shrimp Taco, Tuna Tataki and more. All drinks are 2-for-1, from 5-7 pm daily, to wash down those tasty treats.
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 present 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 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, and fish dip are all there too.
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 from 3 until 6 pm daily. Forget your worries with some sangria, a malbec, or beer and shots on special. Check out small plates and select appetizers, and sit indoors or outside at the wonderfully done tiki bar.
Located at 903 Duval Street * (305) 741-7666
White Street Pizza – Monday–Friday, 3–6 PM. Every food item on the happy hour menu is $3 with the purchase of a regular-priced glass of wine or a beer; one discounted item per drink, dine-in only. Bruschetta, homemade meatballs, melon-and-prosciutto skewers, crispy cheese crunchers, grilled asparagus with broccolini and red peppers, and three flatbreads (three-cheese, pepperoni, margherita). They also worked up a Key lime ice cream with Flamingo Crossing.
Located at 1110 White Street * (305) 735-4449
White Tarpon – Why not visit the White Tarpon for a happy hour on the water? Kick back on the harbor walk with half-off drinks and browse the discounted happy hour food menu. Daily from 3 – 5:30 pm at the historic seaport.
Located at 700 Front Street * (305) 851-2388
Yellowfin Bar & Kitchen – Happy hour from 3 to 5 pm Thursday through Sunday with specialty drinks, wines, and beers all on special, along with small bites. Live music runs the same four nights. Worth the drive out to Hilton Key West Resort & Marina for the waterfront setting alone.
Located at 5950 Peninsular Ave * (786) 862-6300
Planning Where to Stay in Key West
If you are still figuring out where to stay, I recommend booking earlier rather than later, especially during busy seasons and events.
Old Town is usually best if you want to walk to restaurants, bars, sunsets, and most of the fun. If beaches are more your thing, you may prefer staying closer to Smathers or Higgs Beaches.
Find places to stay in Key West below:
Additions and Removals
This guide gets updated regularly, but Key West moves fast. If you’ve visited a spot recently and something has changed, or know of a happy hour with food that belongs on this list, drop a note to info@keywestfoodguide.com. It’s appreciated.
If this guide saved you some research time, pass it along to someone planning a trip to Key West. Bookmark it for your next visit too. Happy hours change, and this guide gets updated regularly.
Planning your trip to Key West? Check out my complete guide to things to do in Key West for everything worth seeing, eating, and doing on the island.
Restaurants also run seasonal specials beyond happy hour. Key West Lobsterfest takes over the island every August, and plenty of these places put lobster on the menu for it.
Follow along on Facebook for updates, new spots, and the occasional reminder that it’s always happy hour somewhere in Key West. 🌴☀️🐓