Happy Hour
22 & Co.
504 Angela Street, Key West, FL 33040
2 PM–6 PM · Monday–Friday
- Beer — 2 for 1
- Wine — 2 for 1
- Well drinks — 2 for 1
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Find your next happy spot
Old Town / Duval Street happy hours & drink specials
Compare supported specials in Old Town / Duval Street, including prices, schedules and restrictions. Check each venue page for its sources and last verification date.
45 venues with drink specials · 2 with food-only specials.
Filter Old Town / Duval Street deals by time or priceHappy hours & drink specials
Happy Hour
Atlas Izakaya
500 Truman Avenue #7, Key West, FL
4 PM–5 PM · daily
- Wine — $7
- Sake cocktails — $10.50
- Happy-hour food selections — Ask venue for price
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Bagatelle
115 Duval Street, Key West, FL
4 PM–6 PM · daily
- Select cocktails and espresso martinis — 50% off
- Beer — 50% off
- Select wine — 50% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Bar 1
291 Front Street, Suite 207, Key West, FL
4 PM–6 PM · Mon, Tue, Wed, Thu, Fri, Sat
- Select cocktails — $6
- Beer — $6
- Wine — $6
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Better Than Sex
926 Simonton Street, Key West, FL 33040
Thursday · all night (exact hours not specified)
- Discounted cocktails — Ask venue for price
- Discounted wine bottles — Ask venue for price
- Dessert and drink pairings — Ask venue for price
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Bobby’s Monkey Bar
900 Simonton Street, Key West, FL 33040
12 PM–8 PM · days not specified in guide
- Domestic beers — $4
- Imported beers — $5
- Well drinks — $5
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Bruschetta Francesca
112 Fitzpatrick Street, Key West, FL
4 PM–6:30 PM · days not specified
- Select drafts — $3
- Chianti — $5.25
- Select cocktails — $8–$10
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Cafe Marquesa
600 Fleming Street, Key West, FL
5:30 PM–6:30 PM · daily
- Wine by the glass — 30% off
- Signature cocktails — 30% off
- Happy-hour food — $14–$17
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Celtic Conch Public House
528 Front Street, Key West, FL
4 PM–7 PM · Mon, Tue, Wed, Thu, Fri
- Domestic beer — 50% off
- Select liquor — 50% off
- Appetizers — 50% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Doc’s on Duval
708 Duval Street, Key West, FL
4 PM–6 PM · daily
- Well drinks — 50% off
- Wine — 50% off
- Draft beer — 50% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Dragon & Rooster
626 Duval Street, Key West, FL
3 PM–5 PM · daily
- Reduced-price cocktails — Ask venue for price
- Reduced-price draft beer — Ask venue for price
- Discounted half portions — Ask venue for price
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
First Flight Island Brewery
301 Whitehead Street, Key West, FL
4 PM–6 PM · daily
- Beer pints — $4
- Select cocktails — $7
- Wine — $7
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
The Flaming Buoy Filet Co.
424 Eaton Street, Key West, FL
4 PM–6 PM · Sun, Mon, Wed, Thu, Fri, Sat
- Wine by the glass — From $8
- Discounted wine bottles — Ask venue for price
- Discounted soups, salads, sandwiches and small plates — Ask venue for price
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Grand Cafe
314 Duval Street, Key West, FL
4 PM–6 PM · daily
- Beer — 50% off
- Wine — 50% off
- Cocktails and martinis — 50% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Green Parrot Bar
601 Whitehead Street, Key West, FL 33040
4 PM–7 PM · Monday–Thursday
- Selected drink discounts — Ask venue for price
- Selected beer discounts — Ask venue for price
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Hank’s Hair of the Dog Saloon
409 Caroline Street, Key West, FL
11 AM–1 PM · daily
- Mimosas and Bloody Marys — 50% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Island Dogs Bar
505 Front Street, Key West, FL
4:30 PM–6:30 PM · daily
- Domestic beer — $3
- Sun Cruiser — $4
- Well drinks and piña coladas — $4
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Kaya Island Eats
618 Duval Street (Rear), Key West, FL
4 PM–6 PM · daily
- Draft beer — 50% off
- Well drinks — 50% off
- Wine — 50% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Mangoes
700 Duval Street, Key West, FL
4 PM–6 PM · daily
- Draft and domestic beer — $5
- High Noon — $5
- Well drinks — $7
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Martin’s
917 Duval Street, Key West, FL
5 PM–6 PM · daily
- Signature martinis and well drinks — 50% off
- Discounted wine by the glass — Ask venue for price
- Tapas — 50% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Mary Ellen’s Bar
420 Appelrouth Lane, Key West, FL 33040
3:30 PM–5:30 PM · Monday, Tuesday, Wednesday & Friday
- Deep Eddy drinks — $5
- PBR and Crazy Lady drafts — $3
- Food — 25% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Milagro Restaurant & Bar
821 Duval Street, Key West, FL
5 PM–8:30 PM · Thu, Fri, Sat
- Martinis, liquor and margaritas — Buy one, get one free
- Wine — Buy one, get one free
- Beer — Buy one, get one free
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
New York Pasta Garden
1075 Duval Street, Key West, FL
11 AM–6 PM · daily
- Sangria — Buy one, get one free
- Bottomless mimosas — Ask venue for price
- All appetizers — 50% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Nine One Five
915 Duval Street, Key West, FL
5 PM–7 PM · daily
- Cocktails — $10
- Sparkling and wine by the glass — $10
- Happy-hour food selections — $10
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Ocean Grill
1075 Duval Street, Key West, FL
4:30 PM–6:30 PM · daily
- Martinis — $5
- Draft beer — 50% off
- Bottomless wine or sangria — $14.95
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Old Town Mexican Cafe
609 Duval Street, Key West, FL
4 PM–6 PM · daily
- Beer — 50% off
- Wine — 50% off
- Well drinks — 50% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Old Town Tavern
900 Duval Street, Key West, FL
4 PM–7 PM · daily
- Wine by the glass — 50% off
- House liquor — 50% off
- All beer — 25% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Onlywood Duval
613 1/2 Duval Street, Key West, FL
Daily · 3:30–5 PM · November–April
- Bud Light — $3
- Sangria and house wine — $4
- Margarita — $4
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Pickles Pub’s Sandbar Key West
511 Greene Street, Key West, FL
2 PM–5 PM · Mon, Tue, Wed, Thu, Fri
- Domestic drafts and bottles — $4
- Wells, Too Turnt Tea, Deep Eddy and cold brew — $5
- Wine — $5
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Ricks Downstairs & Durtbags
202–208 Duval Street, Key West, FL 33040
All day & night during bar hours · daily, noon–4 AM
- Ask the bartender about $5 drinks — $5
User-provided verification · 2026-10-09
See all hours, deals & restrictions →Happy Hour
RockHouse Live Key West
404 Southard Street, Key West, FL
2 PM–6 PM · daily
- Wine — 50% off
- Domestic beer — 50% off
- Appetizers — 50% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
The Roost
508 Fleming Street, Key West, FL
12 PM–6 PM · daily
- Tap drink of the day — $10
- Stoli martinis and cosmos — $10
- Beer specials — Ask venue for price
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
The Saint
417 Eaton Street, Key West, FL
4:17 PM–7:14 PM · daily
- Craft cocktails — 30% off
- Beer — 30% off
- Wine — 30% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Salty Frogs
407 Front Street, Key West, FL
3 PM–6 PM · Mon, Tue, Wed, Thu, Fri
- Well drinks — $4
- Craft and imported drafts — $4
- Domestic drafts — $3
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Smokin’ Tuna
313 Duval Street, Key West, FL
4 PM–6 PM · daily
- Well drinks — $5
- Wine — $5
- Beer — $5
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Southernmost Pint Brewpub
522 Front Street, Key West, FL
All day · exact clock hours not specified
- All drinks — 25% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Stinkin’ Crawfish
217 Duval Street, Key West, FL
12 PM–6 PM · daily
- Beer — $2 off
- Cocktails — $3 off
- Oysters — $1
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Sunset Pier
0 Duval Street, Key West, FL 33040
3 PM–6 PM · days not specified in guide
- Draft beer — $4
- Wine by the glass — $5
- Well drinks — $5
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Tattoos & Scars
512 Greene Street, Key West, FL 33040
4 PM–7 PM · days not specified in guide
- House, draft and domestic bottles — 2 for 1
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Thirsty Mermaid
521 Fleming Street, Key West, FL
4 PM–6 PM · daily
- Mermaid Lager pint — $3
- Small plates — $8
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Tiki House
430 Greene Street, Key West, FL 33040
12 PM–3 PM · daily
- Well drinks and Zombies — Buy one, get one free
- Beer — Buy one, get one free
- Munchies — 25% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Two Friends Patio Restaurant
512 Front Street, Key West, FL
4 PM–6 PM · daily
- Domestic beer — $2.50
- Well drinks — $3.50
- Wine — $3.50
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Vinos on Duval
810 Duval Street, Key West, FL 33040
Daily · until 7 PM (start not specified)
- Homemade sangrias — $7
- Wine spritzers — $7
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Viva Argentinian Steakhouse
903 Duval Street, Key West, FL
3 PM–6 PM · daily
- Domestic beer — $4
- Well drinks — $6
- Specialty drinks — $8
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Drink Specials
Willie T’s Restaurant & Bar
525 Duval Street, Key West, FL 33040
Monday · all day
- Mojitos — $15 / pair
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Food-only specials
These venues have qualifying food deals; a drink special is not confirmed.
Happy Hour
Blackfin Bistro
918 Duval Street, Key West, FL 33040
5 PM–6 PM · days not specified in guide
- Dine-in food — 50% off
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Happy Hour
Garbo’s Grill
409 Caroline Street, Key West, FL
4 PM–6 PM · daily
- Two Umami sliders — $11 / pair
- Taco trio: fish, shrimp and Korean BBQ — $11 / bundle
Verified · user-approved reference · 2026-10-09
See all hours, deals & restrictions →Other listings to check
These listings have other selections or still need supported offer details. Check their venue pages before planning a visit.