Bars in Key West, FL

Schooner Wharf Bar at 202 William Street is an open-air Historic Seaport bar with breakfast, seafood, happy hours and live music. Reviews consistently support the waterfront atmosphere, old-Key-West character, portions and friendly bartenders, but also document gravel/outdoor comfort, crowding, dish-level inconsistency and occasional slow service.

Open-air waterfront bar, restaurant and live-music venue

Fat Tuesday's 305 Duval Street branch is a frozen-drink bar with a high-energy tourist-stop profile. Tripadvisor's Key West listing shows 4.2/5 from 550 reviews, while Restaurantji shows 4.5/5 from 373 ratings and a visible 4% one-star share. Six inspectable narratives add useful detail: visitors praise friendly bartenders, lively music, strong frozen drinks and cooling relief, while counterexamples mention price, loud evenings and individual flavor disappointment. Those platform aggregates are attributed separately; RealReviews does not average them into its score.

Bars and frozen drinks

Fogarty's at 227 Duval Street combines a casual seafood/American menu with the Flying Monkeys frozen-drink bar and open-air people-watching. The strongest review pattern is atmosphere, drinks, selected seafood, portions and often-friendly service. The important counterweight is dish-level inconsistency, variable service, cleanliness complaints and a bill that can feel high once service charges and drinks are included.

Seafood and American restaurant with frozen-drink bar

Southernmost Pint Brewpub, also presented as Blast Beer Company Brewery, operates at 522 Front Street in Old Town Key West. The operator advertises in-house beer, pub food, flights, indoor and outdoor seating, a daily happy hour and a current tap list. Six visible Tripadvisor narratives and two Restaurantji excerpts repeatedly praise beer quality, gluten-free options, staff knowledge, friendly owners and repeat visits. The accessible sample is positive-skewed and exposes no dependable recurring complaint narrative, so RealReviews assigns Moderate evidence but publishes no numeric score.

Breweries and brewpubs

El Meson de Pepe's at 410 Wall Street sits behind Mallory Square and combines Cuban food, live music and sunset-adjacent outdoor seating. Reviews repeatedly praise flavorful combination plates, plantains, generous portions and friendly staff. The tradeoffs are equally specific: tourist-area pricing, crowds, outdoor comfort, menu timing and occasional service friction can change the experience.

Cuban restaurant and live-music bar

Margaritaville Restaurant at 500 Duval Street is a branded casual restaurant and live-music bar built around Jimmy Buffett's Key West identity. Recent evidence is strongest for margaritas, atmosphere, friendly staff and convenience for mixed groups. Food, delivery completeness, drink expectations and value vary more than the landmark branding suggests, so it is a better fit for an upbeat Duval stop than a quiet local-food destination.

Casual restaurant and live-music bar

Sloppy Joe's Bar at 201 Duval Street is a historic Key West drinking-and-dining landmark with live music, a casual kitchen and a strong Hemingway-era identity. Current operator information lists bar hours from 9 a.m. to 4 a.m. most days, kitchen service through 10 p.m. and the long-running Duval-and-Greene location. Recent visitor evidence is favorable about atmosphere, staff and drinks but mixed about food, prices, noise and table service.

Historic bar and casual restaurant

Southernmost Point Bar is the bar and light-fare operation at 1327 Duval Street, distinct from the adjoining Southernmost Point Guest House despite the shared address and phone. Twenty-five attributable review or context bodies praise signature cocktails, friendly staff, live music and a convenient stop near the buoy. Cautions concern walk-in seating, item-level food or drink variation, tourist-area pricing and hours that should be confirmed. RealReviews reports High evidence and withholds a proprietary score.

Bar and light-fare venue

Vinos on Duval is the wine bar and shop at 810 Duval Street, with bottles, drafts, specialty drinks, light fare and daily specials. Twenty-six attributable review or context bodies praise the wine and sangria selection, friendly bartenders, small-bar atmosphere and cheese or charcuterie pairings. Cautions focus on pricing, no-reservation seating, occasional busy-period delays and a wine-first menu that may not suit every group. RealReviews reports High evidence and withholds a proprietary score.

Wine bar and shop