First Flight Island Restaurant & Brewery

First Flight Island Restaurant & Brewery occupies the historic building where Pan American World Airways sold its first airline tickets in 1927, marking the beginning of international aviation from Key West to Havana. The venue honors this aviation heritage with The Crash Bar, a signature drinking space featuring a vintage Sikorsky seaplane suspended through the ceiling and an aircraft-wing bar surface where guests drink beneath the aircraft's fuselage. The restaurant operates a full on-site brewery called the Southernmost Brewery, producing original craft beers alongside a menu emphasizing locally sourced seafood, house-braised entrees, and seasonal ingredients. Dining unfolds beneath a canopy of lush trees in an open garden setting on the historic property, creating an immersive experience that blends aviation history with contemporary dining and craft beer production. First Flight serves as both a casual restaurant and a destination brewery, welcoming guests to explore a unique piece of Key West's role in aviation history.