First Flight Island Restaurant & Brewery is a brewery in Old Town, Key West.
Editorially verified August 21, 2026 by Lewis Vaughan, TableJourney editor. Source.
Must order: The local catch with a Main Squeeze citrus wheat ale
Tip: Ask for the Tree-Top deck or the Crash Bar, whose counter is a riveted aluminium airplane wing.
Address: 301 Whitehead Street, Key West, FL 33040
Southernmost Pint pours up to 18 house taps from its Blast Beer Co brewery on Front Street in Key West, brewing every beer gluten-reduced or removed.
Order: A Save the Day IPA flight under the projection screen
Tip: The 2026 brewery guide notes a dedicated gluten-free kitchen alongside the gluten-reduced tanks, rare for a brewpub anywhere.
Southernmost Pint pours up to 18 house taps from its Blast Beer Co brewery on Front Street in Key West, brewing every beer gluten-reduced or removed.
Order: A Save the Day IPA flight under the projection screen
Tip: The 2026 brewery guide notes a dedicated gluten-free kitchen alongside the gluten-reduced tanks, rare for a brewpub anywhere.
Cayo Hueso Brewing pours El Hemingway pale ale in a Stock Island beer garden near Key West, a Brewers Association certified-independent taproom.
Order: El Hemingway pale ale with a Roostica pizza from next door
Tip: Roostica's wood-fired pies serve the beer garden, and dogs are welcome outside; it is the locals' taproom of the four.
The Waterfront Brewery brews Crazy Lady Honey Blonde with local Keez Beez honey beside Key West's bight, the largest craft operation in the Keys.
Order: Crazy Lady Honey Blonde at the harbour-view rail
Tip: The full seafood menu makes it a lunch stop as much as a taproom; the tap list rotates, so ask what left the tanks last.
