First Flight Island Restaurant & Brewery

$$
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(446)

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301 Whitehead St
Key West, FL 33040
First Flight Island Restaurant and Brewery is located in the home of Pan Americans office, where the first American international flight ticket Key West- Havana, Cuba was bought on October 28th 1927. The restaurant features a beautiful garden dining area nestled under the canopies of 2 Strangler Figs, an inside dining room with Pan American memorabilia and an indoor- outdoor crash bar made from an airplane wing.This is also the birthplace of the Southernmost Brewery in the States where 3 flagship and seasonal beers are made by Brewmaster Andrew Koennecke. The restaurant menu focuses on locally sourced seafood, house brew braised dishes and fresh seasonal ingredients. The menu changes throughout the year by Executive Chef Ben Schneller who supplements tradition with an island twist.

Reviews

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4.0446 reviews
Photo of Daren R.
Daren R.
6/22/2025

The restaurant sign says "Birthplace of Pan American World Airways". American style food with a brewery inside. Loved the airplane propellers and old black & white airplane walls photos. While...

Photo of Gannon T.
Gannon T.
7/6/2025

First Flight has a cool vibe and a great atmosphere--definitely a nice spot to unwind in Key West. The food here is absolutely top tier. I had the deviled eggs and the brisket mac & cheese, and...

Photo of Harmony C.
Harmony C.
5/9/2025

The ambience and service was great. The food tasted amazing But the cons were you get eaten alive by mosquitos, and you have to fight off the swarm of flies from landing on your food. The...

Photo of Shannon L.
Shannon L.
8/16/2025

What a cool place to come while on Key West! Loved the history behind the building, and of course all the aviation themed things. My friend and I got two flights of beer and that allowed us to try...

Photo of Taylor B.
Taylor B.
8/10/2025

Neat little area this brewery is tucked into! There's shops and other restaurants around, also plenty of little sites to see. Beer is good, but they seem to be more into cocktails and such. Didn't...

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