First Flight Island Restaurant & Brewery

$$
Closed
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(456)

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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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4.0456 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 Keith J.
Keith J.
11/2/2025

The staff was amazing:) However......... This restaurant does not have a email address so I couldn't contact them directly to share my experience. We ordered the deviled egg appetizer which tasted...

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 Ashley S.
Ashley S.
10/31/2025

We bought the Fantasy Fest viewing party tickets at First flight, which included dinner, drinks and a reserved chair for the parade. It was an absolutely amazing experience and I would do it...

Photo of Amy M.
Amy M.
10/16/2025

First Flight was on our radar and we decided to try it on our recent trip to Key West - and we thoroughly enjoyed ourselves. We had a drink at the bar for a while at the tail end of happy hour,...

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