First Flight Island Restaurant & Brewery

301 Whitehead St, Key West, FL 33040

(305) 293-8484


First Flight Island Restaurant & Brewery, nestled at 301 Whitehead St. in Key West, FL, is not just a dining destination but a historic landmark. This location, renowned as the birthplace of Pan American World Airways, has been a pivotal site since Pan-Am first sold tickets there in 1927. It marks the inception of what became a leading international airline, pioneering in various aviation innovations. The restaurant features:

  • Historical Significance: The building's rich history as the starting point of Pan Am's operations.
  • Unique Dining Environment: A garden canopy with trees that form a natural cover, beautifully lit at night, offers a serene dining atmosphere. The Southernmost Brewery in the USA is an added attraction.
  • Innovative Bar Design: The Crash Bar, with a sea plane crashing through the ceiling, boasts a distinctive aluminum wing drinking surface.
  • Varied Seating Options: The second-floor Tree-Top Deck provides a splendid view of the main garden and Whitehead Street, ideal for special events.

The menu at First Flight is a culinary delight, offering a range of dishes:

  • Seafood Specialties: Daily chef's selection of local seafood, grilled swordfish, whole snapper, seafood fettuccini, seared tuna, and fish tacos.
  • Meat and Poultry Options: Includes mojo glazed pork tenderloin, blackened chicken pasta, filet mignon, and a New York strip.
  • Signature Dish: The Brewery Burger, featuring ground Kobe beef and unique accompaniments.

Each dish is carefully crafted, blending local flavors with culinary expertise, making First Flight a must-visit for both its historical significance and its gastronomic offerings.