Venue photo 1

First Flight Island Restaurant & Brewery

4.3(1,932)
Restaurant

About

First Flight Island Restaurant & Brewery blends historic aviation charm with a relaxed, garden-canopy dining experience. The main level’s red-bricked garden is shaded by soaring trees that twinkle with lights at night, while the Crash Bar features a unique aluminum wing surface beneath a Sikorsky seaplane crash replica.

Ideal for business gatherings, the venue offers versatile indoor and outdoor spaces including a second-floor Tree-Top Deck overlooking the garden and Whitehead Street. House-brewed beers and approachable American fare complement the setting, making it a smart choice for casual client dinners or team meetups in Key West.

Best for

  • Casual client dinners with local craft brews
  • Outdoor team lunches under garden canopy
  • Relaxed networking with live music ambiance

Request a Package

Tell the venue what you're planning and they'll respond with a custom proposal within 1–2 business days.

Group Dining Event

Custom request

Perfect for team dinners, client lunches, and celebration meals. Reserve a private or semi-private space for your group with food, drinks, and AV if needed.

What's typically included

  • Private or semi-private space
  • Food & beverage
  • AV & technology

Happy Hour

Custom request

Host a relaxed evening reception for your team or clients. Reserve a space for drinks and light bites in a social, low-key setting.

What's typically included

  • Private or semi-private space
  • Food & beverage

Full Buyout

Custom request

Take over the entire restaurant for your event. Full control of the space, menu, and atmosphere — ideal for large celebrations or exclusive corporate events.

What's typically included

  • Full venue layout
  • Food & beverage
  • AV & technology

Venue Details

Standout features

Birthplace of Pan American World Airways
Historic Setting
Birthplace of Pan American World Airways
Located in Key West’s most historic building, where Pan-Am sold its first tickets in 1927. The venue’s aviation heritage is reflected throughout the space, adding a unique narrative layer to your event.
Garden Canopy Dining with Twinkling Lights
Outdoor Space
Garden Canopy Dining with Twinkling Lights
A red-bricked garden shaded by soaring trees that create a living canopy by day and sparkle with lights at night. This courtyard setting offers a relaxed yet distinctive outdoor atmosphere for business gatherings.
On-site Southernmost Brewery and Unique Crash Bar
Brewery & Bar
On-site Southernmost Brewery and Unique Crash Bar
The venue brews original beers on property and features the Crash Bar, named for a Sikorsky seaplane crashing through the ceiling. The bar’s aluminum wing surface and aviation theme offer a memorable hospitality experience.

At a glance

Rated 4.3 on Google · 1,932 reviews