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About First Flight Restaurant & Brewery

Welcome to First Flight Restaurant & Brewery, the Southernmost Brewery in the USA nestled in the heart of Key West. This two-story venue blends aviation-inspired design with lush outdoor spaces, offering versatile areas for dining, drinks, and private events. With a total seated capacity of 175 and standing room for up to 350, it’s perfect for weddings, corporate gatherings, and group celebrations. Explore two floors of indoor/outdoor spaces, including the Crash Bar featuring an airplane wing, the Canopy Garden, and the Tree-Top Terrace.

Located at 301 Whitehead St, this historic venue sits near Duval Street and is within walking distance of the Lighthouse Hotel, making planning easy for locals and visitors alike. We’ve got you covered with seating options, parking tips, transportation details, and nearby hotel and restaurant recommendations to help you secure the perfect experience.

First Flight is renowned as the birthplace of Pan Am’s first ticket sales, adding a rich piece of aviation history to your event or visit. The venue offers private spaces with distinct capacities: Whole House (175 seated / 350 standing), Canopy Garden (120 seated / 160 standing), and Treetop Terrace (60 seated / 120 cocktail). On-site Southernmost Brewery provides crafted brews to pair with your meal or celebration. For guests driving in, metered parking is available on Whitehead Street and nearby Caroline Street. Transit options include Old Town Trolley stops along Duval Street for easy access around Key West. Explore nearby accommodations like Lighthouse Hotel (902 Whitehead St) within walking distance to simplify your planning. Whether you’re hosting a wedding, corporate event, or a casual gathering, we’ve got you covered with flexible spaces, expert coordination, and a straightforward, no-fuss booking experience.

Good to know

Seating, Parking & Venue Information

  • Address: 301 Whitehead St, Key West, FL 33040.
  • Venue type: Restaurant & Brewery (on-site Southernmost Brewery in the USA).
  • Total venue capacity: seated 175, standing 350; multiple private spaces with separate capacities: Whole House (175 seated / 350 standing), Canopy Garden (120 seated / 160 standing), Treetop Terrace (60 seated / 120 cocktail).
  • Parking: metered parking on Whitehead St and Caroline St.
  • Notable features: Crash Bar (airplane wing), Canopy Garden, Tree-Top Deck; two floors with indoor/outdoor spaces.
  • Events: private weddings and group events are available; historically notable as Pan Am’s birthplace where the first Pan Am tickets were sold.
  • Nearby hotels: Lighthouse Hotel (902 Whitehead St) is within walking distance.
  • Transit: Old Town Trolley serves stops near Duval Street, providing local transit options for visitors.