Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Key West / Florida Keys
  4. Florida Keys - Monroe County
  5. Key West
First Flight Island Restaurant & Brewery, Key West, FL

First Flight Island Restaurant & Brewery

4.4
4.4
1419 Reviews
$30 and under
Seafood

Make a booking

2 people
19:00
Booked 24 times today
  • Great for outdoor dining
  • Neighbourhood gem
  • Charming
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.

Order delivery or takeout

Additional information

  • Dining style
    Casual Elegant
  • Price
    $30 and under
  • Cuisines
    Seafood, Brewery, Gastro Pub
  • Hours of Operation
    Lunch Daily 11:00 am–4:00 pm Gastro Pub Dining Daily 11:00 am–10:00 pm Dinner Daily 4:00 pm–10:00 pm Happy Hour Daily 4:00 pm–6:00 pm
  • Phone number
    (305) 293-8484
  • Payment Options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Business Casual
  • Executive Chef
    Ben Schneller
  • Area
    Key West
  • Cross Street
    Caroline Street
  • Parking details
    There is metered parking on both Whitehead Street and the cross Street Caroline. Busiest parking times is right before sunset
  • Additional
    Gluten-free Options, Patio/Outdoor Dining

What 1,419 people are saying

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.4
4.4 based on recent ratings
  • 4.3Food
  • 4.4Service
  • 4.6Ambience
  • 4.1Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
First Flight Island Restaurant & Brewery boasts a "great Key West ambiance" with its charming garden and patio setting. Guests frequently praise the "excellent service" and "delicious food", especially the seafood options. The restaurant is a "favorite for both locals and visitors", offering a memorable experience with its historical vibe and "superb location".

1,419 Reviews
  1. BarbL

    Chicago7 reviews

    5.0

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Beautiful setting for a wonderful dining experience!

    Is this helpful?

  2. Terese VIP

    Chicago23 reviews

    3.0

    Dined 3 days ago

    1. Overall 3
    2. Food 5
    3. Service 2
    4. Ambience 4
    Food was good but service was really slow and inattentive.

    Is this helpful?

  3. Maureen

    Chicago4 reviews

    5.0

    Dined on 28 February 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Started with Bacon Wrapped Shrimp & Great Beer - but the Swordfish was Amazing!

    Is this helpful?

  4. Joseph

    Greater Boston8 reviews

    5.0

    Dined on 28 February 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Our waitress was great and the food excellent. Would love to go back. Also, the history of the location is so interesting

    Is this helpful?

  5. Mikel VIP

    Seattle18 reviews

    3.0

    Dined on 27 February 2025

    1. Overall 3
    2. Food 2
    3. Service 5
    4. Ambience 5
    Really cute place, good music, good service. The beer was great. The shrimp flatbread was ok, my husbands pasta was good. My salad with the grilled mahi was really bad. The fish was over salted, over cooked, and bone dry. If the salad had dressing I couldn’t taste it.

    Is this helpful?

  6. John

    Cincinnati99 reviews

    5.0

    Dined on 27 February 2025

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    Food is incredible, service could be a little better for the price. We’ve been twice in a week so the service wasn’t so bad, but it could be better.

    Is this helpful?

  7. MelissaT

    Key West2 reviews

    5.0

    Dined on 27 February 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Food was great and good portions. Ambience was cool as well.

    Is this helpful?

  8. Doug VIP

    Omaha66 reviews

    5.0

    Dined on 27 February 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Absolutely great. Wonderful meal and service. Thanks so much.

    Is this helpful?

  9. Gloria VIP

    Tampa12 reviews

    4.0

    Dined on 26 February 2025

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    What a beautiful outdoor venue. Lovely beer and wine selection. My husband had the red snapper and loved it. I had the hamburger. It was cooked nicely however it was dry.

    Is this helpful?

  10. Donald

    Pittsburgh2 reviews

    4.0

    Dined on 25 February 2025

    1. Overall 4
    2. Food 5
    3. Service 5
    4. Ambience 3
    Unfortunately their daily special was the most expensive item on the menu . Price on menu was listed as MP . I failed to ask and was a bit surprised when I received the bill

    Is this helpful?

FAQs

First Flight Island Restaurant & Brewery offers takeout which you can order by calling the restaurant at (305) 293-8484.

First Flight Island Restaurant & Brewery is rated 4.4 stars by 1419 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

Make a booking

2 people
19:00
Booked 24 times today

Order delivery or takeout

Google Map for First Flight Island Restaurant & Brewery

301 Whitehead St, Key West, FL 33040

Additional information

  • Cross Street
    Caroline Street
  • Area
    Key West
  • Hours of Operation
    Lunch Daily 11:00 am–4:00 pm Gastro Pub Dining Daily 11:00 am–10:00 pm Dinner Daily 4:00 pm–10:00 pm Happy Hour Daily 4:00 pm–6:00 pm
  • Price
    $30 and under
  • Cuisines
    Seafood, Brewery, Gastro Pub
  • Dining style
    Casual Elegant
  • Dress code
    Business Casual
  • Parking details
    There is metered parking on both Whitehead Street and the cross Street Caroline. Busiest parking times is right before sunset
  • Payment Options
    AMEX, Discover, Mastercard, Visa
  • Executive Chef
    Ben Schneller
  • Additional
    Gluten-free Options, Patio/Outdoor Dining
  • Privacy policy
  • Terms of Use
  • Impressum
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2024 OpenTable International Ltd. Alphabeta Building, 14-18 Finsbury Square, London EC2A 1AH - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo