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First Flight Island Restaurant & Brewery, Key West, FL

First Flight Island Restaurant & Brewery

4.4
4.4
1424 Reviews
$30 and under
Seafood

Make a reservation

2 people
7:00 PM
Booked 27 times today

About this restaurant

  • Great for outdoor dining
  • Neighborhood 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.

Additional information

  • Phone number
  • 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
  • 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

What 1,424 people are saying

First Flight Island Restaurant & Brewery reviews from people who’ve dined at this restaurant. Based on recent rating.

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".

1,424 Reviews
  1. AlanM

    Jacksonville8 reviews

    5.0

    Dined 1 day ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The ambience was excellent and our server was personable and steered us to just the right choices. A great spot to enjoy dinner just before the sunset in Mallory Square!

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  2. OpenTable Diner

    Unspecified1 review

    5.0

    Dined 3 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Fantastic post wedding dinner! Exactly what we hoped for after discovering it a year ago. Everyone there was lovely, the food was delicious and the atmosphere was romantic but not boring. 10 out of 10, would highly recommend!

    Is this helpful?

  3. Lewis VIP

    San Francisco9 reviews

    4.0

    Dined 3 days ago

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    Usual Keys food. Fish special little over salted. Pork dish was good. Wish they had decaf coffee.

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  4. OpenTable Diner

    Pittsburgh3 reviews

    4.0

    Dined 5 days ago

    1. Overall 4
    2. Food 5
    3. Service 4
    4. Ambience 4
    Great atmosphere and food was all very good. As it got busier the service slowed a little bit. Drinks were all good.

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  5. OpenTable Diner

    Tallahassee2 reviews

    5.0

    Dined on March 10, 2025

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    The appetizers were delicious, especially the diver scallops with the pesto and chorizo risotto. The swordfish was cooked well and my wife enjoyed the seafood fettuccine. Beer was pretty good as well, great vacation spot.

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  6. BarbL

    Chicago7 reviews

    5.0

    Dined on March 9, 2025

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

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  7. Terese VIP

    Chicago23 reviews

    3.0

    Dined on March 8, 2025

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

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  8. Maureen

    Chicago4 reviews

    5.0

    Dined on February 28, 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!

    1 person found this helpful

  9. Joseph

    Greater Boston8 reviews

    5.0

    Dined on February 28, 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?

  10. Mikel VIP

    Seattle18 reviews

    3.0

    Dined on February 27, 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?

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 1424 OpenTable diners.

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

Make a reservation

2 people
7:00 PM
Booked 27 times today
Google Map for First Flight Island Restaurant & Brewery

301 Whitehead St, Key West, FL 33040

Additional information

  • Phone number
  • 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
  • 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
  • Privacy Policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Cookie Preferences
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