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First Flight Island Restaurant & Brewery, Key West, FL

First Flight Island Restaurant & Brewery

4.4
4.4
1428 Reviews
$30 and under
Seafood

Make a reservation

2 people
7:00 p.m.
Booked 32 times today
  • Great for outdoor dining
  • Charming
  • Neighbourhood gem
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

  • 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
  • Payment Options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Business Casual
  • Executive Chef
    Ben Schneller
  • Neighbourhood
    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
    Banquet, Bar/Lounge, Beer, Beer Garden, Cocktails, Corkage Fee, Full Bar, Gluten-free Options, Happy Hour, Late Night, Non-Smoking, Outdoor Smoking Area, Patio/Outdoor Dining, Patio/Outdoor Dining, Private Room, Takeout, View, Wheelchair Access, Wine

What 1,428 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".

1,428 Reviews
  1. Brian VIP

    Detroit8 reviews

    5.0

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Beautiful restaurant. Wonderful time and food. Thanks, Angel!!😎

    Is this helpful?

  2. Randall VIP

    Minneapolis46 reviews

    3.0

    Dined 2 days ago

    1. Overall 3
    2. Food 3
    3. Service 5
    4. Ambience 5
    Unique ambiance and well worth a lunch or dinner visit; but expect average food quality and high Key West prices.

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  3. AlanM

    Jacksonville8 reviews

    5.0

    Dined 4 days 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!

    Is this helpful?

  4. OpenTable Diner

    Unspecified1 review

    5.0

    Dined 6 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?

  5. Lewis VIP

    San Francisco9 reviews

    4.0

    Dined 6 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.

    Is this helpful?

  6. Blake

    St. Louis4 reviews

    5.0

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    I can't wait to go back! The service from hostess stand to server was amazing! It is such a good location and really cute! The food was above and beyond what I had expected. It was so good! The beer was cold and refreshing, a perfect experience!

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  7. OpenTable Diner

    Pittsburgh3 reviews

    4.0

    Dined on March 13, 2025

    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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  8. 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.

    Is this helpful?

  9. Patricia VIP

    Philadelphia1 review

    5.0

    Dined on March 10, 2025

    1. Overall 5
    2. Food 4
    3. Service 4
    4. Ambience 5
    Fun ambience and great food!! Good selection of meals.

    Is this helpful?

  10. 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!

    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 1428 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 p.m.
Booked 32 times today
Google Map for First Flight Island Restaurant & Brewery

301 Whitehead St, Key West, FL 33040

Additional information

  • Cross Street
    Caroline Street
  • Neighbourhood
    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
    Banquet, Bar/Lounge, Beer, Beer Garden, Cocktails, Corkage Fee, Full Bar, Gluten-free Options, Happy Hour, Late Night, Non-Smoking, Outdoor Smoking Area, Patio/Outdoor Dining, Patio/Outdoor Dining, Private Room, Takeout, View, Wheelchair Access, Wine
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