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First Flight Island Restaurant & Brewery, Key West, FL

First Flight Island Restaurant & Brewery

4.5 (1455)
$30 and under
Seafood
301 Whitehead St, Key West, FL 33040

Make a reservation

2 people
7:00 PM
Booked 11 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

  • 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
  • Neighborhood
    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 1,455 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

4.5
4.5 based on recent ratings
  • 4.4Food
  • 4.4Service
  • 4.7Ambience
  • 4.1Value

NoiseModerate

Loved For

  • Key West / Florida Keys

    Innovative

  • Key West / Florida Keys

    Great for outdoor dining

  • Key West / Florida Keys

    Lively

  • Florida Keys - Monroe County

    Innovative

  • Florida Keys - Monroe County

    Great for outdoor dining

  • Florida Keys - Monroe County

    Lively

Review summary

AI-generated from verified diner reviews
First Flight Island Restaurant & Brewery offers a charming outdoor ambiance with a "great vibe," featuring an impressive beer selection and "excellent cocktails." Guests praise the "unique" and "tasty" menu, particularly the filet mignon and seafood dishes. Service is often noted as "friendly" and "attentive," enhancing the delightful dining experience.

1,455 Reviews
  1. Heather

    Western NC3 reviews

    5.0

    Dined 3 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    Food was great, service and host were awesome too. Almost all seating outside under trees (FYI) and “inside” was just covered space that is not conditioned. Definitely the vibe of KW, chickens running around and all. Got a coupon for a free flight of beer which was a real benefit. Place is historical as it was first HQ or PanAm airlines. I’d come back!!

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  2. Bob VIP

    Milwaukee46 reviews

    4.0

    Dined 6 days ago

    1. Overall 4
    2. Food 3
    3. Service 4
    4. Ambience 4
    Service was good. They didn’t notice that we ordered on blackened grouper and one grilled and they brought out two grilled. Was very good but still. They didn’t notice take $5 off bill. Good atmosphere.

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  3. Dan

    Detroit37 reviews

    5.0

    Dined 6 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Another great experience. Very nice courtyard for dinner away for the drinking establishments. Would return.

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  4. Jerome VIP

    London5 reviews

    4.0

    Dined 7 days ago

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 5
    Accueil très froid et distant. Serveur à table professionnel et courtois. Patio très agréable et bien décoré. Plats sympathiques et à base de produits frais. Tres bonne dégustation de bières maison (plateau de 5 variétés).

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  5. Christy VIP

    West Palm Beach3 reviews

    5.0

    Dined on April 30, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great food and drinks along with a wonderful Key West experience.

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  6. angela

    New York City4 reviews

    5.0

    Dined on April 28, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Loved everything about it. Beautiful outdoor sitting area. Great food, amazing service!

    Is this helpful?

  7. Heather

    Philadelphia1 review

    5.0

    Dined on April 25, 2025

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    Great food, great ambiance. Fun outdoor vibe with upscale food.

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  8. Joseph

    San Francisco51 reviews

    2.0

    Dined on April 16, 2025

    1. Overall 2
    2. Food 1
    3. Service 4
    4. Ambience 3
    This was our second experience at First Flight and neither has been stellar. We decided to try it last night after not having been there for a few years. We were seated in the beer garden. First, there was a wedding going on upstairs (open air) with a very LOUD dj. Second, there was a large fan blowing right onto our table. They turned it off when asked. It was an already cool evening. Third, we both ordered the seafood fettuccine with alfredo sauce. I asked for mine without the fish and told the waiter that I really don’t like fish. When it came, the “alfredo” was a thin, very fishy tasting broth. I really don’t like fish (but really like shrimp and clams), but couldn’t eat it. My husband likes fish and agreed that it was very fishy. The waiter was very gracious and took mine off of the bill. We also had the wedge salad which was plentiful and excellent. We would go again, but I would not order that same dish.

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  9. Amanda

    Cincinnati1 review

    5.0

    Dined on April 15, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Our server Jay was the best!! Great food, great service. A must do in Key West!

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  10. Eric

    Denver6 reviews

    5.0

    Dined on April 15, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great ambiance, great food, and great service. Devan was an amazing server. Excellent selection of spirits as well -- very enjoyable evening

    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 4.5 stars by 1455 OpenTable diners.

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

  1. Home
  2. United States
  3. Key West / Florida Keys
  4. Florida Keys - Monroe County
  5. Key West

Make a reservation

2 people
7:00 PM
Booked 11 times today
Google Map for First Flight Island Restaurant & Brewery

301 Whitehead St, Key West, FL 33040

Additional information

  • Cross street
    Caroline Street
  • Neighborhood
    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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