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First Flight Island Restaurant & Brewery, Key West, FL

First Flight Island Restaurant & Brewery

4.5 (1459)
$30 and under
Seafood
301 Whitehead St, Key West, FL 33040

Make a reservation

2 people
7:00 PM
Booked 14 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 1,459 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 "casual fine dining" experience in a "beautiful outdoor setting" with "lush tropical plants." Guests appreciate the "great food" and "amazing service," often highlighted by servers like Jay and Sophia. The restaurant's historical significance adds charm, making it a "highly recommend" spot in Key West.

1,459 Reviews
  1. Jenna

    Nashville6 reviews

    4.0

    Dined 5 days ago

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    We came to First Flight Brewery on our first night in Key West to celebrate my graduation, and it was such a great pick! We ordered the giant pretzel (delicious), bruschetta, salad, and chicken pasta — everything was fresh and flavorful. I had the Painkiller cocktail and it seriously rocked. Our server (I believe her name was Llorena) was so kind and attentive throughout the evening. To top it off, they surprised me with a key lime dessert — my first ever! It was absolutely delicious and such a thoughtful gesture. Great food, fun vibe, and a perfect start to our trip!

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  2. Jessie VIP

    New York City9 reviews

    5.0

    Dined 6 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Beautiful outdoor seating and great atmosphere. The food was delicious. My son is in flight school so it was the perfect spot.

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  3. Savannah

    Coastal Georgia3 reviews

    5.0

    Dined 6 days ago

    1. Overall 5
    2. Food 3
    3. Service 5
    4. Ambience 5
    We sat at a cute outdoor table under string lights. Our waiter was extremely polite & attentive. Seafood items were good, but the menu did seem a little small.

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  4. Damian

    Key West3 reviews

    5.0

    Dined on May 12, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Key West local, born and raised here…Haven’t dined at First Flight in awhile but had friends in town and decided to check it out again. And it did not disappoint! Everything was top-tier from the service to the food to the location and atmosphere. It’s not always easy to find casual fine dining that can accommodate a large party and/or kids. First Flight does it all and does it all well. We will definitely be back. Highly recommend!

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  5. Heather

    Western NC3 reviews

    5.0

    Dined on May 6, 2025

    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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  6. Bob VIP

    Milwaukee49 reviews

    4.0

    Dined on May 3, 2025

    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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  7. Dan

    Detroit37 reviews

    5.0

    Dined on May 3, 2025

    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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  8. Jerome VIP

    London6 reviews

    4.0

    Dined on May 2, 2025

    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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  9. 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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  10. 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?

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 1459 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 14 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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