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First Flight Island Restaurant & Brewery, Key West, FL

First Flight Island Restaurant & Brewery

4.4
4.4
1449 Reviews
$30 and under
Seafood
301 Whitehead St, Key West, FL 33040

Make a reservation

2 people
7:00 PM
Booked 10 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 1,449 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
  • 4.4Food
  • 4.4Service
  • 4.7Ambience
  • 4.1Value

NoiseModerate

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.

1,449 Reviews
  1. Heather

    Philadelphia1 review

    5.0

    Dined 3 days ago

    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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  2. 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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  3. 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!

    Is this helpful?

  4. 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

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  5. kathy

    Pittsburgh4 reviews

    3.0

    Dined on April 15, 2025

    1. Overall 3
    2. Food 3
    3. Service 2
    4. Ambience 5
    The atmosphere was great. We had 3 different people bring us our drinks. The food was okay nothing special. We expected a better quality of food for the price

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  6. Jennifer

    West Virginia1 review

    4.0

    Dined on April 12, 2025

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    We had a great server but waited a little longer than expected for entrees. Atmosphere is amazing. Food was good. Try it!

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  7. Sandra VIP

    Atlantic City24 reviews

    4.0

    Dined on April 9, 2025

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 4
    Our favorite spot for first night dinner in Key West. Easy relaxing after a long day of travel

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  8. David

    Nashville19 reviews

    5.0

    Dined on April 9, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great outdoor atmosphere! Appetizer of deviled eggs with beer battered jalapeños was unique & tasty, Catch of the Day was grouper of which my husband enjoyed very much. The filet was outstanding and perfectly cooked as requested for well done. Great service. Nice happy hour food & drink selections. Highly recommend this restaurant!

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  9. Chuck

    Minneapolis4 reviews

    5.0

    Dined on April 6, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Good place to enjoy a beverage or two and some good food. Our waiter Jay was very good. Food was tasty and service was very quick

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  10. Lorie VIP

    Cleveland54 reviews

    4.0

    Dined on April 5, 2025

    1. Overall 4
    2. Food 3
    3. Service 2
    4. Ambience 5
    Our server was terrible but the general manager was wonderful she was very helpful and saved our dinner! We will definitely go back because of her!!

    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 1449 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 10 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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