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First Flight Island Restaurant & Brewery, Key West, FL

First Flight Island Restaurant & Brewery

4.3
4.3
1398 Reviews
$30 and under
Seafood

Make a booking

2 people
19:00
Booked 30 times today
  • Great for outdoor dining
  • Neighbourhood 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.

Order delivery or takeout

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
    (305) 293-8484
  • Payment Options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Business Casual
  • Executive Chef
    Ben Schneller
  • Area
    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
    Gluten-free Options, Patio/Outdoor Dining

What 1,398 people are saying

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.3
4.3 based on recent ratings
  • 4.3Food
  • 4.3Service
  • 4.6Ambience
  • 4Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
First Flight Island Restaurant & Brewery offers a "great Key West vibe" with "fabulous food" and "attentive and kind staff." Guests appreciate the "beautiful outdoor patio" and historic ambiance. While some service delays were noted, the diverse menu and creative dishes, including standout steaks and seafood, ensure a memorable dining experience.

1,398 Reviews
  1. George

    VIP

    Indiana

    51 reviews

    4.0

    51 reviews

    Dined 1 day ago

    1. Overall 4
    2. Food 4
    3. Service 3
    4. Ambience 5
    All was just ok not good not bad nice patio to eat on …

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  2. Andrew

    Atlanta

    48 reviews

    4.0

    48 reviews

    Dined 2 days ago

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 5
    Food was tasty, great old fashioned, service was good. Friendly staff.

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  3. marsha

    Seattle

    6 reviews

    4.0

    6 reviews

    Dined 3 days ago

    1. Overall 4
    2. Food 3
    3. Service 4
    4. Ambience 5
    The outdoor garden seating makes this restaurant special. The food is just okay. We had salads, the pork tenderloin dish, the macaroni appetizer and the scallop appetizer. The scallops only had 2 - skimpy.

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  4. Jeff

    Chicago

    3 reviews

    3.0

    3 reviews

    Dined 4 days ago

    1. Overall 3
    2. Food 2
    3. Service 3
    4. Ambience 3
    Despite the stronger reviews, we were very disappointed in our dining experience. It started with their inability to produce 2 different wines from their wine list, offering a more expensive, yet not as good as what we wanted. The Diver Scallop appetizer was okay? But only 2 scallops and the risotto was lacking moisture…more like rice. Service was slow…30mins between appetizer and mains…with a change in server. The Caribbean Pork was just okay…nothing unique or different in the flavor of the pork, the plantains were bland and the red beans were under-seasoned and below average. The Seafood Fettuccini was very disappointing. Two small clams and four shrimp. And it was quite dry…needed more sauce for sure. And disappointingly, they left the tails on the shrimp, which make for a messy eating. We had the Key Lime pie for dessert and again, not great…very average and lacking a really “key lime” flavor. Our server (Christiana) knew they had missed the food and service mark tonight…she apologized and comped the desserts, which was nice of her. There are lots of other much better dining options in Key West…skip First Flight and explore other places!

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  5. Mark

    VIP

    Washington DC

    1 review

    5.0

    1 review

    Dined 5 days ago

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    Mac and cheese was fantastic... Bbg wings fell of the bone and had great flavor... Only miss was th chicken breast on the Caesar salad was very thin so it was way over cooked. They took if off and all was well as we were full anyway. Solid service and great outdoor space.

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  6. Bob

    Tampa

    3 reviews

    5.0

    3 reviews

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 3
    The food and service were excellent. The outside garden is quiet but could use some lighting. Prices are competitive, but Key West is high on average. We will go again

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  7. Daniel

    Fort Lauderdale

    28 reviews

    5.0

    28 reviews

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Our go to restaurant every time we are in Key West! Great atmosphere and great food!!

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  8. Celeste

    VIP

    Greater Boston

    10 reviews

    5.0

    10 reviews

    Dined on 8 February 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Lovely restaurant loaded with history. Food was excellent, and the wait staff was very friendly.

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  9. Barbara

    New York City

    6 reviews

    3.0

    6 reviews

    Dined on 7 February 2025

    1. Overall 3
    2. Food 3
    3. Service 4
    4. Ambience 5
    Menu was limited from what we remember. It was very disappointing compared to previous visits

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  10. Shannon

    Charleston

    2 reviews

    3.0

    2 reviews

    Dined on 6 February 2025

    1. Overall 3
    2. Food 2
    3. Service 4
    4. Ambience 5
    We had the shrimp and tuna poke apps. They were both ok, nothing special.

    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 4.3 stars by 1398 OpenTable diners.

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

Make a booking

2 people
19:00
Booked 30 times today

Order delivery or takeout

Google Map for First Flight Island Restaurant & Brewery

301 Whitehead St, Key West, FL 33040

Additional information

  • Cross Street
    Caroline Street
  • Area
    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
    Gluten-free Options, Patio/Outdoor Dining
  • Privacy policy
  • Terms of Use
  • Impressum
  • Cookies and Interest-Based Ads
  • Cookie Preferences
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