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First Flight Island Restaurant & Brewery, Key West, FL

First Flight Island Restaurant & Brewery

4.5 (1467)
$30 and under
Seafood
301 Whitehead St, Key West, FL 33040

Make a reservation

2 people
7:00 PM
Booked 8 times today

About this restaurant

  • Great for outdoor dining
  • Neighborhood gem
  • Great for craft beers
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 1,467 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
  • 4.5Service
  • 4.7Ambience
  • 4.2Value

NoiseModerate

Loved For

  • Key West / Florida Keys

    Good for groups

  • Key West / Florida Keys

    Lively

  • Florida Keys - Monroe County

    Good for groups

  • Florida Keys - Monroe County

    Lively

Review summary

AI-generated from verified diner reviews
First Flight Island Restaurant & Brewery offers a "great atmosphere" with beautiful outdoor seating and lush tropical surroundings. Guests rave about the "excellent service" and delicious food, including standout dishes like the swordfish and filet mignon. The historical setting adds charm, making it a "must do" in Key West.
1,467 Reviews
  1. Kathleen VIP

    Baltimore / Maryland26 reviews

    5.0

    Dined 2 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had such an excellent lunch earlier in the week so returned for dinner. Food was excellent (our group had the pretzel and deviled eggs as appetizers; skirt steak, scallops, salad, fish tacos). Drinks on point. Setting just lovely. We were sad not to get our sever, J, from our first visit but David also did an excellent job. Definitely recommend!

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  2. Leslie

    Houston1 review

    5.0

    Dined 4 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great food and service. Definitely recommend! Outdoor and indoor seating options.

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  3. Lynn

    Atlantic City / South Jersey Shore24 reviews

    5.0

    Dined on June 8, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 4
    The food and service is excellent! We are in Key West a couple times a year, and First Flight is on our "must do" list.

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  4. Sherri VIP

    Jacksonville / Northeast Florida2 reviews

    5.0

    Dined on June 7, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Absolutely love this restaurant! We are frequent flyers. Great atmosphere and great food combined with the best service!!! Angel was our server and we couldn’t have asked for a better guide through our culinary journey. Fantastic service and great food at both First Flight and Bagatelle. If you’re lucky you can catch Angel at either location as this hard working server plies his trade at both! Swordfish, Amazing! Chefs Specials, Wonderful! Yellow Tail, Think I Would! Skirt Steak Juicy, Tender and Flavorful!

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  5. Kayla

    Memphis / West Tennessee5 reviews

    5.0

    Dined on June 5, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The service was the best. The waiter was very friendly and very attentive. He gave us suggestions for dinner and they were great. We will definitely come back when we come to Key West.

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  6. Marsha VIP

    Key West / Florida Keys46 reviews

    5.0

    Dined on May 31, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Excellent service. Attentive but not hovering. Good choices great. Special of the day - grouper with side of shrimp - grilled or blackened - outstanding. Loved the choice of root beer float for dessert on a warm evening.

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  7. Julia

    New York City2 reviews

    3.0

    Dined on May 28, 2025

    1. Overall 3
    2. Food 4
    3. Service 1
    4. Ambience 3
    My family and I always plan to eat dinner at this restaurant when we visit Key West. We typically enjoy the delicious food and pleasant atmosphere at First Flight, but our recent experience was very disappointing. After waiting over 10 minutes to be greeted, it took almost as long to get her drinks. When we gave our server, Angel, our order we specifically asked that the bruschetta be brought out as an appetizer, and at the dinner can follow immediately afterwards. We waited for over an hour for any food to be brought to our table, in fact, we had a difficult time to get anyone’s attention to simply to refill our waters. When our dinner finally arrived, we inquired about the missing appetizer, which then the food server to quickly rushed back to the kitchen to ask about the bruschetta app, and then it magically appeared. The food was good and the atmosphere was pleasant, but the service was, like our server, nonexistent. When we inquired about the bill, our server mysteriously appeared out of the shadows like Batman, to present us with a check total. The most disappointing part of our visit was this was our anniversary dinner, which was noted in the reservation, but no attempt was made by anyone to recognize this special day for our family. Overall, our dining experience was ruined by the complete absence of service, during was supposed to be amazing evening at First Flight.

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  8. DonnaJean

    Greater Boston2 reviews

    5.0

    Dined on May 22, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We were very pleased with our evening… the ambiance out in the garden was delightful… the food was delicious… our server Angel went above and beyond… thank you Angel

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  9. Jenna

    Nashville6 reviews

    4.0

    Dined on May 18, 2025

    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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  10. Jessie VIP

    New York City9 reviews

    5.0

    Dined on May 17, 2025

    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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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 1467 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 8 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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