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First Flight Island Restaurant & Brewery, Key West, FL
First Flight Island Restaurant & Brewery, Key West, FL
First Flight Island Restaurant & Brewery, Key West, FL
First Flight Island Restaurant & Brewery, Key West, FL
First Flight Island Restaurant & Brewery, Key West, FL

First Flight Island Restaurant & Brewery

4.3
4.3
1228 Reviews
$30 and under
Seafood
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.

Make a reservation

2 people

7:00 PM


Booked 37 times today

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
  • Private party contact
    Jackie Gibson: (305) 293-8484
  • 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 1,228 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
  • 4.4Service
  • 4.6Ambience
  • 4.1Value

NoiseModerate

Loved For

  • Key West / Florida Keys

    Great for outdoor dining

  • Florida Keys - Monroe County

    Great for outdoor dining

1,228 Reviews
  1. betsy

    Memphis/West TN

    43 reviews

    vip
    3.0

    43 reviews

    Dined 3 days ago

    1. Overall 3
    2. Food 3
    3. Service 2
    4. Ambience 3
    Totally average food with intensive service. There are better choices.

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  2. pebbles

    Key West

    28 reviews

    vip
    4.0

    28 reviews

    Dined 3 days ago

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    The restaurant was crazy busy last night, and the servers rushed off their feet. Still, our waiter somehow managed to make us feel cared for. Chicken was a little dry this time, but the salad was fresh and delicious. The swordfish was delicious as well, but the best was the keylime pie. Loved the addition of dark chocolate

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  3. EileenP

    New York City

    15 reviews

    3.0

    15 reviews

    Dined 3 days ago

    1. Overall 3
    2. Food 3
    3. Service 4
    4. Ambience 4
    Disappointing evening. Atmosphere was great but kitchen was very slow. After over an hour wait for meal the food was cold and not prepared as ordered. Sent back undercooked burger and was given a second undercooked burger

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  4. MKoc

    Philadelphia

    54 reviews

    vip
    5.0

    54 reviews

    Dined 4 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
     Great night. Excellent service timed just right. I love the wheat beer and fish tacos!

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  5. Donner

    Nashville

    12 reviews

    5.0

    12 reviews

    Dined 4 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Such a cool setting for this restaurant/ brewery. My husband and I ate in the outdoor garden area. We each got a flight of different brews so we could taste some of the beer selections. We are IPA fans and enjoyed several of the beers we tasted. Dinner was great! We hate smoked fish appetizer served with some nice veggies and some chips. We each had seafood, mine was tuna and he got the flash fried snapper. Both dishes were well prepared and delicious! After dinner we moved to the bar area and had a drink. This place has a warm and friendly upbeat atmosphere! The upstairs area had a pre wedding party with live music. The restaurant never felt too loud or over crowded. The people who served us were great! Highly recommend it!

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  6. RICKB

    Key West

    9 reviews

    3.0

    9 reviews

    Dined 7 days ago

    1. Overall 3
    2. Food 5
    3. Service 2
    4. Ambience 5
    Excellent Valentine's Day dinner with friends. Great value on lobster, shrimp, fish combo, perfectly grilled. However, service suffered two flaws. First, we requested the background music be turned down a bit, server said ok, but did not. Second, asked that white wine be served with the meal, and ten minutes after meal arrived, still no wine. Went to the bar myself, server stopped me, said bar was backed up, and when I said I'd ordered it to be with the dinner, she seemed miffed, defended herself. Seems she did not order the wine until the food was being served. The point of pre-ordering the wine is so you DON'T have to let the food cool while waiting. Service is always so good in Key West a 30% tip is normal for me. She got 15%, and I felt guilty.

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  7. DawnW

    Chicago

    2 reviews

    5.0

    2 reviews

    Dined 7 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great drinks during happy hour. The brisket Mac and cheese was great . Seafood and vegetable la perfectly done for dinner. Service was great despite a busy Valentine’s Day Eve. Loved sitting in the patio area.

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  8. ThomasB

    Berlin

    1 review

    2.0

    1 review

    Dined on February 13, 2024

    1. Overall 2
    2. Food 2
    3. Service 3
    4. Ambience 5
    Had higher expectations but the food didnt really taste of anything - super neutral. Would recommend for the athmospfere

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  9. JeromeC

    Baltimore

    3 reviews

    3.0

    3 reviews

    Dined on February 13, 2024

    1. Overall 3
    2. Food 3
    3. Service 3
    4. Ambience 1
    Hoping for a fun night. Seated inside as a bit cool. Unfortunately a huge loudmouth at the nearby bar overwhelmed the entire area and bartender did nothing. Several parties we saw entered and moved spaces but no real escape. Service ok and same with food. Would not go again. Lots better places in our opinion.

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  10. MelissaD

    Raleigh

    3 reviews

    5.0

    3 reviews

    Dined on February 11, 2024

    1. Overall 5
    2. Food 5
    3. Service 4
    4. Ambience 5
    Super busy and the wedding upstairs was pretty loud but the staff worked hard to get us our meals and we rocked out to the wedding reception music!! All and all a great experience

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  11. KaranS

    Philadelphia

    15 reviews

    vip
    2.0

    15 reviews

    Dined on February 10, 2024

    1. Overall 2
    2. Food 2
    3. Service 3
    4. Ambience 5
    I really hate to say anything bad. I was really excited to come back and bring my family. There were only 2 waiters working their butts off. The service was slow (not the waiters fault) The food took a long time. When it did come out it was cold. We ordered steak fries while we were waiting. They were very cold. I ordered the Ahi encrusted tuna. It was awful. It was very very tough to chew and very fishy. My son's risotto was terrible. I sure hope they work things out. I love the outside seating with the lights in the trees.

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  12. OpenTable Diner

    Indiana

    2 reviews

    3.0

    2 reviews

    Dined on February 10, 2024

    1. Overall 3
    2. Food 1
    3. Service 4
    4. Ambience 5
    Food was way below previous standards. Very disappointing.

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  13. smcc

    New Mexico

    199 reviews

    vip
    5.0

    199 reviews

    Dined on February 9, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We took our guests to First Flight and as usual had an exceptional evening. Susan and Alia took wonderful care of us and the food was yummy as always. We highly recommend First Flight!

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  14. OpenTable Diner

    Philadelphia

    1 review

    2.0

    1 review

    Dined on February 9, 2024

    1. Overall 2
    2. Food 2
    3. Service 4
    4. Ambience 5
    It took 10-minutes for our server to come to our table to take our drink order. Once she arrived, she was wonderful. However, the food was subpar for the price (except for the tuna poke). And to top it all, my husband was pooped on by a rooster at the table. Apparently, said rooster is a repeat offender as well. Outside of a funny story to tell our family and friends, I wouldn’t recommend.

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  15. LisaS

    Charleston

    2 reviews

    vip
    5.0

    2 reviews

    Dined on February 8, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Excellent meal. The server was friendly and efficient.

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  16. LewP

    Washington DC

    23 reviews

    5.0

    23 reviews

    Dined on February 7, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Loved the vibe and the food. My friends raved about how great the seafood pasta was.

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  17. OpenTable Diner

    St. Louis

    9 reviews

    4.0

    9 reviews

    Dined on February 7, 2024

    1. Overall 4
    2. Food 5
    3. Service 4
    4. Ambience 5
    Food was very good!

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  18. louisF

    Caribbean

    25 reviews

    vip
    2.0

    25 reviews

    Dined on February 6, 2024

    1. Overall 2
    2. Food 2
    3. Service 4
    4. Ambience 4
    Nice atmosphere, chicken wings were awful, place is good to hang and have a few drinks…

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  19. OpenTable Diner

    Western NC

    16 reviews

    4.0

    16 reviews

    Dined on February 4, 2024

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    Our waitress - Carolyn - was pleasant and professional. Enjoyed having her as our waitress!

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  20. RoseN

    Greater Boston

    1 review

    4.0

    1 review

    Dined on February 4, 2024

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    Beer was great and it was a shady spot to chill for lunch. Thanks!

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  21. MissKey

    Key West

    6 reviews

    2.0

    6 reviews

    Dined on February 3, 2024

    1. Overall 2
    2. Food 3
    3. Service 1
    4. Ambience 5
    Had friends in town that we were excited to have a nice dinner with. Sorely disappointed in the whole dinner. Service was nonexistent. Never came back to refill drinks or check on us. Two of our four steaks were cold. Filet was good, whole snapper was good. Sad that a $47 steak is served with french fries. Will not go back, there are too many other good places to eat in Key West.

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  22. MarianneS

    Naples

    5 reviews

    5.0

    5 reviews

    Dined on February 2, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We loved the outdoor seating area - it as open and not very noisy. Our server Angel was excellent. We also enjoyed the variety of the menu selections. Overall. our food was delicious, and we would recommend this restaurant to everyone.

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  23. smcc

    New Mexico

    199 reviews

    vip
    5.0

    199 reviews

    Dined on February 2, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    This is a wonderful restaurant with talented management and an excellent staff. We were cared for from the beginning of our visit to the end of the lovely evening. The food is always fresh, creatively inspired, and artfully prepared. They have a lovely outdoor courtyard with beautiful lighting and we would recommend to everyone.

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  24. OpenTable Diner

    Orlando

    1 review

    4.0

    1 review

    Dined on February 2, 2024

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 5
    Good food and loved the atmosphere. I had the swordfish, it was on rice vs risotto, but the fish made it amazing.

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  25. OpenTable Diner

    Greater Boston

    2 reviews

    2.0

    2 reviews

    Dined on February 2, 2024

    1. Overall 2
    2. Food 2
    3. Service 1
    4. Ambience 2
    Server was not very attentive or caring of our requests. I ordered a $56 Filet Mignon and requested the Demi glaze on the side. When it arrived with the glaze on top of my Filet, I was told by the server to eat it because it was good! General consensus by others at our table….food was mediocre at best. We will NOT return!

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  26. JohnC

    Atlantic Canada

    6 reviews

    4.0

    6 reviews

    Dined on February 2, 2024

    1. Overall 4
    2. Food 5
    3. Service 4
    4. Ambience 5
    This is one of my favourite places to eat in Key West.

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  27. OpenTable Diner

    Atlanta Metro

    4 reviews

    vip
    5.0

    4 reviews

    Dined on February 2, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    This was our favorite restaurant while in Key West for a week. The food is delicious, and the service was top notch. We’ll be coming back whenever we travel again.

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  28. bethf

    Washington DC

    1 review

    5.0

    1 review

    Dined on February 1, 2024

    1. Overall 5
    2. Food 4
    3. Service 5
    4. Ambience 5
    Lovely outdoor setting. Delicious NY steak frites. Amazing swordfish with broccoli. Efficient and friendly server. Sadly, we did not Iove the key lime pie or the red velvet cake. Neither matched the level of our dinner. Women’s restroom was in need of major attention/upgrading; felt like a dive bar bathroom. Overall it was a lovely evening.

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  29. JANICEM

    Greater Boston

    25 reviews

    vip
    5.0

    25 reviews

    Dined on January 31, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great spot. The Brie with apples & Strawberry a must! So light so good. The sword fish was cooked perfectly and the clams in beer so yummy.

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  30. OpenTable Diner

    Key West

    1 review

    5.0

    1 review

    Dined on January 28, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We had a wonderful brunch celebrating my birthday! Food was fantastic and the service was great!

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  31. JohnB

    New York City

    2 reviews

    4.0

    2 reviews

    Dined on January 28, 2024

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    A must try spot in Key West. Great beer selection brewed on premises.The food was delicious,. We had the swordfish and the burger. The outdoor courtyard dining has the Key West ambiance without the typical tourist hype. Can't say enough about the friendly wait staff.

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  32. Barb

    Chicago

    7 reviews

    vip
    5.0

    7 reviews

    Dined on January 27, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Love First Flight! One of our “go to’s” in KW. Good food, fun atmosphere and great service.

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  33. RebeccaB

    Minneapolis

    17 reviews

    4.0

    17 reviews

    Dined on January 26, 2024

    1. Overall 4
    2. Food 5
    3. Service 4
    4. Ambience 5
    Excellent food (flatbread, seafood fettuccine and swordfish) but did not care for the brewed beers (we did a flight of 5). Beautiful outdoor eating area.

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  34. HappyWeWent

    Greater Boston

    40 reviews

    vip
    4.0

    40 reviews

    Dined on January 24, 2024

    1. Overall 4
    2. Food 4
    3. Service 4
    4. Ambience 4
    Great to eat under the trees and lights...good food selection.

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  35. CarrieJ

    Milwaukee

    2 reviews

    5.0

    2 reviews

    Dined on January 20, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    So very delicious! Will definitely return!!! Our pilot, Koe, for Dry Tortugas trip, recommended and he did not disappoint.

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  36. WendyB

    Miami

    8 reviews

    5.0

    8 reviews

    Dined on January 19, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 3
    Cool restaurant, wishing we would have been seated in the courtyard as there were 2 large table parties sitting directly behind us that were very noisy making it hard to enjoy ourselves. Food & service were amazing, we will be back just need to be pickier where we sit.

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  37. smcc

    New Mexico

    199 reviews

    vip
    5.0

    199 reviews

    Dined on January 18, 2024

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Dwayne took great care of us. We had guests visiting, and everyone enjoyed their food. It was a packed house, but the kitchen and staff were great - we had a lovely experience and recommend this restaurant.

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  38. MichaelE

    Philadelphia

    2 reviews

    1.0

    2 reviews

    Dined on January 18, 2024

    1. Overall 1
    2. Food 1
    3. Service 1
    4. Ambience 2
    Absolutely terrible experience. After one hour we still had not received the food we ordered, and the server was appalling. I had to look for her to see what was going on as she never came to the table. We left since we had no idea when our dinner would arrive. One of the worst dining experiences I have ever had. Stay away!!!!

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  39. ShellyC

    Chicago

    3 reviews

    4.0

    3 reviews

    Dined on January 15, 2024

    1. Overall 4
    2. Food 4
    3. Service 3
    4. Ambience 4
    Food was good. Waitress was moderately nice but not overly friendly.

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  40. Pod1

    Chicago

    18 reviews

    4.0

    18 reviews

    Dined on January 15, 2024

    1. Overall 4
    2. Food 4
    3. Service 5
    4. Ambience 5
    My wife and I have only drank at this place in the past. We decided to try dinner. Great chicken and pasta as well as delicious fish tacos. Great outside seating environment. Good Pilots Paloma drinks too. We will be back.

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Safety precautions

  • Cleaning & sanitizing

    • Surfaces sanitized between seatings
    • Digital, disposable or sanitized menu provided
    • Sealed or wrapped utensils used
    • Common areas deep-cleaned daily
    • Sanitizer or wipes provided for customers
  • Physical distancing

    • Limited number of seated diners
    • Distancing maintained in common areas
    • Extra space between tables
  • Protective equipment

    • Waitstaff wear masks
    • Diners must wear masks unless eating or drinking
  • Screening

    • Sick staff prohibited in the workplace

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 1228 OpenTable diners.

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

Make a reservation

2 people

7:00 PM


Booked 37 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
  • 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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