First Flight Island Restaurant & Brewery

4.6
345 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.

Safety precautions

Cleaning & Sanitizing
  • Surfaces sanitized between seatings
  • Common areas deep cleaned daily
  • Digital, disposable or sanitized menu provided
  • Sanitizer or wipes provided for customers
  • Sealed or wrapped utensils used
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
What 345 people are saying
Overall ratings and reviews
Reviews can only be made by diners who have eaten at this restaurant
4.6based on recent ratings
4.5
food
4.6
service
4.7
ambience
4.3
value
Noise · Moderate
93% of people would recommend it to a friend
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CC
CharlieC
New Orleans
1 review
Dined 3 days ago
Overall5food5service5ambience5

A great experience. Our server was attentive but not overbearing. The cocktails were delicious and the food was amazing!

OT
vipOpenTable Diner
Dallas
5 reviews
Dined on January 16, 2021
Overall5food5service5ambience5

Our only complaint was that there were only 2 desserts on the menu. Everything else was great. Loved the atmosphere (we sat outside). All of our entrees were delicious.

R
vipReggie
Philadelphia
69 reviews
Dined on January 15, 2021
Overall5food5service5ambience5

Came in on a Friday night and ordered cocktails. Both Manhattan and my husband's drink were generous and strong. We had the filet mignon and whole yellowtail snapper. Both were expertly prepared and delicious! First Flight is highly recommended and we will be back soon.

Looking forward to trying some of their brews.

OT
OpenTable Diner
Phoenix
2 reviews
Dined on January 12, 2021
Overall5food5service4ambience5

We sat on the rooftop and enjoyed the music being played below in the courtyard. The menu was nice because the kids and the adults found items they liked. That was not the case at all places in Key West.

LA
LisaA
Chicago
3 reviews
Dined on January 12, 2021
Overall4food3service2ambience5

Loved the hostess and the locale/ambiance. Our waiter had a bit of an attitude so that was unfortunate. We would go back and just hope for a different waiter!

KB
KayB
New England
1 review
Dined on January 11, 2021
Overall4food4service5ambience5

Service is great. Food is good - not excellent, but good. Deviled eggs were great - reminded me of my mama's - and the accompanying fried jalopenos were excellent, too! My seared tuna wasn't really seared - it was obvious it had been put on a griddle for a few seconds on each side, but it wasn't seared so that was disappointing. It had a good taste. Everything was covered with the same teriyaki-type sauce, vegetables and fish. I prefer my fish not be sauced. The flavor is too mild and sauce obscures it. Next time I'll ask for the sauce on the side. My husband had the fish of the day. Same story, same sauce. The noise level isn't the restaurant's fault. Their music was very nice - until the band across the street cranked up. It was noise, not music, IMHO. Since the restaurant is outside, there wasn't anything they could do about that. The ambience was fabulous - outside under the big old trees with perfect weather.

UG
UncleGilly
San Diego
12 reviews
Dined on January 11, 2021
Overall5food5service5ambience5

First Flight is top flight. Best seared tuna ever.

JP
JanetP
1 review
Dined on January 9, 2021
Overall5food5service5ambience5

Great food and service. Loved the flatbreads. Great outdoor seating

OT
OpenTable Diner
1 review
Dined on January 7, 2021
Overall5food5service5ambience5

Our server was very friendly and knowledgeable. The fish tacos were awesome!
Highly recommend visiting here!

OT
OpenTable Diner
Minneapolis
6 reviews
Dined on January 7, 2021
Overall5food5service5ambience5

Very nice place! Fantastic atmosphere, and great service. A definite go to when in Key West

JB
vipJulieB
Columbus
5 reviews
Dined on January 2, 2021
Overall4food4service4ambience5

Great astmosphere, beautiful gardens. Food was good, beers were good.

A
Alicat30
Charleston
5 reviews
Dined on December 31, 2020
Overall5food5service5ambience5

It was a great experience!! Lovely food and staff!

OT
vipOpenTable Diner
New England
11 reviews
Dined on December 31, 2020
Overall5food5service5ambience5

Fave spot and the owner Damien, is truly fantastic! Top restaurateur on KW. A must go to spot!

D
Dallasdiner
Chicago
2 reviews
Dined on December 30, 2020
Overall5food5service5ambience5

Great food and good service. We sat in their interior patio area and it was beautiful. Love that the restaurant is in the Pan Am building and they have done such a good job preserving that atmosphere.

JG
JohnG
Washington DC
2 reviews
Dined on December 29, 2020
Overall2food3service1ambience3

Showed up early and had a cocktail at bar which we then brought to our table. Waiter took our order and never checked on our table for over 40 minutes while waiting for our food to be brought out. He had 4 other tables around us that he was servicing and just when we thought he was coming our way he would take off towards kitchen. At first we gave him the benefit of the doubt that he was busy but in the end he appeared to be clueless. Beautiful location, food was OK at best and service was,unfortunately, a zero.

OT
OpenTable Diner
Anchorage
1 review
Dined on December 29, 2020
Overall5food5service5ambience5

Service was fantastic

OT
OpenTable Diner
St. Louis
1 review
Dined on December 29, 2020
Overall5food4service5ambience5

Good food! Cool spot!

CC
ColleenC
Tampa
3 reviews
Dined on December 25, 2020
Overall5food5service5ambience5

Great history in this old Pan Am Airlines office/House. The food was delicious,many choices and appealed to all in out party. Steamed clams were a fantastic app!! The staff was great and the atmosphere amazing and perfect for our dinner. Outdoor seating was very spacious and clean.

P
vipPicketfences101
San Antonio
16 reviews
Dined on December 23, 2020
Overall5food5service5ambience5

Fantastic first night dinner in Key west. We ate outside on the patio. The atmosphere was great, live music from across the street was playing. Food and drink were delicious. Excellent intro meal and to key west.

l
viplaurienaplesfl
Naples
78 reviews
Dined on December 23, 2020
Overall4food4service5ambience5

Our first visit, won't be our last. Felt totally safe. Food and service exceeded expectations.

OT
OpenTable Diner
1 review
Dined on December 22, 2020
Overall5food5service5ambience5

Very good! Love the atmosphere

DA
vipDanielA
New York Area
18 reviews
Dined on December 22, 2020
Overall5food5service5ambience5

Great courtyard for outdoor dining! Nice bar area for something off Duval. I highly recommend it.

OT
OpenTable Diner
Chicago
1 review
Dined on December 21, 2020
Overall1food2service1ambience5

Terribly crabby waiter. Kind of killed our happy vibe. $200 I’ll never get back.

OT
OpenTable Diner
Las Vegas
1 review
Dined on December 19, 2020
Overall4food4service4ambience5

Ambiance was great. Mixed reviews on our group’s food. Expected the tuna to be cut thinner with a crust on it. First batch of clams were cold.

DS
DeeS
Philadelphia
1 review
Dined on December 19, 2020
Overall5food5service5ambience5

wonderful service and made a special occasion even more special.. food was amazing.. servers bright , happy and cheerful.....

j
vipjon77
Orlando
11 reviews
Dined on December 18, 2020
Overall5food5service5ambience5

Food and service were exceptional! Loved the atmosphere as well

RL
vipRuthL
New York Area
9 reviews
Dined on December 3, 2020
Overall4food4service5ambience5

Lovely venue. Gorgeous outdoors dining area. Good good and fantastic service.

OT
OpenTable Diner
Tallahassee
1 review
Dined on November 28, 2020
Overall5food5service5ambience5

We love coming here, always great!

MP
MarkP
Key West
2 reviews
Dined on November 26, 2020
Overall5food5service4ambience5

Our Thanksgiving dinner at First Flight was wonderful!!

KR
KayR
1 review
Dined on November 25, 2020
Overall2food1service2ambience3

lately their food quality has gone down hill quickly. Food pensioning from Filet, then under cooked burger, so sad. Used to be our favorite place, but no longer.

OT
OpenTable Diner
Argentina
1 review
Dined on November 24, 2020
Overall5food4service5ambience5

Daughter celebrated 16th Birthday here. They had a Wonderful large table in the corner for us. They expressed their birthday wishes to my daughter and brought her out a slice of cheesecake with candle lit.

CH
CarynH
Orlando
6 reviews
Dined on November 23, 2020
Overall5food5service5ambience5

It was a beautiful night outside with the lights, not too crowded. Felt safe and the staff was really nice. Really good find for a quiet dinner in Key West!

MK
MicheleK
New York Area
5 reviews
Dined on November 21, 2020
Overall5food5service5ambience5

It was an incredible little hideaway. Doesn’t look like much from the outside but when you go inside-very pleasantly surprised. Spacious, romantic and the food was delicious! Highly recommend

OT
OpenTable Diner
Key West
1 review
Dined on November 20, 2020
Overall4food4service5ambience4

Great location to get away from the hustle of Duval and enjoy personal time with friends and family!

BL
BarbL
Naples
20 reviews
Dined on November 14, 2020
Overall5food5service5ambience5

A lovely restaurant to sit and dine under the stars. It's in the building that was formerly the original Pan Am Airways. Ambiance, service and food were delicious! We will be back on our next trip to KW.

MC
MelissaC
1 review
Dined on November 13, 2020
Overall5food4service5ambience5

Wonderful restaurant. We had a very good time on a Friday night. The service was very good. the food was delicious.

KJ
KimJ
1 review
Dined on November 10, 2020
Overall5food5service5ambience5

Loved this restaurant. We went for happy hour twice during our vacation. Food and drink were amazing and so affordable. Loved the look and feel of the old Pan Am office. Live music was right across the street which was great and not too loud. Would recommend to anyone heading to Key West!

RO
vipRobertO
New York Area
11 reviews
Dined on November 5, 2020
Overall4food4service4ambience4

Nice relaxed vibe. Enjoyed ourselves despite a little drizzle. Waiter was super nice guy. Always great to try their latest brew.

P
Phil
Atlanta
18 reviews
Dined on November 4, 2020
Overall5food5service5ambience5

I found this place by accident as I was walking from Mallory Square. This is the birthplace of Pan Am, as I found out. The food was very delicious. We sat in the backyard patio. Our server Jovana was very nice and helpful.

TR
TamaraR
Miami
3 reviews
Dined on November 1, 2020
Overall5food5service5ambience5

First time there was amazing. Walking distance from Margaritaville. What a hidden gem. Our cab driver recommended it. Can't wait to return.

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 4.6 stars by 345 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable. Due to local restrictions, this restaurant may not be accepting reservations at the moment.