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Kelly's Caribbean Bar & Grill - CLOSED

301 Whitehead St, Key West, FL 33040-6542
+1 305-293-8484
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  • Excellent37%
  • Very good28%
  • Average17%
  • Poor9%
  • Terrible9%
Travellers talk about
“wings” (124 reviews)
“coconut shrimp” (50 reviews)
Restaurant Hours Closed
American, Caribbean, Bar, Seafood, Vegetarian Friendly, Vegan Options, Gluten Free Options
$$ - $$$
301 Whitehead St, Key West, FL 33040-6542
All Details
Reviews (1,172)
Traveller rating
Traveller type
Time of year

1 - 10 of 1,114 reviews

Reviewed 26 October 2017

I'm giving this 4 stars... much because of the service. Our waitress Olive was great. We stopped by at happy hour. I ordered a Margarita, which a previous reviewer said was terrible and I kind of have to agree. (Too bad I didn't see that...More

Thank NboroGirl
Reviewed 25 October 2017

Wow Kelly's went down hill since a new owner purchased it and changed it to First Flight. They use to have really good margaritas and now they are so awful. Wings are way over breaded. What a true disappointment.

Thank angelleiphart
Reviewed 24 October 2017 via mobile

They had their annual party last night...was supposed to be $35 and all you could drink for three hours...within two hours were out of all their warm domestic beer.

Thank beachbumBELLA
Reviewed 14 September 2017

This place is UNDERRATED. The décor, food, staff and the fair prices were a surprise. The portions were also large. Many selections on the menu. Wish I lived closer, I`d come often.

Thank Tom L
Reviewed 27 August 2017

Stopped by here for dinner. Outside was nicely decorated. Staff was friendly and service was prompt. I had the coconut shrimp with awesome pineapple glaze sauce. Husband has whole fish dinner with veggie and rice. It was the best meal of the trip. Cant wait...More

Thank birdierk
Reviewed 22 August 2017

Im told this place is owned by Kelly McGillis, who was in Top Gun. Not sure thats true, but they have their own beer there and a huge selection of others with a cool open air feel and great food as well. Should be a...More

Thank Mark S
Reviewed 22 August 2017

Was there today. First day under new ownership. Got there at 3:45 for drinks. Wouldn't let us in until 4pm. so will go back in a day or so. Maybe. Surprised they turned away paying customers for a mere 15 minutes. Totally few menu and...More

Thank Steven S
Reviewed 17 August 2017

That's the sign we saw when we stopped by. Not sure if they plan to open soon. Previous reviews made us want to check out Kelly's. So sorry we missed it. Hope the renovations make Kelly's even better.

Thank Kathy D
Reviewed 13 July 2017 via mobile

We walked by Kelly's to see the menu, thought other travelers would like to know that they had a sign up that they're closed through August for computer upgrades.

2  Thank CvilleVacationer
Reviewed 29 June 2017

My wife and I have been to Kelly's for happy hour on numerous occasions over the years. Last week we wanted to go again, but when we got there on Wednesday, June 21st, it was closed and a sign said that it would re-open on...More

Thank Gil33c
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Restaurant Details

Good for
Open Hours
12:00 PM - 10:00 PM
12:00 PM - 10:00 PM
12:00 PM - 10:00 PM
12:00 PM - 10:00 PM
12:00 PM - 10:00 PM
12:00 PM - 10:00 PM
12:00 PM - 10:00 PM
Location and Contact Information
  • Address: 301 Whitehead St, Key West, FL 33040-6542
  • Location: United States  >  Florida (FL)  >  Florida Keys  >  Key West
  • Phone Number: +1 305-293-8484
  • E-mail
Located at 301 Whitehead St., on the corner of Whitehead and Caroline, stands one of Key West's most impressive and historic buildings - Kelly's Caribbean. Well known for being the birthplace of Pan American World Airways, Pan-Am's first tickets were sold out of this very building in 1927. Pan Am was the principal and largest international air carriers in the United States from 1927 until its collapse on December 4, 1991. Founded in 1927 as a scheduled air mail and passenger service operating between Key West, Florida and Havana, Cuba, the airline became a major company credited with many innovations that shaped the international airline industry, including the widespread use of jet aircraft, jumbo jets and computerized reservation systems. Our Namesake - Kelly McGillis Kelly's was opened in 1992 by Fred Tillman and Actress, Kelly McGillis. We are proud to carry Kelly McGillis' name! Noted for her various movie roles - Top Gun, Witness, The Accused - Kelly now resides in North Carolina but she does keep a watchful eye on the Kelly's Caribbean. Should you stop on by Kelly's Caribbean...we do have her Top Gun Jacket in the "Crash Bar" area.
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