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Kelly's Caribbean Bar & Grill

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” (120 reviews)
Open Now
12:00 - 22:00All hours
American, Caribbean, Bar, Seafood, Vegetarian Friendly, Vegan Options, Gluten Free Options
$$ - $$$
301 Whitehead St, Key West, FL 33040-6542
All Details
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Reviews (1,163)
Traveller rating
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Time of year

1 - 10 of 1,107 reviews

Reviewed 3 days ago

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
Reviewed 16 June 2017

I believe the waitresses name was Erica and she was phenomenal with helping to decorate and plan my sister's 21st Birthday dinner. The manager brought out a shot of tequila for my sister as well. We brought fresh snapper our friend caught on our fishing...More

Thank Manda B
Reviewed 14 June 2017 via mobile

The atmosphere and facilities are very nice. The food was ok. More impressed by the garden, lights and building. Fried fish dinner had too much batter. The Caesar salad had too much dressing but the grilled shrimp on top was good.

Thank Erin L
Reviewed 13 June 2017 via mobile

First visit to Kellys and we both enjoyed it very much. Nice selection of unique tropical drinks , excellent food and service all in a relaxing tropical setting. We will visit again !

Thank Bill D
Reviewed 12 June 2017

My wife and I stopped in for Happy Hour, they have it everyday from 4-7. We sat at the bar, the bartenders are a blast and really have a great time at their jobs. There is a limited beer, drink and food selection at Happy...More

Thank Ron P
Reviewed 9 June 2017

Attended a Key West Business Guild mixer. Blond female bartender could not have cared less about achieving and acceptable level of Guest Service. Dead-pan facial expression, virtually no verbal communication - just looks and nodding. An amazingly bad representative for this establishment. Possibly promoted from...More

Thank pilar1127
Reviewed 2 June 2017 via mobile

Good beer selection and HappyHour. Nice setting and very friendly staff. Nice garden for dining. Try the pretzels and cheese.

Thank TBO88
Reviewed 30 May 2017 via mobile

We have been to Key West several times but we were unsure about trying Kelly's after reading mixed reviews. We were pleasantly surprised. The food was very good. They also give you complementary coconut bread, which was amazing. The atmosphere was very pretty. Our waiter...More

1  Thank DMBH3
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Questions & Answers
26 February 2015|
Response from kwest32 | Reviewed this property |
Drink and food specials from 4-7 p.m. To be specific, $3 well drinks, $4.50 Key Lime Margarita's, $5.95 for the following food: Fish taco's, cheese and ale dip with pretzels, giant wings with choice of sauce, nacho's, and I... More
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Restaurant Details

Rating summary
  • Food
  • Value
Restaurant features
Takeout, Free Wifi, Reservations, Outdoor Seating, Seating, Waitstaff, Television, Highchairs Available, Serves Alcohol, Full Bar, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover, Wheelchair Accessible
Good for
Open Hours
12:00 - 22:00
12:00 - 22:00
12:00 - 22:00
12:00 - 22:00
12:00 - 22:00
12:00 - 22:00
12:00 - 22:00
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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