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Kelly's Caribbean Bar & Grill

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301 Whitehead St, Key West, FL 33040-6542
+1 305-293-7897
11:00 - 22:00
Closed now
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Sun - Sat 11:00 - 22:00
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1,094 Reviews from our TripAdvisor Community

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Showing 1,043: English reviews
Level Contributor
7 reviews
3 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 3 days ago NEW via mobile

Happy hour is great, the food is amazing, drinks are fun especially incorporating some key west flare and to top it off the service is even better. Harrison and Pat always remember us when we stop in. And while everything is so good they are the true reason we love going to Kelly's. Food and drink is important but service... More 

Thank Matthew S
Level Contributor
16 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 12 helpful votes
3 of 5 bubbles Reviewed 6 days ago NEW

First time for my husband and I dining there. The courtyard was lovely and a great ambience. However, from the time we were seated, things started going downhill. Our waiter did obviously not enjoy his job and wasn't very pleasant during our stay; a little quirky and rude actually. I asked for St. Germaine and he was quick to say... More 

Thank AngieRobert B
Indianapolis, Indiana
Level Contributor
178 reviews
113 restaurant reviews
common_n_restaurant_reviews_1bd8 50 helpful votes
2 of 5 bubbles Reviewed 6 days ago NEW

People for years were telling us to go to Kelly's. So, we finally did and it was expensive and just okay. The key lime pie (which many told us was the BEST) didn't even taste like lime and the crust was soggy - - so sad! It is located in a lovely place and the outdoor tables were wonderful. I... More 

Thank Cyndi1956
Torremolinos, Spain
Level Contributor
86 reviews
55 restaurant reviews
common_n_restaurant_reviews_1bd8 30 helpful votes
4 of 5 bubbles Reviewed 1 week ago NEW via mobile

We like the place. It is a god restaurant in Key West. Nice garden and the food makes you feel good.

Thank Kaj M
Level Contributor
4 reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
3 of 5 bubbles Reviewed 1 week ago NEW

Fun time at bar, great drink prices and $5.95 appetizers. Friendly bartenders and nice ambience. Order the margarita it is fabulous!

Thank Anne F
Key West, Florida
Level Contributor
3 reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
3 of 5 bubbles Reviewed 1 week ago NEW

I've only eaten at Kelly's once, the food wasn't memorable. The place is pretty and it's a historical landmark. Check it out for drinks!

Thank BethElise67
Erie, Pennsylvania, United States
Level Contributor
385 reviews
285 restaurant reviews
common_n_restaurant_reviews_1bd8 151 helpful votes
3 of 5 bubbles Reviewed 1 week ago

Stopped by mid-day Very slow service. Food was OK....fish tacos were the best of what we ordered. Drinks took forever! The waiter kept apologizing about the bar service. They were setting up something upstairs that was consuming the wait staffs attention We left and went elsewhere after we ate.

Thank Lisa S
Laurel, Maryland
Level Contributor
18 reviews
11 restaurant reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
2 of 5 bubbles Reviewed 1 week ago via mobile

Stopped in for dinner. On the plus side we were seated quickly outside even though we didn't have reservations. That may have been the highlight. Appetizer we ordered never showed (at least we didn't get charged). 30 minute wait for main course. Both my husband and I had fish....it was bland even with the sauce, rice was sticky and pasty,... More 

Thank Beth m
Key West, Florida
Level Contributor
25 reviews
17 restaurant reviews
common_n_restaurant_reviews_1bd8 10 helpful votes
5 of 5 bubbles Reviewed 1 week ago

Kelly's has just begun a brunch menu Thursdays thru Sunday - noon til 4pm. Today was my second time and it was scrumptious! Never thought the salmon, bagel, onion and caper plate could be so good outside of NYC but it was. Tons of salmon. I'd also sampled in the past great eggs benedict which you can also get with... More 

Thank Leslie S
Level Contributor
50 reviews
37 restaurant reviews
common_n_restaurant_reviews_1bd8 18 helpful votes
5 of 5 bubbles Reviewed 1 week ago via mobile

Looking for a place to eat without reservations and stumbled on Kelly's. The outside is very unassuming and if you walk past the entrance you may miss it. We walked up the stairs into a large restaurant with nice setting. Large menu with lots of options. We both had fish that was cooked to perfection. Fast service. Thanks.

Thank fordpro

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Restaurant Details

Rating summary
  • Food
    4 of 5 bubbles
    3.5 of 5 bubbles
  • Value
    3.5 of 5 bubbles
    4 of 5 bubbles
American, Caribbean, Bar, Seafood, Gluten Free Options
Restaurant features
Takeout, Reservations, Outdoor Seating, Seating, Waitstaff, Television, Wheelchair Accessible, Serves Alcohol, Full Bar, Accepts American Express, Accepts Mastercard, Accepts Visa, Accepts Discover, Highchairs Available
Good for
Open Hours
11:00 - 22:00
11:00 - 22:00
11:00 - 22:00
11:00 - 22:00
11:00 - 22:00
11:00 - 22:00
11:00 - 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: +1 305-293-7897
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.

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Kelly's Caribbean Bar & Grill and other visitors
1 question
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Norfolk, Virginia
over a year ago

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Questions? Get answers from Kelly's Caribbean Bar & Grill staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?