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Kelly's Caribbean Bar & Grill

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301 Whitehead Street, Key West, FL 33040
(305) 293-7897
11:00 am - 10:00 pm
Open now
All hours
Sun - Sat 11:00 am - 10:00 pm
More Info
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1,007 Reviews from our TripAdvisor Community

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Showing 962: English reviews
Buffalo, New York
Level Contributor
81 reviews
21 restaurant reviews
common_n_restaurant_reviews_1bd8 15 helpful votes
5 of 5 stars Reviewed yesterday NEW via mobile

Happy hour was from 4-7 when we went. 1/2 price appetizers, we tried one of each! The beer cheese dip and pretzels, and fish tacos were my favorite. 5 appetizers fed 3 adults dinner for soooo cheap! We stayed a couple hours cause drinks were cheap too, I think it was $3 wells and select craft beers. Must stop for... More 

Thank Nikkitz
Seaside, California
Level Contributor
70 reviews
48 restaurant reviews
common_n_restaurant_reviews_1bd8 11 helpful votes
1 of 5 stars Reviewed 3 days ago NEW

Stop by here to enjoy a wonderful bday dinner because the setting outside looked great. We waited for 20min b4 someone tended to us just to be seated. Once we got seated we waited another 20 min just to have a server come by our table. Our food took another 30min and it was not good. My chicken was more... More 

Thank OmarJ76
A TripAdvisor Member
5 of 5 stars Reviewed 1 week ago NEW via mobile

Oh my! Kelly's was fantastic to work with for my sister's wedding. They went above and beyond to work with my specific dietary needs, created a custom order for my dinner, and worked with us on decor, setup and next day pickup. The food was delicious. The bar was wonderful. The atmosphere was perfect. We couldn't ask for a better... More 

Thank A TripAdvisor Member
Charlotte, North Carolina
Level Contributor
20 reviews
13 restaurant reviews
common_n_restaurant_reviews_1bd8 7 helpful votes
5 of 5 stars Reviewed 1 week ago

We were walking home one night and just happened upon Kelly's. There were a lot of bicycles parked outside, so we went in. I'm so glad we found this place! Food, service, atmosphere are all wonderful. The garden is my favorite of all the places we ate in Key West.

Thank Karen R
Boca Raton, Florida, United States
Level Contributor
108 reviews
38 restaurant reviews
common_n_restaurant_reviews_1bd8 37 helpful votes
4 of 5 stars Reviewed 1 week ago

The food, as always was great. It being July suggest you sit inside. We ended up in the room once used as the first Pan American World Airways office. The first flight booked was Key West to Havana in 1920's. We ate about 7pm and there was no waiting. It is located across the street from The Trueman White House.... More 

Thank Arthur S
Daytona Beach, Florida
Level Contributor
16 reviews
15 restaurant reviews
common_n_restaurant_reviews_1bd8 9 helpful votes
1 of 5 stars Reviewed 1 week ago via mobile

Walked in at 4 for happy hour. Quiet night no waiting. No dinner till 5pm. Odi the server takes drink order of only diet cokes and one water. She messed that up. Takes one persons appetizer order. When she shows back up at 435 we advise her that we would like to eat also. She begrudgingly takes our order and... More 

Thank ryan556
1 of 5 stars Reviewed 1 week ago

Went there for dinner on a Tuesday night, not crowded (wonder why?), so we were seated outside. It was hot as H-- and when we asked if they could turn one of there many fans to blow on us, they moved it just a bit. Still no relief from the heat. Well it went down from there. We were served... More 

Thank Sam C
Amelia Island, Florida
Level Contributor
5 reviews
5 restaurant reviews
1 of 5 stars Reviewed 1 week ago

Less than average food, offered no water refills, our waiter was very inattentive. We will never waste our time or money again at this place.

Thank SSAI25
Charlotte, North Carolina
Level Contributor
26 reviews
20 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
3 of 5 stars Reviewed 2 weeks ago

My husband and I ate lunch here with another couple, as we rode by and it looked like a cute place. We sat inside in order to beat the heat, and since we were there for a late lunch, the restaurant only had about three other tables with customers. Three of us ordered the Cuban sandwiches, and they were outstanding.... More 

Thank LM0807
Level Contributor
100 reviews
72 restaurant reviews
common_n_restaurant_reviews_1bd8 27 helpful votes
2 of 5 stars Reviewed 2 weeks ago via mobile

The place is looking very nice from outside and it kind of invites you in.. Though the garden is very nice and elegant, the chairs are plastic ones and the food has nothing special. They have a brewery however the IPA I tried did not convinced me. I wouldn't go here again.

Thank Elena P

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Restaurant Details

Rating summary
  • Food
    4 of 5 stars
    3.5 of 5 stars
  • Value
    3.5 of 5 stars
    4 of 5 stars
American, Bar, Seafood, Caribbean, Gluten Free
Lunch, Dinner, Brunch, Late Night, Drinks
Restaurant features
Outdoor Seating, Seating, Waitstaff, Television, Serves Alcohol, Full Bar, Reservations, Wheelchair Accessible, Free Wifi
Good for
Bar scene, Families with children, Romantic, Special occasions, Large groups, Local cuisine
Open Hours
11:00 am - 10:00 pm
11:00 am - 10:00 pm
11:00 am - 10:00 pm
11:00 am - 10:00 pm
11:00 am - 10:00 pm
11:00 am - 10:00 pm
11:00 am - 10:00 pm
Location and Contact Information
  • Address: 301 Whitehead Street, Key West, FL 33040
  • Location: United States  >  Florida (FL)  >  Florida Keys  >  Key West
  • Phone Number: (305) 293-7897

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?