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Kelly's Caribbean Bar & Grill

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301 Whitehead Street, Key West, FL 33040
(305) 293-7897
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11:00 am - 10:00 pm
Open now
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Sun - Sat 11:00 am - 10:00 pm
Dining options: Lunch, Drinks, Late Night, Dinner, Breakfast, Reservations

TripAdvisor Reviewer Highlights

Read all 836 reviews
Visitor rating
  • 293
  • 236
    Very good
  • 130
  • 92
  • 85
Rating summary
  • Food
    4 of 5 stars
    3.5 of 5 stars
  • Value
    3.5 of 5 stars
    4 of 5 stars
Happy hour

Kelly's has a great happy hour, $2 craft beer, yummy $3.50 margaritas, awesome chicken wings, and more.

4 of 5 starsReviewed September 29, 2015
North Fort Myers, Florida
Good for:
  • Romantic
  • Local cuisine
  • Large groups
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836 Reviews from our TripAdvisor Community

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English first
2 reviews
5 of 5 stars Reviewed October 2, 2015 NEW

My husband and I recently visited Kelly's for their amazing happy hour specials. We thoroughly enjoyed our choices of craft beer, key lime margaritas and beer cheese dip. The drinks and food were delicious and the ambiance of the bar/restaurant was perfect. Our bartender, Jake, added to the ambiance with his wonderful sense of humor and welcoming personality. We had... More 

North Fort Myers, Florida
Level Contributor
12 reviews
6 restaurant reviews
4 of 5 stars Reviewed September 29, 2015 NEW

Kelly's has a great happy hour, $2 craft beer, yummy $3.50 margaritas, awesome chicken wings, and more.

Level Contributor
88 reviews
53 restaurant reviews
common_n_restaurant_reviews_1bd8 50 helpful votes
5 of 5 stars Reviewed September 27, 2015

What a find this is!!! Not on Duval...worth looking for. Happy Hour was amazing and the food was fantastic! We met friends here and hated to leave!

Tampa, Florida
Level Contributor
16 reviews
7 restaurant reviews
common_n_restaurant_reviews_1bd8 6 helpful votes
1 of 5 stars Reviewed September 26, 2015

I hate leaving bad reviews, but in this instance, I can't help it. We were going on a ghost hunt that happened to meet at Kelly's. They advised we could get a to-go drink while we wait for the tour to start. When we went to the bar and asked for our drinks to be to-go, the bartender rudely said... More 

Cairns, Australia
Level Contributor
3 reviews
common_n_restaurant_reviews_1bd8 1 helpful vote
3 of 5 stars Reviewed September 22, 2015

A group of us went to Kelly's while in Key West. Having lived there before I was looking forward to taking my friends from Australia there. Unfortunately the waitress we had was having a very bad day. Due to her attitude and apparentness of either not wanting to wait on us or not wanting to be there I asked her... More 

Miami, Florida
Level Contributor
61 reviews
37 restaurant reviews
common_n_restaurant_reviews_1bd8 34 helpful votes
4 of 5 stars Reviewed September 22, 2015

Just what you'd expect for dinner in Key West. This restaurant is on the corner just off Duval. There are several different dining areas on the 1st and 2nd floor. They have specialty beers and a good wine selection. We opted for several appetizers of which were delicious. The coconut shrimp were huge with a very flavorful coconut breading served... More 

Tampa, Florida
Level Contributor
63 reviews
33 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed September 21, 2015

We were there for a wedding reception and can't wait to go back on a "regular" night for dinner and drinks. The staff was wonderful, the food was exceptional, and the atmosphere was beautiful.

Shepherd, Montana
Level Contributor
264 reviews
121 restaurant reviews
common_n_restaurant_reviews_1bd8 103 helpful votes
4 of 5 stars Reviewed September 18, 2015

This is a cute little place down on Whitehead St. We enjoyed a nice lunch here. We were brought in right away, nice staff, friendly and attentive. We had Traditional New Orleans Muffaletta, which was good and also the Fresh Fish Tacos which everyone loved. I would go here again maybe try their dinner.

1 review
1 of 5 stars Reviewed September 18, 2015

We were looking forward to going to Kelly's having loved a visit over 20 years ago. What a disappointment. Hound fish was poorly cooked and flavourless and the jerk chicken was dry and bland. Service was good but you can't eat that!

1 review
common_n_restaurant_reviews_1bd8 1 helpful vote
1 of 5 stars Reviewed September 15, 2015

Went there tonight with my family and the food was not that great. My hogfish had no flavor. Rice was undercooked. Wished Blue Heaven was open, but they're closed until October. 😢

Helpful? 1

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Restaurant Details

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

Price and Cuisine

  • Cuisine: Caribbean

Restaurant Characteristics

  • Good for: Romantic, Local cuisine, Large groups


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

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
7 months 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?