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Kelly's Caribbean Bar & Grill

 Kelly’s Caribbean, located at 301 N. Whitehead Street, is one of Key West’s most impressive and historic buildings:  the birthplace of Pan American Airlines!  Pan-Am’s first tickets were sold in this very building in 1927, but today visitors enjoy sumptuous dining and chilled cocktails where travelers once dreamed of flying the Clipper to Cuba.

 Behind French doors lies the first micro-brewery in the Keys where our very own brew master creates such taste treats as our flagship beer, the Havana Red Ale, our Key West Golden Ale, the Southern Clipper Wheat Beer, and a seasonal specialty all his own!  Try a free sample with an order of Conch Fritters or our famous Coconut Shrimp! 

 In the Garden, soaring Poinciana and Albizzia trees arch over smiling diners as a living canopy, shading them from the beautiful Caribbean sun by day and sparkling with lights at night, bringing the beautiful stars of the tropical sky that much closer to our delighted guests.  In the garden you can enjoy our specialties, which include a mouth-watering Caribbean Apple Chicken, our flaky and tender Whole Yellowtail Snapper, or Kelly’s very own Chicken Pasta dish.

 While waiting to be seated, or just for some good old-fashioned fun, you can stop in to Kelly’s Crash Bar.  Modeled after an authentic plane wing, the Crash Bar is the perfect place to enjoy one of our micro-brewed beers, a specialty frozen drink like our Pan Am Panic, or any of your favorite cocktails.  If you look up while enjoying your drink, you’ll notice a Sikorsky seaplane plunging through the ceiling with it’s propellers still spinning, offering a cool breeze to the crowd below.

The second floor Tree-Top Deck is the perfect spot for an intimate wedding reception, convention party, or any of your special get-togethers!  Nestled in the tree-tops, a Pan Am signal light provides a faint glow to those dining in the comfortable privacy of our upper floor, and with a delightful view of the Garden dining area and of Whitehead street, your party will have all of the flair, enchantment, and fun that Key West has to offer!


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