![]() Stroll across the sand and settle in at the bar to sample 50% off a selection of appetizers, wine and beer, as well as discounts on specialty cocktails. Here you'll find reasonable deals on casual local fare, especially during happy hour from 4 pm to 6 pm Sunday through Thursday. Waterfront dining in Key West often comes at a steep price. Read more about Pepe's Cafe and Steakhouse → Happy hour is just a bonus!Ĭlaudia's expert tip: Have a little too much happy at happy hour? Stick around for a hearty dinner like smothered pork chops and mashed potatoes. Recommended for Happy Hour because: The oldest eatery in the Keys, Pepe's is worth a visit for the history alone. Their outside patio is charming, but the walls inside are packed with flotsam and jetsam from the past decades that will keep you entertained. Their happy hour from 4-6 pm is just as popular with $6 Margaritas made with fresh-squeezed juice, half-price oysters, and discounted well drinks, beer and wine. People line up each day for a breakfast filled with good-old-fashioned Chock Full O' Nuts Coffee, homemade sweet bread, chipped beef on toast, and eggs Benedict. Their motto, "A fairly good place, for quite a long while," says it all. While it's still a local's place, visitors have gotten hip to this tiny gem despite its unassuming frontage. The oldest eatery in the Keys (a Cuban fisherman opened it in 1909), Pepe's is worth a visit for the history alone. Read more about The Commodore's Boathouse Bar And Grill → Get there early for a seat at the bar.Ĭlaudia's expert tip: If you can't get enough of the waterfront, make a reservation for the Commodore after happy hour ends. Recommended for Happy Hour because: Happy hour at the Boathouse is swamped with locals and visitors alike. ![]() Selections include beer-battered shrimp, beef kabobs, coconut shrimp, conch fritters and lobster tempura with mango sauce. There are several other small plates that aren't your usual spinach and artichoke dip. Try the Boathouse bread, a delicious combination of herbs and cheese that is out of this world. Draft beers and select cocktails are buy one get one free. Small plates are half off during happy hour (from 4-6: 30 pm), making it easy to sample a few. This laid-back bar and grill has more of a chill vibe than its upscale counterpart. It hits the spot after both a day on Duval Street or out on the water. The Boathouse is a venture from the Commodore Waterfront Restaurant (located upstairs) and has a breezy waterfront location. ![]() Drop a shot of root beer schnapps into a highball glass of light beer and toss it back. Recommended for Happy Hour because: "The Parrot" is best dive bar to enjoy colorful characters, happy hour drink specials and the best jukebox in town.Ĭlaudia's expert tip: Try the Root Beer Barrel Shot, a Green Parrot tradition for over 20 years. ![]() Just to keep things interesting, the Green Parrot Ukulele Association plays once a month. At night, bands from around the country up the ante with a heady mix of gritty blues, rock and funk. King with The Temptations and New Orleans Funk. Tropical breezes and ceiling fans keep the open-air bar cool, and the old-school jukebox mixes B.B. Enjoy drink specials and discounts on selected beers during their happy hour 4-7pm Monday through Thursday and 4-5: 30 pm on Fridays. As the oldest watering hole in Key West, they've got nothing to prove, and their motto, "No Snivelling," illustrates their no-nonsense approach to slinging stiff drinks. Filled with a mix of local characters and visitors-in-the-know, "The Parrot," is not your typical dive bar. ![]()
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