We LOVE Key West and travel here several times a year! There is something magical about this island, sitting at the edge of those perfect blue green waters, and it centers us.
Of course, while we are traveling, we are always looking for ways to make our adventures more affordable! Key West offers some amazing happy hours that include both food and drinks!!!! This is a great way to have dinner on a budget!
Check out our favorite happy hour spots below!
Alonzo’s (4:00 to 6:30 daily)
Located at the Historic Seaport, Alonzo’s has happy hour throughout the restaurant every day from 4:00 to 6:30 pm. Their extensive HH menu
includes something for everyone! Drinks range from wine and wells to beer and the Key West Favorite, the Key Lime Colada! You can fill up on foods here also! With over a dozen tapas on special (50% off!), there is something for every palate! Our favorites include the Warm Crab & Shrimp Dip, Fried Fish Bites and Soft Pretzel with Beer Cheese. They have the island’s best selection of oysters also, with several of them included in the Happy Hour Pricing.
Bagatelle (4:00 to 6:00 daily)
Located near the beginning of Duval Street (at 115 Duval), Bagatelle offers *TWO* Happy Hour events every day, the breakfast hangover happy hour from 9:00 to 11:30 am and the afternoon happy hour from 4:00 to 6:00 pm. The former highlights small-plate style breakfast offerings. The (more popular) afternoon happy hour is at the bar (go upstairs and all the way to the back) and features $5 tasting plates and half off most cocktails. The lobster mac & cheese is rave-worthy! You’re welcome!!!
Boathouse Bar & Grill (4:00 to 6:30 daily)
Popular among locals and tourists alike, Boat House Bar & Grill is a Key West favorite! Small plates are all half off — make sure to get the bread and the lobster tempura, plus whatever else looks good! Honestly, we don’t have any complaints about the happy hour menu!!!!! Draft beer and select cocktails are also BOGO. Be sure to arrive early to get a seat (it gets BUSY here!) and prepare to be wowed!
First Flight Island Restaurant & Brewery (4:00 to 6:00 daily)
First Flight is located at the corner of Whitehead and Caroline Streets. The building that it’s located in once housed Pan American World Airways, which sold tickets out of this building AND the airway took it’s first flight from Key West to Havana in 1927!!!! Their Happy Hour is indeed happy! Featuring their house-made beer, other drink options include cocktails on tap, and house wines. The food specials are delicious and enough to fill up on!
Half Shell Raw Bar (4:30 to 6:30 daily)
This Key West restaurant is off the beaten path, but close to everything that the historic seaport has to offer! If you’re looking for a waterfront happy hour with an old-school Key West vibe that features a seafood focused menu, this is it! Half Shell Raw Bar features discounted oysters, clams, shrimp, and various other types of seafood. Draft beer to wash it down will set you back as little as $3. Food & Wine Magazine recognized Half Shell for having the best local oysters, so we recommend trying a dozen here!
Moondog Café (4:30 to 6:30 daily)
Situated across the street from the Hemmingway House, Moondog Café is fun to visit any time of the day, but is particularly fun during happy hour! From the murals to the plants, décor, and delicious food, this funky café has a great atmosphere! Happy hour runs daily from 4:30 to 6:30 pm, and includes discounted beer, wine and sangria as well as small plates for $8 or less! Be sure to try the avocado caprese!
Off the Hook (4:00 to 6:00 daily)
Off the Hook is, hands down, our favorite happy hour! With a great selection of small plates to quench any appetite, everything we tried was hot, fresh, and delicious. Our favorites here were the Smoked Mahi Fish Dip (this one was obviously not hot, but still very delicious!), Fried Green Tomatoes, and Seafood Deviled Eggs. Washing our food down with $4 sangria made it all the better! We ended our meal with a slice of blueberry key lime pie, which was different than a traditional key lime pie, but a refreshing take on this favorite dessert!
Old Town Mexican Café (4:00 to 6:30 daily)
At some point you will have your fill of seafood, and will look for something a little different for happy hour! Old Town Mexican Café on Duval Street will fit this bill. Their happy hour is great, with half off beer, margaritas, and appetizers! The Old Town Nachos are really good and big enough to share. As hoped from a Mexican restaurant, the margaritas are amazing! Stop here for a refreshing happy hour!
Pepe’s Café (4:00 to 6:00 daily)
As the oldest eatery in Key West, Pepe’s is worth a stop just for the history! Still a local’s place, word is getting out about the great happy hour that Pepe’s hosts! $6 Margaritas (made with fresh-squeezed juice) and half-price oysters are the big draw here! Enjoy this as a first stop if you’re “happy hour hopping” or spend an early evening slurping down oysters and margs!
Rams Head Southernmost (M-F 4:00 to 7:00)
Located at Bahama Village Market (in the former Blue Macaw), Rams Head Southernmost offers a great happy hour in an outdoor setting with good music! Half-priced apps and drinks alone make it worth trekking off the beaten path to this gem! Our favorites are the Tuna Boats and the Key West Pinks! Wash it down with a cold beer, and this is a delightful evening!
Santiago’s Bodega (3:00 to 6:00 daily)
A hidden gem located off the beaten path in Bahama Village, Santiago’s Bodega is worth the effort of getting to! They have the best sangria on the island, on tap, and it’s discounted during happy hour! In addition, they offer several $5 tapas, which change regularly. We have never been disappointed any of the happy hour offerings that we’ve sampled here! Locals may prefer to keep this great spot a secret, but the word is out!!!
Southernmost Beach Café (4:00 to 6:00 daily)
We love the relaxing vibe of this open-air restaurant as well as the great view of the Atlantic! Southernmost Beach Cafe’s happy hour menu is not as extensive as some others (and it changes often), but it offers something for everyone! When they are available, we love the fish sliders and the wings! Beer, wine, and wells are also discounted as you watch the sun make its slow descent towards the horizon.
Those are our favorite happy hour spots in Key West, Florida! Are you hungry?! Us too!!!!! Want to check out other awesome eats and adventures? Please head over to our Facebook page, like it, and follow along on our adventures, which will help you to plan your adventures!!!!
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