Papa’s Pilar Rum Distillery Hemingway Rum Company Key West Florida Keys
If you're looking for a chill place to enjoy a glass of wine, liquor, or beer, Key West is the place. The island has no shortage of spots to get a refreshing or tasty drink. Here are a few of our chosen spots to sip on a drink in Key West.

If you’re looking for a relaxed and charming place to enjoy a glass of wine, liquors, or beer, Key West is the place to be. The island has no shortage of great wine bars, distilleries, and breweries, to grab a refreshing or tasty drink, each with its own unique atmosphere and selection. Here are a few of our chosen spots to sip on a drink in Key West.

When it comes to a refreshing or tasty drink to enjoy while in Key West, then you’ll want to check out some of these wine bars and breweries in the area. From fruity sangrias to hoppy IPAs, there’s something sure to please every palate. So sit back and raise your glass to the good life! Cheers!

If you're looking for a chill place to enjoy a glass of wine, liquor, or beer, Key West is the place. The island has no shortage of spots to get a refreshing or tasty drink. Here are a few of our chosen spots to sip on a drink in Key West.

Key West Distilleries and Cocktail Bars

Key West is all about the rum and frosty drinks. You can find anything you’re looking for though, so don’t worry. If you want a distillery tour or just a nice cocktail, we’ve got you covered.

Papa’s Pilar Rum Distillery, Hemingway Rum Company

Papa’s Pilar Rum Distillery, Hemingway Rum Company in Key West Florida, offers a safe and clean environment and has several options for some really cool experiences. The Papa’s Pilar Blonde Rum is a bestseller and is a solera-aged rum that spends time in bourbon, sherry, and wine barrels. The Papa’s Pilar Dark Rum is another bestseller and is aged in port wine casks. The uniqueness of this place is that it captures the essence of Ernest Hemingway through its rums.

Location: 201 Simonton St, Key West, FL 33040

Cocktail at Papa’s Pilar Rum Distillery Hemingway Rum Company Key West Florida Keys

Key West First Legal Rum Distillery

Key West First Legal Rum Distillery is Key West’s award-winning Chef Distilled Rum Distillery. They offer free tours daily, complimentary tastings, and even mojito classes. The distillery is conveniently located in the heart of historic downtown Key West and is open seven days a week from 10 am-6 pm. The distillery is family owned and operated, and they take great pride in their rum-making process. All of their rums are handmade in small batches using the finest ingredients. Their bestsellers include the Key West First Legal White Rum, Key West First Legal Aged Rum, and Key West First Legal Spiced Rum. Their rum is truly unique and delicious, and you won’t find anything like it anywhere else! If you’re looking for an exciting and educational activity during your stay in Key West, be sure to check out Key West First Legal Rum Distillery.

Location: 105 Simonton St, Key West, FL 33040

The Roost

The Roost in Key West, Florida, is a unique cocktail bar that offers craft cocktails. They also offer local beers, fine wines, and small bites. The bartenders are passionate about making each drink perfect for each customer and always coming up with new ways to create delicious cocktails. The Roost is the ideal place to unwind after a long day or to celebrate a special occasion. If want a cold beer or a complex cocktail, The Roost is the place to go.

Location: 508 Fleming St, Key West, FL 33040

Tipsy Rooster Liquor Store & Bar

Tipsy Rooster Liquor Store & Bar is the perfect spot to enjoy a refreshing cocktail after a long day exploring everything Key West offers. They have an extensive selection of spirits for sale, as well as live music nights and outside tables where you can relax and soak up the Florida sunshine. Their top-selling spirits include their signature Tipsy Rooster cocktail and a variety of local beers and wines. The tipsy rooster is a real place to stop if you are planning on an evening in and still want to unwind with a refreshing or tasty drink. They also have a selection of quirky gifts and souvenirs for sale, so be sure to pick up something special for your friends back home.

Location: 1325 Simonton St, Key West, FL 33040

Breweries and Taprooms in Key West

I’m not big on beer when it’s hot out (I feel like that’s a cold weather beverage) but other people love it. There are a few great places to get Key West brewed beers, or just brews from the Keys and South Florida.

First Flight Island Restaurant & Brewery

History first: the First Flight Island Restaurant & Brewery is the home of the first PanAm Airlines office and the historic building still looks just as cool as you’d hope. Now, First Flight specializes in fresh, made-from-scratch dishes and handcrafted beers. Their menu features something for everyone, including seafood favorites like conch fritters and lobster rolls, as well as burgers, sandwiches, salads, and more. And of course, no visit to First Flight is complete without trying one of their signature beers, brewed right on premises. Whether you’re looking for a casual lunch spot or a place to enjoy a leisurely dinner and drinks with friends, First Flight Island Restaurant & Brewery is a perfect choice.

Location: 301 Whitehead St, Key West, FL 33040

First Flight Island Restaurant & Brewery

The Waterfront Brewery

This spot is delightful, not just for the beer and key lime pie, but because it’s home to my favorite Wyland mural in the Florida Keys. The Waterfront Brewery is a craft brewery with a selection of beers that is second to none. But what really sets them apart from everywhere else is their stunning waterfront views. No matter where you’re seated in their brewery, you’ll have a front-row seat to some of the most beautiful sunsets in the world. So whether you’re looking to enjoy a delicious meal paired with your favorite beer or just want to sit back and enjoy the incredible views, The Waterfront Brewery is the perfect place for you.

Location: 201 William St, Key West, FL 33040

Wyland Guy Harvey Undersea Mural at Key West Waterfront Brewery Florida Keys 2020 6

Wine-O Bar & Lounge

Wine-O Bar & Lounge is the perfect spot to enjoy wine in Key West. The lounge offers a wide selection of wines by the glass and charcuterie boards to pair with your drink. Their upscale décor and friendly staff create a relaxed and sophisticated atmosphere, making Wine-O the perfect place to unwind after a long day. Whether you’re a wine connoisseur or just want to try something new, they have the perfect wine for you.

Location: 430 Duval St, Key West, FL 33040

Grand Vin Wine Bar

Grand Vin is Key West’s first wine bar and has been open since 1997. It boasts an extensive collection of wines, both red and white. If you’re not a fan of wine, don’t worry – they also have a selection of beers available. The ideal accompaniment to your drink of choice is one of their cheese plates, which you can enjoy while people watching on Duval Street from the comfort of their front porch. Grand Vin is an awesome place to unwind and enjoy a sophisticated evening out.

Location: 1107 Duval St, Key West, FL 33040

cocktail in Keys

Vinos on Duval

Vinos on Duval is the best place to enjoy a glass of wine in Key West. They offer a broad selection of wines from all over the world and a variety of local and artisanal beers. Their friendly staff is always ready to assist you find the perfect wine for any occasion.

Location: 810 Duval St, Key West, FL 33040

Beer and Cocktail Tours in Key West

I’m always down for somebody dragging me along for drinks, and I’ll happily follow somebody who knows the best spots and organizes the whole experience. So yes, there are beverage tours in Key West!!

Key West Pub Crawls

Looking for a place to let loose and have some excitement on your vacation? Look no further than doing a Key West Pub Crawl! This tour offers everything you need to make the most of your night out, including delicious treats to go with your drinks. Plus, the locations you visit are ideal for exploring all that Key West has to offer.

Location: 424 Greene St, Key West, FL 33040

If you’re looking for a great place to grab a refreshing or tasty drink or just some delicious meals, Key West is the place for you. It doesn’t matter if you’re a fan of wine, beer, or liquors; they all have it in Key West. With so many bars, distilleries, and breweries to choose from, you’re sure to find something that fits your taste. So go ahead and try out some of these places – we promise you won’t be disappointed. Cheers!

If you're looking for a chill place to enjoy a glass of wine, liquor, or beer, Key West is the place. The island has no shortage of spots to get a refreshing or tasty drink.  Here are a few of our chosen spots to sip on a drink in Key West.

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