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Beginners Guide to Florida Keys Nightlife

Ready for a fun and exciting night out in the Florida Keys? You’re in luck! There are plenty of great venues to suit every taste and mood, from laid-back dive bars to cultural institutions. Below, we’ll take a deep dive into some of the best spots to enjoy the nightlife in the Florida Keys, and what makes them so special.a bottle of water with Southernmost point buoy in the background

Sunset Pier Key West: A Breathtaking Sunset View with Delicious Tropical Cocktails

One of the most popular and scenic places to watch the sunset in Key West is Sunset Pier, located at the end of Duval Street. Here, you can sip on a cocktail, listen to live music, and admire the stunning views of the ocean and the sky. You might even catch a glimpse of the famous “green flash” as the sun dips below the horizon. Sunset Pier is also a great place to enjoy a delicious meal, with a menu that features fresh seafood, burgers, salads, and more.

a sunset over a body of water

Green Parrot Bar Key West: A Casual Atmosphere, Live Music, and Great Drinks

If you’re looking for a classic dive bar with a lot of character and history, look no further than the Green Parrot Bar. This Key West institution has been around since 1890, and has hosted many famous musicians, writers, and artists over the years. The bar is known for its eclectic decor, friendly staff, and live music every night. You can find everything from rock to blues to jazz to reggae at Green Parrot Bar, and join the locals and tourists who flock here for a good time.

a group of people standing in front of a building

The Cabaret at La Te Da Key West: An Incredible Drag Show & so Much More

When you’re ready for a glamorous night out, you’ve got to head to La Te Da, a chic hotel and restaurant on Duval Street. Here, you can enjoy a fabulous drag show featuring Christopher Peterson or Randy Roberts, who will entertain you with live singing, comedy and more. La Te Da’s restaurant also offers a fine dining experience, with a menu that includes steak, lobster, pasta, and more. The piano bar or the poolside lounge are perfect places to relax, and soak up the atmosphere before and after the show.

Key West First Legal Rum Distillery: Handmade Rum with Free Tours & Samples

If you’re often wondering “Why is the rum gone?”, you won’t want to miss a visit to Key West First Legal Rum Distillery. It’s the first and only rum distillery in Key West. First Legal Rum Distillery tours are completely free tours and offered every day. So you can get a behind-the-scenes look at how the best American craft rum is made.

a sign on the side of a building

The Waterfront Playhouse: A Premier Professional Theater in Key West with a Rich History 

For a dose of culture and entertainment, check out The Waterfront Playhouse, a historic theater that showcases some of the best plays and musicals in Key West. The theater is located on Mallory Square, and has been operating since 1940. The Waterfront Playhouse features a variety of shows throughout the year, from comedy to drama to musicals. You can also enjoy some drinks and snacks at the lobby bar before or after the show.

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