Nightlife In The Keys: Exploring After Dark

The Florida Keys is not just a tropical paradise in the daylight, but it also comes alive after dark with vibrant nightlife options. From bustling bars to live music venues and even underwater adventures, the keys offer a one-of-a-kind experience for those seeking to explore the after-hours scene. Whether you're looking to dance the night away or unwind with a drink in hand while gazing at the starry sky, the nightlife in the keys offers something for everyone. Get ready to embark on a nocturnal adventure as we delve into the thrilling world of the keys after dark.

Duval Street in Key West, known for its lively bars and clubs

With its tropical climate and energetic atmosphere, Key West is an ideal destination for those seeking an unforgettable nightlife experience. Duval Street is the epicenter of this excitement, offering an array of bars, clubs, and live music venues that cater to a diverse crowd.

One of the highlights of Duval Street is its bar scene. Visitors can find everything from classic dive bars to trendy cocktail lounges along this iconic street. Sloppy Joe's Bar, a historic establishment that was once a favorite haunt of the legendary writer Ernest Hemingway, is a must-visit for those looking to immerse themselves in Key West's rich history. Another popular spot is Captain Tony's Saloon, which boasts a lively atmosphere and live music performances.

For those who enjoy dancing the night away, Duval Street offers a variety of clubs that cater to different musical tastes. Whether you're into reggae, salsa, or electronic music, you're sure to find a club that suits your preferences. The Green Parrot, one of Key West's oldest bars, is known for its live music acts and laid-back atmosphere. Meanwhile, the Bourbon Street Pub is a favorite among the LGBTQ+ community and hosts regular drag shows and themed parties.

Aside from its bars and clubs, Duval Street also offers a range of other entertainment options. Visitors can catch a live performance at the Key West Theater, which showcases a variety of shows ranging from comedy to theater productions. The Keys Piano Bar is another popular spot, where talented musicians entertain the crowd with live performances and sing-alongs.

In addition to its vibrant nightlife, Duval Street is also home to a number of restaurants and shops that stay open late. After dancing and enjoying the lively atmosphere, visitors can indulge in delicious seafood dishes at one of the many restaurants along the street. From fresh oysters to Key West's iconic conch fritters, there are plenty of options to satisfy any late-night cravings.

Overall, Duval Street in Key West is a bustling and electrifying destination for those looking to have a memorable night out. With its lively bars, energetic clubs, and diverse entertainment options, this iconic street offers something for everyone. So, whether you're a history buff, a music lover, or simply looking to have a good time, Duval Street is the place to be when the sun goes down in the Keys.

Mallory Square in Key West, where you can enjoy live music, street performances, and sunset celebrations

Mallory Square in Key West: A Must-Visit Spot for Live Music, Street Performances, and Sunset Celebrations

Key West, the southernmost point of the United States, is renowned for its breathtaking sunsets, vibrant nightlife, and unique cultural experiences. Among the many attractions this paradise offers, Mallory Square stands out as a must-visit spot for tourists and locals alike. Situated on the historic waterfront, Mallory Square is a vibrant hub of activity where you can enjoy live music, street performances, and unforgettable sunset celebrations.

Every evening, Mallory Square comes alive with energy and excitement as people gather to witness the world-famous Key West sunset. As the golden hour approaches, visitors stake out their spots along the pier, eagerly awaiting the magical moment when the sun dips below the horizon, painting the sky with vivid hues of orange, pink, and purple. The atmosphere is electric, with anticipation building up as the sun gradually sets, creating a breathtaking scene that never fails to amaze.

In addition to its awe-inspiring sunsets, Mallory Square is also known for its lively street performers. Talented artists from all genres showcase their skills, captivating the crowd with awe-inspiring shows. From fire dancers and acrobats to musicians and magicians, these performers add a unique and entertaining element to the experience. Stroll along the square, and you'll encounter a plethora of intriguing acts that will leave you mesmerized and wanting more.

Live music is another highlight at Mallory Square. As the sun sets, various local bands and musicians take to the stage, setting the tone for a lively and enjoyable evening. From steel drums playing reggae tunes to captivating jazz renditions, the diverse range of musical talent ensures there's something for everyone to enjoy. Dance along with the crowd, tap your feet to the rhythm, or simply sit back and revel in the ambiance created by these talented performers.

Apart from the sunset, street performances, and live music, Mallory Square also boasts a vibrant marketplace where you can find unique souvenirs, local crafts, and delicious snacks. Explore the stalls and indulge in mouth-watering treats like coconut water, conch fritters, and key lime pie, all of which are synonymous with Key West's culinary delights. Take home a piece of the island's charm by purchasing locally made handicrafts or artwork as a memento of your visit to this captivating destination.

No visit to Mallory Square would be complete without sampling the exquisite flavours of Key West cuisine. From waterfront restaurants serving fresh seafood to casual eateries offering the island's signature dishes, there's an abundance of dining options to please every palate. Savor a tropical cocktail as you watch the sun go down, creating a memorable dining experience that perfectly complements the incredible ambiance of Mallory Square.

When planning your trip to Key West, make sure to include an evening at Mallory Square in your itinerary. Whether you're a music enthusiast, an admirer of street performances, or simply seeking a spectacular sunset experience, this iconic spot offers it all. Immerse yourself in the vibrant atmosphere, marvel at the beauty of the sun sinking into the sea, and create memories that will last a lifetime in Key West's Mallory Square.

Islamorada, home to several waterfront bars and restaurants with live music

Islamorada, located in the Florida Keys, is not only known for its beautiful beaches and crystal-clear waters, but also for its vibrant nightlife. As the sun sets over the horizon, the shores of this tropical paradise come alive with the sounds of music and laughter.

One of the main attractions in Islamorada at night is the wide selection of waterfront bars and restaurants that offer live music. Whether you prefer reggae, rock, or something in between, you are sure to find a venue that suits your musical taste. The combination of great music, delicious food, and stunning views of the ocean creates an unforgettable experience for visitors and locals alike.

One popular spot is the Islamorada Fish Company, located at mile marker 81.5 on Highway US-1. This waterfront restaurant offers not only tasty seafood dishes but also live music performances every night. From local bands to renowned musicians, the stage at the Islamorada Fish Company hosts an array of talented artists who entertain the crowd with their catchy tunes. As you enjoy your dinner, you can tap your feet along to the rhythm or even hit the dance floor and let loose.

If you're in the mood for a more laid-back atmosphere, head over to the Lorelei Restaurant and Cabana Bar, located at mile marker 82. This iconic spot is known for its stunning sunset views and live music performances. Kick back in one of the colorful chairs on the sandy beach, sip on a tropical cocktail, and listen to the soothing melodies of talented musicians. It's the perfect place to unwind after a day of exploring the Keys.

For those seeking a bit of adventure along with their live music, the famous Tiki Bar at the Holiday Isle Resort is the place to be. This outdoor bar, located at mile marker 84, offers not only delicious drinks and live music every night but also a chance to witness stunning sunsets. Grab a seat at one of the tables overlooking the water, feel the cool ocean breeze on your skin, and listen to the sounds of talented musicians as they serenade the crowd.

No visit to Islamorada would be complete without a stop at the Green Turtle Inn. This historic landmark, located at mile marker 81.3, not only offers mouthwatering cuisine but also live music events on select evenings. Step inside the charming restaurant, take a seat at the bar, and let the melodies wash over you as you enjoy a cocktail and savor the delicious flavors of the Keys.

Whether you're a local looking for a fun night out or a visitor searching for a memorable experience, Islamorada has something to offer everyone. With its lively waterfront bars and restaurants featuring live music, this tropical paradise is the perfect destination for music lovers. So grab your dancing shoes and get ready to let loose as you embrace the vibrant nightlife of Islamorada, where the keys come alive at night.

Key Largo, offering a variety of bars and restaurants with waterfront views and live music

When the sun sets over Key Largo, a whole new world awakens. This Florida Keys island is famous for its stunning waterfront views, lively bars, and vibrant music scene, making it the perfect destination for those looking to experience a memorable night out.

Key Largo offers a variety of bars and restaurants that cater to all tastes. Whether you're in the mood for a relaxed beachside vibe or a high-energy atmosphere, you'll find exactly what you're looking for. One of the main draws of Key Largo is its numerous waterfront bars, which allow visitors to enjoy breathtaking views while sipping on their favorite drinks. These bars often feature outdoor seating areas where patrons can unwind, listen to live music, and take in the beautiful surroundings.

Speaking of live music, Key Largo boasts an impressive lineup of talented musicians who perform regularly at various bars and restaurants across the island. From classic rock to reggae, you'll find a variety of genres being played live every night. These performances add a lively and energetic atmosphere to the already buzzing nightlife scene of Key Largo, guaranteeing a memorable experience for music enthusiasts.

In addition to the vibrant music scene, Key Largo's bars and restaurants also offer an impressive selection of delectable cuisines. From fresh seafood to international flavors, you'll find a diverse range of options to satisfy your taste buds. Many of these establishments also have outdoor dining areas, allowing you to enjoy your meal while taking in the gorgeous waterfront views.

Key Largo is not just about the bars and restaurants, though. This island also offers a host of other nighttime activities for those who want to explore beyond the culinary and music scenes. For thrill-seekers, there are various night dive tours available, where you can witness the underwater world come alive under the cover of darkness. These tours often include experienced guides who will ensure your safety while providing you with an unforgettable adventure.

If you're more interested in exploring on land, you can take a nighttime eco-tour to see the island's unique wildlife. Key Largo is home to an abundance of fascinating creatures, and many of them are more active at night. Guided tours provide an opportunity to spot nocturnal animals, such as owls and raccoons, as well as learn about the island's ecosystem and conservation efforts.

In conclusion, Key Largo is a gem when it comes to nightlife in the Florida Keys. Its waterfront bars, live music scene, and exquisite dining options make it a must-visit destination for anyone looking to have a memorable night out. Whether you prefer relaxing by the water, dancing to live music, or exploring the island's unique offerings, Key Largo has something to offer for everyone. So grab your keys and get ready for a night to remember in this enchanting island paradise.

Marathon, with bars and restaurants offering oceanfront views and live music

If you happen to be in the beautiful coastal town of Marathon, Florida, and are looking for some excitement during the nighttime, don't worry – the keys have got you covered! Marathon may be known for its stunning ocean views and endless activities during the day, but when the sun goes down, the fun continues.

One of the best ways to experience the nightlife in Marathon is by visiting the various bars and restaurants that offer oceanfront views. Imagine sipping on a refreshing cocktail while listening to the crashing waves and feeling the gentle sea breezes – it doesn't get much better than that. Several establishments along the waterfront provide outdoor seating options, allowing guests to enjoy the stunning scenery as they indulge in delicious food and drinks.

Not only do these bars and restaurants offer fantastic views, but many of them also feature live music to enhance the nighttime atmosphere. From local bands playing laid-back tunes to energetic performances by touring musicians, there is a wide range of musical options to suit everyone's taste. Whether you're a fan of rock, country, reggae, or jazz, you can find a venue that caters to your preferred genre.

As you wander through the streets of Marathon at night, you'll notice that there is a lively energy in the air. The town's vibrant nightlife scene provides opportunities for locals and visitors alike to gather and have a great time. Whether you're looking to meet new people or spend quality time with old friends, you'll find that there is always something happening in Marathon after dark.

In addition to its bars and restaurants, Marathon also hosts various events and festivals that take place in the evening. These events may include live music performances, art exhibits, and even fireworks displays. They are a great way to get a taste of the local culture while enjoying the beautiful surroundings of this coastal paradise.

However, it's worth noting that Marathon is not a city known for its wild and rowdy nightlife. Instead, the town offers a more laid-back and relaxed atmosphere, allowing visitors to unwind and enjoy their evenings at their own pace. It's the perfect place to escape the hustle and bustle of everyday life and simply enjoy the beauty of the keys.

So, if you find yourself in Marathon, Florida, and are wondering how to spend your evenings, look no further – head to one of the bars or restaurants with oceanfront views, enjoy some live music, and immerse yourself in the vibrant nightlife that this town has to offer. Whether you're looking to dance the night away or simply relax and take in the stunning scenery, Marathon will not disappoint. With its lively yet laid-back atmosphere, it's the perfect destination for a night out in the keys.

Key West Historic Seaport, with waterfront bars and restaurants offering live music and entertainment

Characteristic	Description
Name	Schooner Wharf Bar
Type	$$
Website	Go to website
Rating / Review count	4.5 / 3,909
Address	202 William St, Key West, FL 33040
Phone	(305) 292-9520
Hours	Tuesday - 8 AM–2 AM Wednesday - 8 AM–2 AM Thursday - 8 AM–2 AM Friday - 8 AM–2 AM Saturday - 8 AM–2 AM Sunday - 8 AM–2 AM Monday - 8 AM–2 AM
Profiles

Key West Historic Seaport is a popular tourist destination located in beautiful Key West, Florida. This historic seaport offers a vibrant atmosphere with waterfront bars and restaurants that come alive at night with live music and entertainment. When the sun sets, the keys are brought to life with a pulsating energy that is hard to resist.

One of the main attractions in the Key West Historic Seaport are the waterfront bars. These bars offer a unique experience, allowing visitors to enjoy a drink while overlooking the picturesque waterfront. The bars are known for their relaxed, tropical atmosphere, making it the perfect place to unwind after a long day of exploring the keys. Whether you prefer a cold beer or a delicious cocktail, there is something for everyone at the waterfront bars.

In addition to the bars, the Key West Historic Seaport is home to a variety of restaurants that offer live music and entertainment. From casual seafood joints to elegant dining options, there is a restaurant for every palate. As you enjoy your meal, you can listen to talented local musicians serenade you with their soulful tunes. The combination of great food, live music, and beautiful waterfront views creates an unforgettable dining experience.

The nightlife in the Key West Historic Seaport is vibrant and diverse. Many of the bars and restaurants offer nightly live entertainment, ranging from local bands to talented singers. Whether you are a fan of rock, reggae, or jazz, you are bound to find a performer that suits your musical taste. The intimate venues ensure that you have a front-row seat to the action, allowing you to fully immerse yourself in the music.

Visitors to the Key West Historic Seaport can also take part in various events and festivals that are held throughout the year. These events attract both locals and tourists alike, creating a lively and festive atmosphere. From live music festivals to seafood celebrations, there is always something happening in this vibrant seaport. These events provide an opportunity to experience the rich culture and heritage of Key West while enjoying some of the best entertainment the keys have to offer.

In conclusion, the Key West Historic Seaport is a must-visit destination for those looking for a lively nightlife experience. With its waterfront bars and restaurants, live music, and entertainment, there is no shortage of things to do and see in this vibrant seaport. Whether you are a music lover, a food enthusiast, or simply looking to enjoy a drink with a view, the Key West Historic Seaport has something for everyone. So, grab a key at night and immerse yourself in the vibrant energy of this unique destination.

Key West Brewery, a popular spot for craft beer enthusiasts

Key West Brewery is a hidden gem located in the heart of Key West, Florida. This local brewery has quickly become a favorite spot for craft beer enthusiasts, offering a wide variety of delicious brews in a cozy and welcoming atmosphere.

One of the standout features of Key West Brewery is its commitment to creating high-quality craft beer. The brewery is known for its innovative and unique flavors, using only the finest ingredients to create one-of-a-kind brews. Whether you're a fan of hoppy IPAs, rich stouts, or smooth lagers, you're sure to find a beer that suits your taste buds at Key West Brewery.

Visitors to the brewery can enjoy a rotating selection of beers on tap, ensuring that there is always something new and exciting to try. The brewery also offers flights, allowing patrons to sample a variety of beers in smaller portions. This is a great option for those looking to explore different styles and flavors without committing to a full pint.

In addition to its incredible beer selection, Key West Brewery also hosts regular events and specials to enhance the overall experience for visitors. From live music performances to trivia nights, there's always something happening at the brewery. These events create a vibrant and lively atmosphere, perfect for enjoying a pint with friends or meeting fellow craft beer enthusiasts.

The staff at Key West Brewery is friendly and knowledgeable, always willing to provide recommendations and answer any questions you may have. Whether you're a seasoned craft beer connoisseur or new to the world of craft beer, the staff will make you feel right at home and help you find the perfect brew to suit your palate.

The brewery is conveniently located in the heart of Key West, making it a great spot to visit after exploring the city's many attractions. Whether you're strolling down Duval Street or taking in the beautiful sunsets at Mallory Square, Key West Brewery is just a short walk away.

If you're a craft beer enthusiast visiting Key West, be sure to make a stop at Key West Brewery. With its impressive selection of craft beers, warm atmosphere, and friendly staff, it's the perfect spot to relax, enjoy a pint, and immerse yourself in the vibrant craft beer scene of Key West.

Key West Food and Wine Festival, a yearly event showcasing the area's culinary and beverage scene

Every year, the beautiful city of Key West comes alive with the tantalizing aromas and flavors of its world-class cuisine during the Key West Food and Wine Festival. This highly anticipated event showcases the area's culinary and beverage scene, offering a unique opportunity for food and wine enthusiasts to indulge in the finest local creations.

The Key West Food and Wine Festival takes place at night, when the city's streets come alive with energy and excitement. As the sun sets, the festival lights up, with restaurants and bars opening their doors to eager participants. The event attracts both locals and tourists, who come together to celebrate the vibrant culinary culture of the Keys.

The festival features an impressive lineup of renowned chefs, talented mixologists, and local culinary stars. They come together to showcase their skills and creativity, offering guests a unique and unforgettable gastronomic experience. From cooking demonstrations and wine tastings to gourmet dinners and cocktail parties, there is something for everyone at the Key West Food and Wine Festival.

One of the highlights of the festival is the Key West Seafood Festival, which takes place on the historic seaport. Here, attendees can sample a wide variety of fresh seafood dishes, prepared by some of the best chefs in the area. From succulent grilled shrimp to tangy ceviche, the Key West Seafood Festival is a seafood lover's dream come true.

In addition to the delicious food, the Key West Food and Wine Festival also showcases the area's vibrant beverage scene. From locally brewed craft beers to beautifully crafted cocktails, there is no shortage of libations to complement the exquisite cuisine. Wine enthusiasts can enjoy tastings of exceptional wines from around the world, while beer lovers can explore the wide variety of unique brews created by local breweries.

The Key West Food and Wine Festival is not just about indulging in great food and drinks – it also supports a good cause. The festival partners with local charities and organizations, with a portion of the proceeds going towards supporting their important work. This adds a meaningful aspect to the festivities, bringing the community together for a purpose beyond culinary enjoyment.

Whether you are a food enthusiast looking to expand your palate or simply someone who loves a good time, the Key West Food and Wine Festival is a must-attend event. It offers a unique opportunity to immerse yourself in the vibrant culinary and beverage scene of Key West, while also contributing to the local community. So mark your calendars and get ready for a night of unforgettable flavors and experiences in the beautiful Florida Keys.

Key West Cocktail Cruise, a boat tour that combines sightseeing with drinking cocktails on the water

Characteristic	Description
Name	Key West Cocktail Cruise
Type	Tour operator in Key West, Florida
Website	Go to website
Rating / Review count	4.9 / 109
Address	711 Eisenhower Dr Slip #7, Key West, FL 33040
Phone	(305) 395-9796
Hours	Wednesday - 8 AM–7 PM Thursday - 8 AM–7 PM Friday - 8 AM–7 PM Saturday - 8 AM–7 PM Sunday - 8 AM–7 PM Monday - 8 AM–7 PM Tuesday(4th of July) - 8 AM–7 PM
Profiles

Key West, a scenic island paradise located at the southernmost point of the United States, is famous for its vibrant sunsets, beautiful beaches, and lively nightlife. But what if you could combine all of these elements into one unforgettable experience? Enter the Key West Cocktail Cruise - a boat tour that offers a unique and exciting way to explore the keys at night while sipping delicious cocktails.

The Key West Cocktail Cruise is the perfect option for those who want to enjoy the beauty of Key West's waters while indulging in their favorite drinks. This two-hour tour takes you on a leisurely cruise around the island, allowing you to take in the breathtaking views of the coastline, the iconic Mallory Square, and the historic Old Town. As you relax and enjoy the sights, you will also have the opportunity to sample a variety of handcrafted cocktails specially prepared by the skilled bartenders on board.

The cruise is available in the evening, providing the perfect setting to witness Key West's famous sunset. Imagine sipping a refreshing mojito or a tropical margarita as the sun dips below the horizon, casting a golden glow over the water. The boat's deck provides ample seating and comfortable lounging areas, allowing you to fully immerse yourself in the serene ambiance of the evening.

One of the highlights of the Key West Cocktail Cruise is the onboard mixology demonstration. The professional bartenders will showcase their skills and teach you how to make signature cocktails, providing you with valuable tips to recreate these drinks at home. So not only do you get to enjoy your favorite cocktails, but you also get the chance to learn from the experts.

To enhance the experience, the cruise also offers a selection of light bites and appetizers to complement your drinks. From delectable seafood platters to savory sliders, there is something to satisfy every palate. This culinary journey adds an extra layer of enjoyment to the evening, making the Key West Cocktail Cruise an exceptional culinary and sensory experience.

The Key West Cocktail Cruise is suitable for both locals and tourists alike. Whether you're celebrating a special occasion, want to unwind after a long day of exploring, or simply want to have a memorable night out on the water, this tour has something for everyone.

Before embarking on the Key West Cocktail Cruise, it's important to note that the legal drinking age in the United States is 21, and IDs will be checked on board. Additionally, it is essential to drink responsibly and know your limits to ensure everyone's safety.

In conclusion, the Key West Cocktail Cruise is a unique and exciting way to explore the keys at night. From the stunning views to the delicious cocktails and culinary delights, this tour offers a one-of-a-kind experience that should not be missed. So grab your friends, raise a glass, and embark on an unforgettable journey through the beautiful waters of Key West.

Key West Ghosts and Gravestones Tour, a spooky nighttime tour exploring the haunted history of Key West

Key West, a tropical paradise known for its turquoise waters, vibrant culture, and stunning sunsets, has a darker side lurking beneath its sunny exterior. As night falls, the island comes alive with whispered tales of ghosts, haunted houses, and restless spirits. If you have a taste for the supernatural, then the Key West Ghosts and Gravestones Tour is the perfect eerie adventure for you.

The Ghosts and Gravestones Tour takes you on a spine-chilling journey through Key West's most haunted locations, delving deep into the tangled web of its mysterious past. As you step aboard the haunted trolley, you are transported back in time to an era when the island was a haven for pirates, smugglers, and all kinds of shady characters. With the moon casting eerie shadows, the trolley sets off into the night, its wheels rolling over the cobblestone streets and its passengers bracing themselves for the ghostly encounters that lie ahead.

The tour makes several stops at some of Key West's most haunted spots, each with its own spine-tingling story to share. As you wander through the darkened halls of the infamous Robert the Doll Museum, the eerie presence of the life-sized doll is sure to send a shiver down your spine. Legend has it that Robert the Doll is possessed by the spirit of a mischievous child, and his beady eyes seem to follow you as you make your way through the museum. Don't forget to treat him with respect, or you may suffer the consequences!

Next, the tour takes you to the East Martello Fort, a crumbling fortress that now serves as a repository for unsettling artifacts and ghostly tales. Stories of phantom soldiers, disembodied voices, and eerie apparitions abound in this haunted structure, and you can't help but feel a sense of unease as you explore its dark corners. Keep your wits about you, as you never know what may be lurking in the shadows.

Of course, no ghost tour would be complete without a visit to a haunted graveyard. The Key West Cemetery is a final resting place for many former residents, but some spirits are said to be unable to find peace. As you walk among the tombstones, listening to tales of tragedy and despair, you may catch a glimpse of ghostly figures out of the corner of your eye or hear the mournful wails of tortured souls. It's a chilling reminder that not all who rest in peace find solace in death.

Throughout the tour, your knowledgeable guide will regale you with tales of Key West's haunted history, weaving together a tapestry of spooky stories and supernatural sightings. They will share the legends, curses, and mysteries that have given the island its reputation as a paranormal hotspot. Whether you're a skeptic or a believer, the Ghosts and Gravestones Tour is a fascinating and memorable way to explore Key West's haunted side.

So, if you're looking for a thrilling and bone-chilling experience, join the Key West Ghosts and Gravestones Tour and step into the darkness. But beware, once the sun sets on Key West, the spirits awaken, and you may find yourself face to face with the supernatural. Are you brave enough to enter the world of Key West's haunted past?

Frequently asked questions