Where to Find the Best Drink in Downtown Pensacola, FL

Few things compare to experiencing the lively energy of Downtown Pensacola, especially a well-crafted drink. Looking for things to do in Downtown Pensacola? We have you covered. With a rich history and charming ambiance, this district is home to many bars and lounges that cater to everyone. When you’re looking to relax after a night out, consider staying at one of our Pensacola Beach rentals. Beach Bum BB offers guests a luxurious, hassle-free experience. We have all the space and amenities you need while exploring Pensacola.

Downtown Pensacola has it all if you’re seeking a nostalgic experience or a modern twist on classic cocktails. Let’s explore some of the top establishments with the best drinks in town. Cheers! 

The Kennedy

When you step into The Kennedy, you’ll instantly feel the incredible blend of nostalgia and modern elegance that creates a cozy yet classic atmosphere. At The Kennedy, the classic cocktails are the stars of the show. At The Kennedy, the talented bartenders are true virtuosos, crafting drinks with care and knowledge beyond the ordinary. Every pour is a masterpiece, filled with innovation, and guaranteed to make your night out one to remember. Whether you’re vegetarian or a meat lover, you’ll find delicious options that perfectly complement your cocktail. May your journey be filled with unforgettable drinks and cherished memories. When your time at The Kennedy ends, the sun-soaked shores are waiting for you. Cheers!

Perfect Plain Brewing Co.

If you find yourself in downtown Pensacola, you cannot miss the incredible Perfect Plain Brewing Co. This spot has an irresistible charm that appeals to beer lovers from anywhere. Perfect Plain Brewing Company features long communal tables where friends gather to share stories and laughter, all while sipping on the handcrafted brews that Perfect Plain is known for. Their team has a dedication to the art of brewing, and you can practically taste the passion that goes into every brew. Perfect Plain Brewing Co. is a place that effortlessly blends history and modernity. As you explore the space, you’ll notice architectural signs of decades past lovingly preserved. An experience that leaves you feeling connected to both the past and the present, all while enjoying the perfect pint. And let’s not forget about their dog-friendly patio because what’s better than lounging under the Pensacola sunshine with a cold brew in hand? Bring your furry friend along and embrace the beach-style life in the heart of downtown.

The Wine Bar

For those who appreciate the finer things in life, The Wine Bar is the place to be in Downtown Pensacola. Inspired by a mission to serve the best wines at the best prices, The Wine Bar has become a staple in the local community since its establishment in 2010. Beyond the exquisite wine selection, visitors will find a welcoming space with a family-like atmosphere amongst the staff. Take advantage of their daily happy hour from 11 am until 6 pm, and savor the flavors alongside their full-service menus. The experience is perfectly paired with delicious culinary dishes awaiting to complement your wine of choice. Every bite and sip will make you feel like you’re in heaven. Whether you’re a wine connoisseur or simply looking for a cozy spot to unwind, The Wine Bar is an absolute must-visit.

splashing beer in the foreground and in focus. happy sports fans  drinking beer
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200 South Tap House

Let’s adventure to the heart of Downtown Pensacola, where good energy and ice-cold brews flow at 200 South Tap House. Prepare yourself for a night out that will leave you with incredible memories and a happy heart. Step into 200 South Tap House and let the lively atmosphere excite you. With over 40 beers on tap, you’ll have no trouble finding something to drink. Whether you prefer a smooth IPA, a crisp lager, or a bold stout, 200 South Tap House has your taste buds covered. And what better way to complement that cold pint in your hand than with a crafted menu of everyone’s favorite bar eats? From juicy burgers to finger-licking wings, each bite is a burst of flavor! At 200 South Tap House, every night is more than just a night out. Cheers to great beer, good vibes, and the memorable moments that await you at 200 South Tap House!

Casks and Flights

If you’re looking for an upscale place to unwind with your favorite libations, then Casks and Flights in Downtown Pensacola, FL, is a spot you won’t want to miss. Casks & Flights invites you to relax and enjoy a slice of paradise. With over 70 wines available in their Enomatic wine taps, along with craft beers and expertly crafted Mead, Casks, and Flights is a mecca for wine drinkers. They also have custom-crafted House Cocktails, ensuring that even non-wine lovers can enjoy the fun. Their crafted cocktails are made with fresh ingredients and delicious flavors. They also have flavorful brunch and dinner menus. So, no matter if you’re stopping by for brunch or dinner, Casks and Flights will surely surprise you with flavor. Each wine, beer, mead, or cocktail is carefully crafted with quality and comfort in mind, capturing the laid-back beach lifestyle.

Bamboo Willies

Take a break from the sun and enjoy the refreshing coastal breeze at Bamboo Willies’ open-air bar. Enjoy the variety of frozen drinks that are delicious and perfect for cooling down and unwinding after a day of soaking up the sun. Bamboo Willies has something for everyone, even the little ones! They have a fantastic selection of kid-friendly options, ensuring that every member of the family can join in on the fun. From Bamboo Willies, you’ll be treated to breathtaking sights of the Santa Rosa Sound. And with two open-air bars, you’ll have plenty of space to spread out, kick back, and truly soak in the beachside ambiance. Whether you arrive by foot or boat or even decide to take a refreshing swim to the bar, Bamboo Willies promises an experience that will leave you with memories to last a lifetime. Visit Bamboo Willies and savor a refreshing drink while enjoying the live music. 

Plan Your Visit

Our Pensacola Beachfront rentals are located in the heart of downtown Pensacola, steps away from the best restaurants, bars, and shops. Whether you’re looking for a romantic getaway or a fun-filled family vacation, Beach Bum BB has the perfect property for you! Find the vacation rental of your dreams and book your stay with us today!

Stay with Beach Bum BB 

After exploring Downtown Pensacola bars and enjoying the finest drinks, you’ll want a cozy vacation rental to come home to after a night out. Beach Bum BB offers a range of luxurious Pensacola Beach rentals and Pensacola Beach condo rentals that will make you feel right at home. From private vacation rentals with stunning ocean views to cozy beachfront condos, each property is designed to provide the utmost comfort and tranquility. So why not take a truly unforgettable vacation and stay with Beach Bum BB? Our Pensacola Beachfront rentals are located in the heart of downtown Pensacola, steps away from the best restaurants, bars, and shops. Each property has all the amenities you need for a comfortable stay, including fully equipped kitchens & private balconies. Whether you’re looking for a romantic getaway or a fun-filled family vacation, Beach Bum BB has the perfect property for you!