When you think of the perfect beach vacation destination, one of the first places that comes to mind is probably Florida. There are countless waterfront towns to choose from, including Siesta Key. Not only is this Florida town home to one of the best beaches in the country, it is home to countless other amenities, activities, and attractions. During your next getaway with PRIME VACATIONS, stay out late and check out some of the bars found throughout Siesta Key.
7 Watering Holes in the Siesta Key Area
Whether you’re looking for a beach bar or someplace known for live music, the plethora of bars in Siesta Key means you can find your ideal atmosphere. As a bonus, most spots also offer delicious food.
- Siesta Key Oyster Bar, better known as SKOB, features live music seven days a week and an incredible drink menu. Enjoy tropical cocktails or cold beer.
- Another popular option if you’re looking to enjoy live music with your drinks is Gilligan’s Tiki Bar. This spot has a drink menu filled with everything from classic tropical beverages to a vast array of beer.
- The Big Tiki Lounge is known for using fresh ingredients in its craft cocktails. Stop by to cool off with one of the frozen concoctions or to enjoy their happy hour specials.
- Daiquiri Deck has two locations in Siesta Key: Siesta Key Village and South Siesta Key. Both locations are known for sweeping views and an impressive drink menu.
- Since 1997, Blase Martini Bar has been a Siesta Key favorite. This funky yet cozy spot pours handcrafted martinis, ranging from classics to unique flavors.
- Another Siesta Key staple is the Crescent Club, which has been around since 1949. This watering hole serves up martinis, cocktails, bucket cocktails, and more. It also has a drive-up liquor store if you’re looking to grab something for back at your Siesta Key rental.
- Relax under the Florida stars at Captain Curt’s Sniki Tiki Bar. The outdoor tiki bar is the ideal place to kick back and unwind while sipping on a refreshing drink or cold beer.
Recharge Your Batteries on a Siesta Key Vacation

Between relaxing on the beach, enjoying a night out at local bars, checking out local attractions, and more, there’s no shortage of things to do on a Siesta Key getaway. Because of the variety of things to do, you can plan a vacation that’s your ideal level of adventure. No matter what’s on your itinerary, rest easy knowing you have a cozy place to call home by turning to PRIME VACATIONS.
Our inventory of places to stay in Siesta Key includes well-appointed vacation rentals and luxurious boutique hotels. This means no matter your ideal accommodation style, we have something for you! Start planning your escape by calling 941-222-2101 to speak with a reservationist today.