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Night Out On the Gulf Coast!

Looking for things to do in Siesta Key at night? We recommend you take a Bars & Restaurants journey from Siesta Key back to your cozy Gulf Coast Vacation Rental.

Flemings Steak House

Flemings Steak House in Sarasota is located minutes from downtown. Whether you’re celebrating or just enjoying a night out with friends, Flemings Steak House provides the perfect ambiance with a menu filled with local favorites prepared by our chef. The bar is always open, and our wine manager has curated a wide selection of local wines, as well as hand-crafted cocktails and spirits.

Siesta Key Oyster Bar

Siesta Key Oyster Bar, also known as SKOB, is the place to be! The relaxed beachy atmosphere will get you into the Island mindset to enjoy your night out on the Gulf Coast. You’ll feel right at home here at SKOB like you’re hanging out with your best friends on your back patio, the main difference may be your patio décor may not include dollar bills. A lot of things make SKOB a unique bar in Siesta Key Village, but the pride element is their mouthwatering burgers, Raw Oysters and Crawfish, as well as Crab Legs and Crab Cakes! Everyone’s tastes buds will fall in love with the menu. So next time you’re looking for things to do in Siesta Key at night, come to relax with a frosty beverage, enjoy some fantastic food, and listen to great live music at Siesta Key Oyster Bar!

Daiquiri Deck

The Daiquiri Deck is where relax with friends while enjoying Live Music, Tasty Treats, and delicious frozen Daiquiris! Our relaxed atmosphere and unparalleled selection Frozen Daiquiris will bring you in, but the Raw Bar menu, of mouthwatering seafood and traditional food alike, served by the friendliest wait staff around, will keep you coming back for more. As we know you’re searching for things to do in Siesta Key at night, look no further than the Daiquiri Deck for fun after dark plans! Between great Live Music from local artists, Sporting Events, to competitions like Beer Pong or Corn Hole, and many more specials. The Daiquiri Deck is always nearby to extinguish the craving!

Gilligan’s Island Bar

After a perfect day on the Beach, your sandy feet and salty skin are searching for shade and cocktails! Gilligan’s Island Bar & Grill’s expertise in Island life will satisfy both locals and visitors at the time of their lives. They offer the best food, cocktail, atmosphere, local entertainment and most of all service. Don’t simply take our word for it, come to see for yourselves!

Our new Tiki Bar and Thatched Tiki Roof are easily the most prominent Tiki Bar in the area! Wander inside and take your picture in front of the VW Bus, the doorway from the kitchen to your stomach! Past the bus, you’ll find our surfer bar! With your tropical beverage in hand, head outside to our Back-Beach Patio and relax under the palm trees!  As the sun goes down and you watch the flickering Tiki Torches in the cool evening breeze, you’ll fall even more in love with the beach and ocean! Of all the things to do in Siesta Key at night you’ll forever treasure this unforgettable experience in Paradise!

Of all the things to do in Siesta Key at night, this Bars & Restaurants journey will help you enjoy this island feel vacation including your stay in our Gulf Coast Vacation Rental!