Days at Siesta Key are all about powdery white sand beaches, swimming in the clear blue sea, and enjoying time with family and friends.

But what about the nightlife? What is there to do at night? Let’s take a look at the top nine exciting Siesta Key nightlife activities!

1) Siesta Key Oyster Bar (SKOB)

The Siesta Key Oyster Bar (SKOB), in the Siesta Village, is an island icon and a major contributor to the Siesta Key nightlife scene. This is the go-to place for handcrafted island-style cocktails, craft beers, and great food. The menu is curated by the head chef, using the freshest seafood and seasonal ingredients.

Live music is performed on most weekends and the first Tuesday of every month is open mic night. Check their online calendar for the event schedule.
During football season, SKOB turns into a spirited sports bar. The owners are Chicago Bears fans, and the Bears are guaranteed to be on the best TV in the room.
Stop by for half-off oysters during happy hour, from 3:00 pm to 6:00 pm every day.

2) Hub Baja Grill

Hub Baja Grill serves up the best grouper fish tacos, lobster bisque, and margaritas in Siesta Key!

Live music is performed on most weekends and the first Tuesday of every month is open mic night. Check their online calendar for the event schedule.

Enjoy the Siesta Key nightlife here with their live music. You’ll find Hub Grill in the heart of the Siesta Village. Happy hour is offered Monday through Friday from 11:00 am to 6:00 pm with $5.00 margaritas.

3) Tiki Bars With Fun Atmosphere

Tiki bar fans rejoice! The tiki warriors have looked favorably on Siesta Key and you have a choice of nighttime tiki entertainment.

Captain Curt’s Sniki Tiki is an outdoor bar with a tropical theme next to Captain Curt’s Restaurant and Oyster Bar. Siesta Key locals have declared Captain Curt’s as the place to go for the best Cuban sandwiches in town. Live music performances are offered on weekends from 6:00 pm to 10:00 pm and sometimes on weekdays. Stop by for a bite to eat, a cold beer, or a crafty tiki cocktail.

Big Tiki Lounge is one of the newest venues in Siesta Key. Located at the Siesta Key Beach Resort and Suites, this casual outdoor lounge has comfortable seating and a covered roof. Guests order specialty cocktails, cold beer, and wine from a pickup window. Live music performances are offered some Saturdays from 1:00 pm to 4:00 pm. Live sporting events show on one of the three big 70″ televisions.

4) Gilligan’s Island Bar

If you have ever wondered what it would be like to get lost at sea from a three-hour tour, this is the place to relax and reflect on what life would be like on a deserted island.

Gilligan’s Island Bar offers lunch, dinner, and specialty cocktails in a super fun atmosphere. Gilligan’s offers a few seating options, including a tiki bar, the main bar area, a voodoo deck, a dance floor out back, and the low-key Lelu deck.

Order a tiki drink, and you get to keep the Gilligan’s Island souvenir tiki mug.

Live bands play on the main deck daily from 6:00 pm to 10:00 pm and on weekends from 2:00 pm to 10:00 pm.

5) Siesta Key Wine Bar

Looking for things to do in Siesta Key at night, with a low-key casual atmosphere? Then head out to the Siesta Key Wine Bar.

Located in the Siesta Key Village, this wine bar offers tasting flights and wine by the glass or bottle. Sit at the wine tasting bar or relax in a comfortable chair in the seating room. There are more than 40 domestic and imported international wines offered. Beer is also available, along with light snacks of packaged meats and cheeses.

6) The Blasé Café And Martini Bar

If martinis are your drink of choice, then check out the Blasé Café and Martini Bar on Ocean boulevard, in the Siesta Key Village.

Blase Cafe serves up great food and a long list of handcrafted martinis. Try their signature drinks like the Mango Tango, Turtle Pecan, and Key Lime Pie martini. The food menu is casual fare with seafood, sandwiches, and gourmet pizzas. Save room for the tiramisu donuts tossed in espresso sugar and drizzled with an amaretto glaze.

7) Daiquiri Deck

Daiquiri Deck has two Siesta Key locations offering twice the nightlife shenanigans. The original location is set in the Siesta Key Village, serving good food and frozen drinks in a casual island-style atmosphere.

The second Daiquiri Deck is located in the South Siesta Key area. The South Siesta location’s uniquely built main dining room is raised on pillars so guests can watch the beautiful sunset. Guests can also sit outside at picnic tables and enjoy Daiquiris from one of the frozen machines downstairs.

The specialty frozen drinks menu offers a large variety of flavors, including fruity, creamy or tart, and sweet. Try the popular Key Lime Pie cocktail for a taste of Florida in a glass.

8) Beach Club

If you are looking for a night of dinner, drinks, and dancing, then head to the Beach Club at Siesta Key Village.

The Beach Club has a simple pub food-type menu, so if you are looking for more of a foodie-style meal, you might start your evening at one of the other eateries nearby.

The highlight here is the large dance floor with music playing every night. It’s a mixture of live local and national bands or DJs playing dance-worthy tunes.

9) Siesta Key Sunset Cruises

The highlight of any trip to Siesta Key is watching the stunning sunset over the Gulf of Mexico. It’s a memorable experience that has made Siesta Key famous.

Skip the crowds on the beach. Come with us on a private luxury boat with a bathroom on board. We’ll take you and your party of up to six people out on the water to enjoy a breathtaking sunset and a chance to see that elusive green flash.