A getaway to the warmer climates of Florida and its many beaches is the perfect way to relax and de-stress. If you came with your sweetie to Siesta Key, you’ll find plenty to do and see. You’ll find romance with a quiet dinner for two or couples massage, but when it’s time to amp up the fun, let loose and maybe dance the night away, you need to know where to go to find the hottest Siesta Key hot spots.

Gilligan’s Island Bar

You won’t find The Professor or Mary Ann here, and the only three-hour tour that may embark from here is a tour of the tasty food, cocktails, and entertainment you’ll find. A hotspot on Siesta Key for twenty years, you can spot their tiki bar with its thatched tiki roof from the street. Whether you start or end up here, you’ll find amazing food and drink with a Florida beach vibe like no other. If you’re hungry, food orders are available from the VW Bus parked in front of the kitchen. Inside, surfboards, palm trees, and other beach décor dominate. Order your tropical libation, like a daiquiri, pina colada, or mojito and sit back and watch the game on a flat-screen TV or head outside to the back beach patio. Until 10 p.m. you can dance to live music from local talent. Hours are 11 a.m. -2 a.m. Monday-Saturday and 12 p.m. -2 a.m. on Sunday. Please wear a mask upon entering and while not at your seat.

Pi Craft Beer & Spirit

Pi Craft Beer & Spirit is open late on the weekends, and when the weather is right hosting live music from local musicians. It’s the place on Siesta Key to have fun, eat good pizza and Italian favorites, and sample beers on tap, many of which are made in the USA. Dance the night away and enjoy local brews like the “Intercoastal” or “Circus City” or visit the west coast with the “Hazy Little Thing” created in Chico, California. Wear your mask to get in the door and when moving around the establishment but enjoy your drinks and meal mask-free.

Siesta Village

Much of Siesta Key’s hotspot’ fun is located in and around Siesta Village. You’ll find bars, pubs, restaurants, and more that offer live music and touches of the island’s tropical vibe. If you’re visiting Siesta Key during spring break time, much of the entertainment from these places spills out onto the beach with competitions and contests that take advantage of the island’s beautiful weather, sand, and the waters of the Gulf of Mexico. You’ll find a place –or places to dance the night away to your favorite tunes and enjoy delicious food and drink while you make the most of Siesta Key hotspot-hopping vacation.

Daiquiri Deck

With two locations on Siesta Key, Daiquiri Deck is a great way to start your night of bar-or club-hopping. Order any one of their margaritas, specialty shots, many drink features, or of course daiquiris. Choose from a list of flavors. If you’re feeling the Florida heat, order one of their famous frozen daiquiri combos, like the “Bat Sh*# Crazy” –their strongest combination, or the “Patriot Missile” –a red, white, and blue celebration filled with Electric Lemonade, pina colada, and strawberry daiquiri flavors and topped with light rum. There are mocktails for your designated driver, too. Balance out the drinks with delectable bites like seafood, salad, sandwiches, or burgers while you enjoy live music from local talents. If you didn’t finish your daiquiri before your group says it’s time to move on, put it in one of their Daiquiri Deck tumblers before heading out. You’ll need a mask to get in the door and for moving in public spaces, but you can enjoy your private time mask-free.

Date Night Hotspots on Siesta Key

When you book your fun-filled getaway to Siesta Key, you won’t be hard-pressed to find activities to fill every minute of every day. With many date night Siesta Key hot spots, you’ll find something to do to keep the fun rolling throughout the day and well into the night. Fuel up before hitting the town by preparing a nutritious and yummy meal in the fully equipped kitchen of your vacation rental by Rent Siesta Key, many with stainless steel appliances. Relax in a private bedroom, or if all the hotspot fun gave you a second wind, spread out with some popcorn to watch a movie, or enjoy time on a deck or patio. Choose a premium unit for perks like a fireplace, double ovens, and flat-screen TVs. From an intimate experience, we have one-bedroom units for you and your sweetheart all the way up to a six-bedroom great for a couples’ getaway.

Contact us today to book your Siesta Key getaway!