Gilligan's Island Bar Siesta Key

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Gilligan's Island Bar Siesta Key Welcome to Gilligan’s Island Bar on Siesta Key! 🌴🍹 Your ultimate tropical escape w/ refreshing cocktails, mouthwatering dishes, & the best live entertainment.
(7288)

Whether you’re local or visiting, come let the good times roll & experience the island vibes!

Halloween SZN at The Greatest Show on Earth 🎃🎪
11/02/2026

Halloween SZN at The Greatest Show on Earth 🎃🎪

It’s time for The Greatest Show on Earth
10/31/2026

It’s time for The Greatest Show on Earth

witch behavior, respectfully
10/30/2026

witch behavior, respectfully

Join us October 31 for our Halloween Costume Party, come dressed like you mean it, and see who takes home the win.No dis...
10/29/2026

Join us October 31 for our Halloween Costume Party, come dressed like you mean it, and see who takes home the win.

No disappearing early. No boring costumes. No excuses.

Who’s showing up with the best look? 👀

25 years on Siesta Key and we’re still finding reasons to celebrate. 🌴Gilligan’s officially turned 25 this year, and we’...
10/28/2026

25 years on Siesta Key and we’re still finding reasons to celebrate. 🌴

Gilligan’s officially turned 25 this year, and we’ve got two very different nights coming up to keep it going.

🎃 Saturday, October 31
Halloween Party + Costume Contest

Come dressed to win and spend Halloween with us on The Key.

🇺🇸 Tuesday, November 10
Marine Corps Birthday Celebration
5 PM to 9 PM

Join us as we celebrate 251 years of the United States Marine Corps with dinner, drinks, cake, and a night honoring Marines, veterans, family, and friends.

Two separate events. One place that’s been making memories on Siesta Key for 25 years.

Which one will we see you at?

⚡🌹 DEAD SET FLORIDA LIVE AT GILLIGAN’S THIS SATURDAY! 🌹⚡SIESTA KEY, HERE WE COME! 💀🎶DEAD SET FLORIDA is bringing four ho...
10/20/2026

⚡🌹 DEAD SET FLORIDA LIVE AT GILLIGAN’S THIS SATURDAY! 🌹⚡

SIESTA KEY, HERE WE COME! 💀🎶

DEAD SET FLORIDA is bringing four hours of GRATEFUL DEAD music to Gilligan’s Island Bar & Grill this Saturday night!

Get ready for killer jams, cold drinks, good times, and all your favorite Grateful Dead tunes with the Florida Deadhead family!

🎸 SATURDAY, OCTOBER 24
📍 Gilligan’s – Siesta Key, FL
⏰ 6–10 PM
🎟️ FREE ADMISSION!

Grab your friends, bring the whole crew, and come spend your Saturday night with us!

🌹⚡ THE MUSIC NEVER STOPS! ⚡🌹

Spooky Movie Night is back tonight. ✂️🖤We’re showing Edward Scissorhands at 9 PM under the tiki, so grab a drink, find a...
10/19/2026

Spooky Movie Night is back tonight. ✂️🖤

We’re showing Edward Scissorhands at 9 PM under the tiki, so grab a drink, find a seat, and settle in for one of the weirdest, sweetest Halloween classics ever made.

See you tonight on The Key. 👀

👻 Don’t forget about our Halloween Party too.

10/19/2026

In case you needed a sign to cut out early. We'll gladly be your excuse...

10/17/2026

😂
📍5253 Ocean Blvd, Sarasota, Florida

Address

5253 Ocean Boulevard
Siesta Key, FL
34242

Opening Hours

Monday 11am - 12am
Tuesday 11am - 12am
Wednesday 11am - 12am
Thursday 11am - 2am
Friday 11am - 2am
Saturday 11am - 2am
Sunday 11am - 12am

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