Gilligan's Island Bar Siesta Key

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.
(7295)

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

Jimmy Buffett Day looked pretty good here on Siesta Key. 🌴🍹A huge thank you to everyone who spent Sunday with us on Sies...
08/31/2026

Jimmy Buffett Day looked pretty good here on Siesta Key. 🌴🍹

A huge thank you to everyone who spent Sunday with us on Siesta Key.

And the week is just getting started.

🎶 Live music seven days a week
🎱 Sink & Sip every Thursday with free pool, a live DJ, no cover, and $5 drink specials from 10PM to 2AM

If yesterday was your first time at Gilligan’s, welcome. If you’ve been coming for years, you already know there’s always another reason to come back.

Send this to who you are bringing next time?

Parrotheads, this one’s for you. 🌴🦜Jimmy Buffett Day is taking over Gilligan’s on Sunday, August 30 and we’re doing it t...
08/27/2026

Parrotheads, this one’s for you. 🌴🦜

Jimmy Buffett Day is taking over Gilligan’s on Sunday, August 30 and we’re doing it the way The Key knows best.

The Romantics are live from 6 to 10 PM, food and drink specials are happening all day, and there will be plenty of reasons to stay awhile.
Grab the sunglasses, find the friend who never says no to a day on Siesta Key, and meet us under the tiki. 🍹

Who are you bringing?

Thursday plans just got suspiciously easy. 🎱Free pool all night.Live DJ.No cover.$5 drink specials from 10 PM to 2 AM.Co...
08/26/2026

Thursday plans just got suspiciously easy. 🎱
Free pool all night.
Live DJ.

No cover.
$5 drink specials from 10 PM to 2 AM.

Consider this your weekly excuse to text the group chat, “pool tonight?”
Sink & Sip Thursdays at Gilligan’s.

Who’s calling next game? 👀

This is your sign to leave a little room in the plans.Some Siesta Key days are better when you don’t overthink them.We s...
08/21/2026

This is your sign to leave a little room in the plans.

Some Siesta Key days are better when you don’t overthink them.

We saved you a seat. 🌴🎶

08/20/2026

kinda chic to have nowhere to be and a cold drink in front of you. 🌴🍹

kinda chic to have nowhere to be and a cold drink in front of you. 🌴🍹
08/20/2026

kinda chic to have nowhere to be and a cold drink in front of you. 🌴🍹

Will you be joining us for Jimmy Buffet Day 🌺 🍻 🍔
08/18/2026

Will you be joining us for Jimmy Buffet Day 🌺 🍻 🍔

08/15/2026

Kinda chic to love where you vacation ☀️

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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