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.
(7308)

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

Last week it was a stack of boxes.They’re officially here. 🍹Before you do anything…👀 Look in the top right.🍹 Now top lef...
06/16/2026

Last week it was a stack of boxes.

They’re officially here. 🍹

Before you do anything…

👀 Look in the top right.
🍹 Now top left.
👇 Then look at the bottom right.
🍹 Then check the mug.

Did you catch everything?

Oh, and yes… they’re available now.

Who’s taking one home?

🐾🚨 SIESTA KEY BOATING ALERT 🚨🐾Authorities are reporting that a miniature schnauzer named Pepper has taken control of a W...
06/16/2026

🐾🚨 SIESTA KEY BOATING ALERT 🚨🐾

Authorities are reporting that a miniature schnauzer named Pepper has taken control of a WaveRunner somewhere off the coast of Siesta Key.

Witnesses say he was last seen wearing Grateful Dead sunglasses, creating excessive wake, and repeatedly shouting:

“My Daddy Is Turning 50!”

While local officials investigate, Dead Set Florida has agreed to provide the soundtrack.

Join us Saturday night at Gilligan’s Island Bar & Grill for an evening of Grateful Dead music, beach vibes, dancing, cold drinks, and whatever Pepper decides to do next.

🌴 Dead Set Florida
💀 Grateful Dead Night
📍 Gilligan’s Island Bar & Grill
🌊 Siesta Key
🕕 6 PM – 10 PM
🎟 FREE Admission

No tickets.
No cover.
No promises regarding Pepper’s future behavior.

Just great music, great people, and a Saturday night on one of Florida’s most beautiful islands.

⚡️🌹💀🌹⚡️

For 25 years, Mark and RPM were more than just a band at Gilligan’s. They are part of our family and the soundtrack to c...
06/15/2026

For 25 years, Mark and RPM were more than just a band at Gilligan’s. They are part of our family and the soundtrack to countless Tuesday and Thursday nights, celebrations, friendships, and memories made on The Key.

We invite family, friends, fans, and the Sarasota music community to join us as we celebrate the life of our dear friend, Mark.

📍 Gilligan’s Island Bar & Grill
📅 Wednesday, June 17, 2026
⏰ Celebration of Life begins at 5:00 PM

For those who cannot attend in person, we will be streaming live on the Gilligan’s page beginning at approximately 6:30 PM.

In the event of technical difficulties, a backup live stream will be available through the RPM page.

Mark’s music, friendship, and impact on this community will never be forgotten. We hope you’ll join us as we honor a life that touched so many people.

Forever part of the Gilligan’s family. ❤️

We’ve been waiting on these for a while…Now there are 162 of them sitting here. 👀We’ll give you one hint: you’re probabl...
06/10/2026

We’ve been waiting on these for a while…

Now there are 162 of them sitting here. 👀

We’ll give you one hint: you’re probably going to want one in your hand.

Stay tuned. 🍹

Some photos don’t need much of a caption.A couple of vintage VW buses, a tiki roof, and another night in Siesta Key Vill...
06/06/2026

Some photos don’t need much of a caption.

A couple of vintage VW buses, a tiki roof, and another night in Siesta Key Village.

For some people, this is a vacation photo.
For others, it’s just another Tuesday.

What’s your favorite thing about Siesta Key after sunset? 🌴

Turns out we weren’t the only ones excited for Love Island 💕🌴Thank you to everyone who came out for our Love Island Rele...
06/03/2026

Turns out we weren’t the only ones excited for Love Island 💕🌴

Thank you to everyone who came out for our Love Island Release Party and made it such a great night.

The best part? We’re just getting started.

After the turnout we had, we’re already planning something even bigger for the season finale. 👀

Trust us… you’re not going to want to miss that one.

See you at the finale. 🍹💕

We will not have live music tonight as we are mourning the loss of our dear friend and Sarasota music icon, Mark Waelti ...
06/02/2026

We will not have live music tonight as we are mourning the loss of our dear friend and Sarasota music icon, Mark Waelti of RPM. RPM has been a Gilligan’s staple, playing nearly every Tuesday and Thursday for 25 years. We will miss our friend but never forget the great times we shared. RIP.

05/31/2026

The villa is opening, the group chats are already active, and everyone has predictions. 👀

Join us under the tiki for the Love Island Season 8 Release Party and kick off the new season with cocktails, giveaways, prizes, and plenty of hot takes before the first episode even airs.

💕 Love Island Season 8 Release Party
📍Gilligan’s Island Bar
💕 June 2nd
🍹 Love Island cocktails
🌴 Under the tiki

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

Website

Alerts

Be the first to know and let us send you an email when Gilligan's Island Bar Siesta Key posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Gilligan's Island Bar Siesta Key:

Shortcuts

Featured

Share

Category