Gilligan's Island Bar & Grill

Gilligan's Island Bar & Grill

5253 Ocean Blvd.
Siesta Key, FL 34242
(941) 346-8122
Map View: Click here

 
Gilligan's Tiki Bar:
Siesta Key’s Live entertainment destination!

Immerse yourself in the vibrant atmosphere of Siesta Key’s favorite tropical escape, where every moment feels like a vacation.

Step into a world of vibrant energy and tropical delights at Gilligan’s Island Bar, where the island spirit comes alive with every sip and bite.

Whether you’re a local or just passing through, our tiki bar offers an unforgettable escape filled with refreshing cocktails, mouthwatering dishes, and the best live entertainment on Siesta Key.

Don’t miss out on the ultimate island experience; Join us today and let the good times roll!


Upcoming Events



Artist Date
Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock
Return to Gilligans Siesta key
Fri, May 23
6:00pm - 10:00pm
$0
BYNGE Fun Live NonStop Dance Rock Music
Classic Rock, High Energy Dance, Pop, Rock
Gilligan DANCE ROCK RESCUE PARTY - Bynge
Sat, May 24
6:00pm - 10:00pm
$Drink Specials, Dinner, Dance, Fun! But get a table early. It’s a RESCUE PARTY!
Bre Hopkins
Acoustic, Country, Southern Rock
Bre Hopkins Acoustic Duo @ Gilligan's
Sun, May 25
1:00pm - 5:00pm
Chris Connolly Band
Classic Rock
Sun, May 25
6:00pm - 10:00pm
$0
Madkap
Classic Rock, Metal, Rock, Rockin Blues
Madkap Rocks the Earth!
Fri, May 30
6:00pm - 10:00pm
Black Thorn Rose
Alternative, Classic Rock, Rock
BTR Rocks Gilligan's!
Sat, May 31
6:00pm - 10:00pm
J Santi
Blues, Country, R&B/Soul, Rock
Solo/ Acoustic
Sun, June 1
1:00pm - 5:00pm
Dana Lawrence of Kettle of Fish
Acoustic, Americana, Folk, Rock
Dana Lawrence and Thorson Moore
Wed, June 4
6:00pm - 10:00pm
FM Station FLA
High Energy Dance, Pop, Rock, Ska
GILLIGANS GOS 80S! ITS 80S NIGHT IN THE
Fri, June 6
6:00pm - 10:00pm
$0
J Santi
Blues, Country, R&B/Soul, Rock
J Santi & the Vital Groove
Fri, June 13
6:00pm - 10:00pm
Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock
Gilligans Siesta key
Sat, June 14
6:00pm - 10:00pm
$0
Mojo Filter
Alternative, Classic Rock, Pop, Rock
Sat, June 21
6:00pm - 10:00pm
Groove This
Blues, Funk, R&B/Soul, Reggae
Groove This! on Siesta Key!
Sun, June 22
6:00pm - 10:00pm
$0
Madkap
Classic Rock, Metal, Rock, Rockin Blues
MadKap at Gilligans
Sat, June 28
6:00pm - 10:00pm
Madkap
Classic Rock, Metal, Rock, Rockin Blues
MadKap Independance Day Revolution!!
Fri, July 4
6:00pm - 10:00pm
Groove This
Blues, Funk, R&B/Soul, Reggae
Groove This! on Siesta Key!
Sun, July 13
6:00pm - 10:00pm
$0
Kettle Of Fish
Rock, Rockin Blues, Southern Rock
Sat, July 19
6:00pm - 10:00pm
Madkap
Classic Rock, Metal, Rock, Rockin Blues
MadKap at Gilligans
Fri, August 1
6:00pm - 10:00pm
Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock
Gilligan’s Siesta Key
Fri, August 22
6:00pm - 10:00pm
$0
Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock
Gilligan’s Siesta Key
Fri, September 26
6:00pm - 10:00pm
$0
Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock
Gilligans Siesta key
Fri, October 31
6:00pm - 10:00pm
$0
Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock
Gilligan’s Siesta key
Fri, November 28
6:00pm - 10:00pm
$0
Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock
New Year’s Eve at Gilligan’s Siesta key
Wed, December 31
6:00pm - 10:00pm



Past Events


Artist Date
Joe Bernui
Acoustic, Classic Rock, Dead, Rock
May 18, 2025
1:00pm - 5:00pm
Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock
Gulf Coast Rockers @ Siesta Key
May 17, 2025
6:00pm - 10:00pm
Dana Lawrence of Kettle of Fish
Acoustic, Americana, Folk, Rock
Duo with Johnny Mac
May 14, 2025
6:00pm - 10:00pm
J Santi
Blues, Country, R&B/Soul, Rock
J Santi & the Vital Groove
May 9, 2025
6:00pm - 10:00pm
J Santi
Blues, Country, R&B/Soul, Rock
Solo/Acoustic
May 4, 2025
1:00pm - 5:00pm