

Gilligan's Island Bar & Grill
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!
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 |
Gulf Coast Rockers @ Siesta Key
Sat, May 17 6:00pm - 10:00pm |
||
Joe Bernui
Acoustic, Classic Rock, Dead, Rock |
Sun, May 18
1:00pm - 5:00pm |
||
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 |
||
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 |
||
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 |
Past Events
Artist | Date | ||
---|---|---|---|
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 |
||
Groove This
Blues, Funk, R&B/Soul, Reggae |
Groove This! on Siesta Key!
May 4, 2025 6:00pm - 10:00pm $Free |
||
The Monsoons
Classic Rock, Funk, Rock, Southern Rock |
May 2, 2025
6:00pm - 10:00pm |
