

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 | ||
---|---|---|---|
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 |
||
Wayne DeLair
Contemporary, Easy Listening, R&B/Soul, Reggae |
Good Music, Great Fun, Shared Moments!
Sun, July 20 1:00pm - 5:00pm $0 |
||
Wayne DeLair
Contemporary, Easy Listening, R&B/Soul, Reggae |
Good Music, Great Fun, Shared Moments!
Fri, July 25 1:00pm - 5:00pm $0 |
||
Schmitz Brothers Band
Classic Rock |
Sat, July 26
1:00pm - 5:00pm |
||
Madkap
Classic Rock, Metal, Rock, Rockin Blues |
MadKap at Gilligans
Fri, August 1 6:00pm - 10:00pm |
||
J Santi
Blues, Country, R&B/Soul, Rock |
Solo Acoustic
Sun, August 3 1:00pm - 5:00pm |
||
Johnny D and The Rockett 88's
60's Beach Rock, Americana, Rock, Rockabilly |
Johnny D on the Key!
Fri, August 8 6:00pm - 10:00pm $None |
||
Weekend Agenda
Alternative, High Energy Dance, Pop, Rock |
Weekend Agenda 80s/90s Party
Sat, August 16 6:00pm - 10:00pm |
||
Madkap
Classic Rock, Metal, Rock, Rockin Blues |
Madkap Band
Fri, August 29 6:00pm - 10:00pm |
||
Black Thorn Rose
Classic Rock, Rock |
BTR rocks Gilligan's Siesta Key!
Fri, September 5 6:00pm - 10:00pm |
||
Mojo Filter
Alternative, Classic Rock, Pop, Rock |
Fri, September 19
6:00pm - 10:00pm |
||
Madkap
Classic Rock, Metal, Rock, Rockin Blues |
Madkap Band
Sun, September 28 6:00pm - 10:00pm |
||
Black Thorn Rose
Classic Rock, Rock |
BTR rocks Gilligan's Siesta Key!
Fri, October 3 6:00pm - 10:00pm |
||
Mojo Filter
Alternative, Classic Rock, Pop, Rock |
Fri, October 24
6:00pm - 10:00pm |
||
Madkap
Classic Rock, Metal, Rock, Rockin Blues |
Madkap Band
Fri, October 31 6:00pm - 10:00pm |
||
Mojo Filter
Alternative, Classic Rock, Pop, Rock |
Fri, November 7
6:00pm - 10:00pm |
||
Prodigal Sons - Sarasota
Americana, Folk |
Wed, November 12
6:00pm - 10:00pm |
||
BYNGE Fun Live NonStop Dance Rock Music
Classic Rock, High Energy Dance, Pop, Rock |
SKIPPER / LITTLE BUDDY Party @ Gilligans
Sat, November 15 6:00pm - 10:00pm $No. Cover Great Food, Cold Drinks, FREE off street parking & BYNGE |
||
Madkap
Classic Rock, Metal, Rock, Rockin Blues |
Madkap Band
Sat, November 22 6:00pm - 10:00pm |
||
BYNGE Fun Live NonStop Dance Rock Music
Classic Rock, High Energy Dance, Pop, Rock |
HOLIDAY BYNGE PARTY on Gilligan’s Island
Fri, December 5 6:00pm - 10:00pm $FREE event, FREE off street parking, GREAT Food, Cold Drinks & BYNGE LIVE! |
||
Prodigal Sons - Sarasota
Americana, Folk |
Wed, December 10
6:00pm - 10:00pm |
||
Mojo Filter
Alternative, Classic Rock, Pop, Rock |
Sat, December 27
6:00pm - 10:00pm |
||
Madkap
Classic Rock, Metal, Rock, Rockin Blues |
Madkap Band
Wed, December 31 6:00pm - 10:00pm |
||
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s night w FM Station FLA
Sat, January 10 6:00pm - 10:00pm $0 |
||
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s valentines party!
Sat, February 14 6:00pm - 10:00pm $0 |
||
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s night live !
Sat, March 14 6:00pm - 10:00pm $0 |
||
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s party live !
Sat, April 25 6:00pm - 10:00pm $0 |
||
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s night live !
Sat, May 9 6:00pm - 10:00pm $0 |
||
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 89s night in the tiki !
Sat, June 13 6:00pm - 10:00pm $0 |
Past Events
Artist | Date | ||
---|---|---|---|
J Santi
Blues, Country, R&B/Soul, Rock |
J Santi & the Vital Groove
July 11, 2025 6:00pm - 10:00pm |
||
Dana Lawrence of Kettle of Fish
Acoustic, Americana, Folk, Rock |
Duo with Thorson Moore
July 9, 2025 6:00pm - 10:00pm |
||
J Santi
Blues, Country, R&B/Soul, Rock |
Solo Acoustic
July 6, 2025 1:00pm - 5:00pm |
||
Madkap
Classic Rock, Metal, Rock, Rockin Blues |
MadKap Independance Day Revolution!!
July 4, 2025 6:00pm - 10:00pm |
||
Chris Connolly Band
Classic Rock |
June 29, 2025
6:00pm - 10:00pm $0 |
