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 | ||
|---|---|---|---|
|
Caleb Wayne
Acoustic, Classic Rock, Country, Rock |
Caleb Wayne live at Gilligan's Island
Wed, January 21 6:00pm - 10:00pm |
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|
Kaleb Woods
Acoustic, Alternative, Country, Reggae |
Wed, January 28
6:00pm - 10:00pm |
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|
Josh Quinn
Acoustic, Blues, Classic Rock, Rock |
Josh Quinn & Todd Running
Sun, February 1 1:00pm - 5:00pm |
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|
Black Thorn Rose
Classic Rock, High Energy Dance, Rock |
BTR rocks Gilligan's
Fri, February 6 6:00pm - 10:00pm |
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|
Prodigal Sons - Sarasota
Americana, Folk |
Wed, February 11
6:00pm - 10:00pm |
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|
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s Prom!
Sat, February 14 6:00pm - 10:00pm $0 |
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|
J Santi
Blues, Country, R&B/Soul, Rock |
Solo-Acoustic
Sun, February 15 1:00pm - 5:00pm |
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|
BYNGE Fun Live NonStop Dance Rock Music
Classic Rock, High Energy Dance, Pop, Rock |
GILLIGAN’s SNOWBIRD TOURIST Dance Party
Fri, February 20 6:00pm - 10:00pm $No cover, Just come join the live music party! |
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|
Kaleb Woods
Acoustic, Alternative, Country, Reggae |
Wed, February 25
6:00pm - 10:00pm |
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|
J Santi
Blues, Country, R&B/Soul, Rock |
Solo-Acousitc
Sun, March 1 1:00pm - 5:00pm |
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|
Prodigal Sons - Sarasota
Americana, Folk |
Wed, March 11
6:00pm - 10:00pm |
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|
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s night live !
Sat, March 14 6:00pm - 10:00pm $0 |
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|
Kaleb Woods
Acoustic, Alternative, Country, Reggae |
Wed, March 25
6:00pm - 10:00pm |
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|
Black Thorn Rose
Classic Rock, High Energy Dance, Rock |
BTR rocks Gilligan's!
Fri, April 3 6:00pm - 10:00pm |
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|
J Santi
Blues, Country, R&B/Soul, Rock |
Solo-Acoustic
Sun, April 5 1:00pm - 5:00pm |
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|
Prodigal Sons - Sarasota
Americana, Folk |
Wed, April 8
6:00pm - 10:00pm |
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|
BYNGE Fun Live NonStop Dance Rock Music
Classic Rock, High Energy Dance, Pop, Rock |
SIESTA KEY’s OFFICIAL WILD FRIDAY PARTY
Fri, April 17 6:00pm - 10:00pm $Never a cover // Wiggle into the FUN on the crowded Dance Floor with BYNGE! |
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|
Mojo Filter
Alternative, Classic Rock, Pop, Rock |
Fri, April 24
6:00pm - 10:00pm |
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|
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s party live !
Sat, April 25 6:00pm - 10:00pm $0 |
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|
Kaleb Woods
Acoustic, Alternative, Country, Reggae |
Wed, April 29
6:00pm - 10:00pm |
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|
J Santi
Blues, Country, R&B/Soul, Rock |
Solo-Acoustic
Sun, May 3 1:00pm - 5:00pm |
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|
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s night live !
Sat, May 9 6:00pm - 10:00pm $0 |
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|
Prodigal Sons - Sarasota
Americana, Folk |
Wed, May 13
6:00pm - 10:00pm |
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|
Kaleb Woods
Acoustic, Alternative, Country, Reggae |
Wed, May 27
6:00pm - 10:00pm |
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|
J Santi
Blues, Country, R&B/Soul, Rock |
Solo-Acoustic
Sun, June 7 1:00pm - 5:00pm |
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|
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 89s night in the tiki !
Sat, June 13 6:00pm - 10:00pm $0 |
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|
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s party
Sat, September 12 6:00pm - 10:00pm |
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|
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Fall 80s party
Sat, October 10 6:00pm - 10:00pm |
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|
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Give thanks for the 80s at Gilligans
Sat, November 14 6:00pm - 10:00pm |
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|
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
It's a very 80s Christmas party!
Sat, December 19 6:00pm - 10:00pm |
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Past Events
| Artist | Date | ||
|---|---|---|---|
|
Mojo Filter
Alternative, Classic Rock, Pop, Rock |
January 17, 2026
6:00pm - 10:00pm |
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|
Schmitz Brothers Band
Classic Rock |
January 16, 2026
6:00pm - 10:00pm |
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|
Tony Carr
Acoustic, Alternative, Americana, Classic Rock |
Tony Carr
January 11, 2026 1:00pm - 5:00pm |
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|
Chris Connolly Band
Classic Rock, Reggae |
January 11, 2026
6:00pm - 10:00pm $0 |
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|
FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s night w FM Station FLA
January 10, 2026 6:00pm - 10:00pm $0 |
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