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 | ||
|---|---|---|---|
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Dead Set Florida
Dead |
Dead set Florida
Sat, December 20 6:00pm - 10:00pm $free |
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Joe Bernui
Acoustic, Classic Rock, Dead, Rock |
Sun, December 21
1:00pm - 5:00pm |
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Mojo Filter
Alternative, Classic Rock, Pop, Rock |
Sat, December 27
6:00pm - 10:00pm |
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Joe Bernui
Acoustic, Classic Rock, Dead, Rock |
Sun, December 28
1:00pm - 5:00pm |
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Madkap
Classic Rock, Metal, Rock, Rockin Blues |
News year Eve with the Madkap Band
Wed, December 31 6:00pm - 10:00pm |
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Leo Torrejon
Beatles, Classic Rock, R&B/Soul, Rockin Blues |
MadKap - LIVE
Wed, December 31 6:00pm - 10:00pm $0 |
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Prodigal Sons - Sarasota
Americana, Folk |
Wed, January 7
6:00pm - 10:00pm |
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FM Station FLA
High Energy Dance, Pop, Rock, Ska |
Gilligans 80s night w FM Station FLA
Sat, January 10 6:00pm - 10:00pm $0 |
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|
Schmitz Brothers Band
Classic Rock |
Fri, January 16
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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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 valentines party!
Sat, February 14 6:00pm - 10:00pm $0 |
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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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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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Black Thorn Rose
Classic Rock, Rock |
BTR rocks Gilligan's!
Fri, March 20 6:00pm - 10:00pm |
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Kaleb Woods
Acoustic, Alternative, Country, Reggae |
Wed, March 25
6:00pm - 10:00pm |
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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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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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|
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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|
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 |
Give thanks for the 80s at Gilligans
Sat, November 14 6:00pm - 10:00pm |
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Past Events
| Artist | Date | ||
|---|---|---|---|
|
Schmitz Brothers Band
Classic Rock |
December 13, 2025
1:00pm - 5:00pm |
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J Santi
Blues, Country, R&B/Soul, Rock |
J Santi & the Vital Groove
December 12, 2025 6:00pm - 10:00pm |
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Prodigal Sons - Sarasota
Americana, Folk |
December 10, 2025
6:00pm - 10:00pm |
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|
J Santi
Blues, Country, R&B/Soul, Rock |
Solo Acoustic
December 7, 2025 5:00pm - 6:00pm |
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|
BYNGE Fun Live NonStop Dance Rock Music
Classic Rock, High Energy Dance, Pop, Rock |
HOLIDAY BYNGE PARTY on Gilligan’s Island
December 5, 2025 6:00pm - 10:00pm $FREE event, FREE off street parking, GREAT Food, Cold Drinks & BYNGE LIVE! |
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