

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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Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock |
Return to Gilligans Siesta key
Fri, May 23 6:00pm - 10:00pm $0 |
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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! |
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Bre Hopkins
Acoustic, Country, Southern Rock |
Bre Hopkins Acoustic Duo @ Gilligan's
Sun, May 25 1:00pm - 5:00pm |
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Chris Connolly Band
Classic Rock |
Sun, May 25
6:00pm - 10:00pm $0 |
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Madkap
Classic Rock, Metal, Rock, Rockin Blues |
Madkap Rocks the Earth!
Fri, May 30 6:00pm - 10:00pm |
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Black Thorn Rose
Alternative, Classic Rock, Rock |
BTR Rocks Gilligan's!
Sat, May 31 6:00pm - 10:00pm |
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J Santi
Blues, Country, R&B/Soul, Rock |
Solo/ Acoustic
Sun, June 1 1:00pm - 5:00pm |
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Dana Lawrence of Kettle of Fish
Acoustic, Americana, Folk, Rock |
Dana Lawrence and Thorson Moore
Wed, June 4 6:00pm - 10:00pm |
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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 |
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J Santi
Blues, Country, R&B/Soul, Rock |
J Santi & the Vital Groove
Fri, June 13 6:00pm - 10:00pm |
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Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock |
Gilligans Siesta key
Sat, June 14 6:00pm - 10:00pm $0 |
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Mojo Filter
Alternative, Classic Rock, Pop, Rock |
Sat, June 21
6:00pm - 10:00pm |
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Groove This
Blues, Funk, R&B/Soul, Reggae |
Groove This! on Siesta Key!
Sun, June 22 6:00pm - 10:00pm $0 |
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Madkap
Classic Rock, Metal, Rock, Rockin Blues |
MadKap at Gilligans
Sat, June 28 6:00pm - 10:00pm |
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Madkap
Classic Rock, Metal, Rock, Rockin Blues |
MadKap Independance Day Revolution!!
Fri, July 4 6:00pm - 10:00pm |
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Groove This
Blues, Funk, R&B/Soul, Reggae |
Groove This! on Siesta Key!
Sun, July 13 6:00pm - 10:00pm $0 |
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Kettle Of Fish
Rock, Rockin Blues, Southern Rock |
Sat, July 19
6:00pm - 10:00pm |
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Madkap
Classic Rock, Metal, Rock, Rockin Blues |
MadKap at Gilligans
Fri, August 1 6:00pm - 10:00pm |
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Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock |
Gilligan’s Siesta Key
Fri, August 22 6:00pm - 10:00pm $0 |
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Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock |
Gilligan’s Siesta Key
Fri, September 26 6:00pm - 10:00pm $0 |
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Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock |
Gilligans Siesta key
Fri, October 31 6:00pm - 10:00pm $0 |
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Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock |
Gilligan’s Siesta key
Fri, November 28 6:00pm - 10:00pm $0 |
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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 | ||
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Joe Bernui
Acoustic, Classic Rock, Dead, Rock |
May 18, 2025
1:00pm - 5:00pm |
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Gulf Coast Rockers #GulfCoastRockers
Alternative, Classic Rock, Rock |
Gulf Coast Rockers @ Siesta Key
May 17, 2025 6:00pm - 10:00pm |
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Dana Lawrence of Kettle of Fish
Acoustic, Americana, Folk, Rock |
Duo with Johnny Mac
May 14, 2025 6:00pm - 10:00pm |
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J Santi
Blues, Country, R&B/Soul, Rock |
J Santi & the Vital Groove
May 9, 2025 6:00pm - 10:00pm |
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J Santi
Blues, Country, R&B/Soul, Rock |
Solo/Acoustic
May 4, 2025 1:00pm - 5:00pm |
