Event Category: All Events
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Keifer & Scott
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Keifer and Scott deliver a set packed with familiar favorites, rich harmonies, and laid-back energy that’s perfect for a night out in Okoboji. Join them at the Okoboji Store for great music, good drinks, and an easygoing vibe.
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Liveband Karaoke
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Join The Peacock Lounge & Grille for Liveband Karaoke, delicious food, and unique cocktails!
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Live music at the Winery
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Enjoy live music at Round Lake Winery. With a full summer line up and a variety of seasonal events and wines to enjoy, add this to your summer bucket list!
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The Iron Horse Bar Loop
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Sportsmans is celebrating 30 years of owning Sportsmans! Did you know that Sportsmans has been Sportsmans since 1937! This is worth celebrating, and we are celebrating for 3 days straight starting Thursday 4/30/26 and ending with this IRON HORSE BAR LOOP bike ride on Saturday 5/2/26. The same fun Tiki Ride organizers are also organizing…
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Shredding Flannel
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Join us for another night of live music at Captains Getaway with Shredding Flannel! Hold on to your doc Martens and brace yourself for a wild sonic journey back to the era when flannel shirts were as ubiquitous as dial-up internet! Introducing shredding flannel, the hottest 90s cover band to hit the midwest like a…
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90s Kid
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Join us for a fun night of live music at Captain’s Getaway with 90s Kid! Come enjoy the best of the 90s!
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Lakeside Jukebox
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Enjoy live music at Block Party Retro Pub located at Vintage Block Inn & Suites!
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Ruthie Foster
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With five Grammy nominations, Ruthie Foster earned her first Grammy win for Mileage, named Best Contemporary Blues Album at the 2025 awards. Released on Sun Records, the album also marks the label’s first-ever Grammy win, highlighting Foster’s powerful, soulful artistry.