Clear Water Harbor Calendar

Live Music & Events

Waupaca's Best Live Music & Entertainment Schedule

Stay up-to-date with upcoming events at Clear Water Harbor. Check our calendar for live music, boat cruises, special dining events, and more in Waupaca, WI.

Desperate Ottos

June 15 @ 3:00 pm - 7:00 pm

🎶 Live Music: The Desperate Ottos! 🎶Sunday, June 15 | 3–7 PM Outside on the Floating Stage A local favorite is back! The Desperate Ottos are hitting the stage with their one-of-a-kind sound—“Too Country for Rock and Too Rock for Country (well, OK).” 🎸 Blending traditional country, Americana, roots, blues, western swing, rockabilly, and good…

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Brady James

June 17 @ 6:00 pm - 10:00 pm

  🎶 Brady James Live on the Deck! 🎶🗓️ Tuesday, June 17 | 6 PM Join us for a laid-back evening of live music with Brady James, performing a mix of original songs and crowd-favorite covers. ☀️ Settle in on the deck, sip your favorite drink, and enjoy great tunes as the sun goes down.…

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Andy Shore

June 18 @ 6:00 pm - 9:00 pm

🎶 Andy Shore Live on the Deck! 🎶🗓️ Wednesday, June 18 | 6 PM Join us for a special evening of live music with Andy Shore—WAMI-nominated Male Vocalist of the Year and the powerhouse lead singer of Blame It On Waylon! 🎤 Hailing from Plover, WI, Andy brings a high-energy mix of country hits from…

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Annual Summer Solstice Party

June 20

Annual Summer Solstice Party – June 20th! 🌊Celebrate the longest day of the year in true lake life style at Clear Water Harbor! Our Annual Summer Solstice Party is packed with sunshine, music, shopping, and unforgettable moments by the water. 🛍 Vendor Fair | 11 AM – 6 PMBrowse local vendors, makers, and artisans along…

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Blues Cruise with the Jay Edwards Band

June 20 @ 7:00 pm - 10:00 pm

Jay Edward Blues Cruise aboard the Chief Waupaca Click her to BOOK NOW!  Get ready for a night of smooth blues, lake views, and unforgettable vibes aboard the Chief Waupaca! Join us for a 3-hour evening cruise featuring a live performance by Jay Edward, bringing his signature blues sound to the Chain O’Lakes. 🛥 Boarding:…

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Brad Emanuel

June 20 @ 8:30 pm - 11:00 pm

Brad Emanuel Friday, June 20th  | 8:30 PM | On the Deck Start your holiday week right with the one and only Brad Emanuel! 🎶 With a repertoire of over 500 songs—from country to rock, spanning 7 decades—Brad knows how to read a crowd and keep the party going. Whether you’re into classics or current…

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Sam Ness

June 21 @ 8:30 pm - June 22 @ 12:00 am

🌙 Sam Ness Live on the Deck!🗓️ Saturday, June 21 | 8:30 PM Experience an unforgettable night of music with Sam Ness, as he brings his globally inspired blend of Traditional Folk/Americana and new-age Alternative Singer/Songwriter vibes to the deck. 🎶 From wild, dance-worthy rhythms to raw, emotional moments of silence, no two Sam Ness…

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Toco Beach Steelpan

June 22 @ 3:00 pm - 7:00 pm

🌴🎶 Toco Beach Steelpan – Live on the Floating Stage! 🎶🌴🗓️ Sunday, June 22 | 3–7 PM Transport yourself to the islands with Toco Beach Steelpan, bringing the sounds of the Caribbean to life right here—live on the floating stage! ✨ Enjoy a breezy afternoon filled with calypso and tropical classics, performed with soulful vocals,…

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Bomber and Red

June 24 @ 6:00 pm - 9:00 pm

🎶 Live Music On the Deck: Laura Bomber & “Red” Ben Lila 🎶🗓️ Tuesday, June 24 | 6 PM Join us on the deck for a magnetic night of music featuring a powerful collaboration between singer-songwriters Laura Bomber and “Red” Ben Lila. 🔥 Known for their electrifying performances, this duo brings:🎤 Powerhouse harmonies🎸 Skilled musicianship📝…

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