Specials, Things To Do
Published on October 1, 2026
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Things To Do: Weekend Of October 2, 2026

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Dunedin Downtown

Day/DateTimeWhoWhereAddress
Friday, Oct 24:00 PM – 7:00 PMFrenchy’s Sip & Shuck Outdoor Oyster BarFrenchy’s Stone Crab & Seafood Market501 Causeway Blvd
Friday, Oct 26:00 PM – 9:00 PMJerry NorthrupSoggy Bottom Brewery660 Main St
Friday, Oct 26:30 PMOktobeerfest Live: Light The Wire + Sauce PocketDunedin Brewery Moon Tower Stage937 Douglas Ave
Friday, Oct 27:00 PMKeys & Kegs Piano Sing-Along NightCaledonia Brewing587 Main St
Friday, Oct 27:00 PMDaniel Von ZangenbergThe West End Market990 Broadway
Friday, Oct 27:30 PMDunedin Showcase Theater: Death By GolfDunedin Community Center1920 Pinehurst Rd
Saturday, Oct 39:00 AM – 1:00 PMDunedin Downtown Market (Summer/Fall Site)Dunedin History Museum Parking Lot349 Main St
Saturday, Oct 34:00 PM – 11:59 PMOktobeerfest Main Event (Brock Butler, Road To Nowhere)Dunedin Brewery937 Douglas Ave
Saturday, Oct 36:00 PM – 9:00 PMCora ThibedeauSoggy Bottom Brewery660 Main St
Saturday, Oct 37:00 PMTaria Lee & MartyThe West End Market990 Broadway
Sunday, Oct 42:00 PMProgressive Arts Theater in the Park: Robin HoodJohn R. Lawrence Pioneer Park420 Main St
Sunday, Oct 47:00 AM – 2:00 PMDunedin Drive & Shine Car ShowDowntown Main Street Lot349 Main St
Sunday, Oct 48:00 PMTrey Wanvig with Detroit MikeCaledonia Brewing587 Main St
A bright blue vinyl banner promoting "Oktobeerfest" is hung on the side of a large commercial truck. The sign features bold text reading "Oktobeerfest: always the first full weekend in October." It also showcases the Dunedin Brewery logo—a circular emblem featuring a traditional Scottish claymore sword in the center—accompanied by the text identifying it as the host and "Florida's Oldest Microbrewery."

Event Coverage Weekend- Oktoberfest 2026

Palm Harbor Downtown

Day/DateTimeWhoWhereAddress
Friday, Oct 26:30 PMTank Live / Craft Taps & Food TrucksStilt House Brewery625 Alt 19
Friday, Oct 27:00 PMAdult Game Night & Craft Drink SpecialsStilt House Brewery625 Alt 19
Saturday, Oct 310:00 AM – 4:00 PMWomen’s Wellness & Fitness EventDowntown Palm Harbor AreaNebraska Ave
Saturday, Oct 37:00 PMAshley Lux Band Live (Pop/Rock/Dance Cover Set)Rumfire917 11th St
Sunday, Oct 41:00 PM – 4:00 PMSunday Football Tailgate & Burger Bus Food TruckStilt House Brewery625 Alt 19

Ozona

Day/DateTimeWhoWhereAddress
Friday, Oct 24:00 PM – 7:00 PMValerie RoseOzona Brewing Company315 Orange St
Friday, Oct 26:00 PM – 10:00 PMWaterfront Live Terrace MusicOzona Blue Grilling Co.125 Orange St
Friday, Oct 27:00 PMPatio Dining Live Music SessionsMolly Goodhead’s Raw Bar400 Orange St
Friday, Oct 28:00 PM – 11:00 PMOysterbone LIVE (Classic & Hard Rock Rock Night)Ozona Brewing Co.315 Orange St
Saturday, Oct 311:00 AM – 10:00 PMSmoked BBQ & Southern Blues SessionThe Ozona Pig311 Orange St
Saturday, Oct 32:30 PM – 5:30 PMSean DelongOzona Brewing Co.315 Orange St
Saturday, Oct 38:00 PM – 11:00 PMStonegrey TrioOzona Brewing Co.315 Orange St
Sunday, Oct 42:00 PM – 5:00 PMGreg WestOzona Brewing Co.315 Orange St

Clearwater Downtown & Beach Area

Day/DateTimeWhoWhereAddress
Friday, Oct 24:00 PM – 8:00 PMSunsets at Pier 60 Daily FestivalPier 60 Clearwater Beach1 Causeway Blvd
Friday, Oct 26 PMJessica RoseClearwater Brewing Company1700 N Fort Harrison Ave
Friday, Oct 27:00 PMRoger Waters Presents LEGACY: A Pink Floyd Show[The BayCare Sound](https://www.rutheckerdhall.com/events/detail/roger-waters “Roger Waters presents LEGACYRuth Eckerd Hall”) (Coachman Park)
Friday, Oct 28:00 PM – 11:59 PMWeekend Party Live SetShephard’s Beach Resort619 S Gulfview Blvd
Saturday, Oct 311:00 AM – 5:00 PMFall Y’all Festival (Autumn Crafts, Contests & Food Trucks)Coachman Park300 Cleveland St
Saturday, Oct 37 PMKaraoke NightClearwater Brewing Company1700 N Fort Harrison Ave
Saturday, Oct 38:00 PMActual Bank Robbers Live (High-Energy Rock Cover Set)Shephard’s Tiki Beach Bar & Grill619 S Gulfview Blvd
Saturday, Oct 38:30 PMHeadliner Series Stand-Up Comedy (Jennie Stencel)[Clearwater Comedy Club](https://www.clearwatercomedyclub.com/event-details/headliner-jennie-stencel-2026-10-03-20-30 “Headliner SeriesClearwater Comedy Club”)
Saturday, Oct 310:30 PMThe Dirty Show (Edgy Stand-Up; Adults Only)[Clearwater Comedy Club](https://www.clearwatercomedyclub.com/event-details/the-dirty-at-10-30-dirty-comedy-show-2026-10-03-22-30 “The Dirty – Dirty Comedy ShowClearwater Comedy Club”)
Sunday, Oct 45:00 PMZiggy Marley & Gov’t Mule: Dreaming The Same Dream TourThe BayCare Sound (Coachman Park)255 Drew St

Tarpon Springs Downtown & Sponge Docks

Day/DateTimeWhoWhereAddress
Friday, Oct 26:00 PM – 10:00 PMFirst Friday Historic Downtown FestivalDowntown Tarpon SpringsE Tarpon Ave & Pinellas Ave
Friday, Oct 26:30 PMLive Bouzouki Music & Authentic Greek DancingHellas Restaurant & Bakery785 Dodecanese Blvd
Friday, Oct 26:30 PM – 9:30 PMGreg WestTarpon Springs Distillery605 N Pinellas Ave
Friday, Oct 28:00 PMStein Hoisting CompetitionTarpon Tavern21 N Safford Ave
Friday, Oct 29:00 PMChicken Dance CompetitionTarpon Tavern21 N Safford Ave
Saturday, Oct 310:00 AM – 4:00 PMSponge Dock Stroll & Working Waterfront ExplorationTarpon Springs Sponge Docks735 Dodecanese Blvd
Saturday, Oct 36:30 PM – 9:30 PMThe Wandering Hours Live Americana & Bluegrass SetTarpon Springs Distillery605 N Pinellas Ave
Sunday, Oct 412:30 PM – 5:30 PMWaterfront Greek Musicians & Patio DiningSponge Docks BoardwalkDodecanese Blvd
Sunday, Oct 42:00 PM – 4:00 PMJay DonadioTarpon Springs Distillery605 N Pinellas Ave

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