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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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Dunedin resident since 1998. I am the person behind the camera and the words. I have watched this town change—some for the better, some still figuring out. What has not changed is my connection to it. The beaches. The small blocks downtown and uptown where Honeymoon Island area is located. The way the light hits the water in the evening. The people who stay, and the ones who keep coming back.

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