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Published on October 22, 2026
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Things To Do: Weekend Of October 23, 2026

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Bright, vibrant event flyer with the title 'THINGS TO DO FOR THE WEEKEND' over a sunny, bustling street festival. Features people smiling and enjoying food at a market with colorful tents in a downtown city setting.

Dunedin Downtown

Day/DateTimeWhoWhereAddress
Friday, Oct 236:00 PM – 9:00 PMTodd Murphy LiveSoggy Bottom Brewing Co.660 Main St
Friday, Oct 237:00 PMBuffy The Vampire Slayer Outdoor Movie7venth Sun Brewery1012 Broadway
Friday, Oct 237:00 PM – 10:00 PMThe Little Big Show LiveThe Dunedin Smokehouse471 Main St
Friday, Oct 237:30 PMBroadway After Dark: A Halloween CabaretAndrews Memorial Chape1899 San Mateo Drive
Saturday, Oct 249:00 AM – 1:00 PMDunedin Downtown MarketDunedin History Museum Lot349 Main St
Saturday, Oct 242:00 PMWhere’s Waldo InvasionCaledonia Brewing587 Main St
Saturday, Oct 246:00 PM – 9:00 PMBill Blackburn LiveSoggy Bottom Brewing Co.660 Main St
Saturday, Oct 246:30 PM, 7:05 PM, 7:40 PMA Night In Polynesia (3 Live Performances)The Honu Restaurant & Tiki Bar516 Grant St
Saturday, Oct 247:00 PM – 10:00 PMFrankie Raye Duo LiveThe Dunedin Smokehouse471 Main St
Saturday, Oct 248:00 PMJoe Denny and The Joyriders LiveCaledonia Brewing587 Main St
Sunday, Oct 255:00 PM – 8:00 PMIrish Trad Sessions ReturnFlanagan’s Irish Pub465 Main St

Palm Harbor Downtown

Day/DateTimeWhoWhereAddress
Friday, Oct 237:00 PM – 10:00 PM8TRAXX Live Patio PerformanceFatty’s Fish Shack1026 Nebraska Ave
Saturday, Oct 249:00 AM – 2:00 PMDowntown Palm Harbor Community MarketPop Stansell Park797 Florida Ave
Saturday, Oct 247:00 PM – 10:00 PMThe 727s Band Live on the PatioFatty’s Fish Shack1026 Nebraska Ave
Sunday, Oct 253:00 PM – 6:00 PMFabulous Fuses Sunday Live SessionFatty’s Fish Shack1026 Nebraska Ave

Ozona

Day/DateTimeWhoWhereAddress
Friday, Oct 234:00 PM – 7:00 PMConnor Foley LiveOzona Brewing Company315 Orange St
Friday, Oct 236:00 PM – 10:00 PMFriday Night Bites & Live Acoustic MusicOzona Blue Grilling Co.125 Orange St
Friday, Oct 237:00 PM – 9:00 PMLine Dancing with MikayaOzona Brewing Company315 Orange St
Friday, Oct 237:00 PMRelaxed Friday Night Patio SessionsMolly Goodhead’s Raw Bar400 Orange St
Friday, Oct 238:00 PM – 11:00 PMTaylor Fletcher LiveOzona Brewing Company315 Orange St
Saturday, Oct 2411:00 AM – 10:00 PMSmoked Ribs & Southern Blues SessionThe Ozona Pig311 Orange St
Saturday, Oct 242:30 PM – 5:30 PMKaitie Wade LiveOzona Brewing Company315 Orange St
Saturday, Oct 248:00 PM – 11:00 PMFull Fledged Unit LiveOzona Brewing Company315 Orange St
Sunday, Oct 252:00 PM – 5:00 PMGreg West LiveOzona Brewing Company315 Orange St

Clearwater Downtown & Beach Area

Day/DateTimeWhoWhereAddress
Friday, Oct 234:00 PM – 8:00 PMSunsets at Pier 60 Daily FestivalPier 60 Clearwater Beach1 Causeway Blvd
Friday, Oct 237:30 PMBram Stoker’s Dracula (Gothic Suspense Play)Francis Wilson Playhouse302 Seminole St
Friday, Oct 238:30 PMCAKE Live in ConcertThe BayCare Sound (Coachman Park)301 Drew St
Saturday, Oct 244:00 PM – 8:00 PMSunsets at Pier 60 Artisans & PerformersPier 60 Clearwater Beach1 Causeway Blvd
Saturday, Oct 247:00 PMThe Hip Abduction LiveThe BayCare Sound (Coachman Park)301 Drew St
Saturday, Oct 247:00 PMLive Music on Cleveland StreetClear Sky on Cleveland418 Cleveland St
Saturday, Oct 248:30 PMHeadliner Te’ Davis Stand-Up Comedy (Adults Only)Clearwater Comedy Club483 Mandalay Ave
Sunday, Oct 254:00 PM – 8:00 PMSunset Celebration & Street EntertainersPier 60 Clearwater Beach1 Causeway Blvd
Sunday, Oct 256:00 PMTurnpike Troubadours LiveThe BayCare Sound (Coachman Park)301 Drew St

Tarpon Springs Downtown & Sponge Docks

Day/DateTimeWhoWhereAddress
Friday, Oct 236:00 PM – 8:00 PMGreg West Live & Sandy’s Flavor Station Pop-UpBrighter Days Brewing Company311 N Pinellas Ave
Friday, Oct 236:30 PMLive Bouzouki Music & Authentic Greek DancingHellas Restaurant & Bakery785 Dodecanese Blvd
Friday, Oct 236:30 PM – 9:30 PMThe Dusty Boots Band Live (Classic Rock & Blues)Tarpon Springs Distillery605 N Pinellas Ave
Saturday, Oct 2410:00 AM – 1:00 PMCity Halloween Bash & Costume Celebration(https://www.ctsfl.us/Calendar.aspx “Tarpon Springs Halloween Bash”)TS Sports Complex / Discovery Playground150 Jasmine Ave
Saturday, Oct 2411:00 AM – 3:00 PM[Fall Market at Crescent Oaks](https://allevents.in/tarpon-springs/fall-market/200030744607113 “Fall Market Crescent Oaks”)Crescent Oaks Golf Club3300 Crescent Oaks Blvd
Saturday, Oct 246:30 PM – 9:30 PMFrank Bang Trio Live (Fiery Rock Americana & Blues)Tarpon Springs Distillery605 N Pinellas Ave
Sunday, Oct 251:00 PM – 4:00 PMBucs vs. Panthers Tailgate & Watch PartyBrighter Days Brewing Company311 N Pinellas Ave
Sunday, Oct 252:30 PM – 5:30 PMMick Luke Live (A+ Southern Rock & Country Set)Tarpon Springs Distillery

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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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