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Things To Do: Weekend Of August 21, 2026

Dunedin Downtown & Honeymoon Island Area

Day/DateTimeWhoWhereAddress
Friday, August 21, 20266:00 PM – 9:00 PMEric ClarkSoggy Bottom Brewing Co.660 Main St, Dunedin, FL 34698
Friday, August 21, 20266:30 PMDunedin Blue Jays vs. Lakeland Flying TigersBack to School Night Minor League Baseball GameTD Ballpark, 373 Douglas Ave, Dunedin, FL 34698
Friday, August 21, 20267:00 PM – 10:00 PMLocal Acoustic ActsOpen-Air Dog-Friendly Patio MusicThe Dunedin Smokehouse, 471 Main St, Dunedin, FL 34698
Friday, August 21, 20268:00 PM – 12:00 AMAcoustic ThunderFlanagan’s Irish Pub465 Main St, Dunedin, FL 34698
Friday, August 21, 20268:00 PMRegional Indie ArtistsFriday Night Original Showcase & Craft PoursDunedin Brewery, 937 Douglas Ave, Dunedin, FL 34698
Saturday, August 22, 20269:00 AM – 1:00 PMTampa Bay Markets VendorsDunedin Downtown Saturday Summer MarketDunedin History Museum Parking Lot, 349 Main St, Dunedin, FL 34698
Saturday, August 22, 20262:00 PMCraft MastersSip & Paint Canvas & Craft WorkshopHOB Brewing Pavilion, 941 Huntley Ave, Dunedin, FL 34698
Saturday, August 22, 20266:00 PM – 9:00 PMAmysteSoggy Bottom Brewing Co.660 Main St, Dunedin, FL 34698
Saturday, August 22, 20268:00 PM – 11:00 PMLocal Cover BandsSaturday Night Live Rock & Pop Cover SeriesCaledonia Brewing, 587 Main St, Dunedin, FL 34698
Saturday, August 22, 20268:00 PM – 12:00 AMNial McilroyFlanagan’s Irish Pub465 Main St, Dunedin, FL 34698
Sunday, August 23, 20268:00 AM – SunsetFlorida State Park RangersHigh-Summer Island Beach Outing & ShellingHoneymoon Island State Park, 1 Causeway Blvd, Dunedin, FL 34698

Downtown Palm Harbor & Ozona Village

Day/DateTimeWhoWhereAddress
Friday, August 21, 20264:00 PM – 7:00 PMRonnie LewisOzona Brewing Company315 Orange St, Palm Harbor, FL 34683
Friday, August 21, 20268:00 PM – 11:00 PMTaylor FletcherOzona Brewing Company315 Orange St, Palm Harbor, FL 34683
Saturday, August 22, 202611:00 AM – 11:00 PMRaw Bar ShuckersFresh Oyster & Coastal Craft Draft SpecialsMolly Goodhead’s Raw Bar, 400 Orange St, Palm Harbor, FL 34683
Saturday, August 22, 20262:30 PM – 5:30 PMBrendan NolanOzona Brewing Company315 Orange St, Palm Harbor, FL 34683
Saturday, August 22, 20266:00 PM – LateMain Street MerchantsOpen-Air Summer Tap Takeovers & Live MusicHistoric Downtown District Corridor, Palm Harbor, FL 34683
Saturday, August 22, 20266:00 PM – 10:00 PMIsland-Style SoloistsWaterfront Seafood Dinner & Patio SessionsOzona Blue Grilling Co. (Home Port Marina), 125 Orange St, Palm Harbor, FL 34683
Saturday, August 22, 20268:00 PM – 11:00 PMFull Fledged UnitOzona Brewing Company315 Orange St, Palm Harbor, FL 34683
Sunday, August 23, 202611:30 AM – 3:30 PMWaterfront Acoustic DuosLazy Sunday Dockside Grill SessionsOzona Blue Grilling Co. (Home Port Marina), 125 Orange St, Palm Harbor, FL 34683
Sunday, August 23, 20262:00 PM – 5:00 PMGreg WestOzona Brewing Company315 Orange St, Palm Harbor, FL 34683

Clearwater Downtown & Beach Area

Day/DateTimeWhoWhereAddress
Friday, August 21, 20266:30 PM – 10:30 PMArtisans & Pier BuskersSunsets at Pier 60 Daily FestivalPier 60 Promenade, 1 Causeway Blvd, Clearwater Beach, FL 33767
Friday, August 21, 20268:00 PMLocal Stand-Up ComicsFriday Night Live Comedy ShowcaseClearwater Comedy Club, 483 Mandalay Ave #210, Clearwater, FL 33767
Saturday, August 22, 202610:00 AM – 2:00 PMLocal Makers & Small BusinessesThe Market Marie (130+ Small Business Vendors)Coachman Park Plaza, 300 Cleveland St, Clearwater, FL 33755
Saturday, August 22, 20263:00 PM – 11:00 PMResident & Guest DJsWaterfront Rooftop Sessions & Gulf Sunset PartyWave Nightclub at Shephard’s Beach Resort, 619 S Gulfview Blvd, Clearwater, FL 33767
Saturday, August 22, 20266:30 PM – 10:30 PMLocal Crafts & SoloistsSunsets at Pier 60 Daily FestivalPier 60 Promenade, 1 Causeway Blvd, Clearwater Beach, FL 33767
Sunday, August 23, 20268:00 AM – SunsetHigh-Summer Beach CrowdGeneral Open Beach Recreation & Gulf SwimmingClearwater Beach Shoreline, 1 Causeway Blvd, Clearwater Beach, FL 33767

Tarpon Springs Downtown & Sponge Docks

Day/DateTimeWhoWhereAddress
Friday, August 21, 20266:00 PM – 9:00 PMWaterfront GuitaristsOpen-Air Patio Dining & Acoustic ClassicsAnclote Brew Patio, 735 Dodecanese Blvd, Tarpon Springs, FL 34689
Saturday, August 22, 202610:00 AM – 4:00 PMHeritage Crafters & VendorsTarpon Springs Saturday Morning MarketMother Meres Parking Lot, 126 E Tarpon Ave, Tarpon Springs, FL 34689
Saturday, August 22, 20266:00 PM – 10:00 PMSponge Exchange MusiciansOpen-Air Greek Waterfront Dining & Live MelodiesThe Sponge Exchange Courtyard, 735 Dodecanese Blvd, Tarpon Springs, FL 34689
Sunday, August 23, 202610:00 AM – 4:00 PMWaterfront Merchant HubsSponge Dock Sunday Stroll, Shopping & Heritage BakeriesTarpon Springs Sponge Docks, 735 Dodecanese Blvd, Tarpon Springs, FL 34689

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Unknown's avatar

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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