Dunedin Downtown Day/Date Time Who Where Address Friday, Sep 25 5:00 PM Oktoberfest Weekend Kickoff (German Cuisine & Music) Caledonia Brewing 587 Main St Friday, Sep 25 7:00 PM Daniel Von Zangenberg West End Market 990 Broadway Friday, Sep 25 8:00 PM Local Punk Showcase (Moon Tower Stage) Dunedin Brewery 937 Douglas Ave Friday, Sep 25 8:00 PM – 12:00 AM Niall McIlroy Flanagan’s Irish Pub 465 Main St Saturday, Sep 26 9:00 AM – 1:00 PM Dunedin Downtown Market Dunedin History Museum Parking Lot 349 Main St Saturday, Sep 26 10:00 AM Saturday Social Artisan Market & Mimosas West End Market 990 Broadway Saturday, Sep 26 12:00 PM Connie Manson The Honu Restaurant & Tiki Bar 516 Grant St Saturday, Sep 26 1:15 PM Dan Gravelle Music The Honu Restaurant & Tiki Bar 516 Grant St Saturday, Sep 26 2:30 PM Tropical Sons The Honu Restaurant & Tiki Bar 516 Grant St Saturday, Sep 26 3:45 PM Gobl The Honu Restaurant & Tiki Bar 516 Grant St Saturday, Sep 26 5:00 PM Undercover Rasta …

Dunedin Downtown Day/Date Time Who Where Address Friday, Sep 18 8:00 PM – 12:00 AM Steve Cary Flanagan’s Irish Pub 465 Main St Friday, Sep 18 6:00 PM – 9:00 PM Amyste Soggy Bottom Brewing Co. 660 Main St Friday, Sep 18 6:30 PM – 7:00 PM Piper in the Park (Sunset Bagpipes) John R. Lawrence Pioneer Park 420 Main St Friday, Sep 18 8:00 PM Backspin w/DJenerate Caledonia Brewing 587 Main St Friday, Sep 18 9:00 PM Strizzo Live Hip Hop/Dance Set Blur Nightclub 325 Main St Saturday, Sep 19 9:00 AM – 1:00 PM Dunedin Downtown Market Dunedin History Museum Lot 349 Main St Saturday, Sep 19 2:15 PM – 5:45 PM Dunedin World Car Free Day Josiah Cephas Weaver Park 1258 Bayshore Blvd Saturday, Sep 19 2:00 PM – 6:00 PM Nial Mcilroy Flanagan’s Irish Pub 465 Main St Saturday, Sep 19 6:00 PM – 9:00 PM Emma G Soggy Bottom Brewing Co. 660 Main St Saturday, Sep 19 8:00 PM Stick & Ditty Caledonia Brewing 587 Main St Saturday, Sep 19 …

Dunedin Downtown Day/Date Time Who Where Address Friday, Sep 11 8:40 AM – 9:25 AM 9/11 25th Anniversary Remembrance Ceremony Dunedin City Hall (West Patio) 737 Louden Ave Friday, Sep 11 5:30 PM – 7:00 PM Victoria Drive Sunset Stroll Dunedin History Museum (Starts at Edgewater Park) 51 Main St Friday, Sep 11 6:00 PM – 9:00 PM Bill Blackburn Soggy Bottom Brewing Co. 660 Main St Friday, Sep 11 7:00 PM Voices of Jazz Free Concert Dunedin Community Center 1920 Pinehurst Rd Friday, Sep 11 8:00 PM – 12:00 AM Drunken Shrubbery Flanagan’s Irish Pub 465 Main St Saturday, Sep 12 9:00 AM – 1:00 PM Dunedin Downtown Market Dunedin History Museum (Parking Lot) 349 Main St Saturday, Sep 12 5:00 PM – 9:00 PM Sunshine State Express Polka Band HOB Brewing Company 931 Huntley Ave Saturday, Sep 12 6:00 PM – 9:00 PM Carl August Soggy Bottom Brewing Co. 660 Main St Saturday, Sep 12 8:00 PM Robin Taylor Zander Caledonia Brewing  587 Main St Saturday, Sep 12 8:00 PM – 12:00 AM …

Dunedin Downtown Day/Date Time Who Where Address Friday, Sep 4 7:00 PM Matt Zitwer Duo Live The Dunedin Smokehouse 471 Main St Friday, Sep 4 8:00 PM Nineties Night (Free Concert) Dunedin Brewery 937 Douglas Ave Friday, Sep 4 7:00 PM – 10:00 PM Sweet Lick band  The West End Market 990 Broadway Saturday, Sep 5 9:00 AM – 2:00 PM Dunedin Downtown Market John R. Lawrence Pioneer Park 420 Main St Saturday, Sep 5 8:00 PM Stick & Ditty (Jon Ditty’s Birthday Show) Dunedin Brewery 937 Douglas Ave Saturday, Sep 5 9:00 PM SoulFish Live Bauser’s 520 Douglas Ave Palm Harbor Downtown Day/Date Time Who Where Address Friday, Sep 4 6:30 PM Let’s Get Rocked 80s Night & Bar Hop Downtown Palm Harbor (Starting at RumFire Grill) Nebraska Ave Friday, Sep 4 7:00 PM Live 80s Nu Wave & Hairbands Rumfire 917 11th St Saturday, Sep 5 11:00 AM Free Florida Animal Art Workshop Cool Beans Coffee and Ice Cream 811 County Road 1 Saturday, Sep 5 1:00 PM Parrot Head Poker Run (Suncoast …

Dunedin Downtown Day/Date Time Who Where Address Friday, Aug 28 2:30 PM Dunedin Blue Jays vs. Palm Beach Cardinals TD Ballpark 373 Douglas Ave Friday, Aug 28 7:00 PM Dean Johanesen Live Stirling Wine 461 Main St Friday, Aug 28 8:00 PM Paul Rowan Live Flanagan’s Irish Pub 465 Main St Friday, Aug 28 8:00 PM Brain Emoji feat. Seth Lynn Dunedin Brewery 937 Douglas Ave Saturday, Aug 29 9:00 AM Dunedin Downtown Market John R. Lawrence Pioneer Park 420 Main St Saturday, Aug 29 6:30 PM Blue Jays Game & Post-Game Fireworks TD Ballpark 373 Douglas Ave Saturday, Aug 29 8:00 PM Detroit Mike & Trey Wanvig Dynamic Duo Caledonia Brewing 587 Main St Saturday, Aug 29 8:00 PM Tangerine Creme Debut Blur Nightclub Patio 325 Main St Palm Harbor Downtown Day/Date Time Who Where Address Friday, Aug 28 1:00 PM Paint Florida Oranges Workshop Earthscapes Garden Room 1180 Illinois Ave Friday, Aug 28 7:00 PM Live Music & Food Trucks Stilt House Brewery 625 Alt 19 Saturday, Aug 29 3:00 PM Elisa’s Greatest …

Dunedin Downtown & Honeymoon Island Area Day/Date Time Who Where Address Friday, August 21, 2026 6:00 PM – 9:00 PM Eric Clark Soggy Bottom Brewing Co. 660 Main St, Dunedin, FL 34698 Friday, August 21, 2026 6:30 PM Dunedin Blue Jays vs. Lakeland Flying Tigers Back to School Night Minor League Baseball Game TD Ballpark, 373 Douglas Ave, Dunedin, FL 34698 Friday, August 21, 2026 7:00 PM – 10:00 PM Local Acoustic Acts Open-Air Dog-Friendly Patio Music The Dunedin Smokehouse, 471 Main St, Dunedin, FL 34698 Friday, August 21, 2026 8:00 PM – 12:00 AM Acoustic Thunder Flanagan’s Irish Pub 465 Main St, Dunedin, FL 34698 Friday, August 21, 2026 8:00 PM Regional Indie Artists Friday Night Original Showcase & Craft Pours Dunedin Brewery, 937 Douglas Ave, Dunedin, FL 34698 Saturday, August 22, 2026 9:00 AM – 1:00 PM Tampa Bay Markets Vendors Dunedin Downtown Saturday Summer Market Dunedin History Museum Parking Lot, 349 Main St, Dunedin, FL 34698 Saturday, August 22, 2026 2:00 PM Craft Masters Sip & Paint Canvas & Craft Workshop HOB …

Dunedin Downtown & Honeymoon Island Area Day/Date Time Who Where Address Friday, August 14, 2026 4:30 PM – 7:30 PM Peter J’s The Flyin’ Bulldog 828 Highland Ave, Dunedin, FL 34698 Friday, August 14, 2026 6:00 PM – 9:00 PM Jessica Rose Soggy Bottom Brewing Co. 662 Main St, Dunedin, FL Friday, August 14, 2026 7:00 PM Movie Night & Live Music w/ Stick & Ditty 7venth Sun Brewery 1012 Broadway, Dunedin, FL 34698 Friday, August 14, 2026 6:30 PM Tampa Tarpons vs. Dunedin Blue Jays Minor League Baseball Action TD Ballpark, 373 Douglas Ave, Dunedin, FL 34698 Friday, August 14, 2026 7:00 PM – 10:00 PM Buzz Snyder The Dunedin Smokehouse 471 Main St, Dunedin, FL 34698 Friday, August 14, 2026 8:00 PM – Midnight Andre Roy Flanagan’s Irish Pub 465 Main St, Dunedin, FL 34698 Friday, August 14, 2026 9:00 PM – 1:00 AM DJ Matt Crown & Bull 319 Main St, Dunedin, FL 34698 Saturday, August 15, 2026 9:00 AM – 1:00 PM Dunedin Downtown Saturday Summer Market Dunedin History Museum Parking Lot …

Dunedin, FL Day/Date Time Who Where Address Friday, August 7, 2026 11:00 AM – 3:00 PM Studio 1212 Art Gallery High-Summer Fine Art Exhibition & Studio Sale Studio 1212 Art Gallery, 234 Monroe St, Dunedin, FL 34698 Friday, August 7, 2026 7:00 PM – 10:00 PM Marty and Taria Long perform The West End Market 990 Broadway , Dunedin, FL, United States, 34698 Friday, August 7, 2026 8:00 PM – 11:00 PM Stick & Ditty Duo Live Acoustic Rock & Pop Porch Session 7venth Sun Brewery 1012 Broadway, Dunedin, FL 34698 Friday, August 7, 2026 7:00 PM – Late Keys & Kegs-Piano Sing-Along Caledonia Brewing 587 Main St, Dunedin, FL 34698 Saturday, August 8, 2026 9:00 AM – 1:00 PM Dunedin Downtown Saturday Summer Market Dunedin History Museum Parking Lot 349 Main St, Dunedin, FL 34698 Saturday, August 8, 2026 8:00 PM – 11:00 PM Regional Bluegrass Artists Dunedin Brewery 937 Douglas Ave, Dunedin, FL 34698 Palm Harbor, FL Day/Date Time Who Where Address Saturday, August 8, 2026 6:00 PM – Late Main Street Merchants Open-Air Summer …