Explore Tampa Bay Newsletter October/November 2026

November Events

🎉 Conga Caliente Festival: Sunday, November 1st (Al Lopez Park, Tampa)

🎨 SHINE St. Pete Mural Festival: November 6th – 15th (Downtown St. Petersburg & Arts Districts)

💃 Tampa Greek Festival: November 6th – 7th (St. John Greek Orthodox Church, South Tampa)

🍷 Savor St. Pete Food & Wine Festival: November 7th – 8th (Vinoy Park, St. Petersburg)

🦀 38th Annual Tarpon Springs Seafood Festival: November 7th – 8th (Sponge Docks, Tarpon Springs)

🎨 Dunedin Art Harvest: November 7th – 8th (Highlander Park, Dunedin)

🎷 Riverwalk Autumn Music & Food Truck Fest: Saturday, November 7th (Curtis Hixon Waterfront Park, Tampa)

🎃 Largo Mid-Autumn Harvest & Craft Fair: Saturday, November 7th (Largo Central Park, Largo)

🍁 Oldsmar Fall Arts & Crafts Festival: Saturday, November 7th (R.E. Olds Park, Oldsmar)

🍷 Dunedin Wines the Blues: Saturday, November 14th (Downtown Main Street & Pioneer Park, Dunedin)

🚗 4th Annual Oldsmar Rod Run Car Show: Saturday, November 14th (10:00 AM – 2:00 PM) (R.E. Olds Park, Oldsmar)

🐶 17th Annual Dogtoberfest & Ride 4 the Animals: Saturday, November 14th (11:00 AM – 5:00 PM) (Highlander Park, Dunedin)

🍻 Palm Harbor Craft Beer & Wine Walk: Saturday, November 14th (Historic Downtown Palm Harbor)

🍁 Trinity/Odessa Fall Craft & Vendor Market: Saturday, November 14th (Starkey Market, Trinity / Odessa)

🏖️ Sanding Ovations Masters Sand Sculpting Competition: November 19th – 22nd (Treasure Island Beach / Barrier Islands)

🎄 Enchant Christmas Light Maze Grand Opening: Opens Friday, November 20th (Runs through Dec 27) (Tropicana Field, St. Petersburg)

🏴󠁧󠁢󠁳󠁣󠁴󠁿 Dunedin Celtic Music & Craft Beer Festival: Saturday, November 21st (Highlander Park, Dunedin)

🦃 Tampa Bay Times Turkey Trot (Clearwater): Thursday, November 26th (Morning) (Clearwater High School Stadium, Clearwater)

🏃 Belleair Thanksgiving Day Family 5K: Thursday, November 26th (Morning) (Dimmitt Community Center, Belleair)

🦃 New Port Richey Turkey Trot 5K: Thursday, November 26th (Morning) (Sims Park, New Port Richey)

🎄 Safety Harbor Main Street Holiday Tree Lighting: Friday, November 27th (Main Street, Downtown Safety Harbor)

🎅 St. Petersburg Waterfront Parks Tree Lighting: Friday, November 27th (Straub Park & North Straub Park, St. Petersburg)

🛍️ Tarpon Springs Black Friday Merchant Walk: Friday, November 27th (Dodecanese Blvd & Sponge Docks, Tarpon Springs)

🛍️ Shopapalooza Festival: November 28th – 29th (Vinoy Park, St. Petersburg)

🏖️ Sanding Ovations Encore & Beach Holiday Lights: November 28th – 29th (Treasure Island Beach / Barrier Islands)

🌴 Pass-A-Grille Holiday Beach Market: Saturday, November 28th (Pass-A-Grille Beach, St. Pete Beach)

🚤 Tarpon Springs Light Up the Bayou & Merchant Walk: Saturday, November 28th (Spring Bayou & Sponge Docks, Tarpon Springs)

🚤 IRB Holiday Beach Lighting & Festival: Saturday, November 28th (Kolb Park, Indian Rocks Beach)

🎄 Redington Shores Holiday Kickoff Market: Saturday, November 28th (Town Constitution Park, Redington Shores)

⚓ Gulfport Thanksgiving Weekend Waterfront Market & Tree Lighting: Saturday, November 28th (Beach Blvd & Casino, Gulfport)

🎄 Dunedin Holiday Tree Lighting & Sunset Market: Saturday, November 28th (Pioneer Park, Downtown Dunedin)

🎄 Largo Central Park Holiday Lights Kickoff: Saturday, November 28th (Largo Central Park, Largo)

🎅 Palm Harbor Historic Downtown Holiday Tree Lighting: Saturday, November 28th (Harbor Hall & Florida Ave, Palm Harbor)

🎄 Oldsmar Holiday Tree Lighting & Cocoa Social: Saturday, November 28th (R.E. Olds Park, Oldsmar)

🎅 Starkey Market Holiday Tree Lighting & Artisan Market: Saturday, November 28th (Starkey Market, Trinity / Odessa)

🛍️ Westchase Holiday Craft & Gift Fair: Sunday, November 29th (Westchase Town Center, Westchase)

🎄 Clearwater Beach Pier 60 Holiday Lights Kickoff: Sunday, November 29th (Pier 60, Clearwater Beach)

🚤 Tampa Riverwalk Holiday Lighted Display Kickoff: Sunday, November 29th (Curtis Hixon Waterfront Park & Riverwalk, Tampa)

These are just some of the main events. Please confirm dates and location. Official city websites are the most reliable sources for the most up-to-date information. For more events and details 👇

Tampa Area Events

Clearwater/St Pete Area Events

October Events

October in Tampa Bay is the ultimate celebration of fall weather, spooky fun, and world-class waterfront festivals! From massive pumpkin patches and haunted theme park nights to high-energy cultural traditions, the entire region comes alive. Lift a glass at Oktoberfest along the Tampa Riverwalk, catch legendary live music at the Clearwater Jazz Holiday, or enjoy two full miles of family-friendly trick-or-treating at Halloween on Central. With crisp autumn coastal breezes and a packed community schedule, October is one of the best months to experience living in Tampa Bay!

👻 Busch Gardens Howl-O-Scream: Select Nights Through October 31st (7:00 PM – Close) (Busch Gardens, Tampa)

🎃 Busch Gardens Spooktacular: Saturdays & Sundays Through October 31st (12:00 PM – 4:00 PM) (Busch Gardens, Tampa)

👻 Creatures of the Night: Select Nights Through October 31st (4:00 PM – 10:00 PM) (ZooTampa at Lowry Park, Tampa)

🌾 HarvestMoon Farm Pumpkin Patch & Corn Maze: Weekends Through November 1st (10:00 AM – 5:00 PM) (HarvestMoon Fun Farm, Masaryktown)

🍺 Palm Harbor Oktoberfest & Craft Beer Fest: Friday, October 2nd (5:00 PM – 10:00 PM) (Historic Downtown Palm Harbor)

🎈 Oldsmar Party in the Park: Friday, October 2nd (6:00 PM – 8:30 PM) (R.E. Olds Park, 107 Shore Dr W, Oldsmar)

🛍️ Gulfport First Friday Night Market: Friday, October 2nd (5:00 PM – 9:00 PM) (Beach Blvd S, Downtown Gulfport)

🎶 Streetlight Manifesto Live: Friday, October 2nd (7:00 PM) (Jannus Live, Downtown St. Petersburg)

🎃 DK Festival Farm Pumpkin Patch: Weekends Starting October 3rd (10:00 AM – 4:00 PM) (DK Farms & Gardens, 1750 Lake Ave SE, Largo)

🎃 Safety Harbor Fall Festival: October 3rd – 4th (10:00 AM – 4:00 PM) (City Marina & Waterfront Park, Safety Harbor)

🏃 Gulfport Community 5K Run/Walk: Saturday, October 3rd (8:00 AM) (Gulfport Casino Ballroom, 5500 Shore Blvd S, Gulfport)

🏈 USF Bulls vs. Temple Owls Football: Saturday, October 3rd (TBA) (Raymond James Stadium, Tampa)

🎸 Rock the Harbor: First Saturdays Music & Market: Saturday, October 3rd (12:00 PM – 6:00 PM) (Crabby Bill's, 312 Australia Ave, Palm Harbor)

🎃 Fall Y'All at Coachman Park: Saturday, October 3rd (11:00 AM – 5:00 PM) (Coachman Park, 300 Cleveland St, Downtown Clearwater)

🍽️ Taste of the Beaches: October 3rd – 11th (Daily Dining Hours) (Participating Restaurants across Pinellas Beaches)

🎉 2nd Annual Fiesta SOMOS ST. PETE: Sunday, October 4th (12:00 PM – 7:00 PM) (St. Pete Pier Plaza, Downtown St. Petersburg)

🎸 Ziggy Marley & Gov't Mule: Sunday, October 4th (5:00 PM) (The BayCare Sound at Coachman Park, Clearwater)

🚨 Oldsmar National Night Out Community Social: Tuesday, October 6th (5:00 PM – 7:00 PM) (R.E. Olds Park, Oldsmar)

🍺 Oktoberfest Tampa: October 9th – 11th (Fri 4 PM; Sat 11 AM; Sun 11 AM) (Curtis Hixon Waterfront Park, Tampa)

🍺 Tarpon Springs Oktoberfest: October 9th – 11th (10:00 AM – 6:00 PM) (Sponge Docks & Historic Downtown Tarpon Springs)

👻 Halloween Haunting at Starkey Market: Friday, October 9th (5:00 PM – 9:00 PM) (Starkey Market, 3460 Starkey Blvd, New Port Richey / Trinity)

🌾 Island Fest at Honeymoon Island: October 10th – 11th (Sat 10 AM – 5 PM, Sun 10 AM – 3 PM) (Honeymoon Island State Park, 1 Causeway Blvd, Dunedin)

🍺 Oktoberfest on Indian Rocks Beach: Saturday, October 10th (12:00 PM – 7:00 PM) (Kolb Park, 1507 Bay Palm Blvd, Indian Rocks Beach)

🛍️ Belleair Bluffs Market on The Bluffs: Saturday, October 10th (9:00 AM – 2:00 PM) (2747 Sunset Blvd, Belleair Bluffs City Hall)

🚐 VW Beach Bash: Saturday, October 10th (9:00 AM – 3:00 PM) (Pass-A-Grille Beach, 8th Ave & Gulf Way, St. Pete Beach)

🚗 Slamfest Car and Truck Show: October 10th – 11th (9:00 AM – 5:00 PM) (Florida State Fairgrounds, Tampa)

🍂 St. Pete Pier Fall Festival & Pumpkin Patch: October 10th – 11th (11:00 AM – 7:00 PM) (St. Pete Pier Plaza & Spa Beach Park, St. Petersburg)

🎉 ViVa Tampa Bay Hispanic Heritage Festival: Sunday, October 11th (11:00 AM – 6:00 PM) (Perry Harvey Sr. Park, Tampa)

🎃 Hunsader Farms Pumpkin Festival: Weekends, October 10th – 25th (9:00 AM – 5:00 PM) (Hunsader Farms, Bradenton)

🎪 Sacred Heart Fall Festival: October 14th – 18th (Times Vary Daily) (Sacred Heart Catholic School, 7951 46th Way N, Pinellas Park)

🎷 Clearwater Jazz Holiday: October 15th – 18th (Gates open 4:00 PM Thu/Fri; 3:30 PM Sat/Sun) (Coachman Park, Clearwater)

🎨 Art Fair Tampa: October 15th – 18th (10:00 AM – 6:00 PM) (Tampa Convention Center, Downtown Tampa)

👻 Haunted Gulfport Ghost Tour & Walking History: Saturday, October 17th (7:00 PM – 8:30 PM) (Gulfport Casino & Historic Waterfront District, Gulfport)

🎨 Tarpon Springs Sponge Docks Arts & Crafts Festival: October 17th – 18th (10:00 AM – 5:00 PM) (Sponge Docks, Tarpon Springs)

🦀 Dunedin Stone Crab Fest: Saturday, October 17th (12:00 PM – 9:00 PM) (Edgewater Park, 51 Main St, Dunedin)

🎃 Belleair Halloween Bash: Friday, October 23rd (5:30 PM – 8:30 PM) (Dimmitt Community Center, 918 Osceola Rd, Belleair)

👻 Tarpon Springs Sponge Docks Trick-or-Treating: Friday, October 23rd (6:00 PM – 8:00 PM) (Dodecanese Blvd, Sponge Docks, Tarpon Springs)

👻 Tarpon Springs Touch-a-Truck & Trunk-or-Treat: Friday, October 23rd (5:00 PM – 8:00 PM) (Craig Park, Tarpon Springs)

🚲 USA BMX Gator Nationals: October 23rd – 25th (Race Starts 8:00 AM) (Oldsmar Sports Complex, 3120 N Park Blvd, Oldsmar)

🦀 42nd Annual Frenchy's Stone Crab Weekend: October 23rd – 24th (12:00 PM – 10:00 PM) (Baymont Street, Clearwater Beach)

💃 Clearwater Greek Festival: October 23rd – 25th (11:00 AM – 10:00 PM) (Holy Trinity Greek Orthodox Church, 409 S Old Coachman Rd, Clearwater)

👻 Owl-O-Ween: Friday, October 23rd (5:30 PM – 8:30 PM) (McGough Nature Park, 14592 113th Ave N, Largo)

🖼️ 34th Annual Hyde Park Village Art Fair: October 24th – 25th (10:00 AM – 5:00 PM) (Hyde Park Village, Tampa)

🇺🇸 Tunnel to Towers 5K Run & Walk: Saturday, October 24th (8:30 AM Ceremony, 9:00 AM Race) (Starkey Ranch District Park, 11880 Lake Blanche Dr, Odessa)

🎃 Dunedin Spooktacular Halloween & Haunted House: Saturday, October 24th (5:00 PM – 9:00 PM) (Highlander Park, 1920 Pinehurst Rd, Dunedin)

🎃 Florida Botanical Gardens Pumpkin Fest: Saturday, October 24th (12:00 PM – 4:00 PM) (Florida Botanical Gardens, 12520 Ulmerton Rd, Largo / Seminole Border)

👻 Seminole City Center Haunted Graveyard Experience: Saturday, October 24th (7:00 PM – 9:00 PM) (Seminole City Center, 11201 Park Blvd, Seminole)

👻 Redington Shores Community Fall & Halloween Social: Saturday, October 24th (5:00 PM – 8:00 PM) (Town Constitution Park, 17400 Gulf Blvd, Redington Shores)

👻 Tampa Riverwalk Trick or Treat: Saturday, October 24th (4:00 PM – 7:00 PM) (Curtis Hixon Waterfront Park & Riverwalk, Tampa)

💀 Casa Tina Día de los Muertos Festival: TBD - Late October (Pioneer Park & Main Street, Downtown Dunedin)

🎃 Halloween on Central Open-Air Celebration: Sunday, October 25th (12:00 PM – 5:00 PM) (Central Avenue, 16th St to 31st St, St. Petersburg)

🎡 Hillsborough County Fair: October 29th – November 8th (Times Vary) (Hillsborough County Fairgrounds, Dover)

👻 Haunted Fest St. Pete: October 30th – 31st (5:00 PM – 10:00 PM) (St. Pete Pier / Spa Beach Park, St. Petersburg)

🎃 Oldsmar Haunted Happenings: Friday, October 30th (6:00 PM – 8:30 PM) (R.E. Olds Park, 107 Shore Dr W, Oldsmar)

🎃 Downtown Dunedin Trick-or-Treating: Friday, October 30th (5:00 PM – 8:00 PM) (Main Street & Pioneer Park, Dunedin)

🎃 Safety Harbor Main Street Trick-or-Treat: Friday, October 30th (4:30 PM – 6:30 PM) (Main Street, Downtown Safety Harbor)

👻 Pass-A-Grille Spooktacular Trick-or-Treat: Friday, October 30th (5:00 PM – 7:30 PM) (Eighth Avenue Historic District, St. Pete Beach)

🎃 The Great West Chase 5K, 10K & Fun Run: Saturday, October 31st (7:00 AM Race Start) (West Park Village, Linebaugh Ave, Westchase)

These are just some of the main events. Please confirm dates and locations. Official city websites are the most reliable sources for the most up-to-date information. For more events and details 👇

Tampa Area Events

Clearwater/St Pete Area Events

Our area has fabulous concert venues ranging from large outdoor spaces to intimate indoor spaces. Click on the image above for a current list of the top ten. 🎶👆

We also have amazing museums! Click the image below to find links to their sites and see which exhibits are currently on display. 👇

Looking to make new friends in the area? Join my Group, “Explore Tampa Bay with Friends.” Just click on the image below for more information. 👇

I’m excited to announce the launch of my YouTube channel, Key to New Shores! Let me help you find your dream home in the Tampa Bay Area. Or explore homes worldwide with me; I’m a Certified International Property Specialist. Click on the image below to visit my YouTube Channel 👇

Single-Family Home Sales for Pinellas, Pasco

 and Hillsborough Counties in March 2026