Fall Events and Festivals

Every time of year is special in St. Pete/Clearwater but the fall season brings its own brand of magic with spectacular weather that simply makes you want to hang out with others and celebrate the best of what the area has to offer.

Fortunately, there's no shortage of occasions to do just that. Renowned music festivals, like the Clearwater Jazz Holiday, give you cause to tune out the hubbub of daily life and lend an ear to some of the world's most renowned musicians. And area villages, such as John's Pass, put their very best foot forward with to-drool-for festivals that remind you just how delicious the food and arts are here. Events like these add memorable highlights to what's sure to be an already unique vacation.

1 Clearwater Jazz Holiday

Clearwater Jazz Holiday
Thursday, October 15 - Sunday, October 18, 2020

Bring your chairs and blankets and relax to the soothing sounds of jazz from world-class musicians complimented by beautiful waterfront settings. Past performers have included blues legend Buddy Guy, Americana favorites like Sheryl Crow and The Avett Brothers, classic soul performer Gladys Knight and more! Click "More Info" for this year's lineup. 

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2 John's Pass Seafood & Music Festival

Johns Pass Village and Boardwalk

Thursday, October 22, 2020 – Saturday, October 25, 2020

Enjoy fresh gulf seafood, live music and more at this four day celebration in historic John's Pass Village on Madeira Beach. Festival highlights also include a Halloween Block Party with costume contests on Friday, the Battle of the Gulf Fishing Tournament on Saturday, and the World's Largest Bloody Mary Toast on Sunday morning. 

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3 DTSP Songwriters Festival

DTSP Songwriters Festival
Friday, November 1, 2019 – Sunday, November 3, 2019

The Downtown St. Petersburg Songwriters Festival is a three-day celebration of live music over the weekend of November 1-3rd in the heart of downtown St. Petersburg, FL.  Over 35 eclectic and diverse songwriters will perform over 100 free acoustic events while sharing the stories behind their biggest songs.  

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4 Savor St. Pete

Saturday, November 2, 2019 – Sunday, November 3, 2019

Savor St. Pete is an exciting two-day celebration of food, wine and craft beer in the downtown St. Pete waterfront. The festival will take place at North Straub Park, a popular spot for amazing waterfront views and amazing events. Savor St. Pete delivers a palate-pleasing, star-studded weekend destination event showcasing the talents of renowned wine & spirits producers, brew masters, chefs, and culinary personalities to educate, entice, enlighten, and entertain.

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5 Annual Sanding Ovations Master's Cup

Annual Sanding Ovations Master's Cup
Wednesday, November 18, 2020 – Sunday, November 22, 2020

All it takes is a pile of sand, some buckets of water, and lots of imagination to build a masterpiece. Ten master sculptors from throughout North America, Europe and Asia will return to Treasure Island for the 12th Annual Sanding Ovations Master's Cup Competition. Live music, food, a craft market, and a children's area featuring sand sculpting lessons will be available. The event is free to the public. 

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6 Bert's St. Pete Beach BikeFest

Bert's St. Pete Beach BikeFest
Wednesday, November 18, 2020 – Sunday, November 22, 2020

This year's four-day St. Pete Beach BikeFest will be bigger and better than ever! Enjoy a free nightly beach party and concert featuring national headliners including Bret Michaels, Fuel, Soul Asylum and Charlie Daniels Band. Catch regional favorites perform during free afternoon beach concerts. Other events include a nightly bar crawl, Builder's Row Custom Bike Expo, fireworks, poolside biker games and so much more!

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