Clearwater-St. Pete Fall Events Families Will Love

Fall brings brisk temperatures throughout many regions, but those who retreat to the Tampa Bay region enjoy a mild climate and plenty of ways to enjoy the weather. With highs in the mid-80s, sunshine and cool nights, Clearwater Beach and St. Pete Beach rank among the top destinations for fall vacations. And what better reason to plan a quick trip than attending an event? Find travel inspiration and read more about the top Clearwater-St. Pete fall events.

Clearwater-St. Pete Fall Events That Welcome Families

clearwater jazz festival fall

Clearwater Jazz Holiday

Held at Coachman Park, visitors enjoy the musical styles of artists such as The Temptations, The Four Tops, Kenny Loggins, The Avett Brothers and more. In addition, they also witness gorgeous sunsets and warm ocean breezes at the four-day Clearwater Jazz Holiday in October.

Bring a blanket and chair to ensure maximum comfort each night, and arrive early to snag the best seats. Music lovers can purchase day passes or packages for the entire festival.

Clearwater Beach Chalk Walk

This free three-day event in October features over 40 artists transforming the sidewalks of Clearwater Beach into works of art. The chalk walk also offers activities beyond admiring the art, including a family-friendly kids zone, arts and crafts, vendors, and live music.

At this favorite among Clearwater-St. Pete fall events, visitors also vote on their favorites in the People’s Choice Award all three days.

SHINE St. Pete Mural Festival

St. Petersburg radiates a creative and vibrant spirit, which is reflected at SHINE St. Pete Mural Festival held in October. Local artists and community members gather for this art project that “intends to illuminate the power of art in public spaces by revitalizing areas, inspiring dialogue and uniting our community—while cultivating new standards of artistic excellence.”

Art lovers can take a self-guided tour, or opt for a tour on two wheels with a guide. In addition, there are plenty of photo and video ops during the tour.

clearwater-st. pete fall events mural festival

John’s Pass Seafood Festival

Fill up on delicious seafood at John’s Pass Seafood Festival in Madeira Beach, just north of St. Pete Beach. The festival ranks as one of the largest in the U.S., and features live entertainment, fresh Gulf seafood and sunshine.

Other fun things to do include a Halloween costume contest and block party, Battle of the Gulf Fishing Tournament, and the World’s Largest Bloody Mary Toast on the final day. Just remember to come hungry and leave happy.

Oktoberfest Tampa

Just a short drive to the other side of the peninsula on Tampa Bay, families find the area’s largest Oktoberfest in late October.

Oktoberfest Tampa has been a local favorite for over 22 years, and it is easy to see why. With plenty of beer, lederhosen, authentic German music and food, contests and dancing, the family-friendly event makes any vacation extra special.

Start planning your fall vacation in the Tampa Bay area. View vacation rentals in Clearwater or book a rental home in St. Pete.

After picking events, discover more things to do in Tampa Bay.