Sarasota Lifestyle

Lakewood Ranch National Night Out

Join neighbors, local law enforcement, and community organizations for Lakewood Ranch's annual National Night Out, an evening dedicated to building stronger neighborhood connections and promoting public safety. This free, family-friendly event features live music, interactive exhibits, giveaways, and activities for kids—including face painting, inflatables, and meet-and-greets with first responders. Enjoy food trucks, local vendors, and a chance to learn more about safety initiatives in the community. It’s a fun and meaningful way to foster partnerships and celebrate the vibrant spirit of Lakewood Ranch.

Venice Sun Fiesta

The Venice Sun Fiesta is one of the city's most beloved and long-standing traditions, bringing together locals and visitors for a fun-filled weekend celebrating the spirit of Venice. Sponsored by the Women's Sertoma Club of Venice, this family-friendly festival features live music, arts and crafts vendors, delicious food, a beer and wine garden, a children's area, and one of the most unique traditions of the event: the bed races down Venice Avenue. Other highlights include a parade, student entertainment, and local performances throughout the weekend.

Sarasota Pumpkin Festival

Celebrate all things fall at the Sarasota Pumpkin Festival, a beloved annual tradition for families throughout the Suncoast. Held at Sarasota Fairgrounds, this multi-day festival blends the cozy charm of autumn with vibrant entertainment, food, and activities for all ages.

Bayfest on Anna Maria Island

Pine Avenue, Anna Maria Island, FL 34216 Pine Avenue, Anna Maria Island, FL

Get ready for a beloved island tradition! Bayfest is Anna Maria Island’s annual October street festival that celebrates the laid-back coastal lifestyle with live music, delicious food, refreshing drinks, and a lively classic car show. Stroll along Pine Avenue and browse unique arts and crafts vendors, enjoy family-friendly activities, and soak up the festive island atmosphere. This free event is a perfect way to kick off the fall season and experience the charm of Anna Maria Island like a local.

Sarasota Bay Water Lantern Festival

Nathan Benderson Park 5851 Nathan Benderson Circle, Sarasota, FL

Experience a magical evening of reflection and celebration at the Sarasota Bay Water Lantern Festival. Held along the serene waterfront, this family-friendly event invites guests to design and release personalized lanterns onto the water, creating a breathtaking display of glowing lights and heartfelt messages. Enjoy live music, food trucks, and a peaceful, welcoming atmosphere as the sun sets over Sarasota Bay. Each ticket includes a lantern kit, commemorative bag, and LED candle. Whether you're honoring a loved one, setting intentions, or simply enjoying the beauty of the moment, this unique event offers a memorable and meaningful experience for all ages.

Bradenton Zombie Pub Crawl

Dress like the undead and crawl through Bradenton’s best bars with drink specials.

Sarasota Oktoberfest

Raise your stein and celebrate Sarasota Oktoberfest, a lively three-day festival in downtown Sarasota blending authentic German traditions with Florida flair. Hosted by Paragon Festivals at scenic JD Hamel Park, this fall event features traditional German fare like bratwurst, schnitzel, and pretzels, alongside seasonal craft beers and festive drinks. Enjoy live music ranging from polka to rock, shop artisan vendors, and bring the whole family for a fun-filled weekend. Whether you're in it for the food, the music, or the gemütlichkeit, Sarasota Oktoberfest delivers a taste of Bavaria right on the Gulf Coast. Admission is free.

Selby Spooktacular

Family-friendly Halloween fun at Selby Gardens with trick-or-treating and spooky displays.

Trick or Treat at The Bay

Bring the kids in costume for trick-or-treating, games, and Halloween fun at The Bay park.

Selby Gardens Orchid Show: Fall Blooms

Immerse yourself in the stunning world of orchids during the Selby Gardens Orchid Show: Fall Blooms, hosted at the Downtown Sarasota campus of Marie Selby Botanical Gardens. This annual fall exhibition celebrates the beauty, diversity, and fragility of orchids through breathtaking horticultural displays, vibrant art installations, and interpretive exhibits exploring the science and history behind these exotic blooms.

Siesta Key Safe Treats

Enjoy safe and festive Halloween trick-or-treating along Siesta Key Village.

Sarasota Medieval Fair

Sarasota Medieval Fair

Step back in time and experience the magic of the Middle Ages at the Sarasota Medieval Fair, one of Florida’s most immersive and beloved annual festivals. This outdoor event brings history to life with thrilling jousting tournaments, live armored combat, themed entertainment, and a bustling marketplace filled with artisans, blacksmiths, glass blowers, and unique handmade goods.