Sarasota Lifestyle

Music on Main Lakewood Ranch

Music on Main Lakewood Ranch

Join the fun at Music on Main, Lakewood Ranch’s signature monthly street party featuring live music, food vendors, beer and wine booths, and family-friendly activities. Held on the first Friday of every month along Main Street, this lively outdoor event draws locals and visitors alike for an evening of entertainment and community connection. Each month features a different band playing everything from rock and country to funk and pop, plus local businesses and nonprofits hosting booths and activities. Bring a chair, leave the cooler at home, and enjoy the vibrant energy of one of Lakewood Ranch’s most popular recurring events.

Sarasota Back-to-School Bash

Get ready for the new school year with fun and purpose at the Sarasota Back-to-School Bash, a family-focused event offering free backpacks, school supplies, health resources, and entertainment for kids of all ages. Hosted by community partners and local organizations, this annual event is designed to support families while celebrating the start of a new academic year. Enjoy bounce houses, face painting, games, music, and food vendors while connecting with educational services and local nonprofits. It’s a one-stop event for school readiness and a great way to kick off the year with excitement and community spirit.

Venice Fall Book Fair

Book lovers unite at the Venice Fall Book Fair, a seasonal celebration of literature featuring local and regional authors, independent publishers, and book-related vendors. Stroll through charming downtown Venice to discover a wide variety of genres, from fiction and memoir to children’s books and history. Meet authors, attend signings, and learn about the creative process through panel discussions and author talks. Perfect for readers of all ages, the event also includes activities for kids and plenty of opportunities to support local literary talent. Whether you're an avid reader or just browsing, this event offers inspiration on every page.

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.

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.

Venice Holiday Parade

Downtown Venice lights up with floats, marching bands, and holiday cheer during this beloved parade.

Downtown Venice Christmas Walk

Explore downtown Venice with festive storefronts, extended shopping hours, refreshments, and music. A charming evening to kick off the Christmas season.

St. Armands Circle Holiday Night of Lights

Ring in the holiday season with music, lights, and the ceremonial lighting of the tree in the center of St. Armands Circle. Enjoy live performances and festive fun for all ages.

Lakewood Ranch Winterfest

Celebrate the holiday season with Winterfest at Waterside Park featuring snow slides, live music, food vendors, holiday characters, and a magical fireworks show over the lake.

Lights in Bloom® at Selby Gardens

Marie Selby Botanical Gardens Sarasota, FL

Lights in Bloom® is Selby Gardens’ signature holiday light display and one of Sarasota’s most beloved seasonal traditions. During this breathtaking evening event, more than two million lights transform the gardens into a whimsical wonderland of glowing pathways, illuminated rainforest scenes, and artistic botanical displays. Stroll through the gardens and enjoy stunning light sculptures, immersive installations, and peaceful waterfront views enhanced by the glow of holiday brilliance.