
Downtown Sarasota Christmas Tree Lighting
Gather at Selby Five Points Park for Sarasota’s official Christmas tree lighting, complete with carolers, refreshments, and a special appearance by Santa Claus.

Gather at Selby Five Points Park for Sarasota’s official Christmas tree lighting, complete with carolers, refreshments, and a special appearance by Santa Claus.

Ring in the holiday season with Sarasota’s annual Holiday Parade through downtown. Enjoy festive floats, marching bands, holiday lights, and a special appearance from Santa Claus. A favorite for families and visitors alike.

Unwind midweek with Sunset Yoga on The Green, a free, all-levels class that pairs gentle movement with Sarasota’s golden hour. Each Wednesday from 6:30–7:30 PM, an experienced instructor guides you through a balanced flow—breath work, accessible poses, and feel-good stretches—so beginners feel welcome and seasoned yogis can deepen their practice. The setting is outdoors on The Green at UTC (across from The Vitamin Shoppe), where there’s room to spread out, relax, and let the day go.

Unwind at Jazz Thursdays, a vibrant monthly gathering at the Sarasota Art Museum. Held on the second Thursday of each month, this event brings together live jazz music, inspiring art, and a lively community vibe. Enjoy performances under the stars on the Marcy & Michael Klein Plaza, explore the galleries with extended hours, and grab a bite or a glass of wine at Bistro, which opens at 5:00 PM with a special evening menu. Whether you're a jazz aficionado or just looking for a fun night out, Jazz Thursdays offer a cultural escape like no other in Sarasota.

The UTC Night Market is a vibrant, family-friendly event that takes place on select evenings at The Mall at University Town Center, located at 140 University Town Center Drive, Sarasota, FL 34243. Hosted on the Green at UTC (adjacent to the mall near The Vitamin Shoppe), this outdoor market is a celebration of local artisans, food trucks, live music, and community connection.

Celebrate the season during this magical evening at The Ringling, where the museum grounds are beautifully illuminated and admission is free with the donation of an unwrapped toy. Enjoy festive holiday music, family-friendly activities, and decorated museum spaces while supporting local families in need.

Enjoy a family-friendly movie night under the stars. The first 220 attendees will receive a free cookie from Dirty Dough Cookies, courtesy of Grace Community Church. There will also be inflatables for kids and concessions available from We B’ Poppin Popcorn and Kettle Corn. Remember to bring your own blankets or lawn chairs.

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.

Sarasota’s Holiday Boat Parade of Lights brings music, magic, and illuminated boats to the bay — a festive waterfront tradition that benefits local children.

Put on your festive gear and join the jolly crowd for Siesta Key’s annual holiday-themed bar crawl. Enjoy drink specials and merrymaking across island hotspots.

Enjoy classic and contemporary holiday music performed by the Venice Symphony in a festive concert.

Stroll through one of Sarasota’s most eclectic and charming arts districts during the Artwalk at Towles Court, a vibrant celebration of creativity held on the third Friday of each month. This monthly event invites locals and visitors alike to explore artist studios, galleries, and shops showcasing fine art, sculpture, pottery, jewelry, and more. Live music fills the air as guests enjoy complimentary refreshments and the chance to meet the artists behind the work. Many participating studios offer demonstrations, making it a fun and interactive experience for all ages.