
Siesta Key Rum Tasting Tours
Tour the award-winning Siesta Key Rum distillery and sample locally made rums. Free guided tours available several days a week with insights into small-batch production and local flavor.

Tour the award-winning Siesta Key Rum distillery and sample locally made rums. Free guided tours available several days a week with insights into small-batch production and local flavor.

Celebrate Sarasota’s vibrant creative community at First Fridays at Sarasota Art Museum. Held on the museum’s beautiful plaza, this monthly evening gathering offers live music, art, food, and drink in a lively, welcoming atmosphere. Guests can enjoy gallery access, curated performances, pop-up art activities, and a specialty menu from the on-site Bistro. Whether you're an art lover or just looking to unwind, it's a perfect Friday night out for friends, couples, and families alike.

Join FIT4MOM Sarasota for energizing Stroller Strides® and Stroller Barre® workouts at The Green at UTC. These full-body fitness classes are designed for moms with little ones in tow and combine strength training, cardio, and core restoration, all while entertaining your child with songs and activities. Ideal for new moms looking to stay active, meet other parents, and make fitness part of their weekly routine.

Unwind at After Hours—a lively evening of live music and social dancing on the Marcy & Michael Klein Plaza at Sarasota Art Museum. Most nights kick off with a quick beginner-friendly lesson at 5:30 pm, followed by music and open dancing until 7:30 pm. Galleries, the Bistro, and the SHOP stay open late, so you can make a full night of it.

Experience Sarasota’s signature fall carnival at University Town Center — four days of rides, games, food, and family fun under the lights of autumn.

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

Journey through the woods at Historic Spanish Point for an evening of family-friendly frights and botanical brilliance. Lights at Spooky Point transforms the gardens into a glowing fantasy of orchids, skeletons, and pumpkins galore. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.

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.

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

Bring the family to Bradenton's creative neighborhood for a Halloween stroll through the Village of the Arts. Studio doors and porch lights will be on, with galleries and neighbors handing out treats while you explore colorful streets, murals, and yard displays. Expect a friendly atmosphere, easy photo ops, and plenty of candy stops for costumed kids. Street parking is available throughout the Village, plus an overflow lot at 13th Ave and 12th St. Please use crosswalks and watch for pedestrians.

St. Armands Circle transforms for one evening into a festive Halloween promenade. Browse shops and restaurants as costumed characters and creative window displays set the mood. Families can trick-or-treat around the Circle while adults enjoy special offers and seasonal bites. Free to attend; arrive early to find parking on and around the Circle or use rideshare during peak times.

Enjoy a magical autumn evening under the lights at Spooky Point! The historic campus of Spanish Point comes alive with dazzling displays, eerie pathways, and colorful botanical-inspired installations perfect for all ages. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.