
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.

Step into the glowing wonderland of Lights at Spooky Point, where illuminated creatures and playful displays line a wooded trail through the historic grounds of Spanish Point. Each turn reveals new surprises—from hovering 'ghost orchids' to vibrant glowing webs. 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.

Enjoy the weekly gathering of local food trucks offering a variety of cuisines. Check it out. You may discover your new favorite cuisine.

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.
Experience Sarasota’s most enchanting Halloween light show! Wander the historic trails of Spanish Point beneath the trees, surrounded by whimsical illuminated installations inspired by real plants and classic fall fun. 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.

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.