Experience the best of Sarasota, Florida, with its current season boasting glorious weather, ideal for outdoor adventures. For those seeking indoor entertainment, Sarasota is home to talented local performers, ensuring there’s something for everyone in town! To help you make the most of your Sarasota experience this season, we’ve compiled a list of our clients’ and our personal favorite things to do. This carefully curated selection promises a delightful mix of culture, arts, and enjoyment for you and your loved ones. Explore Sarasota’s vibrant offerings and create lasting memories.
1. Ringling Yoga with Ashley Stewart
November 1, 15 and 29, 2023 & Monthly classes from January to May 2024 (check seasonal schedule here)

Join Ashley Stewart’s all-levels vinyasa yoga at The Ringling, blending breath and movement in nature’s embrace. Experience seated, standing, and lying postures with soothing background music, surrounded by the beauty of the sunset and occasional wildlife sightings.
2. Sarasota Chalk Festival
November 1 – 4, 2023

Watch pavement artists create traditional-style paintings on the road surface, bringing masterpieces to life over 2 1/2 days. Enjoy 3D illusion paintings that let you step into a world of alligators and cliff edges, making the ground come alive.
3. Sarasota MOD Weekend
November 2 – 5, 2023

Architecture Sarasota promises a weekend of art, architecture, and adventure! Enjoy a VIP Vernissage Reception for Victor Lundy, kayak tours, beach pavilions, and more, culminating in cocktails and dinner at White Sands Beach Cabanas.
Ryan Perrone, President of Nautilus Homes, also serves as the Vice President of the Board for Architecture Sarasota, making this event even more special.
4. Siesta Key Crystal Classic International Sand Sculpting Festival
November 10 – 13, 2023

Enjoy the non-stop fun with daily live music, sand sculpting demos, thrilling competitions, and much more.
5. Siesta Beach Seafood & Music Festival
December 1 – 3, 2023

Gather with friends and family for fresh seafood and live music. Savor a diverse menu, including fresh local seafood dishes, meat, and vegetarian options. Explore a marketplace of arts, crafts, and fine products.
6. PINC Experience
December 7, 2023

DreamLarge’s initiative, in partnership with All Star Children’s Foundation and Ringling College of Art & Design, brings you PINC, a day of intellectual indulgence. 12 thought-provoking speakers across various disciplines will inspire innovation and creativity while fostering a stronger sense of community.
7. Annual Holiday Boat Parade of Lights
December 8, 2023

Celebrate the 33rd Annual Holiday Boat Parade of Lights with a variety of holiday-themed boats. Marina Jack opens at 11 am, offering special menus and entertainment, including lunch and dinner cruises.
8. Selby Gardens “Lights in Bloom”
December 8, 2023 – January 3, 2024

With over two million lights adorning the gardens and pathways, be sure not to pass up the chance for a festive photo, engaging children’s arts and crafts, various activities, and entertainment.
9. Ringling Library Town Hall Series
January 16 – April 15, 2024

Don’t miss the Ringling College Library Association Town Hall Lecture Series in early 2024! Limited tickets available for an exceptional lineup of speakers.
10. St. Armands Circle Art Festival
May 25 – 26, 2024

Discover an extraordinary outdoor art gallery at St. Armands Circle. Artisans from across the U.S. showcase their talents in various mediums, offering original pieces like sculpture, jewelry, painting, and more. Chat with the artists about their inspiration and even consider commissioning a unique piece for your home or office. Explore and be inspired!