Leave a Message

Thank you for your message. We will be in touch with you shortly.

Seasonal Events in Lido Key and St. Armands: A Calendar of Must-Attend Activities

September 29, 2025

Blog

Seasonal Events in Lido Key and St. Armands: A Calendar of Must-Attend Activities

Along Florida's Gulf Coast, Lido Key and St. Armands Circle offer more than just pristine beaches and upscale boutiques—they host a vibrant array of seasonal events that bring the community together year-round. Whether you're a longtime resident or a prospective homeowner in Sarasota County, these local happenings provide a unique glimpse into the area's lively culture and tight-knit community.

Cars on the Circle

Various Dates

While it's normally a shopping and vacation destination, car enthusiasts take over the celebrated St. Armands Circle Park throughout the year to revel in their favorite high-end automaker. Each event showcases a stunning collection of vehicles, from classic vintage models to a manufacturer's latest releases, including stock, modified, and any other variations that fall somewhere in between. It all kicks off in May with the 27th Anniversary of Corvettes on the Circle.

  • Saturday, May 3, 2025: Corvettes on the Circle
  • *Saturday, September 6, 2025: Exotic Cars on the Circle
  • Saturday, October 11, 2025: Jaguar Festival d'Elegance
  • *Saturday, November 1, 2025: Ferraris on the Circle
  • Saturday, December 13, 2025: Porsches in the Park
*Proceeds from these shows benefit Sarasota's Flight to the North Pole charity.

Savor Sarasota Restaurant Week

June 1 to June 20, 2025, Various Locations

Foodies rejoice during Savor Sarasota Restaurant Week, where local eateries, including those on Lido Key and St. Armands Circle, offer prix-fixe menus at discounted prices. It's an excellent opportunity to sample diverse cuisines and discover new favorite dining spots.

St. Armands Circle Summer Craft Festival & Sidewalk Sale

Saturday, June 7 to Sunday, June 8, 2025

In celebration of handcrafted artistry, attendees to the Summer Craft Festival & Sidewalk Sale can explore various creations, including jewelry, ceramics, glasswork, textiles, and more, all crafted by skilled artisans. The festival offers a unique opportunity to meet the artists, learn about their inspirations, and even commission custom pieces. Set against the backdrop of St. Armands' charming boutiques and gourmet eateries, the event promises a delightful experience for residents and visitors.

St. Armands Circle Art Festival & Craft Marketplace

Saturday, September 27 to Sunday, September 28th, 2025

As a warm-up to its fall art festival in November, the St. Armands Circle Craft Marketplace is the late summer destination for artists and art lovers to seek, admire, and transact. With a focus squarely on the marketplace aspect of the show, this is where enthusiasts can acquire pieces from their favorite local, regional, or national artists. The event boasts two sections, including fine art displays in the park and crafts accessible via the adjacent streets. It's an outstanding event for creators to showcase their talents and for visitors to purchase unique pieces.

Halloween Fright Night

Friday, October 31, 2025

Embrace the spooky season with Halloween Fright Night on St. Armands Circle. This event includes a costume contest, trick-or-treating for kids, and themed decorations, making it a fun-filled evening for families and friends. Circle restaurants and retailers join the fun, offering special promotions and games and serving as trick-or-treating stops for the costumed kiddos.

St. Armands Circle Art Festival

Saturday, November 8th to Sunday, November 9th, 2025

Heading into the holiday season, the 36th Annual St. Armands Circle Art Festival transforms St. Armands Key and its famous Circle into an open-air gallery. National and local artists showcase their works, ranging from life-sized sculptures to handcrafted jewelry, offering attendees a chance to appreciate the care and artistry across a number of mediums.

Holiday Night of Lights

Friday, December 5, 2025

As the holiday season approaches, St. Armands Circle dazzles with twinkling lights and festive decorations during the Holiday Night of Lights. This family-friendly event features live music, carolers, and a visit from Santa Claus, creating a magical atmosphere that captures the spirit of the season.

St. Armands Winter Art Festival & Sidewalk Sale

Saturday, January 24, and Sunday, January 25, 2026

The Circle's January art fair is often the first big event of the year, transforming St. Armands Circle Art Festival into a wintertime, open-air gallery that can only happen in South Florida. National and local artists showcase their works, ranging from life-sized sculptures to handcrafted jewelry, offering attendees a chance to appreciate and purchase unique pieces.

Discover More of Lido Key with a Trusted Real Estate Partner  

Engaging in these seasonal events not only enriches your experience of living in Sarasota County but also strengthens community bonds and supports local businesses. Whether you're attending a festive celebration, exploring artistic showcases, or participating in community gatherings, there's always something happening in Lido Key and St. Armands Circle to make your time here memorable.

If you're interested in learning more and ready to settle into the prestigious island lifestyle offered on Lido Key—or looking to capitalize through the sale of one of the island's notable properties—contact the Kepecz-Hays Team today to begin your Lido Key real estate journey.



Recent Blog Posts

Stay up to date on the latest real estate trends.

Blog

Custom-Built Luxury: The Best Builders and Custom Homes in Longboat Key

September 29, 2025

Tailored craftsmanship and elevated coastal living await in this Gulf Coast gem.

Blog

Seasonal Events in Lido Key and St. Armands: A Calendar of Must-Attend Activities

Judy Kepecz-Hays  |  September 29, 2025

Exploring the top events and activities in Lido Key and St. Armands.

newsletter

Newsletter August 2025

Judy Kepecz-Hays  |  August 27, 2025

As summer winds down and we look ahead to a beautiful fall season on the Gulf Coast, I’m here to keep you informed and prepared.

newsletter

Highest-Priced SOLD Residence - We represented the Buyer.

Judy Kepecz-Hays  |  August 1, 2025

We are thrilled to share some exciting news! We have successfully closed a record-breaking home sale on Longboat Key— the highest residential sale in the area, and alo… Read more

newsletter

Newsletter July 2025

Judy Kepecz-Hays  |  July 30, 2025

As we move into the heart of summer, I wanted to share a quick market update and offer a few insights from the front lines of Sarasota and Longboat Key real estate.

Blog

Luxury Real Estate on the Water: Boating and Yachting Access in Longboat Key

Judy Kepecz-Hays  |  July 20, 2025

Where Waterfront Living Meets Nautical Elegance.

Blog

Fitness and Recreation in Sarasota: Gyms, Yoga, and More

Judy Kepecz-Hays  |  July 14, 2025

A balanced lifestyle built around movement, wellness, and outdoor connection.

newsletter

Newsletter May 2025

Judy Kepecz-Hays  |  May 23, 2025

As we approach Memorial Day, I would like to take a moment to honor and remember those who have made the ultimate sacrifice for our country.

Blog

Historic Sarasota: Exploring the City’s Rich History

Judy Kepecz-Hays  |  May 13, 2025

From Coastal Settlement to Cultural Capital.

Work With The Judy Kepecz-Hays Team

Dive into luxury with the Kepecz-Hays Team, renowned realtors for Florida's Central West Coast, emphasizing Longboat Key, Lido Key, and Sarasota. With an impressive $3.4 billion in career sales, our team combines an expansive international network with expert marketing strategies. For buyers, we offer a select range of premier properties and private viewings. Experience the best of Sarasota County — its pristine beaches, arts, paddle sports, and shopping. From insightful neighborhood guides to tips for seamless buying and selling, we're your key to Florida's elite real estate. Choose Kepecz-Hays Team for unparalleled excellence.