Siesta Key Drum Circle

The community drum circle at Siesta Key Beach plays every Sunday in Sarasota, about 1 hour before sunset, just south of the main pavilion between lifeguard stands 3 and 4 on Siesta Public Beach. Just follow your ears. This is not a commercial event but local phenomenon that began spontaneously and now has a life… Read More

Sarasota Boat Races

Enjoy the annual Sarasota Boat Races and Offshore Grand Prix Racing Festival, occurring the weekend before the 4th of July. The event is free to the public with no tickets required. For the best view, head over to Lido or Siesta Beach and soak in the sun while watching speedboats fly by.

Siesta Key Farmer’s Market

Stroll through Siesta Key Village every Sunday morning and visit the farmer’s market. There’s everything from fresh produce to hand-made trinkets available for purchase.  Time: Every Sunday 8 AM- 1 PM EDT

Labor Day Regatta

Sarasota Sailing Squadron’s 71st annual Labor Day Regatta will feature hundreds of competitors filling Sarasota Bay with white sails over the three-day weekend. Time: Fri 1 Sep, 2017 at 5:30 pm – Sun 3 Sep, 2017 at 4:00 pm

Halloween Safe Treats For Kids

Join the Siesta Key Chamber of Commerce and the whole Village of Siesta Key for a fun and safe event.   Time: 3:00 PM – 6:00 PM EDT  

Siesta Key Crystal Classic International Sand Sculpting Festival

Recently named America’s #1 Beach, the Crystal Classic has become a favorite of the professional sand sculptors who have competed here. Citing the beauty and cleanliness of the pristine white sand, sculptors have remarked that their sculptures look almost as if they were “carved in marble.” For no charge, stop by Siesta Key Beach and… Read More

Chalk Festival

The 2017 Chalk Festival will be celebrating its 10-Year Anniversary November 10-13 – brining together the biggest family of Chalk enthusiasts. For a few weeks this “Chalk Festival Family” will come together to showcase the largest installations of 3D illusions and fine art on pavement by renown artists from around the world, while remaining approachable for anyone who whats to give it a try!… Read More

Arsenio Hall at McCurdy’s Comedy Theater

It was the success of his Emmy Award winning late night talk show “The Arsenio Hall Show” that made Arsenio a household name. Stop by McCurdy’s Comedy Theater to see the amazing Arsenio Hall!  To purchase a ticket, click here Times:  Friday, November 10 at 7:00 PM Friday, November 10 at 9:30 PM Saturday, November 11… Read More

Buddy- The Buddy Holly Story at the Van Wezel

Buddy – The Buddy Holly Story tells the true story of Buddy’s meteoric rise to fame, from the moment in 1957 when ‘That’ll be the Day’ hit the airwaves until his tragic death less than two years later on “The Day the Music Died”. The show continues the incredible legacy of the young man with… Read More

Annual Sarasota Christmas Boat Parade of Lights

Join MarineMax Sarasota in the Annual Sarasota Christmas Boat Parade of Lights is another popular “must do” in Sarasota. The crowd-pleasing parade was started in 1986 and usually takes place the second Saturday evening of December, starting around 6 p.m. The boat parade starts from City Island and will be just enough to help put… Read More