Sarasota Sidewalk Chalk Art Contest and Fundraiser from the 2022 Chalk Festival in Sarasota

Featured30oct8:00 am5:00 pmSarasota Sidewalk Chalk Art Contest and Fundraiser from the 2022 Chalk Festival in SarasotaBurns Square8:00 am - 5:00 pm Sarasota Sidewalk Chalk Art Contest & FundraiserAreaSarasota Event TagsChalk Festival 2022TypeArt,Festival,Fundraising EventCostPrice Donation $10 Adult / $5 Student

Event Details

Event 5. Sarasota Sidewalk Chalk Art Contest & Fundraiser

$2,500+ in Cash Prizes & Ribbons

Join us at the Sarasota Sidewalk Chalk Art Contest & Fundraiser taking place in the historic Burns Square district, downtown Sarasota on Sunday, October 30, Rain or Shine!

This contest is for seasoned and emergent visual artists and students in high school or college, age 18 and older. Those under the age of 18 can contact Denise Kowal at to request participation.

Artists will draw on premium artist paper and use pastel chalk as their medium which is provided. Paper will be affixed to the sidewalk with blue masking tape. By drawing on paper the artists can go indoors or tape it to store glass windows should it rain. Artists must start by 10 a.m. and finish by 4 p.m. Judging will be at 4:30 p.m.

There will be a total $2500 in cash prizes awarded. Contest Cash awards are made possible by donations from local sponsors so the cash awards may grow!

The public will be invited to bid on the artwork as a fundraiser for the Avenida de Colores 501c3 cultural arts organization.

Click HERE to sign up to be an artist.




(Sunday) 8:00 am - 5:00 pm


Burns Square

S. Pineapple Avenue


Chalk Festival

The original international Chalk Festival started in Burns Square, downtown Sarasota in 2007, it moved to the Venice Airport Fairgrounds on Venice Island in 2014, Florida - the Shark-Tooth Capital of the World. Organized by the Avenida de Colores, 501c3 cultural arts organization, a festival was held in Sarasota April 2019 and Venice November 2019. the 3D Illusion Museum was held in Sarasota at the Ice House in 2020 featuring over 50 illusions in a museum setting. In 2021 the 'Avenue of Art' is a social distancing event in Burns Square where artists are painting, not chalking, over 300 sidewalks celebrating Sarasota County Centennial. The Chalk Festival 'Spirited Festivities' international event will be held October 29 - November 1, 2021 at the Venice Airport. Go to for more information.Featured events include 3D illusion paintings, traditional pavement painting, Young and Young at Heart Fun Zone for all, Pavement Music Festival, Vendors, Food Trucks and Beer Gardens.The Festival is a collaboration of artists, volunteers, donors and visitors who bring together, once a year, the best pavement artists in the world while welcoming anyone of any age or skill level to participate along side them. It is a celebration of the ephemeral pavement arts where artists use pastel chalk as their medium and the street surface as their canvas to create over-sized masterpieces as the public is invited to watch the creative process. Hundreds of other artists participate and in a multitude of ways from music, dance, poetry, acting, magic, and much more. In 2014 the Festival artists broke a world record for the Largest Anamorphic Pavement Art. The design by Kurt Wenner measured over 22,000 square feet! It did it again in 2015 with Bacchus and then with the restoration of the Megalodon. The Festival started in 2007 as a regional event. By 2008 it went national with over 100 artists participating. In 2010 the festival became the First International Street Painting Festival in the United States. The 2011 festival attracted, in one location, the most renowned artists in the field of street painting with over 500 artists participating and over 200,000 guests attending the week-long event. The 2012 festival celebrated the theme 'Circus City, USA' and artists from all over used the circus as an inspiration for their artwork - Kurt Wenner, Nik Wallenda, and many others put on a great performance event! The theme for the 2013 festival is 'Legacy of Valor' honoring Veterans, inspiring patriotism, and embracing freedom, "Freedom Pass It On." The 2014 theme was 'Extinct and Endangered Species; the 2015 theme was 'Eat, Drink & Be Merry'; the 2016 theme was 'Love & Peace'; the 2017 theme was 'Evanescence'; the 2019 'Garden of Wonder'; April 2022 'Resilience'; October 2022 'Spirited
(941) 488-8877 Burns Square Venice, FL 34236

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Price Donation $10 Adult / $5 Student


June 2023

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