Sarasota Weekend Events | September 26–27, 2026
Darren Dowling
Darren Dowling
If you're looking for something interesting to do around Sarasota this weekend, September 26–27 offers a great mix of family entertainment, food and wine, beach activities, sports, and live classical music.
📅 Saturday, September 26 | 10 AM–2 PM
📍 Van Wezel Performing Arts Hall, Sarasota
💰 FREE
A great family pick! Family Fest features live performances, literacy activities, food trucks, games, a Kids Market, and family-friendly improv.
There are also two sensory-friendly performances of Beanstalk: The Adventures of Jack and the Giant at 10 AM and 1 PM, giving families another fun way to enjoy the morning and afternoon.
👉 Official Family Fest information
📅 Saturday, September 26 | 1–4 PM
📍 Sarasota Opera House
Food and wine lovers can spend the afternoon enjoying food tastings from local eateries and wine samples inside the historic Sarasota Opera House.
Proceeds support Sarasota Youth Opera, making this an opportunity to enjoy local food and wine while supporting arts education in the community. VIP entry begins at 12:30 PM.
📅 Saturday, September 26 | 1–6 PM
📍 Venice Public Beach
Take the weekend south to Venice for a free beach party featuring live music, food trucks, drinks, and a relaxed Gulf Coast atmosphere.
With the event taking place right at Venice Public Beach, it's an easy way to combine live entertainment with a classic Florida beach afternoon. Venice MainStreet confirms the event for September 26 from 1–6 PM.
👉 Visit Venice event information
📅 Saturday, September 26
📍 Robarts Arena, Sarasota
Watch martial artists compete at this established Sarasota sporting event. The 20th Annual Taekwondo Grand Prix is listed by Visit Sarasota County for September 26 at Robarts Arena.
This could be an especially interesting choice for families with kids involved in martial arts or anyone looking for something different from the usual weekend entertainment.
👉 Visit Sarasota event calendar
📅 September 26–27, 2026
📍 Premier Sports Campus
A full weekend of competitive youth soccer takes place at Premier Sports Campus during the 2026 Florida Extreme Cup.
The tournament is listed on Visit Sarasota County's current calendar for both Saturday and Sunday. For families involved in youth sports, it's a particularly relevant weekend event—and another example of the region's extensive sports infrastructure.
👉 Visit Sarasota Sports calendar
📅 Sunday, September 27 | 4–5:30 PM
📍 Holley Hall, Beatrice Friedman Symphony Center
For a more relaxed Sunday afternoon, Sarasota Orchestra presents Water Music, the season-opening Chamber Soirée.
The program features works by Golijov, Dvořák, and Handel, including Handel's festive Water Music Suite No. 2.
It's a beautiful way to end the weekend while experiencing Sarasota's thriving performing arts scene.
👉 Sarasota Orchestra event information
From family activities and food and wine to beachside entertainment, competitive sports, and classical music, this weekend offers several different ways to experience the Sarasota area's culture and lifestyle.
Whether you're spending the weekend with family, meeting friends, enjoying the arts, or exploring the communities around Sarasota and Manatee County, there's something worth adding to the calendar.
Thinking about making Sarasota or Lakewood Ranch home?
The best way to understand a community is to experience it. From weekend events and cultural venues to beaches, restaurants, parks, and sports facilities, the Sarasota area offers a lifestyle that extends well beyond the walls of a home.
Beyond Realty
2170 Main Street, Suite 103
Sarasota, FL 34237
941-204-0493
[email protected]
Darren Dowling is a Sarasota-based broker-owner specializing in Sarasota and Lakewood Ranch residential real estate, new construction, and relocation.
Event dates, times, admission details, and availability can change. Please check the official event website before attending.
Understanding Cash Buyers, Mortgage Buyers, Rate-Locked Homeowners, and New Construction in Sarasota and Southwest Florida
A Practical Guide for Homebuyers in Sarasota, Lakewood Ranch, Manatee County, and Charlotte County
A practical fall home-selling strategy for homeowners in Sarasota, Lakewood Ranch, Manatee County, Sarasota County, and Charlotte County
We toured every Perry model at Seaire in Parrish. Here is who Perry Homes is, what is included, current move-in ready pricing from $499,900, and how Perry compares wit… Read more
You’ve got questions and we can’t wait to answer them.