Top Sarasota Weekend Events Nov 21–23 2025 | Ballet, Charity Run & Car Show

Top Sarasota Weekend Events Nov 21–23 2025 | Ballet, Charity Run & Car Show

Introduction

If you're looking for a vibrant, culture-rich weekend in Sarasota or Lakewood Ranch, you’re in luck. From Nov 21–23, 2025, the region is alive with events: world-class ballet, community fun, a Mustang car show, gourmet grilled cheese, and festive holiday lights. Whether you're a local or thinking of relocating, this weekend has something for everyone in #Sarasota, #LakewoodRanch, #Manatee, and #Charlotte counties.

Friday, Nov 21 – Sarasota Ballet: “Program 2 – Written Motion”

• Time: 7:30 PM

• Location: Sarasota Opera House, 61 N Pineapple Ave, Sarasota, FL 34236 Sarasota Ballet+2Visit Sarasota County+2

• Details & Tickets: Sarasota Ballet – Written Motion

• What to Expect: This program includes Sir Frederick Ashton’s Valses nobles et sentimentales, Mark Morris’s The Letter V, and a world premiere by Ashley Page. The performance features live music with the Sarasota Orchestra. Sarasota Ballet+2Sarasota Ballet+2

• Why Go: An evening of elegance and innovation perfect for dance aficionados, couples, and cultural explorers.

Saturday, Nov 22 – 5th Annual Grilled Cheese Festival

• Time: 11:00 AM – 6:00 PM

• Location: CoolToday Park, 18800 S. West Villages Parkway, Venice, FL

• About the Event: A fun, family-friendly food festival where you can sample creative grilled cheese sandwiches, enjoy food trucks, live music, beer garden, and kid-friendly activities.

• Why Go: Great for foodies, families, and anyone who wants a laid-back, delicious weekend experience.

Note: (As of this writing, a dedicated event page or ticket link wasn’t clearly listed check local event calendars for updates closer to the date.)

Saturday, Nov 22 – Light Up Longboat Key & Tree Lighting

• Time: 5:30 PM – 7:30 PM

• Location: Karon Family Pavilion (Town Center Green), 600 Bay Isles Road, Longboat Key, FL

• What Happens: The community gathers to light the tree, enjoy festive performances, and meet Santa. There are likely food vendors, music, and local charm in a cozy, welcoming setting.

• Why Go: Perfect for families, couples, or anyone who loves the start of the holiday season in a scenic, coastal town vibe.

Sunday, Nov 23 – Strides for Sarasota 5K

• Time: 8:00 AM

• Location: Nathan Benderson Park, 5851 Nathan Benderson Circle, Sarasota, FL

• Details: A charity 5K run/walk organized by the Junior League of Sarasota. Supports local community projects and offers a healthy, active way to spend a Sunday morning.

• Why Go: Ideal for fitness lovers, families, or anyone who wants to contribute to a local cause while being outdoors.

Sunday, Nov 23 – 33rd Annual Ponies Under the Palms – Mustang & Ford Show

• Time: 8:00 AM – 3:00 PM Lakewood Ranch+1

• Location: Main Street, Lakewood Ranch, FL (8100 Lakewood Main Street) Lakewood Ranch

• Event Details & Registration: Ponies Under the Palms Charity Car Show

• What to Expect: Classic and modern Mustangs and Fords compete for awards. The first 100 vehicle registrants receive a commemorative mug. All-day show with raffles, DJ, and local community atmosphere. Mustang Club of America+1

• Benefiting Charities:

  • Denis V. Cooper Foundation – “Wishes for Heroes” (supports military veterans) Lakewood Ranch+1

  • Take Stock in Children (mentoring and scholarships for students) Eventbrite+1

• Why Go: A must for car lovers, families, or anyone who enjoys community charity events free to attend for the public, and full of automotive nostalgia.

Why These Events Matter for Your Lifestyle

• You’ll experience high art and culture (ballet) in a refined setting.

• You can enjoy casual, social foodie moments (grilled cheese fest).

• You’ll join community celebrations (tree lighting) that bring people together.

• You can stay active and give back (5K run/walk).

• You’ll immerse in a charitable, fun car show that supports meaningful causes.

This mix reflects the lifestyle appeal of Sarasota and Lakewood Ranch where recreation, community, culture, and meaningful experiences converge.

Ready to Make Sarasota or Lakewood Ranch Your Home?

If you’re considering a move to this vibrant region, these events offer a glimpse into the life you could have here. For help navigating the real estate market, finding the right neighborhood, or discovering what makes each community unique, connect with:

Darren Dowling – Beyond Realty at (941) 467-3448

His local expertise can help you find a home that fits your lifestyle whether you value walkability, community events, weekend culture, or a family-friendly vibe.

Conclusion

From ballet and gastronomic festivals to charity runs, car shows, and holiday lights, the weekend of Nov 21–23, 2025 is packed with something for every kind of Sarasota local or visitor. Mark your calendar, invite friends or family, and let yourself be inspired by this lively region.