The 12th Annual Windermere Wine & Dine is an evening of refined indulgence in the heart of Windermere, pairing culinary excellence with wine, live music, and dancing under the stars.
What to expect: Tastings from many of Orlando's top restaurants alongside an extensive selection of wines, beers, and cordials, plus live entertainment in a beautiful open-air setting. It's one of Windermere's most beloved annual traditions and a highlight of the local social calendar, benefiting the community through the West Orange Chamber of Commerce.
A perfect night out for anyone who loves the Windermere lifestyle. Indulge in Windermere Wine & Dine.
Date: January 31, 2026
Location: Windermere, Florida
