09/01/2026
September in Southwest Florida is looking pretty good. ☀️
Think live music at Mercato, evenings on Fifth, outdoor movies, farmers markets, jazz, art nights, and plenty of reasons to get out and enjoy everything SWFL has to offer beyond the beach.
A few dates to add to your calendar:
🍷 Sept. 4–6 — Wine & Cheese Art Crawl + Labor Day Weekend
Fort Myers Beach
🌴 Sept. 19 — Key Lime & Tropical Fest
Fishermen’s Village, Punta Gorda | Noon–6 PM
🛍️ Sept. 24 — Sip, Shop & Stroll
Promenade at Bonita Bay | 4–6 PM
🍽️ Sizzle Dining — All September Long
This year is a big one. Sizzle Dining is celebrating its 10th anniversary and, for the first time, runs the entire month of September.
With 140 participating restaurants across Lee and Collier Counties, special prix-fixe menus, and $1 from every Sizzle meal benefiting Blessings in a Backpack SWFL, it’s basically the perfect excuse to plan a few dinners out.
A few spots on our list:
Bonita Springs: Waffle Monkey
Naples: Barbatella, Blackbird, Unidos, Warren, Baleen + Tigress Rooftop
Save this for your September plans — and send it to the friend who’s always asking, “What should we do this weekend?” 🤍