This is the final week of September — which means last call for Sizzle Dining, the last week of Flavors of Fifth on Fifth Avenue South, and the final Sounds on Strada of the summer series. The good news: this week is packed with free events. Here's everything happening.
🗓️ Friday, September 25
🚚 September Food Truck Night — Big Corkscrew Island Regional Park📍 Big Corkscrew Island Regional Park, 810 39th Ave NE, Naples
🕕 6:00 PM | 🎟 Free admission — food available for purchase
Collier County Parks kicks off the weekend with its September Food Truck Night at Big Corkscrew Island Regional Park. Food trucks, music, games, and activities for the whole family. Admission is free — you only pay for whatever food and drinks you decide to order. One of the best free family Friday nights Collier County offers.
💃 A.I.R. National Dance Day Party — Big Corkscrew Island Regional Park📍 Big Corkscrew Island Regional Park, 810 39th Ave NE, Naples
🕡 6:30 PM – 8:30 PM | 🎟 Free
Right alongside Food Truck Night, Collier County's Adaptive and Inclusive Recreation team is hosting a National Dance Day celebration open to all ages and abilities. No dance experience required. Bring the family and come ready to move. A wonderful, inclusive community event that makes the Big Corkscrew destination worth the drive Friday evening.
🎶 Country on the Gulf — Ben Allen Band📍 Dimension Event Center, Naples
🕡 Doors open 6:30 PM | 🎟 Free admission
Country fans have a Friday night option with the Ben Allen Band performing live at Dimension Event Center. Country on the Gulf is a free night of live country music in Naples — no cover, no ticket needed.
🌿 Rise and Thrive Wellness Morning📍 Food & Thought 2, 7941 Airport-Pulling Road North, Naples
🕗 8:00 AM | 🎟 $10 | foodandthought2.com
Start Friday with an energizing fitness session at Food & Thought 2, followed by a welcome juice shot and smoothie social. A solid early-morning wellness option before the day gets underway.
🗓️ Saturday, September 26 — Biggest Day of the Week
🛍️ Third Street South Farmers Market📍 Third Street South Farmers Market, Neapolitan parking area between Third Street South and Gordon Drive, Old Naples
🕖 7:30 AM – 11:30 AM | 🎟 Free
One of Naples' best Saturday traditions. Browse local produce, flowers, baked goods, coffee, seafood, prepared foods, and specialty products from local vendors — then stick around Third Street South for breakfast, shopping, or a walk toward the beach. A year-round Naples institution.
🥕 Vanderbilt Farmers Market📍 Galleria Shoppes at Vanderbilt, North Naples
🕘 8:00 AM – 1:00 PM | 🎟 Free
If you're in North Naples, this is your Saturday morning option. The Vanderbilt Farmers Market features dozens of vendors with produce, flowers, honey, baked goods, specialty foods, personal-care products, and home goods. Extended fall hours run through 1 PM.
🏷️ Community Yard Sale — Vineyards Community Park📍 Vineyards Community Park, 6231 Arbor Blvd W, Naples
🕘 8:00 AM – 12:00 PM | 🎟 Free admission for shoppers
Treasure hunters can spend Saturday morning browsing Collier County's Community Yard Sale at Vineyards Community Park. Residents will be selling household items, furniture, clothing, and everything cleared out of closets and garages. Shopping is free — sellers pay $10 for a space. A classic Saturday morning community event.
💪 Sand Barre Wellness Social📍 The Sand Barre Fitness, Naples
🕘 8:30 AM | 🎟 Free | thesandbarre.com
The Sand Barre hosts a free community wellness social Saturday morning — a combination of fitness and social connection. Free to attend.
⚽ FC Naples vs. Chattanooga Red Wolves SC📍 Paradise Coast Sports Complex, 3940 City Gate Blvd N, Naples
🕖 7:30 PM – 10:30 PM | 🎟 From $10 | fcnaples.com
FC Naples closes out its home schedule Saturday night against Chattanooga Red Wolves SC. The club drew 68,000 fans in its inaugural season. $10 tickets, beer garden, food vendors, and professional USL League One soccer under the lights. The best sports value in Naples.
🎶 Sounds on Strada — FINAL Performance of the Summer📍 Mercato Piazza, 9110 Strada Place, North Naples
🕕 6:00 PM – 8:00 PM | 🎟 Free
This is the last Sounds on Strada of the 2026 summer series. Mercato's beloved outdoor live music event in the Piazza closes out its season Saturday evening. Lawn chairs welcome, no outside coolers. A fitting sendoff to summer before season begins.
🗓️ Sunday, September 27
🕹️ Retro Game Night at Mercato📍 Mercato, 9105 Strada Place, North Naples
🕕 6:00 PM – 8:00 PM | 🎟 Free | mercatoshops.com
Mercato hosts its monthly Retro Game Night Sunday evening — classic board games, video games, and nostalgic fun for families and adults alike. Free admission. A genuinely fun community event.
🗓️ Tuesday, September 29
🎯 Spotlight Trivia Night — The Oasis Naples📍 The Oasis, 1046 Pine Ridge Road, Naples
🕖 7:30 PM | 🎟 Free to play | theorasisnaples.com
Spotlight Trivia every Tuesday at 7:30 PM at The Oasis. Teams of two to six, no cover, full menu and bar available.
BURN by Rocky Patel hosts a complimentary Scotch tasting Tuesday evening. Premium cigars, Scotch whisky, and a relaxed social atmosphere. Free to attend.
🗓️ Tuesday–Wednesday, September 30
🍽️ Sizzle Dining — FINAL NIGHT
📍 140+ restaurants | sizzledining.org
Tonight is the absolute last night of Sizzle Dining 2026. If you haven't gone yet — this is your only remaining chance. Book directly with the restaurant at sizzledining.org.
😂 Andy Gross — Off the Hook Comedy Club📍 Off the Hook Comedy Club, 2500 Vanderbilt Beach Road #1100, Naples
🕖 7:00 PM | 🎟 From $35 | offthehookcomedy.com | 239-389-6901
Andy Gross — ventriloquist, magician, and comedian with appearances on America's Got Talent and The Tonight Show — closes the week at Off the Hook. His show combines world-class ventriloquism with stand-up comedy and illusion in a way that works for families and adults equally. A unique comedy experience to close out September.
🔁 Running All Week — Final Days
🍽️ Sizzle Dining 2026 — FINAL WEEK | Through Sept 30 | sizzledining.org
🌿 Flavors of Fifth — FINAL WEEK | Through Sept 30 | fifthavenuesouth.com
🎨 Latin Modernism Exhibition — Norris Center | Through Sept 30 — FINAL WEEK | Free | 755 8th Ave S
🌿 Historias del aire y del suelo — Naples Botanical Garden | Through Oct 25 | naplesgarden.org
🎨 Through the Light of the Mangroves — Rookery Bay | Through Oct 29 | Free with reserve admission
