
This week carries a lot of weight for Naples. School starts Tuesday. Early voting opens Saturday for the August 18 primary. Les Misérables takes its final bow at the Naples Players this weekend. And in between, there's a Back-to-School Expo for families, Motown at Artis-Naples Wednesday night, comedy at Off the Hook, and all the Saturday staples that make summer weekends in Naples worth showing up for. Here's everything on the calendar.
🗓️ Thursday, August 6
🎹 Naples Piano Man — Dogtooth📍 Dogtooth Sports and Music Bar, 5310 Shirley Street, Naples
🕡 6:30 PM – 9:00 PM | 🎟 Free | dogtoothnaples.com
Naples Piano Man opens the week at Dogtooth Thursday evening. Solo piano, no cover, no reservation — just show up and settle in.
🗓️ Friday, August 7
😂 William Lee Martin — Off the Hook Comedy Club📍 Off the Hook Comedy Club, 2500 Vanderbilt Beach Road #1100, Naples
🕖 7:00 PM | 🎟 From $32 | offthehookcomedy.com | 239-389-6901
William Lee Martin opens a weekend run at Off the Hook Friday evening on his "Seemed Smart at the Time" tour — hilarious stories about life's choices, family dynamics, and the kind of everyday mistakes that make for genuinely great stand-up. Martin has been a staple of American stand-up comedy for decades with multiple Comedy Central and Netflix appearances. Friday at 7 PM is the opener — the weekend crowd energy is high and the room is intimate enough that every seat is a good seat.
🎭 Les Misérables — Second-to-Last Performance📍 Kizzie Theater, 701 5th Avenue South, Naples
🕖 7:30 PM | 🎟 From $57.50 | naplesplayers.org | 239-263-7990
Final performances: Fri Aug 7 7:30 PM & Sat Aug 8 2:00 PM only
Les Misérables closes its run at the Naples Players this weekend — permanently. The 73rd season opener has been one of the most ambitious productions the company has staged this year. Friday at 7:30 PM is the second-to-last performance. Saturday matinee at 2 PM is the final curtain. After Saturday, it's gone. If you've been meaning to go, this is the last chance — book now.
🗓️ Saturday, August 8 — Biggest Day of the Week
🗳️ Early Voting Begins — August 18 Primary
📍 Multiple Collier County locations | colliervotes.gov
🕙 10:00 AM – 6:00 PM | 🎟 Free | Early voting runs August 8–15
Early voting opens today for the August 18 primary — and this year's ballot carries significant weight for Collier County. Key local races include state senator, state representatives, Collier County Commission seats, the Collier County School Board, and the new Congressional District 22 that now affects 125,000 Collier County voters.
Don't wait for August 18. Early voting runs through August 15 at multiple locations across the county. Confirm your polling location and registration at colliervotes.gov before you go.
🛍️ Third Street South Farmers Market📍 Third Street South, downtown Naples
🕖 7:30 AM – 11:30 AM | 🎟 Free
The 30-year Saturday morning institution in the heart of Old Naples. Fresh produce, baked goods, local vendors, and strong coffee. Start here before the day gets away from you.
🎉 Southwest Florida Family Back-to-School Expo📍 North Collier Regional Park Gym, 15000 Livingston Road, Naples
🕙 11:00 AM – 2:00 PM | 🎟 Free
A free family event held the weekend before school starts — entertainment, food trucks, bounce houses, and local resources for families heading into the new school year. School starts Monday August 11. This is the send-off weekend. A great option for families looking for something fun and low-key before the week begins.
🌿 Rise and Thrive — Wellness Morning📍 Food & Thought 2, 7941 Airport Pulling Road North, Naples
🕗 8:00 AM | 🎟 $10 | foodandthought2.com | 239-791-3663
Start Saturday strong with an energizing fitness session at Food & Thought 2, followed by a welcome juice shot and a smoothie social. Ten dollars, low-key, genuinely good for you. A strong early morning option before the farmers market or back-to-school expo.
🎭 Les Misérables — FINAL PERFORMANCE📍 Kizzie Theater, 701 5th Avenue South, Naples
🕑 2:00 PM matinee | 🎟 From $57.50 | naplesplayers.org
The absolute final performance of Les Misérables. Saturday afternoon at 2 PM. After this matinee, the show closes permanently. If you missed the entire run and want one last chance — this is it.
🎶 Sounds on Strada — Live Music at Mercato📍 Mercato Piazza, 9110 Strada Place, North Naples
🕕 6:00 PM – 8:00 PM | 🎟 Free
Mercato's weekly Saturday live music series in the Piazza continues through the summer. Lawn chairs welcome, no outside coolers. One of the most reliable free Saturday evenings in Naples regardless of the season.
🗓️ Sunday, August 9
😂 William Lee Martin — Final Show📍 Off the Hook Comedy Club, 2500 Vanderbilt Beach Road #1100, Naples
🕗 8:00 PM | 🎟 From $32 | offthehookcomedy.com
Last chance to catch William Lee Martin's Naples run. Sunday at 8 PM — the final performance of the weekend engagement.
🎵 Hampton Social Live Music Brunch📍 The Hampton Social, North Naples
🕙 11:30 AM – 1:30 PM | 🎟 Check venue
Live music accompanies Sunday brunch at the Hampton Social. A waterfront brunch option with live music built in.
🗓️ Tuesday, August 11 — First Day of School
🏫 Collier County Public Schools — First Day📍 All Collier County schools
🕗 School hours begin
The 2026-2027 school year starts today. Collier County Public Schools opens its doors for the first time this year — and does so carrying a projected $42 million budget deficit. Despite the financial headwinds, the district has maintained its "A" rating from the Florida Department of Education for nine consecutive years. For the 48,000-plus students and their families: welcome back.
🗓️ Wednesday, August 12
🎶 Nathan Chester & Old Souls — Motown Revival at Artis-Naples📍 Daniels Pavilion, Artis-Naples, 5833 Pelican Bay Blvd, Naples
🕕 6:00 PM & 8:30 PM | 🎟 artisnaples.org | 239-597-1900
Two shows Wednesday evening in Daniels Pavilion — Nathan Chester and Old Souls bring a full Motown revival to Artis-Naples as part of the All That Jazz summer series. Two showtimes give flexibility around dinner. The 6 PM show is the earlier, quieter option. The 8:30 PM set has the late-night energy. Both are in the intimate Daniels Pavilion setting that makes Artis-Naples summer programming a cut above.
😂 Open Mic Comedy Night — Off the Hook📍 Off the Hook Comedy Club, 2500 Vanderbilt Beach Road #1100, Naples
🕖 7:00 PM – 9:00 PM | 🎟 Check offthehookcomedy.com
Off the Hook runs its midweek comedy programming Wednesday evening. A casual, accessible option for anyone who wants to close out the week with something that makes them laugh without the weekend crowd.
🔁 Running All Week
🌿 W.O.N.D.E.R. in the Garden — Naples Botanical Garden
Fri–Mon | 10:00 AM – 12:00 PM | 4820 Bayshore Drive | Included with admission
🎨 Student Photography Institute 2026 — Artis-Naples
August 4–October 4 | Baker Museum | Included with museum admission
🎨 Trópico-Sub-Trópico Exhibition — Naples Botanical Garden
Through October 25 | Kapnick Hall | Included with garden admission | Works by Puerto Rican artist Pseudomero
🎷 Jebry's Jazz Jam — Dogtooth
Every Monday | 6–9 PM | 5310 Shirley Street | Free
🗳️ Early Voting — August 18 Primary
August 8–15 | 10 AM–6 PM | Multiple Collier County locations | colliervotes.gov



