What To Do This Weekend in Naples, Bonita Springs, Estero, Marco Island, and Fort Myers

Looking for things to do this weekend in Naples and Southwest Florida? The first weekend of September kicks off the Labor Day holiday, and there is a lot going on across Naples, Bonita Springs, Estero, Marco Island, and Fort Myers, from free concerts and farmers markets to food festivals and waterfront live music. Here is your complete guide to Friday, September 4 through Sunday, September 6, 2026.

Friday, September 4

Naples

Friday night, the Mercato Nights Music Series holds its monthly free outdoor concert in the central Piazza at Mercato, 9110 Strada Place in North Naples. The series runs on the first Friday of the month and this September edition falls on Friday, September 4, with music from around 6:30 to 8:30 PM. Admission is complimentary, and you can pick up takeout from the restaurants around the Piazza. Check the Mercato events page for the confirmed performer for the night.

For a different kind of evening, Jimmy Buffett Day returns to the Compass Hotel by Margaritaville on Fifth Avenue South for the holiday. Expect live music, lawn games, and drink specials in a relaxed island-style setting just steps from downtown Naples.

Fort Myers

Down the coast, the Fort Myers Art Walk fills the Downtown River District on Friday, September 4, with artists lining First Street alongside live music, food, and drinks from 5 to 9 PM. It is a free, walkable way to spend a warm September evening in the historic downtown.

Estero

Live-music fans in Estero can catch Abacab, the Music of Genesis, a Genesis tribute act, at The Twisted Fork at 8 PM on Friday. It is a fun night out with dinner and a show in a local favorite spot.

Saturday, September 5

Farmers markets for the morning

Saturday morning is made for the Third Street South Farmers Market in downtown Naples, open from 7:30 to 11:30 AM on Third Street South, or the Vanderbilt Farmers Market at 2355 Vanderbilt Beach Road from 8 AM to 12 PM. Farther north, the Fort Myers Farmers Market runs from 9 AM to 1 PM at 2200 First Street. You will find fresh produce, local honey, baked goods, and artisan crafts at all three.

Fort Myers festivals

Saturday afternoon, Fort Myers hosts two festivals. The Taste of Latino Festival takes over Centennial Park at 2000 W First Street from 12 PM, with Latin music, food, and the Empanada Smackdown. Tickets and details are on the Taste of Latino website. Over in North Fort Myers, the Southwest Florida Tacos & Treats Festival runs from 12 to 9 PM at Mike Greenwell Regional Park, 11831 Bayshore Road, with food, craft vendors, and family fun. See the festival event page for the full lineup.

That night, Bobby Pulido & Roberto Pulido bring a night of Tejano music to The Ranch Concert Hall & Saloon, 2158 Colonial Boulevard, starting at 6 PM. It is one of the biggest live shows of the weekend in the Fort Myers area.

North Fort Myers

The Labor Day Bash at Brightwater Lagoon in North Fort Myers runs Saturday through Monday, September 5-7. The lagoon resort at 8630 Sunny Page Lane is marking the holiday with a foam party and three days of lagoon-side events, music, and family fun. The Visit Fort Myers guide to Labor Day weekend rounds up more options across the area.

Marco Island

On Marco Island, Saturday is a day for the water. Head to Tigertail Beach for the morning, then settle in for live music at Snook Inn on Bald Eagle Drive, which has music on the water every day, with lineup times on the restaurant's live music page. Over in Goodland, Crabby Lady hosts afternoon live music with waterfront dining, a classic Marco Island Saturday.

Sunday, September 6

Sunday keeps the holiday going at a relaxed pace. The Labor Day Bash continues at Brightwater Lagoon in North Fort Myers, and the Fort Myers Art Walk returns downtown through the afternoon for a last look at local artwork. On Marco Island, live music at Snook Inn carries through the day, and the beaches are quiet and worth a slow afternoon.

Sunday is also a great day to explore an area you might be considering for a move. Drive through Naples, Fort Myers, or the communities on Marco Island to get a feel for day-to-day life. If you are relocating to Southwest Florida, our relocation guide walks through what to expect, and this look at what it is really like to relocate here covers the practical side of the move.

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