September is rolling in as we move closer to Autumn with plenty of outdoor activities, live music, and Labor Day activities.

Plan your weekend by tapping on the corresponding dates below to find the best events for you and don’t forget to bookmark this page as it’ll be updated weekly!

Weekend Events for September 1Β – 3, 2023 (Labor Day Weekend)

What to Do in Naples Florida Weekend Guide - Off the Hook Comedy Club -<br />
September 1 - 3, 2023

We’re kicking off September with Labor Day Weekend here in Naples and there will be a lot of ways to celebrate with the Grand Reopening at Off the Club Comedy Club with comedian Hank Denson, Labor Day Weekend Country Jam at Seed to Table, and the Blues & Brews End of Season Bash at Jack’s Seafood Bar and Grill.

That’s not all though Seed to Table is having a Aloha Luau Party to help support Wildfire Relief, The Jersey Boys Tribute Show at The Stage Bonita, Cool Cruisers Car Show at Miromar Outlets and so much more!

If you attend any events this weekend make sure you share them with me on Twitter,Β Instagram, or our exclusive Facebook Group.

Friday, September 1st

Saturday, September 2nd

Sunday, September 3rd


Weekend Events for September 8Β – 10, 2023

What to Do in Naples Florida - Weekend Guide - September 8 - 10, 2023

Football Season may be officially starting here in Naples, but there’s so many other exciting things to do this weekend including Chris Kattan at Off the Hook Comedy Club, Hand & Harvest Artisan Market at Mercato, and Paul Desmarais at Quinn’s on the Beach!

Even more so there’s a lot of great opportunities to enjoy the outdoors with Sunset Yoga at Vanderbilt Beach, Bark on the Ark Cruise at Pure Florida, the Luau 5K, 10K, & Half Marathon at North Collier Regional Park and so much more.

With so much to do this week make sure you check below and share the guide with your friends!

Friday, September 8th

Saturday, September 9th

Sunday, September 10th


Weekend Events for September 15Β – 17, 2023

What to Do in Naples Florida Weekend Guide - September 15 - 17, 2023 - We Love the 80's Party

There’s another amazing weekend ahead of us here in Naples with a We Love the 80’s Party at Seed to Table, Pete Correale performing live standup at Off the Hook Comedy Club, and Trucktoberfest at Riptide Brewing Co. loaded with food trucks and live music!

Of course there’s so much more to do with Pints for Parrots supporting our Naples Zoo at K.C.’s Parrot 41, Basel: Summer Edition at Seed to Table, Cars & Coffee 239 at Mercato, and so much more below.

May your weekend be filled with fun in our paradise! Don’t forget to join our Live Like a Local Naples Facebook Group for updates and other local insider updates!

Friday, September 15th

Saturday, September 16th

Sunday, September 17th


Weekend Events for September 22Β – 24, 2023

What to Do in Naples Florida Weekend Guide - September 22 - 24, 2023 - Village Venetian

It’s a new weekend with a whole lot of fun here in Naples to officially end the summer with Wine Around The Water at The Village Shops on Venetian Bay, 10th Anniversary Open House at Whiz Kids, and Matt The Welder & Average Joey at Off the Hook Comedy Club.

We also have a great chance to shop local at Hand & Harvest Artisan Market at Mercato, relax with a Guided Meditation & Sound Bath at Arts & Hot Yoga, get your exercise in with Rescue Dog Yoga at Revival Yoga Wellness Studio, and so much more.

Take a look below at all of the events this weekend and share it with a friend!

Friday, September 22nd

Saturday, September 23rd

Sunday, September 24th


Weekend Events for September 29 – October 1, 2023

What to Do in Naples Florida - July 2022 Weekend Guide - September 9 - 11, 2022

We have an exciting weekend ahead in Naples as the Autumn activities are beginning with the 9th Annual Fall Festival & Corn Mazes at Farmer Mikes U Pick, AURAΒ at Vicente of London, and 7th Annual Millennial Oktoberfest at Millennial Brewing Co.

That’s not all though because the legendary Paul Reiser is at Off the Hook Comedy Club, Ben Allen Band at Millennial Brewing Co., Summer Neon Glow Party at Seed to Table and so much more!

What are you going to do this weekend!? Join my Live Like a Local Facebook Group and share!

Friday, September 29th

Saturday, September 30th

Sunday, October 1st


Header Photo Credit:Rebecca Cairns


Weekend Events | Naples FL | September 1 – 30, 2023

Disclaimer: Events are subject to change. Please check with the venue’s website or call to confirm.