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RSW Living Magazine

15 Things To Do In Southwest Florida This September

Looking for something to do in the Month of September? We've got you covered with a wide array of events including a golf tournament, concerts, theatre shows, and more!

Remember to check the event's webpage for changes and cancellations due to COVID before attending.

Naples Jazzmasters Concert - start Sep 04 2021 0100PM

Naples Jazzmasters Concert - Sep 04, 2021 01:00PM

A lot of folks love Dixieland Jazz! And we Sure do!The music has its roots in New Orleans, La., but came from many American sources – minstrel shows, ragtime and cakewalks, and the blue... Read More » 


Ben Allen Band at Whiskey Park - start Sep 04 2021 0800PM

Ben Allen Band at Whiskey Park - Sep 04, 2021 08:00PM

 Join us for a Labor Day Sunday Funday featuring Ben Allen Band!Happy hour 3-7PM • Live music at 8PM: $20 at the door Read More » 

Ducklings Travels First Annual Spring Run Golf Tournament - start Sep 04 2021 0800AM

Ducklings Travel’s First Annual Spring Run Golf Tournament - Sep 04, 2021 08:00AM

To register for the Spring Run Golf Tournament, please fill out the form below. Register as an individual for $150 or a Foursome for $500. All prices include lunch. Read More » 


 Labor Day Weekend at Fleamasters Flea Market - start Sep 03 2021 0800AM

Labor Day Weekend at Fleamasters Flea Market - September 3rd - 5th, 2021 08:00AM

Enjoy Labor Day weekend at the Flea Market! There will be great flea deals, food, and fun for the whole family! Read More » 


Labor Day Golf Tournament - start Sep 06 2021 0730AM

Labor Day Golf Tournament - Sep 06, 2021 07:30AM

8:30 AM SHOTGUN $35 PER PLAYER Plus tax and applicable cart fees. Includes credit book awards to winning teams, BBQ lunch after golf, taxes and all gratuities. - FORMAT - 18-HOLES | 2... Read More » 


Labor Day 5K - start Sep 06 2021 0800AM

Labor Day 5K - Sep 06, 2021 08:00AM

Registration is open for the Friends of Foster Children Forever Annual Labor Day 5K Run/Walk which will be held on September 6, 2021 in-person, or from anywhere you choose virtually. Ever... Read More » 

Jade Strings Bday Gala  Showcase - start Sep 19 2021 0600PM

Jade Strings Bday Gala & Showcase - Sep 19, 2021 06:00PM

Come looking your absolute best! Please wear white, black or neutral tones. We are going for a "greek, athena, mystical" theme. Read More » 


Kava On Fire - start Apr 02 2021 0900PM

Kava On Fire - Through September 24th, 2021 09:00PM

Kava on Fire!! Experience the best in fire performances and human pyrotechnics lit to the latest in EDM sound spun by DJ COLE!!! Wanna learn how to fire spin? The performers of Pluranium ... Read More » 

Randy Houser-Sam Galloway Ford Concert Series - start Sep 25 2021 0700PM

Randy Houser-Sam Galloway Ford Concert Series - Sep 25, 2021 07:00PM

Presented by Gator Country 101.9 Tickets 18 and Up Show - Additional $5.00 at the Door for Under 21 Online tickets are available at Randy Houser Bio: With an i... Read More » 


The Color Purple - start Sep 03 2021 0200PM

The Color Purple - Through September 26th, 2021 02:00PM

From the Pulitzer Prize-winning novel by Alice Walker, this is the tale of African-American women finding their independence in the first half of the 20th century. With powerful songs, au... Read More » 


A Night On Broadway - start Sep 09 2021 1130AM

A Night On Broadway - Through September 30th, 2021 11:30AM

This all-new musical revue features the best of Broadway combining favorites from the past along with the most recent musical hit sensations. The bright lights of Broadway will shine on o... Read More » 

Lets Fall In Love - start Sep 28 2021 0200PM

Let's Fall In Love - Through September 30th, 2021 02:00PM

A WORLD PREMIERE CABARET EVENT! This brand-new cabaret celebrates the music of Nat King Cole, Frank Sinatra, Bing Crosby, Tony Bennett, Sammy Davis Jr., and more! Join Florida Rep for it... Read More » 


Boeing Boeing - start Sep 29 2021 0200PM

Boeing Boeing - Through September 30th, 2021 02:00PM

In this 1960’s farce, self-styled Parisian lothario Bernard, who has Italian, German, and American fiancées, each a beautiful airline hostess with frequent “layovers.” He keeps “one up, o... Read More » 


Mel Brooks Young Frankenstein - start Sep 30 2021 0300PM

Mel Brooks' Young Frankenstein - Sep 30, 2021 03:00PM

Young Frankenstein is ready to shock our audience! The grandson of the infamous Victor Frankenstein, Frederick Frankenstein (pronounced "Fronk-en-steen") inherits his family's estate in T... Read More » 


Monday Night Trivia - start Jun 14 2021 0700PM

Monday Night Trivia - Every Monday at 7:00pm

Grab your friends and Join us for Spotlight Trivia every Monday Night at 7:00pm. Prizes and engaging hosts. Free to play. Naples on Pine ridge road hosted by Spotlight Entertainment of SW... Read More »