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RSW Living Magazine

19 Things To Do in Southwest Florida This August & September

Looking for something to do in the Months of August & September? We've got you covered with a wide array of events including concerts, festivals, fundraiser, and more.

Concerts, Comedy, and Disney on Ice

We've got LOTS of great concerts and performing arts for you. Looking for a night out at the theatre? Check out Wakey, Wakey at Urbanite Theatre. Something for the kids? Disney On Ice Presents Mickey's Search Party is a definite must! And be sure to check out the variety of concerts!

Wakey Wakey - start Aug 03 2018 0800PM

Wakey, Wakey - Aug 03, 2018 08:00PM

August 3 - September 2 Wednesday - Saturday at 8pm, Sunday at 2pm Obie-award-winning playwright Will Eno celebrates life’s gifts with an uplifting mix of gratitude, absurdity and humo... Read More » 

Music Walk in Fort Myers - start Aug 17 2018 0600PM

Music Walk in Fort Myers - Aug 17, 2018 06:00PM

The River District comes alive on the third Friday of the month as local and regional musicians line the streets. From jazz and blues to rock & roll, many genres can be heard and vary... Read More » 

SCS Band at Naples Harley - start Aug 18 2018 1100AM

SCS Band at Naples Harley - Aug 18, 2018 11:00AM

C'mon down to Naples Harley for the Bike wash and ICE CREAM !!!! The SCS Band will be playing all your favorites !!!! Read More » 

Fully Caffeinated Comedy Tour - start Aug 25 2018 0700PM

Fully Caffeinated Comedy Tour - Aug 25, 2018 07:00PM

Need a pick-me-up? Come to Anita’s new tour, Fully Caffeinated Comedy! Enjoy an evening of great standup, hilarious music, and Anita’s unique perspective on real life- she’s got a “latte”... Read More » 

The Freecoasters at The Celtic Ray in Punta Gorda - start Aug 31 2018 0930PM

The Freecoasters at The Celtic Ray in Punta Gorda - Aug 31, 2018 09:30PM

The Freecoasters make their triumphant return to the Celtic Ray Public House, Punta Gorda! Read More » 

Animals and the Arts - start Sep 20 2018 0600PM

Animals and the Arts - Sep 20, 2018 06:00PM

Come celebrate with Gulf Coast Humane Society and enjoy an evening of love of pets during the “Animals and the Arts” event Thursday, Sept. 20, from 6-8 p.m. at the Alliance for the Arts.T... Read More » 

Disney On Ice Presents Mickeys Search Party - start Sep 21 2018 0700PM

Disney On Ice Presents Mickey's Search Party - Sep 21, 2018 07:00PM

Disney On Ice presents Mickey’s Search Party brings the magic closer to fans than ever before through dynamic and immersive moments that take place on the ice, in the air and in the seats... Read More » 

Selwyn Birchwood Concert - start Aug 31 2018 0800PM

Selwyn Birchwood Concert - Aug 31, 2018 08:00PM

With his fiery guitar and lap steel playing, his trailblazing, instantly memorable songs and gritty, unvarnished vocals, Selwyn Birchwood is among the most extraordinary young stars in th... Read More » 

Rickie Lee Jones  Anders Osborne - start Sep 28 2018 0700PM

Rickie Lee Jones & Anders Osborne - Sep 28, 2018 07:00PM

Rickie Lee Jones is a two-time Grammy Award-winning singer, musician, songwriter, and producer from the United States. Over the course of a three-decade career, Jones has recorded in vari... Read More » 

It's time to head to a festival! 

Who doesn't like a good festival? Check out the Sarasota Reggae & Rumfest and the 3rd Annual Caribbean Jerk and Cultural Festival

Sarasota Reggae  Rumfest - start Aug 18 2018 1200PM

Sarasota Reggae & Rumfest - Aug 18, 2018 12:00PM

Help us celebrate 🎉 “International Rum Day” in beautiful Sarasota, Florida!!! Rum brands from around the world showcase their exotic drinks, and delicious blends! This will be an annual e... Read More » 

3rd Annual Caribbean Jerk and Cultural Festival - start Sep 29 2018 1200PM

3rd Annual Caribbean Jerk and Cultural Festival - Sep 29, 2018 12:00PM

3rd Annual Caribbean Jerk and Cultural Festival – Saturday, September 29th, Laishley Park in Punta Gorda, FL from Noon -8 pm. Kids under 12 are FREE! Featuring the region’s top live Carib... Read More » 

Fun Fundraisers for Animals and More 

Bingo, Painting and Brews, and a Masquerade Ball all while supporting some great local nonprofits? Sign me up! Check out these fun and positive events.

Trees for the Seas  - start Aug 11 2018 0800AM

Trees for the Seas - Aug 11, 2018 08:00AM

Let's meet up, plant trees and talk Trees for the Seas! Please join us in planting trees to combat water pollution. It is heartbreaking what we've seen this summer on our precious shores ... Read More » 

2018 Comedy for a Cause - start Sep 14 2018 0600PM

2018 Comedy for a Cause - Sep 14, 2018 06:00PM

A cast of Community Business Leaders will perform improv in the venue of "Whose Line is It Anyway?" This hilarious fundraising evening will benefit the Charlotte Players many programs inc... Read More » 

Bags Bingo and BBQ - start Sep 20 2018 0500PM

Bags, Bingo and BBQ - Sep 20, 2018 05:00PM

Please join us for a fabulous fun evening of Bags, Bingo and BBQ benefiting the Parkinson Association of Southwest Florida Inc. (PASFI) Tickets are $45 per person and include dinner, two ... Read More » 

Brushes and Brews - start Sep 22 2018 0830PM

Brushes and Brews - Sep 22, 2018 08:30PM

Brushes and Brews is a Duel Fundraising event for The Christopher and Dana Reeve Foundation and Super Rylee: A Special Needs Trust. We are raising funds for Spinal Cord Injury Awareness M... Read More » 

Black Ties  Tails Masquerade Ball - start Sep 29 2018 0700PM

Black Ties & Tails Masquerade Ball - Sep 29, 2018 07:00PM

Cape Coral Pet Vet has reached its 10 year anniversary and to celebrate we would like to give back to our community. A cause that is special to our hearts is the Cape Coral Animal Shelter... Read More » 

Odd and Ends

Our last few event picks just so happen to involve food (the BEST events involve food, am I right?). Check out Stoneybrook's Chili Cookoff (great for the whole family), Moms & Mimosas! (for, well, the moms), and Cookies & Canvas (painting + cookies? whoop!). Great, now I'm hungry!

Stoneybrook Chili Cookoff - start Aug 11 2018 0400PM

Stoneybrook Chili Cookoff - Aug 11, 2018 04:00PM

We need some contestants and judges! Help us make this an awesome event! :) Stoneybrook Chili's Cook Off Calling all Cooks! We are having a Chili Cook Off, and want to see who makes the b... Read More » 

Moms  Mimosas - start Aug 12 2018 0100PM

Moms & Mimosas! - Aug 12, 2018 01:00PM

Want the ultimate DIY experience? 1️⃣Grab a friend or 2! (Or come alone!) 2️⃣Sign up on our website for the class and project you want.3️⃣Show up and your materials will be ready! Your in... Read More » 

Cookies  Canvas - start Aug 25 2018 1000AM

Cookies & Canvas - Aug 25, 2018 10:00AM

We couldn't just let the adults have all the fun! With a simple step-by-step instruction method, Cookies and Canvas is a great event for ages 8 and up. Cookies and Canvas not only instruc... Read More » 

Don't see your favorite included? Please share your event with us by posting to our calendar. It's free and a great way to spread the word!