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Times of the Islands Magazine

7 Things To Do On Sanibel And Captiva Islands This September

Looking for something to do in the Month of September? We've got you covered with an array of concerts, outdoor events, and more!

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

Labor Day Weekend - start Sep 03 2021 1200PM

Labor Day Weekend -September 3rd - 6th, 2021 12:00PM

Make it a Labor Day Weekend to remember at West Wind Island Resort! From live music at Upper Deck Pool Bar to good food, a movie night at the pool, and plenty of sunshine — shouldn't ever... Read More » 


Tween Waters Island Resort  Spa Labor Day 2021 - start Sep 03 2021 0900AM

'Tween Waters Island Resort & Spa Labor Day 2021 - September 3rd - 6th, 2021 09:00AM

Join us at Tween Waters Island Resort & Spa this Labor Day! A Weekend of events to look forward to. FridayALL Weekend - Scavenger Hunt; 1PM-4PM Sheena Brook at Oasis Pool; 8PM Live ... Read More » 


Island Hopper - Captiva Island - start Sep 17 2021 0400PM

Island Hopper - Captiva Island - Sep 17, 2021 04:00PM

Island Hopper Songwriter Fest is a 10-day music festival in Southwest Florida featuring performances by the greatest singer-songwriters from Nashville and nationwide. The festival is brok... Read More » 


Friendly Faces Luncheon - start Sep 21 2021 1200PM

Friendly Faces Luncheon - Sep 21, 2021 12:00PM

FISH OF SANCAP, with George & Wendy’s Seafood Grill, continues the community-wide Friendly Faces Luncheon in a virtual format! All community members are invited for games, conversati... Read More » 


Drag Queen Bingo - start Sep 22 2021 0800PM

Drag Queen Bingo - Sep 22, 2021 08:00PM

Free to participate! (Must be over 18 to play bingo)Entertainment and prizesSeating beginning at 7pmReservations recommended. Read More » 

Jazzed Up Thursdays - start Jun 03 2021 0700PM

Jazzed Up Thursdays - Through September 23rd, 2021 07:00PM

The sweet sounds of classic Swing Jazz return to the islands at Crow's Nest Bar and Grille, beachfront at 'Tween Waters Island Resort & Spa.Featuring The Swingin' Clique Music & E... Read More » 

Gatlin Show at Tween Waters - start Sep 17 2021 0800PM

Gatlin Show at 'Tween Waters - Through September 25th, 2021 08:00PM

Before joining forces as GATLIN, Darryl and Andrea were accomplished performers in their own right. Darryl achieved major success in Nashville with two albums on Sony/Epic Records, eleven... Read More »