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Times of the Islands Magazine

9 Things To Do On Sanibel And Captiva Islands This October

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

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

Drag Queen Bingo - start Oct 04 2021 0800PM

Drag Queen Bingo - Oct 04, 2021 08:00PM

'Tween Waters is excited to announce Drag Queen Bingo featuring Sizzy Griddles & Trixie Towers! Reservations recommended at Crow's Nest Bar & Grille: Read More » 


Pink Flamingo High Tea Honoring Breast Cancer Awareness Month - start Oct 05 2021 1100AM

Pink Flamingo High Tea Honoring Breast Cancer Awareness Month - Oct 05, 2021 11:00AM

Let's Pink Out, Sundial Beach Resort & Spa, and Sanibel Captiva Business Women's Association join forces to present a stunning Pink Flamingo High Team on October 5th, 2021. A full hig... Read More » 


Poolside Jams Live with Jeff Lyons - start Oct 08 2021 0200PM

Poolside Jams Live with Jeff Lyons - Oct 08, 2021 02:00PM

Join us poolside at Oasis Pool Bar for an afternoon of sweet tunes by singer/songwriter Jeff Lyons! Read More » 

Pink-A-Ball Dinner  Dance - start Oct 09 2021 0630PM

Pink-A-Ball Dinner & Dance - Oct 09, 2021 06:30PM

Join your SanCap Pink Project Team and other members of the community as we enjoy a Pink-A-Ball Dinner & Dance with live band at beautiful Sundial Beach Resort & Spa. Read More » 


Collins Project Band at Crows Nest - start Oct 21 2021 0700PM

Collins Project Band at Crow's Nest - Oct 21, 2021 07:00PM

Join us at our Crow's Nest Bar & Grille for live music by Collins Project Band! Reservations are recommended: Read More » 

Mary Kay Andrews Kristy Woodson Harvey  Patti Callahan - start Oct 25 2021 0500PM

Mary Kay Andrews, Kristy Woodson Harvey + Patti Callahan! - Oct 25, 2021 05:00PM

Meet New York Times Bestselling authors Mary Kay Andrews, Kristy Woodson Harvey and Patti Callahan as we celebrate the start of our 2021-22 season at the Sanibel Community House. We’ll ha... Read More » 


Jazzed Up Thursdays - start Jun 03 2021 0700PM

Jazzed Up Thursdays - Through October 28th, 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 » 


Hallo Tween Disco - start Oct 30 2021 0800PM

Hallo 'Tween Disco - Oct 30, 2021 08:00PM

Start planning your epic Halloween costume now because the most notorious Halloween party on Sanibel and Captiva Island is back at 'Tween Waters Island Resort & Spa within the Crow's ... Read More » 


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

Gatlin Show at 'Tween Waters - Through October 31st, 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 »