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Times of the Islands Magazine

18 Things To Do On Sanibel And Captiva Islands This November & December

Nov 06, 2018 02:07PM ● By Emma Eldridge
Looking for something to do in the Months of November & December? We've got you covered with an array of Christmas festivities, family fun events, and more.

It's The Holiday Season!

The holidays are here and we are ready to celebrate! There are holiday cruises (like the Thanksgiving Sunset Dolphin & Wildlife Cruise), Christmas concerts (BIG ARTS Community Chorus Holiday Concert), and the beloved 34th Annual Luminary Holiday Stroll! So many great choices for the whole family!

Thanksgiving Sunset Dolphin  Wildlife Cruise - start Nov 22 2018 0430PM

Thanksgiving Sunset Dolphin & Wildlife Cruise - Nov 22, 2018 04:30PM

Experience hundreds of birds (maybe even a turkey?!) flocking in for their evening roostWatch dolphins play in our wake! We are grateful for themAlong the coastline of Sanibel, possibly s... Read More » 


WALK THROUGH BETHLEHEM - start Dec 06 2018 0500PM


You are invited to walk through the streets of the ancient town of Bethlehem at the time of Jesus’ birth! Experience a living re-creation of the marketplace with busy shopkeepers, beggars... Read More » 

Holly  Ivy Bazaar - start Dec 07 2018 1200PM

Holly & Ivy Bazaar - Dec 07, 2018 12:00PM


The 34th Annual Luminary Holiday Stroll - start Dec 07 2018 0530PM

The 34th Annual Luminary Holiday Stroll - Dec 07, 2018 05:30PM

Cottages to Castles will be open to receive guests and celebrate the holidays by hosting a party at our 2427 Periwinkle Way office. Please stop by and say hello, enjoy a red velvet cupcak... Read More » 

BIG ARTS Concert Band Holiday Concert - start Dec 08 2018 0700PM

BIG ARTS Concert Band Holiday Concert - Dec 08, 2018 07:00PM

Let the BIG ARTS Concert Band help you get into the joyous mood of the holidays! Another BIG ARTS annual community event and a perennial, sell-out favorite. Read More » 

BIG ARTS Community Chorus Holiday Concert  - start Dec 12 2018 0700PM

BIG ARTS Community Chorus Holiday Concert  - Dec 12, 2018 07:00PM

Enjoy the music of the holidays with the wonderful BIG ARTS Community Chorus — an annual holiday tradition and a great way to celebrate the songs of the season. Read More » 

Santas Dolphin  Wildlife Cruise to Picnic Island - start Dec 24 2017 1000AM

Santa's Dolphin & Wildlife Cruise to Picnic Island - Dec 24, 2017 10:00AM

Where is Santa on his last day before flying out? We found him on a deserted island in the waters surrounding Sanibel! Bring the family and join us while we cruise out among the dolph... Read More » 

Christmas Eve Sunset Dolphin  Wildlife Cruise - start Dec 24 2018 0445PM

Christmas Eve Sunset Dolphin & Wildlife Cruise - start: Dec 24, 2018 04:45PM

Bring the family and join us for cookies & eggnog! Listening to tropical music, we will cruise the tranquil waters of San Carlos Bay for a relaxing journey during the most visually sp... Read More » 

A Festival For This, A Festival For That...

Nothing says fun quite like a festival does! There's food, music, drinks, entertainment, and so much more! We've picked out some good ones for everyone! We've got SCCF Wines in the Wild (it's a fundraiser, too!), CROW's 37th Taste of the Islands (YUM!), the 32nd Annual American Sand Sculpting Championship and Beach Festival (always a favorite!), and the Sanibel Masters Art Festival November (for all of our arts fans).

SCCF Wines in the Wild - start Nov 09 2018 0630PM

SCCF Wines in the Wild - Nov 09, 2018 06:30PM

SCCF hosts Wines in the Wild every November, featuring handpicked, unique wines that support a fun theme and entice the palate. Held under the stars at SCCF, each year this event is trul... Read More » 

CROWs 37th Taste of the Islands - start Nov 11 2018 1230PM

CROW's 37th Taste of the Islands - Nov 11, 2018 12:30PM

The longest running food festival in the area, the Taste features more than a dozen Island restaurants serving samples of great cuisine. Food and fun with friends! Read More » 

32nd Annual American Sand Sculpting Championship and Beach Festival - start Nov 17 2018 1000AM

32nd Annual American Sand Sculpting Championship and Beach Festival - Nov 16, 2018 10:00AM

Come celebrate sand, sun, art, and music! The 2018 American Sand Sculpting Championships is one of the biggest events of its kind in the United States. Nearly 50,000 attendees will pass ... Read More » 

Sanibel Masters Art Festival November - start Nov 24 2018 0900AM

Sanibel Masters Art Festival November - Nov 24, 2018 09:00AM

This festival has been a Sanibel Island Thanksgiving weekend tradition for 24 years. It showcases paintings in oil, acrylic and watercolor, drawings and pastels, 2D and 3D sanibel-islan... Read More » 


Odds and Ends To Round Out Your Year!

Still need some events to complete your social calendar? Look no further! We've got some gems like the Sanibel Island Farmer's Market (open every Monday!), the Birdwatching (weekly, but ends on November 29th), and more!

Captiva Memorial Library International Games Week - start Nov 04 2018 1000AM

Captiva Memorial Library: International Games Week - Nov 04, 2018 10:00AM

International Games Week is an initiative run by volunteers from around the world to reconnect communities through their libraries around the educational, recreational, and social value o... Read More » 

Sanibel Islands Writers Conference - start Nov 08 2018 0900AM

Sanibel Islands Writers Conference - Nov 08, 2018 09:00AM

Participants at all stages of development—from notebook scribblers to published novelists—are invited to attend a variety of workshops in fiction, poetry, songwriting, children’s literatu... Read More » 

Sanibel Island Farmers Market - start Nov 05 2018 0800AM

Sanibel Island Farmers Market - Nov 05, 2018 08:00AM

The Sanibel Island Farmers Market located at City Hall is open every Sunday, starting October 7th from 8 a.m. to 1 p.m. through May 26th. This will be the 11th season for the market on Sa... Read More » 

Birdwatching - start Feb 01 2018 0900AM

Birdwatching - On Thursdays until November 29, 2018 09:00AM

Each Thursday morning, we offer a walking tour to discover the birds of Sanibel Island's East End. During the walk we discuss basic bird biology and behaviors, as well as learn how to ide... Read More » 

Keeping the Fun in Fundraising For FISH OF SANCAP - start Nov 19 2018 0600PM

Keeping the Fun in Fundraising For F.I.S.H. OF SANCAP - Nov 19, 2018 06:00PM

FISH Board Member and local Sanibel entertainer, Chris Coile, will begin his performances at George & Wendy’s Seafood Grille on Mon. Nov. 19 at 6:00 p.m. Chris performs until 7:30 p.... Read More » 

SWF Critical Mass Cycling - start Jun 29 2018 0700PM

SWF Critical Mass Cycling - Nov 3, 2018 07:00PM

Southwest Florida Critical Mass is a collection of cyclists young and old, casual and competitive. We come together to enjoy riding bikes and sharing good times. You'll find fun and well ... 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!