Upcoming events.
Sanibel Luminary Holiday Stroll - 2025
The Chamber is proud to host its 40th annual Luminary Festival on Sanibel and Captiva Islands Friday, December 5th on Sanibel and Saturday, December 6th on Captiva. Luminary Holiday Stroll is a community-wide holiday event that brings together residents, visitors, businesses and organizations, promoting goodwill and community spirit. Some of our visitors make early hotel reservations especially for the event.
As you "stroll the trail", look for the many fun places to stop and enjoy. There will be Santa visits, photos with Santa, a live nativity scene, music and activities for the entire family.
Our goal is to offer recognition to Island businesses and encourage local shopping while providing a fun-filled evening for family and friends. All Chamber merchants are invited to participate and show off their creative decorated storefronts and host holiday celebrations at their center.
A Very Sanibel Tree Lighting
We are thrilled to announce the return of A Very Sanibel Tree Lighting at Community Park on Saturday, November 29, 2025, beginning at 5:30pm. Following the heartwarming success of our inaugural event, this new holiday tradition is quickly becoming a cherished part of the season for residents and visitors alike.
CHR’s Winter Wonderland Festival of Trees Community Day
You are invited to a magical community event to kick off a festive holiday season & creatively support the incredible gift of CHR’s affordable housing.
Friday, November 21st, from 12-8pm
at The Community House, 2173 Periwinkle Way, Sanibel
▪️walk through an enchanting winter wonderland of trees designed by talented CHR supporters
▪️participate in family fun & kids activities including arts & crafts
▪️listen to an entertaining book reading of the Grinch story (3:30pm)
▪️unforgettable photo opportunities with Santa & the Grinch (4-6pm)
▪️enjoy refreshments & cash bar, and enter to win CHR’s raffle
▪️FREE for kids, $5 suggested CHR donation for adults
▪️every child gets a toy from Santa!
Love Sanibel
Save the date for this special event. We are also looking for a few volunteers to assist in sharing bike club information at our Sanibel Bicycle Club table. Please contact Jenny Arroyo (858) 829-8785 if you are interested in volunteering for this event.
Love Sanibel Community Gathering on Sunday November 2 from noon-2:30pm at the Community House to recognize the love for each other and our island that has seen us through these past few years. Non profit organizations will have tables to share information about their programs. It is time to all come together and celebrate the Spirit of Sanibel. Last year's event brought 900 people of all ages in a festive, joyful atmosphere and we anticipate the same this year.
JOG N JAM 10K/5K Race
FISH OF SANCAP is thrilled to announce the return of their fundraising event, JOG N JAM 2025, bringing together the best of fitness, music, and community celebration—all in support of neighbors helping neighbors. The event features two can’t-miss experiences:
Saturday, November 1 – the 10K, 5K, and Kids Fun Run will take place at the Sanibel Community House, inviting runners of all ages and abilities to enjoy a scenic island run filled with energy, connection, and community spirit.
Saturday, December 6 – the party continues with a concert on the beach at ‘Tween Waters, Captiva, featuring the wildly popular Ben Allen Band and a spectacular fireworks display to light up the night.
Concert tickets and runner registrations are on sale beginning Apr. 30, with special early pricing available. Runners and concertgoers are encouraged to sign up early to take advantage of lower runner registration fees and special concert pricing:
Race registration: Run Sign Up – 10K/5K for FISH (https://runsignup.com/Race/FL/Sanibel/10K5KRace4FISH)
Fall Fest
2173 Periwinkle Way, Sanibel, FL
Join us for our Annual Fall Festival on October 24th from 4 pm - 6 pm. This spooktacular family event will be Halloween fun for all! This is a free event and open to the entire community. Enjoy a variety of festival-like games for all ages, face painting by Heather Paints!, a costume contest, fall treats, a craft table with the Original Shellcrafters, a special appearance by a C.R.O.W. Animal Ambassador, a caricaturist, and much more fall fun! We are also looking for volunteers to help run game stations or create game station of their own. You can submit your game station idea or simply sign up to run one we already have. This is a great event for students who need volunteer hours or anyone who wants to join in this community celebration! Email kristin@sanibelcommunityhouse.net for questions, more info, or to sign up to help!