Looking for some Holiday cheer during your stay at West Wind Island Resort? Sanibel and Captiva Island offers an array of holiday fun and activities great for the entire family. In celebration of the upcoming holiday season, we’ve compiled a list of our favorites!

Captiva Holiday VillageHoliday-VCB-MMG-21-

Captiva Island is a magical place for the holiday season. This charming barrier island in the tropical Gulf of Mexico transforms into a Holiday Village with events every weekend from Nov. 29 to Dec. 15. The three-weekend-long Captiva Holiday Village launches its 2014 spectacular the Saturday after Thanksgiving with fireworks, tree lightings, holiday readings, musical performances and more. Each special-themed weekend, will be a fun-filled extravaganza of sight and sound.


Check out the Captiva Holiday Village festivities from Now – Dec. 15, 2014!

Friday, December 5

Sunset Arias on the beach at ‘Tween Waters Inn 5:00-6:30 p.m.

Saturday, December 6

  • Decorated Golf Cart Parade from 3:30 – 5:30 p.m.
  • Golf Cart Awards & Party at 5:30 p.m.
  • Captiva Luminary-Stroll the Streets and Receive Free Goodies from Various Merchants

Friday, December 12

  • Marching Mullet Band Parade leaves Jensen’s Twin Palm Resort and Marina at 5:15 p.m. and marches down Andy Rosse Lane to the beach at sunset.
  • Outdoor film night at Jensen’s Twin Palm Resort and Marina at 7:00 p.m.
  • South Seas Holiday Stroll

Saturday, December 13Holiday-VCB-MMG-5-

  • All Day Fishing and Mullet Festival at Jensen’s
  • Junkanoo Parade
  • Lighted Boat Parade at 6:00 p.m.
  • South Seas Holiday Stroll
  • Boat Parade Awards Party at Key Lime Bistro. Live Entertainment, Food and Beverages

Sunday, December 14
Community Caroling at Chapel By The Sea, 11580 Chapin Lane. All are welcome! 6:00 p.m.

Friday & Saturday, December 19 & 20
South Seas Holiday Stroll

Friday & Saturday, December 26 & 27
South Seas Holiday Stroll

For additional times and more information about Captiva Holiday Village,click here.

30th Annual Luminary Festival Weekend

Sanibel Island: Friday, December 5

Captiva Island: Saturday, December 6









For more than two decades, island businesses, organizations, residents and visitors have gathered for one of Sanibel and Captiva’s most treasured annual events, the Luminary Festival. Our tropical islands sparkle with illuminated candles from end to end as we mark the launch of the Holiday season.

For more information about this event, click here. Visit our Specials page to find out about room rate discounts!

BIG ARTS Holiday Spectacular 2014

Herb Strauss Theater
Opening Night Reception is Friday, December 19 at 7:00 p.m.
Dec. 19 & 20, 22 & 23, 26 & 27, 29 & 30
The radiant Strauss Theater is decked out for the season, and the on-stage talent shine like never before in a breathtaking holiday show that transforms the stage into a glistening winter wonderland!

Get tickets and show times here!

BIG ARTS Community Chorus Holiday Concert

Tuesday, December 9, 2014 7:00 p.m.
Schein Performance Hall
Call for tickets: 239-395-0900

Led by director Steve Cramer, the Holiday Concert will feature iconic holiday carols, such as We Wish You a Merry Christmas, Little Drummer Boy, and Silver Bells as well as a Sanibel version of Twelve Days of Christmas, arranged by Mike Bugler, plus selections from Gustov Holst and Handel’s “Messiah,” as well as French, German, and Russian folk songs, Hanukkah songs, and an audience sing-along.

BIG ARTS Christmas in Paradise

Southwest Florida Symphony
Wednesday, December 17, 2014 at 8:00 p.m.
Schein Performance Hall
Call for tickets: 239-395-0900

Celebrate Christmas around the world, with an emphasis on sunny climates, and spin a dreidel or two in honor of the Festival of Lights. Outside, the weather is definitely not frightful, so come and join Santa, Rudolph, and the whole holiday gang for an evening that is sure to be delightful.

Christmas Eve Service at Lighthouse Beach

Sanibel Congregational United Church of Christ
Friday, Dec. 24, 2014 at 5:30 p.m.

The annual Christmas Eve Beach Service, sponsored by Sanibel Congregational United Church of Christ, will be offered again at Lighthouse Beach beginning at 5:30 p.m. on Friday, Dec. 24. Participants are encouraged to bring beach chairs, blankets, flashlights and bug spray. All are invited and welcomed to attend.  For event times, locations, and directions call (239) 472-0497.


West Wind Island Resort wishes you a happy holiday on Sanibel Island! If you have questions, feel free to contact the front desk at (239) 472-1541 or toll free at (800) 824-0476.