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Preceding Day
December 20
Following Day

The Enchanted Holiday Experience

The Enchanted Holiday Experience is returning to Port Charlotte with the BEST Christmas events all in one magical place! The Enchanted ...

Lights in Bloom at Selby Gardens

Lights in Bloom® features more than two million lights illuminating the gardens and walkways of our Downtown Sarasota campus. Step into ...

  • 5:30 am -  9:00 pm 
  • Location: 1534 Mound Street Sarasota, FL 34236
  • Cost: Prices Vary- See Site/ Children 4 & Under Free
  • Website: selby.org
  • Category: Holiday Events

Venice YMCA Treats with Santa

Free Community Event — Registration Required!

Brunch with Santa at Metro Diner

Join us for Brunch with Santa! Take a picture with Santa, chow down on a holiday meal, and enjoy & ...

  • 9:00 am - 12:00 pm 
  • Location: 1720 Tamiami Trail Suite 100 Port Charlotte, FL 33948
  • Cost: Free Entry
  • Website: www.facebook.com
  • Category: Holiday Events

Cookies with Santa at Sunshine Ace Hardware Pelican Bay

MEET SANTA! Bring the kids and join us on Saturday, December 20th from 9am-11am at our new store in Pelican ...

  • 9:00 am - 11:00 pm 
  • Location: Sunshine Ace Hardward 8813 Tamiami Trail N. Naples, FL 34108
  • Cost: See Site
  • Website: www.facebook.com
  • Category: Holiday Events

Marco Island Cookies and Milk with Santa

Santa will be flying in via HELICOPTER on the Mackle Park field!! Afterwards, bring your Christmas list to Santa and ...

Painting With a Twist Port Charlotte- Penguin Kids Class with Bingo and Prizes

Class is not appropriate for anyone under 5 years of age, and parents can paint as well or just observe. ...

Railroad Museum of South Florida Annual Holiday Express Train

The 2025 Annual Holiday Express Train will be happening from December 12 ~ December 30. It's enchanting, festive fun for ...

  • 10:00 am -  9:00 pm 
  • Location: 7330 Gladiolus Dr, Fort Myers, FL (Inside Lakes Park)
  • Cost: Children 1-5 years are Free/ Children 6 and up $6
  • Website: www.rrmsf.org
  • Category: Holiday Events

Swim with Santa at North Port Aquatic Center

Join us for Swim with Santa! Imagine your child’s face when they splash, swim and play alongside Santa himself. Add in ...

  • 10:00 am - 12:00 pm 
  • Location: North Port Aquatic Center, 6205 W. Price Blvd.
  • Cost: $15 per child | Supervising adults are complimentary
  • Website: www.facebook.com
  • Category: Holiday Events

Elf at Headquarters Regional Library

Elf is making a special trip from the North Pole to visit your little ones and spread holiday cheer! No ...

Photos with Santa at the Port Charlotte Town Center

Don't miss Santa pictures at Port Charlotte Town Center! Walk ups welcome every day until closing time. Please Note: Multiple ...

Ultra Health Christmas Party

Toys Giveaway (Regalos de juguetes) Bounce houses (Inflables) Music, holiday fun and much more! (Música, ambiente festivo y mucho mas)

Lunch with Santa at Sea Salt

Enjoy a festive afternoon where the magic of Christmas comes wonderfully to life. Santa Claus will be visiting Sea Salt, ...

Christmas on the Farm

Come join us for a festive celebration at 5450 Higginbotham Rd! Get into the holiday spirit - Bring your family ...

  • 3:00 pm -  6:00 pm 
  • Location: 5450 Higginbotham Rd, Fort Myers, FL 33905
  • Cost: $17.85/ per person, 2 yrs and under free
  • Website: www.facebook.com
  • Category: Holiday Events

Cape Coral Holiday Boat-A-Long

Don’t miss Santa Claus and his elves spreading holiday cheer along the Bimini Basin! This free, family-friendly event features stage ...

Winter Wonderland at Centennial Park

Step inside a magical Winter Wonderland and experience the joy of the season with bounce houses, games, crafts, and festive ...

Edison and Ford Winter Estates Holiday Nights

Thousands of lights, hundreds of historic decorations, and one unique holiday experience await you nightly! Returning for the 50th year, ...

Movies on the Mound at the Mound House

Bring your chairs, blankets, and enjoy holiday crafts and coca before the movie! Crafts from 5:30-6pm. The Grinch will be ...

7th Annual Christmas at Farmer Mike's U Pick of Bonita Springs

7th Annual Christmas at Farmer Mikes Dates: Saturday November 29 December 5,6,12,13,19,20 The farm is quickly becoming a Winter Wonderland as we ...

Calusa Nature Center & Planetarium

Every Friday, Saturday and Sunday in December!

Cape Christian's Christmas Village

Step into a holiday wonderland filled with lights, laughter, and magic for the whole family! Meet Santa in front of ...

Naples Botanical Garden Johnsonville Night Lights in the Garden

Celebrate winter in the tropics! This beloved annual tradition is here, blooming bright and offering a seasonal staple that is ...

The Enchanted Trail of Lights

Drive through a dazzling display of lights, music, and holiday joy the whole family will love.

  • 6:00 pm 
  • Location: 2333 El Jobean Rd, Port Charlotte, FL 33948
  • Cost: $25/car (up to 7 people) or $45/limo
  • Website: bigtoptickets.com
  • Category: Holiday Events

Lights of the Season and Santa's Village

Lights of the Season & Santa’s Village at Collier Fairgrounds The holidays are shining bright in Naples! Bring your family ...

  • 6:30 pm - 10:00 pm 
  • Location: Collier County Fairgrounds 751 39th Ave NE, Naples, FL
  • Cost: Car: $25/ Trolley (park and ride): $25 for two or $10 per person for groups of three or more
  • Website: www.facebook.com
  • Category: Holiday Events
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December 20
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