Christmas Programming

Make memories for a lifetime this holiday at Villas of Grand Cypress Orlando. This season we are offering a fun-filled, jam packed activities schedule with something for every member of the family. 

Holiday Programming: 
Weekend Events November 30 – December 21 
Daily Events December 21 – January 4

Breakfast With Santa

Every Saturday November 30 to December 21 
8:00 am to 10:00 am

Join Santa for breakfast in Ginger Bread Junction at The Club. Bring a toy for Toys for Tots and save $5 off per person* for each toy donated. 

Breakfast will be served family style and based on the following price scale:

  • Adults $22.95
  • Kids 13 and under $15.95
  • Kids 2 and under complimentary


10:00 am to 12:00 pm | 3:00 pm to 5:00 pm

Calling all potential elves! Santa is extra busy this year and he needs your help. The Villas of Grand Cypress Elves-In-Training Program will teach you all you need to know to make it on the North Pole.

Holiday Programming: 
Weekends November 30 – December 21
Daily December 21 – January 4

Hot Cocoa Happy Hour

1:30 pm to 3:30 pm

Nothing says holiday time like a cup of hot chocolate, even when it’s 70 degrees out. Join us poolside during Hot Cocoa Happy Hour for buy one, get one cocoa and a cookie for only $3. If you get too hot drinking this chocolaty treat, then jump into the pool for a perfect 84 degree dip. 

Holiday Programming:       
Weekends November 30 – December 21          
Daily December 21 – January 4

Fireside Story Telling

2:00 pm to 3:00 pm

Join us in The Club for a traditional holiday story by the fire. Learn why the Grinch stole Christmas, find out if Frosty melts, and discover what really happened the night before Christmas. 

Holiday Programming:
Weekends November 30 – December 21
Daily December 21 – January 4

Family Style Dessert

6:00 pm to 8:00 pm

Join us for dinner in The Club or Nine18 between 6pm and 8pm and we’ll provide a complimentary chef-selected family style dessert with plenty of sweet goodness for each member of the family that consumed an entree. 

Holiday Programming:
Weekends November 30 – December 21
Daily December 21 – January 4

We Want S'More

Fridays & Saturdays November 29 - December 21 | 7:00 pm

Nightly December 21 - January 4 | 7:00 pm

Gather around the resort's poolside firepits to enjoy the irresistible combination of fresh Florida breezes, crunchy graham crackers, toasty marshmallows, and warm gooey chocolate--the perfect recipe for family togetherness or romantic alone time.

'Twas the Night Before Christmas

Sunday December 22 | 6:00 pm to 8:00 pm

Deck the halls and jingle your bells; this is NOT going to be a silent night! Join in the fun as we gather together for a sip of Christmas Wassailand and stroll through our Villa courts spreading holiday cheer. Oh what fun it is to sing...with an evening of Christmas caroling. 

Christmas Dinner

Wednesday December 25 | 6:00 pm to 11:00 pm

Join us in Nine18 for our gourmet holiday feast, featuring Maine lobster chowder, a one pound rib eye steak, all the trimmings, and an extra special holiday red velvet cake.

Click Here to see our Holiday Menu.