December 2, 3, 9, 10, 16, 17, 23, 24 | 11 am - 4 pm
Shop an island-inspired holiday market featuring curated collections of items crafted in the Keys or owned by local vendors each weekend in December.
Featuring Ocean Spa, Sweet Penelope Swimwear, Betty's Pawtique, La Gitana Cafe and Cigars, Keys Koquito, Mermaid and Me, Keys Toys, Cary Castro, Los Cayos Apparel
Tropical Gingerbread Houses
Build and decorate your own island-style gingerbread house.
Holiday Escape Room
Depart on a holiday theme adventure as you're put to the test with our island escape room.
Letters to Santa
Write your letter to Santa then drop it in our magical mailbox
Celebrate your holiday island-style December 24 - 25. Indulge in Christmas Eve and Christmas Day dining at Sol by the Sea. Then play by the bay with private water cabanas, rentals from Caribbean Watersports and our Winter Wonderland roller skating rink from December 24 - 31.
Cheers to the New Year with a variety of celebrations to choose from.
80s Roller Rink New Year's Eve Party
7 pm - 1 am | Tavernier Ballroom
Take a trip back in time to an iconic era of neon and roller rinks. Zip across our ballroom-turned ultimate 80's hangout with a roller rink, classic arcade games and nostalgic snacks. Big hair and leg warmers welcome.
Havana Nights New Year's Eve Beach Party
6 - 9 pm | Resort Beach
Let the evening transport you to the heart of Havana. Experience the allure of tropical paradise lighted with pops of neon and filled with Cuban-influenced style and flare. Dine and then dance the night away with Latin music under the palms as the colorful sunset appears on the horizon.
New Year's Eve Masquerade at Sunset Terrace
7 pm - 1 am | Sunset Terrace
Don your mask, then step into an evening of enchantment as you bid goodbye to 2023 and raise a glass to the New Year. Elevated dinner, dessert displays and mixologist-made cocktails will compliment this evening of mystery and fun.
Make memories filled with sunshine when you book your Holiday in the Keys package.
Use code HOL to book.