An Unforgettable Holiday Getaway: Warm-Weather Christmas Destinations
By: Annette Miller
November 18, 2025
When it comes to Christmas, many families dream of cozy nights by the fire. But what if your holiday could be spent soaking up the sun while still savoring the magic of the season? For families looking for a Christmas escape that blends festive traditions with warm weather, we have some incredible destinations to consider.
Oahu, Hawaii
Say “Mele Kalikimaka!” and trade snow for sand in beautiful Oahu. Here, Santa arrives by outrigger canoe, and the annual Honolulu City Lights display dazzles with a 50-foot Christmas tree, a festive parade, and Santa’s Enchanted Forest. Plus, the Polynesian Cultural Center’s “12 Days of Christmas” celebration offers local crafts, authentic cuisine, and plenty of holiday cheer. This is the ultimate way to enjoy a tropical paradise without losing the Christmas spirit.
Cayman Islands
Christmas in the Cayman Islands combines Caribbean charm with festive flair. You’ll find Christmas markets, a Caribbean Santa in flip-flops, and live reggae carols. One of the most magical experiences is the celebration at Pedro St. James Castle, where tree lighting, caroling, and starlit feasts create unforgettable memories for your family.
Savannah, Georgia
For those who love historic charm, Savannah is a picture-perfect Christmas destination. Stroll along riverfront streets lined with twinkling lights, attend a holiday boat parade, and don’t miss The Journey, an outdoor production that recreates Bethlehem with live animals and authentic market scenes. It’s a Hallmark movie come to life!
San Juan, Puerto Rico
Old San Juan glows during Navidad, a celebration that runs through mid-January. Enjoy Nochebuena feasts, lively Parrandas (Puerto Rican-style caroling), and cultural traditions your kids may recognize from Disney’s Elena of Avalor. It’s a festive, music-filled holiday in a tropical setting.
St. Lucia
Dreaming of a white Christmas? How about white sand instead? St. Lucia offers beaches, volcanic hot springs, and adventures like zip-lining and horseback riding. Celebrate with the Festival of Lights and fireworks that light up the Caribbean sky.
Which destination speaks to your family’s holiday spirit? Whether you’re craving sunshine, history, or a mix of both, these destinations promise memories that last a lifetime.
Planning a vacation can feel overwhelming, but it doesn’t have to be. I’m here to guide you through the details so you can focus on what truly matters—creating incredible memories with the people you love. If you’re ready to start planning a holiday that your family will treasure forever, let’s connect. Together, we can create a vacation experience that becomes your new favorite Christmas tradition.
Email: annette@wishesfamilytravel.com
Facebook: Wishes Family Travel - Annette Miller
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Be sure to check out my other “Trip Under the Tree” blogs, which will be posting over the next few weeks. You can find the first three here: Tis the Season! How to Beat Holiday Overwhelm and Reclaim Your Joy, Why a Family Vacation Is the Ultimate Christmas Gift, and The Most Wonderful Time of the Year: Creating Memories Through Travel.