When the holiday season rolls around, there’s nothing better than escaping to a charming Southern destination filled with festive cheer, stunning scenery and mild winter temperatures. Whether you’re dreaming of a coastal retreat with twinkling palm trees or a historic town adorned with holiday lights, you’ll find the best vacation ideas for December right here.
From what to do at these popular winter vacation destinations to choosing the perfect climate-appropriate outfits, we’ve gathered our favorite tips on traveling during the wintertime.
Where To Travel in December
From the sun-soaked shores of Palm Beach to the storybook charm of Cary, North Carolina, these holiday travel destinations make for unforgettable December getaways. Pack your bags with stylish layers and festive resort wear, and get ready to experience holiday spirit — Southern style.
1. Palm Beach, Florida
Are you a fan of a winter wonderland, or do you prefer the beach to blustery weather? If it’s beach or bust this winter, Palm Beach, Florida, offers the perfect blend of coastal elegance and holiday cheer. With temperatures hovering in the mid-70s, you can trade snow boots for sandals while enjoying the town’s festive atmosphere.
Stroll down Worth Avenue, decked out in holiday lights, for world-class shopping, or relax on pristine beaches before dining at oceanfront restaurants. Don’t miss the Christmas tree at The Royal Poinciana Plaza and the iconic boat parade along the Intracoastal Waterway.
What to Wear
Packing essentials for men include lightweight chinos, cotton tees and loafers for breezy evenings. Swim trunks are must-haves for daytime adventures. Women should pack flowy sundresses, sandals and a stylish wrap for cooler nights. A beach-ready hat adds the perfect finishing touch. If you’re wondering where to travel in December for warm weather, Palm Beach is the spot for you.
2. St. Simons, Georgia
For a charming holiday getaway with Southern hospitality, St. Simons, Georgia, is a hidden gem. December brings crisp, mild weather — perfect for exploring quiet beaches and festive small-town celebrations.
Enjoy a scenic bike ride through the island’s historic sites, like Christ Church and the St. Simons Lighthouse, or shop for unique holiday gifts in the quaint village. Don’t miss the beautiful light displays for a truly magical sight along the waterfront.
What to Wear
Packing for St. Simons calls for coastal comfort with a polished touch. Men should bring classic jeans, a jacket and a performance polo for daytime adventures. Boat shoes and a lightweight vest complete the look. Women will love breezy maxi skirts, cozy pullovers and stylish boots for cooler evenings. A puffer vest and oversized scarf add warmth without bulk. Whether you’re strolling the shore or sipping spiced cider, St. Simons offers a festive and relaxing holiday escape.
3. Charleston, South Carolina
Charleston, South Carolina, is the perfect December vacation destination, blending Southern charm with festive holiday spirit. Cobblestone streets lined with twinkling lights, grand historic homes adorned with wreaths and the scent of roasted pecans in the air make the Holy City a magical destination.
Take a carriage ride through downtown to admire holiday décor, explore the festive Charleston City Market or enjoy a waterfront stroll at The Battery. Seasonal highlights include the Holiday Festival of Lights on James Island and Christmas-themed jazz at The Charleston Place.
What to Wear
Packing for Charleston calls for classic, polished layers. Men should bring tailored chinos, a lightweight blazer and leather loafers for dinner outings, while a quarter-zip pullover and comfortable sneakers are great for daytime exploring. Women will love midi dresses paired with knee-high boots, cozy knit sweaters and a chic wool coat for cooler evenings. A stylish hat and pearl earrings complete the look for a refined yet effortless holiday getaway.
4. Key West, Florida
Home to some of the best fishing spots in the country, Key West has a little something for anyone seeking a tropical winter vacation destination. With warm temperatures and a laid-back island vibe, this festive paradise offers palm trees wrapped in twinkling lights, boat parades and lively celebrations on Duval Street. Enjoy the annual Key West Holiday Fest, visit the historic Hemingway Home decorated for the season or take a sunset sail with a glass of champagne.
The Conch Republic knows how to celebrate, from holiday lights on bicycles to Santa in flip-flops — and while you may not see reindeer in Key West, you can always charter a boat to see dolphins off the coast of West Florida.
What to Wear
It’s time to embrace breezy, casual resort wear. Men should bring shorts, breathable button-downs and sandals for the daytime, with a lightweight blazer for evening dinners. Women will love performance dresses, strappy sandals and statement sunglasses. A stylish sunhat and a lightweight wrap are perfect for breezy nights. If you love sipping cocktails by the beach and exploring the festive streets, Key West delivers a holiday getaway like no other.
5. Cary, North Carolina
Need new December vacation ideas? Cary, North Carolina offers plenty of holiday spirit. Nestled in the heart of the Research Triangle, Cary boasts twinkling light displays, holiday markets and outdoor winter fun.
Stroll through Downtown Cary’s Academy Street, where historic homes and storefronts are beautifully decorated, or visit the festive Winter Wonderland at Bond Park. The Chinese Lantern Festival at Koka Booth Amphitheatre is a must-see, featuring dazzling illuminated sculptures reflected over Symphony Lake.
What to Wear
Men should bring performance pants in dark hues, button-downs and pullovers for daytime outings, with a wool peacoat for brisk evenings. Women will love tailored pants, blouses and a coat for exploring holiday festivities. A plaid scarf and knit beanie add the perfect seasonal touch. From sipping cocoa by a firepit to admiring holiday lights, Cary makes for a charming winter retreat.
6. Savannah, Georgia
Savannah, Georgia, is a dream destination for a December getaway. The city’s cobblestone streets and moss-draped oaks glow with festive lights to create a winter wonderland filled with Southern charm.
Enjoy a holiday riverboat cruise along the Savannah River, explore the beautifully decorated squares or take a festive trolley tour to see historic homes decked out in seasonal splendor. Don’t miss the Christmas Market at Plant Riverside District or the famous Holiday Tour of Homes.
What to Wear
Packing for Savannah means embracing classic Southern style with cozy layers. Men should bring tailored chinos, a lightweight wool sweater with a cozy shirt underneath and a blazer for evening outings, with leather loafers or stylish boots. Women will love midi skirts paired with turtlenecks, chic ankle boots and a warm wool coat for cooler nights. Don’t forget a splash of your favorite fragrance as the final touch. Savannah is pure holiday magic and one of the best winter travel destinations to visit.
Make Your Trip a December to Remember
December is arguably the best time to escape from it all and experience the holidays in a whole new way. Whether you’re in search of a relaxing tropical getaway or a festive city bursting with holiday traditions, these six destinations are the best places for a winter vacation this year.
If you’re looking for a seasonal vacation outside the United States, check out our guide to the Caribbean island of Nevis, a haven of winter warmth. And if you’d like to finish up your shopping before jetsetting to your December location, find the right gifts for him in our list of holiday gifts for men. Warm or cold, sand or snow, there’s no place like being with your family for this important time of year.
