The Best Winter Vacation Destinations for 2025/26

As temperatures drop, the desire to escape rises—and winter offers the perfect opportunity to trade routine for relaxation. Whether you’re craving warm sun, festive charm, or crisp alpine air, there are unforgettable destinations around the globe ready to welcome you. In this article, we’re getting into some of the best winter getaways for every style of traveler, from tropical escapes to snow-covered adventures.

Caribbean cruises and island bliss

Swap snowflakes for sunshine on a winter destination that sails you straight into paradise. Caribbean cruises with lines like Regent, Silversea, and Oceania visit idyllic islands such as St. Lucia, Barbados, and the Virgin Islands. Think white-sand beaches, vibrant culture, and onboard luxury that makes every moment feel like a celebration.

Southern Hemisphere summers

For a seasonal switch-up, head to where summer is in full swing. Australia and New Zealand offer incredible opportunities for cultural exploration, wine tasting, and coastal adventure during their warmest months. Snorkel the Great Barrier Reef, stroll through Sydney’s iconic harbor, or explore New Zealand’s world-class vineyards—all under the Southern Hemisphere sun.

Europe’s Christmas markets

Europe in winter is a magical place—especially when you cruise along the Danube or Rhine to visit traditional Christmas markets. Wander through Vienna’s festive stalls or sip glühwine beneath Cologne’s cathedral. These itineraries pair old-world charm with seasonal sparkle and are perfect for travelers who want to lean into the spirit of the season.

Alpine ski retreats

Snow lovers, rejoice. Europe’s top ski resorts in the Swiss Alps, France’s Courchevel, and Austria’s Tyrol region offer high-altitude luxury for the cold-weather enthusiast. Spend your days on the slopes and your evenings in spa sanctuaries, with slope-side chalets and Michelin-starred mountain restaurants to top it all off.

Exotic winter escapes

Not all winter getaways need to follow the crowd. Try an overwater villa in the Maldives, a luxury safari lodge in Kenya, or a cultural immersion in Morocco. These best winter getaways offer warmth, adventure, and a break from tradition—ideal for travelers looking to redefine the typical holiday.

Winter will be here before you know it. Start planning your winter vacation now to secure the best itineraries, resorts, and exclusive experiences. 

Contact Leisure Travel Enterprises today and let our experts help you design a winter escape that’s as relaxing, festive, or adventurous as you want it to be.