15 Best Places to Travel to During Winter Break
The winter months can be cold and dreary, which offers a perfect opportunity to get out of town on a family vacation and explore the parts of the world that enjoy warmer weather in December, January, and February, or perhaps offer the kind of winter wonderland we long for.
There are many reasons why winter break trips are advantageous. One major advantage is that traveling in winter months in the “low season” usually means cheaper accommodations, flight costs, and small crowds.
Whether you’re looking for an overseas adventure that is warm in winter, like Greece, or taking advantage of being on the opposite side of the equator and going to Australia in December, or perhaps the grandparents want to take advantage of school winter break and take the grandkids on a trip to the Galapagos, winter adventures await you.
Now, what is left to decide is where to go for winter break and how to plan it. This is where Road Scholar comes in to save the day. Road Scholar is the authority on educational travel, and winter just happens to be one of our favorite times to go on a learning adventure. We’ve compiled a list of the 15 best places to travel during winter break that are perfect when you are looking for a warm-weather getaway.
Top Destinations for Winter Break Travel
There are countless places to travel in December and other winter months. Take a look at some of the best winter destinations for different types of travelers below.
For Warm Weather Seekers
The top winter vacation destinations for warm weather seekers include places like Costa Rica, Hawaii and the Caribbean Islands. In these regions of the world, travelers can relax on world-class beaches, enjoy water sports like snorkeling, kayaking and boating, and explore tropical landscapes home to diverse wildlife. Escape the cold to enjoy warm temperatures and sunny days with these recommendations.
1. Costa Rica
Costa Rica is a biodiverse, tropical paradise that is best to visit on a winter break trip. The winter months are, in Costa Rica, are the dry months where rainfall is not as common. The local philosophy and way of life, Pura Vida (the pure life), is contagious because Costa Rica has that laid-back vibe where you can hike active volcanoes, zip line through cloud forests, surf in some of the best surf spots in the world, and mingle with the sloths and monkeys.
Find your own happiness in December during their dry season and 70-degree weather. Best of all? Some of Costa Rica’s biggest festivals are held in the winter months, allowing you to get a unique perspective on the local culture and traditions.
Plan your getaway for January to experience the epic Fiestas Palmares: a two-week long celebration with concerts, bullfighting and a traditional horse parade. Or fly down in February to be a part of Envision Music, Art and Sacred Movement Festival, a gathering that hopes to “awaken the self to a higher consciousness in alignment with the natural harmony.”
Road Scholar offers many winter Costa Rican vacations, including Colorful Costa Rica with Your Family and the nine-day tour, A Taste of Costa Rica.
2. Hawaii
One of the best places to travel in the winter is Hawaii, which is perfect for those looking to escape the cold and enjoy warm weather, pristine beaches and plenty of outdoor activities. During the winter months, take to the islands to celebrate the holidays with Hawaiian flair and attend hula performances or island-wide celebrations. The Aloha Festivals in January are one of the region’s most famous cultural events, where attendees can learn about Native Hawaiian culture through immersive exhibits, performances, music and more. On top of the area’s wintertime celebrations, visitors can sign up for surfing lessons, go whale-watching, hike through lush rainforests and experience other outdoor adventures sans snow.
3. Caribbean Islands
The Caribbean Islands are known for their warm, sunny weather and world-class beaches, making them another top destination for winter travel. From Jamaica to Cuba and Puerto Rico to Aruba, winter travelers can enjoy water sports like snorkeling to spot coral reefs and unique marine life or sailing and island hopping between places like St. Lucia, Grenada and the Virgin Islands. Countries in the Caribbean also host an array of cultural events in the winter, such as the Junkanoo Festival in the Bahamas, which is held between Christmas and New Year’s, or Trinidad & Tobago's pre-Lenten Carnival.
For Winter Wonderland Enthusiasts
Regions in the Northern Hemisphere, such as Aspen, Colorado, Banff, Canada, or the Swiss Alps, allow winter lovers to take advantage of the snow and colder weather. Activities like skiing and snowboarding, along with the option to cozy up in a quaint cabin, are popular in these areas. In addition to snow sports, these winter destinations offer snow-covered landscapes and festive holiday atmospheres that help immerse visitors in local traditions.
4. Aspen, Colorado
Known for its world-class skiing and upscale amenities, Aspen is every winter enthusiast’s dream. Hit the slopes at popular ski and snowboard areas like Aspen Mountain, Snowmass, Aspen Highlands and Buttermilk, which have runs for every skill level. After a day on the mountains, immerse yourself in Aspen’s famous après-ski culture by venturing into town to experience fine dining, boutiques and more. Other popular snow activities include snowmobiling, snowshoeing and ice skating, along with plenty of outdoor photography opportunities where you can capture snow-capped mountains and scenic winter landscapes.
5. Banff, Canada
Banff is a picturesque winter wonderland deep in the Canadian Rockies, making it the perfect playground for those eager to experience a true winter. Here, visitors can explore the three major resorts, Banff Sunshine, Lake Louise and Mt. Norquay. To warm up after a cold day carving down the mountain, head off to Banff Upper Hot Springs to dethaw while enjoying the stunning views of the surrounding mountains.
6. Swiss Alps
The Swiss Alps are the epitome of a winter wonderland, blending adventure with the scenic beauty of cozy villages nestled in the mountains. Popular ski resorts include Zermatt, St. Moritz and Verbier, all renowned for their challenging terrain and breathtaking alpine scenery. The region is also famous for its villages, characterized by traditional wooden chalets and local delights like mulled wine and fondue, which complete the winter magic.
For Culture Lovers
If you’re looking for an enriching winter getaway, consider cultural excursions in destinations like Japan, Greece and Spain. These popular countries are home to some of the world’s most famous historic sites, such as the Parthenon and Shinto shrines. During winter, these areas also host elaborate local festivals that offer a glimpse into traditional culture. From museum visits to wandering the halls of art galleries, you can immerse yourself in rich cultural experiences while enjoying fewer crowds at popular attractions.
7. Japan
In Japan, winter is a slow tourist season, with around 40% fewer visitors than during the summer. Japan is a long, narrow country that experiences cold weather in the north and warm Florida-like weather in the south. During the winter months, Japan is a gorgeous snowy wonderland of ski resorts, snow festivals, and hot springs. Kyoto has 17 World Heritage sites and plenty to explore with the geisha district and ancient temples,
Choose from several Road Scholar’s tours to explore this fascinating city of ancient tradition and beautiful landscape. The epic 16-day Cultural Highlights of Japan will have you experiencing the culture and cuisine while the 17-day Japan Exploration of History, Culture, and Society will include expert-led lectures and field trips.
8. Greece
There are significantly fewer tourists during the winter season in Greece, which means visitors get to experience life as the locals do during this time. The temperatures are mild in Greece in the winter months in Athens and the islands, while the mountains are cooler and offer 19 different ski resorts.
For a crash course in authentic Greek culture, experience Carnival, known as Apokreas in Greek, during the months of January and February. Apokreas is celebrated by Greeks in a nightly ritual of eating, drinking, and dancing. The weekends during Apokreas feature live music, dance performances, and float parades.
Check out the best of Greece with the Road Scholar’s nine-day tour, Winter in Greece, and discover the best of this Aegean isle during the quieter winter months when the crowds have dissipated and the weather is mild. Classical Greece will take you on an 11-day tour of Greece from a small ship.
9. Spain
Spain during winter enjoys more mild temperatures during winter than other parts of Europe, but it's usually sunny, with milder temperatures than most of Europe and not much rain. The Canary Islands off of Spain is said to have some of the best weather in the world, with a constant 24 degrees centigrade.
What we love most about visiting Spain in the winter months are all of the carnivals from Christmas to Easter Week. Spain offers a great way to feel the festivity of the holidays and learn the traditions of different cultures. In January, Spain celebrates Three Kings Day – when Spanish children receive their Christmas presents – which brings huge celebrations and parades across the country. During winter in Madrid is the Gastrofestival Madrid and Mercedes-Benz Fashion Week. In Barcelona, Drap-Art, Copa Nadal de Barcelona and Fira de Santa Llúcia are huge Christmas markets.
Road Scholar offers the perfect trip to Spain for anyone suffering from the “winter blues.” Winter in Spain: Culture and History along the Southern Coast explores Spain’s rich heritage, from ancient Roman and Moorish influences to traditional Andalusian cuisine. Winter in Spain: Andalusian Highlights is an eight-day tour of wine, sunshine, culture, and traditions.
For Family-Friendly Getaways
Embark on an unforgettable multigenerational trip to destinations like Orlando, Florida; San Diego, California; and Quebec City, Canada. The theme parks in Florida, like Disney World, are excellent for families looking to soak up the magic of themed rides and attractions. Meanwhile, the many museums in San Diego’s Balboa Park provide learning opportunities for visitors of all ages. Create lasting memories with your family this winter through these engaging and enriching activities.
10. Orlando, Florida
One of the most popular winter destinations for families is Orlando, Florida, and it’s easy to see why. Known for its Disney magic and immersive experiences at Universal Studios, Orlando has something for everyone in the family. During the winter months, crowds are often smaller, which means shorter wait times for some of your favorite rides and attractions. However, Orlando is more than just amusement parks. From golfing to airboat tours in the Everglades, countless things to do in the area make it an ideal trip for families of all sizes and interests.
11. San Diego, California
If you’re looking for the best place to travel in the winter with a family, look no further than America’s Finest City. San Diego is home to a variety of fun attractions and comfortable year-round weather, allowing you to make lasting memories without having to pack a parka. Take the family to Balboa Park, which has 18 museums, including the Comic-Con Museum, Fleet Science Center and the San Diego Air & Space Museum, all offering excellent opportunities for learning and discovery. A trip to San Diego wouldn’t be complete without the world-famous San Diego Zoo, where the family can enjoy a gondola ride across the grounds and learn about distinctive wildlife like koalas, elephants, pandas and more.
12. Quebec City, Canada
Quebec City transforms into a magical winter city showcasing a rich mix of history and culture. Highlights for families include attending the world-famous Winter Carnival, which features ice palaces, snow sculptures and parades. Additionally, a stroll through Old Quebec, a UNESCO World Heritage Site known for its European architecture and festive decorations, offers a delightful experience for all.
For Adventure Travelers
Set off on a trip like no other to otherworldly destinations such as Patagonia in Chile and Argentina, New Zealand or Iceland. These areas are perfect for adventure travelers eager to go trekking, wildlife viewing, glacier touring or exploring remote landscapes. Thrill-seekers can visit rugged terrains and breathtaking natural wonders that can’t be found anywhere else on Earth.
13. New Zealand
One of the best ways to escape the cold winter months is by traveling to the southern hemisphere. December to February are the warmest months in New Zealand, with temperatures averaging in the comfortable 70s.
New Zealand is an outdoor wonderland of adventure, from cycling along the Pukaki Ohau canal to hiking up mountains in the Tongariro Alpine Crossing with an expert naturalist. If you enjoy relaxation and wine tasting, there are many vineyards to visit in New Zealand. Nearly one-third of New Zealand’s land is dedicated to national parks, which makes it a playground for exploring natural treasures like harbors, fjords, and snow-capped mountains.
Interested in going to New Zealand in the winter? Road Scholar offers a 12-day trip called New Zealand’s Best: Natural Marvels and Cultural Heritage. Active New Zealand: Hike, Bike, and Paddle the North Island takes travelers on a 14-day adventure trip of a lifetime.
14. Patagonia
Patagonia is an epic winter destination filled with dramatic landscapes and outdoor adventure. While it may be winter in the Northern Hemisphere, it’s summer in the Southern Hemisphere, meaning Patagonia has comfortable temperatures for outdoor exploration and activities. Hike iconic routes in Torres del Paine and Los Glaciares National Park, visit the Perito Moreno Glacier for an unforgettable glacial journey and enjoy local Patagonian cuisine like lamb and asado.
15. Iceland
To round out our list of the best places to travel during the winter, we recommend Iceland. This unique location allows you to experience its natural wonders in an entirely new light during the winter months. Iceland is one of the best viewing spots for the Northern Lights, which shine the brightest in winter, creating a stunning tapestry of vibrant colors across the sky.
Winter adventures to Iceland also allow for exciting activities like ice-caving and glacier tours, along with relaxing trips to geothermal baths like the Blue Lagoon, perfect for warming up after a day in the cold. Iconic sites like Gullfoss Waterfall and Thingvellir National Park are also essential stops, offering excellent views of natural wonders you won’t find anywhere else.
Road Scholar Winter Break Travel
Still don’t know where to go for winter break? Road Scholar aims to provide immersive, educational, and memorial adventure travel for those seeking a warmer climate in the cold winter months.
We have curated tours for those who want warm places to travel during winter break and around the world. Enroll in a warm winter adventure today with Road Scholar!
Tips for Planning Your Winter Break Trip
To make the most out of the best places to travel in winter, preparation is key. Start by carefully selecting the right destination based on your interests, preferred weather, travel goals and desired activities. Once you’ve chosen a location, make sure to book flights and accommodations in advance to secure the best deals and ensure availability.
Other practical information includes creating a packing checklist specific to your winter destination to ensure you bring items like your travel documents, necessary gear, warm layers for cold destinations, breathable garments for warm weather getaways and your prescribed medications.
Why Travel With Road Scholar During Winter Break
At Road Scholar, our trips consist of unique educational travel programs led by local experts, naturalists and guides who provide insightful knowledge about your destination. With the convenience of our all-inclusive packages, which include accommodations, meals and transportation, you can enjoy a stress-free trip and fully immerse yourself in the experience. Find an adventure today to see how you’ll spend your winter this year.
Conclusion
The winter is an excellent time to explore new areas of the world you’ve been eager to visit. With fewer crowds and comfortable temperatures, you can enjoy a unique travel experience that consists of immersive opportunities and outdoor adventures. Browse our wide range of options available and start planning your winter break trip now.