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Winter Holidays

Winter Vacations

Winter Holidays

Imagine snowshoeing along frozen rivers, following reindeer tracks through primeval forests or bunking down in a hunter’s lodge, our winter holidays give you the opportunity to embrace the beauty and tranquility of snowy landscapes while enjoying exhilarating activities.

Finland is home to fairytale scenery and vibrant culture and is a popular destination for winter trips. Experience the thrill of snowmobiling through snow-dusted forests and across frozen lakes as you immerse yourself in the serenity of the vast wilderness.

For anyone seeking a more challenging adventure, the Dolomites in Italy provide a stunning backdrop for cross-country skiing. Glide through pristine snow-covered meadows and forests while taking in the immense mountain vistas and explore the wide variety of trails that wind among rugged peaks.

One of the most awe-inspiring spectacles of the winter season can be witnessed in Iceland – the Northern Lights. This mesmerising dance of colourful lights illuminating the night sky captivates visitors from around the world. The Aurora can also be witnessed in the Arctic Circle, where the sky comes alive with neon lights in shades of green, pink and purple.

All our winter holidays provide you with perfect opportunities to explore a variety of activities among awe-inspiring destinations around the world. Whether you choose to go husky sledding through the glistening Finnish forests or cross-country skiing in the mighty Dolomites, every experience will bring you closer to nature and let you delve further into the culture, history and traditions of each destination you visit.

All Winter Tours

Finnish Wilderness Week

Winter Holidays
8 Days from USD 3450

Guided Group (Incl. Taxes)

Mixed activity week in a remote part of Finland

Winter

Iceland Northern Lights

Winter Holidays
5 Days from USD 2250

Guided Group (Incl. Taxes)

Explore the dramatic countryside of Iceland in search of the aurora borealis, tumbling waterfalls and glittering glaciers

Winter

Cross-Country Skiing in Venabu

Winter Holidays
8 Days from USD 3080

Guided Group (Incl. Taxes)

This is one of our most popular cross-country skiing holidays with Headwater guests returning year after year.

Winter

Transylvania Winter Walk & Snowshoe

Winter Holidays
8 Days from USD 1800

Guided Group (Incl. Taxes)

Wander through the mountains and forests of Transylvania.

Winter

Cross-Country Skiing in Lapland

Winter Holidays
8 Days from USD 2075

Self-Guided Holidays (Incl. Taxes)

Stay in Yllas, a cross country skier's paradise in the heart of Finnish Lapland.

Winter

Meet the Expert

Garance Chuzel  – Product and Operations Manager

“What springs to mind about winter trips is always the magical scenery of snowy trees and extraordinary activities in untouched landscape. For me, nothing beats experiencing the unique atmosphere of each place, whether it’s hearing the squeaking snow under my snowshoes on top of the Dolomites or feeling a pack of huskies pull my sled in Finland.”

Winter Holidays

What’s not to love about this trip? If you are like me and you love winter activities, head out to Rajamma to go dog sledding, reindeer sledding, eat the most fantastic food and relax with traditional local Sami folk!

Neil Markides Arctic Circle Aurora Adventure

A hidden gem of a European trip exploring the quiet and less visited Transylvanian Mountains complete with charming, local accommodation and delicious food to match!

Neil Markides Transylvania Winter Walk & Snowshoe

The Dolomites are a beautiful region and this trip is a fun way to explore it by skii. The itinerary struck a perfect balance between physical activity and relaxation. Each day offered scenic ski routes through pristine, snow-covered landscapes—peaceful forests, frozen lakes, and charming alpine villages. Our guide Michele was not only highly skilled and knowledgeable about the terrain but also enthusiastic and encouraging, making the experience enjoyable for skiers of all levels. Whether you were a first-timer or an experienced skier, you felt supported and challenged in all the right ways.

The hotel was cozy and we ate delicious meals—exactly what you want after a day on the trails.

Robyn Lewis Italian Dolomites Cross-country Skiing

Related Blog Articles

Our Winter Experts

Winter Holidays

Elina Juhani

Expert Leader: Finland

Winter Holidays

Ilse Alt

Expert Leader: Norway

Winter Holidays

Jenny Smith

Expert Leader: Italy

Winter Holidays

Joonas Pohjalainen

Expert Leader: Finland

Winter Holidays