Where to Walk This Winter

Winter walking holidays reveal a different side of nature, from lush forests and rugged coastlines to volcanic peaks and serene waterways. With mild temperatures, peaceful paths, and fewer crowds, destinations like Madeira, Tenerife, and Sintra offer unforgettable experiences.

Wander the volcanic landscapes of Tenerife, explore the enchanting forests and waterways of Madeira, or soak in the coastal charm of Sintra – Cascais. Discover the rugged beauty of Mallorca, or follow the stunning cliffside paths of the Rota Vicentina in Portugal. Winter offers the perfect mix of adventure and tranquillity.

Whether it’s Tenerife’s volcanic trails, Madeira’s lush valleys, or Sintra’s dramatic coastline, your perfect winter escape awaits. Click below to start planning your next adventure today.

Carrapateira-Rota-Vicentina

Rota Vicentina

When
Year-round
Where
Portugal
Duration
7 Nights
Difficulty
Moderate to Challenging

Experience Portugal’s unspoiled coastline on the Rota Vicentina, where mild winter days reveal dramatic cliffs, sandy beaches, and quiet fishing villages. The cooler weather makes exploring these rugged trails a refreshing and serene escape.

From £870 pp

Tenerife Mt Teide

Tenerife

When
Year-round
Where
Spain
Duration
7 Nights
Difficulty
Moderate to Challenging

Discover Tenerife’s volcanic landscapes in winter, where clear skies and mild temperatures offer ideal walking conditions. Explore the dramatic terrain of Teide National Park and bask in the island’s year-round sunshine.

From £1206.19 pp

View over Pena Palace, Sintra

Sintra-Cascais

When
Year-round
Where
Portugal
Duration
7 Nights
Difficulty
Moderate to Challenging

Wander through Sintra’s mystical forests, enchanting palaces, and rugged coastal cliffs in the winter. With fewer visitors and cooler air, this UNESCO World Heritage landscape offers a peaceful yet captivating walking experience

From £1035 pp

Valdemossa

Mallorca

When
Year-round
Where
Spain
Duration
7 Nights
Difficulty
Moderate to Challenging

Escape to Mallorca’s scenic trails in winter, where dramatic coastlines, almond blossoms, and mountain villages shine under cooler skies. The island’s peaceful atmosphere and diverse landscapes offer a rejuvenating walking experience.

From £1011.15 pp

Man walking coat path in Madeira

Madeira

When
Year-round
Where
Portugal
Duration
8 Nights
Difficulty
Moderate to Challenging

Explore Madeira’s lush valleys, waterfalls, and levadas (irrigation channels) in winter. With its subtropical climate and dramatic scenery, this island is a haven for walkers seeking year-round natural beauty and adventure.

From £570 pp