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From folklore and walking in the footsteps of literary giants, to meeting nomadic people and experiencing the traditions of thousand-year-old civilisations, we offer a range of cultural walking holidays that focus on learning about and enjoying the area’s unique culture.

29 Cultural Discovery Holidays to Choose From

Porto & Douro Valley Short Hiking Break

Colourful cityscape of Porto, Portugal

Enjoy a short break to the Douro Valley, and discover vineyard trails, panoramic river views, and charming villages. Embark on a scenic train journey and explore Portugal’s most iconic wine region. Find out more about Porto & Douro Valley Short Hiking Break

  • Destination: Portugal
  • Price (exc. flights): 6 days from £659
  • Walking grade: Easy
  • Guiding: Self-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Short Breaks

Walking the Douro & Côa Valleys

View of the Douro Valley, Portugal

Walk through Portugal’s wild Douro and Côa Valleys, with scenic riverside trails, prehistoric rock art, vineyard landscapes and charming villages, all enriched by local food, wine and culture. Find out more about Walking the Douro & Côa Valleys

  • Destination: Portugal
  • Price (exc. flights): 8 days from £1,195
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • F
    • M
    • A
    • M
    • J
    • S
    • O
    • N
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Nature

Greek Island Sailing & Walking Adventure

Island-hop the Ionian by catamaran and on foot, discovering hidden coves, turquoise bays and traditional villages, with coastal walks, swimming stops and relaxed evenings in authentic Greek tavernas. Find out more about Greek Island Sailing & Walking Adventure

  • Destination: Greece
  • Price (exc. flights): 8 days from £1,039
  • Walking grade: Easy
  • Guiding: Guided Group Private-Guided
  • When to go:
    • M
    • J
    • S
    • O
  • Holiday type:
    • Coastal Walks
    • Culinary Walks
    • Cultural Discovery
    • Nature

Elbe Mountains Winter Hiking

Winter view of snow-capped mountains, Germany.

Discover serene winter trails through Saxon Switzerland’s sandstone cliffs, forests and valleys. Hike to viewpoints, natural arches and quiet villages in Germany’s enchanting Elbe Mountains. Find out more about Elbe Mountains Winter Hiking

  • Destination: Germany
  • Price (exc. flights): 6 days from £659
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • J
    • F
    • M
    • N
    • D
  • Holiday type:
    • Centre-Based
    • Classic Routes
    • Cultural Discovery
    • Nature
    • Short Breaks
    • Solo Walking

Trails of Old Saxony

Sandstone rocks of Bastei in Saxon Switzerland National Park

Discover the delights of Saxon Switzerland National Park, where towering fortresses dominate the landscape, and picturesque riverside villages create an attractive and varied walking experience. Find out more about Trails of Old Saxony

  • Destination: Germany
  • Price (exc. flights): 8 days from £779
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Cultural Discovery
    • Point to Point
    • Solo Walking

Trails of the Baltics

Trakai Castle in Lithuania

Discover Lithuania and Latvia on this self-guided holiday, from Vilnius to Cesis. Explore national parks, scenic towns, and the Curonian Spit. Enjoy a perfect mix of hiking, nature, culture, and history. Find out more about Trails of the Baltics

  • Destinations: Latvia, Lithuania
  • Price (exc. flights): 12 days from £1,039
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Coastal Walks
    • Cultural Discovery
    • Multi-Country
    • Nature

Walking the Cinque Terre & Portofino

Hiker heading towards Portovenere on the Cinque Terre

A week discovering the cliffs and coves of the delightful Cinque Terre and Portofino, a little corner of Italian paradise. Walk along cobbled paths and through lush olive groves, with spectacular sea views. Find out more about Walking the Cinque Terre & Portofino

  • Destination: Italy
  • Price (exc. flights): 8 days from £819
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
    • N
  • Holiday type:
    • Coastal Walks
    • Cultural Discovery
    • Point to Point
    • Solo Walking

Naples, Vesuvius & Amalfi Coast Trails

Sunset and boats on the Amalfi Coast

This varied trip combines coastal and inland hikes, an ascent of Mount Vesuvius for panoramic views of the Bay of Naples, a visit to world famous Pompeii and a hike on the Amalfi coast's 'Path of the Gods'. Find out more about Naples, Vesuvius & Amalfi Coast Trails

  • Destination: Italy
  • Price (exc. flights): 8 days from £789
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
    • N
  • Holiday type:
    • Coastal Walks
    • Cultural Discovery
    • Point to Point
    • Solo Walking

Walking Trails of Puglia

Ostuni in Italy

Explore the heart of Puglia on our small group walking holiday to Italy which reveals the character of the region from Baroque architecture to culinary delights of hilltop towns and rural farmsteads. Find out more about Walking Trails of Puglia

  • Destination: Italy
  • Price (exc. flights): 8 days from £1,279
  • Walking grade: Easy to Moderate
  • Guiding: Guided Group
  • When to go:
    • A
    • S
    • O
  • Holiday type:
    • Coastal Walks
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Point to Point

Hiking Croatia

Skradinski Buk waterfall in Krka National Park, Croatia

This wonderful 8-day walking tour takes you through some of Croatia's finest national parks - whether you are looking for enchanting landscapes or beautiful waterfalls, this trip has it all! Find out more about Hiking Croatia

  • Destination: Croatia
  • Price (exc. flights): 8 days from £2,129
  • Walking grade: Easy to Moderate
  • Guiding: Guided Group Private-Guided
  • When to go:
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Cultural Discovery
    • Nature
    • Point to Point

Walks & Wine in Sierra Nevada

Vineyard in Alpujarras, Spain

Enjoy relaxed walks and food and wine tasting on this trip in the Granada province of Spain. Combine the city's interesting history and vibrant culture with walks in the Sierra Nevada mountain range. Find out more about Walks & Wine in Sierra Nevada

  • Destination: Spain
  • Price (exc. flights): 7 days from £2,059
  • Walking grade: Easy
  • Guiding: Guided Group Private-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Centre-Based
    • Culinary Walks
    • Cultural Discovery

Cape Camino Walk

Embark on the Cape Camino, a walk through South Africa's diverse culture, history, and landscapes, from wine lands to beaches and the surrounding areas of Cape Town. Find out more about Cape Camino Walk

  • Destination: South Africa
  • Price (exc. flights): 15 days from £1,949
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Coastal Walks
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Pilgrim Walks
    • Point to Point

Alsace from North to South

The captivating region of Alsace in France has had a tumultuous history, caught in the crossfire of various empires, yet its villages have managed to retain their pristine beauty and charm. Find out more about Alsace from North to South

  • Destination: France
  • Price (exc. flights): 7 days from £879
  • Walking grade: Easy
  • Guiding: Self-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Cultural Discovery
    • Point to Point

Hiking the Stockholm Archipelago

Stockholm archipelago in Autumn

Hike through the breathtaking Stockholm Archipelago, exploring ancient forests, vibrant villages, dramatic coastlines, and tranquil beaches. Experience an island-hopping journey rich in natural beauty. Find out more about Hiking the Stockholm Archipelago

  • Destination: Sweden
  • Price (exc. flights): 7 days from £865
  • Walking grade: Easy
  • Guiding: Self-Guided
  • When to go:
    • J
    • J
    • A
  • Holiday type:
    • Classic Routes
    • Coastal Walks
    • Culinary Walks
    • Cultural Discovery
    • Nature

Via Francigena - From Lucca to Siena

Hike from Lucca to Siena on this section of the Via Francigena pilgrimage. Highlights include iconic Tuscan towns and the beautiful Val d’Elsa region whilst enjoying the traditionally Tuscan scenery. Find out more about Via Francigena - From Lucca to Siena

  • Destinations: Via Francigena, Italy
  • Price (exc. flights): 8 days from £809
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Pilgrim Walks
    • Point to Point
    • Solo Walking

Hiking in Three Baltic Nations

Viru Bog National Park in Estonia

Explore the Baltic States on a self-guided walking tour through Lithuania, Latvia, and Estonia. Enjoy breathtaking nature, historic towns, and UNESCO sites at your own pace, blending culture with scenery. Find out more about Hiking in Three Baltic Nations

  • Destinations: Latvia, Lithuania, Estonia
  • Price (exc. flights): 14 days from £1,619
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Coastal Walks
    • Culinary Walks
    • Cultural Discovery
    • Multi-Country
    • Nature

Sörmland Hiking Adventure

Boats in Nyköping, Sweden

Embark on a journey through Stockholm and Sörmland's breathtaking landscapes. Discover Sweden's culture, and natural beauty along the Sörmland Trail, enjoying serene lakes and historic treasures. Find out more about Sörmland Hiking Adventure

  • Destination: Sweden
  • Price (exc. flights): 7 days from £779
  • Walking grade: Easy
  • Guiding: Self-Guided
  • When to go:
    • M
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Coastal Walks
    • Cultural Discovery
    • Nature

Coastal Treks of Montenegro

Montenegro's coastline blends dramatic cliffs, emerald waters, and historic towns. This self-guided walking holiday explores coastal trails, quaint villages, and medieval fortresses, offering breathtaking views. Find out more about Coastal Treks of Montenegro

  • Destination: Montenegro
  • Price (exc. flights): 8 days from £1,149
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Centre-Based
    • Classic Routes
    • Coastal Walks
    • Culinary Walks
    • Cultural Discovery
    • Nature

Malta Walks: Guardians of the Knights Path

Mdina city in Malta

Discover Malta and Gozo on foot, exploring dramatic cliffs, ancient towns, and timeless villages. Hike scenic trails, uncover rich history, and immerse yourself in Mediterranean charm. Find out more about Malta Walks: Guardians of the Knights Path

  • Destination: Malta & Gozo
  • Price (exc. flights): 8 days from £759
  • Walking grade: Easy
  • Guiding: Self-Guided
  • When to go:
    • J
    • F
    • M
    • A
    • M
    • S
    • O
    • N
    • D
  • Holiday type:
    • Centre-Based
    • Coastal Walks
    • Cultural Discovery
    • Solo Walking

Cambodia Jungle Trek

Hikers in Virachey National Park in Cambodia

This adventurous itinerary offers an immersive experience in Cambodia's largely unexplored Virachey National Park, plus the chance to discover the famous Angkor Temple Complex. Find out more about Cambodia Jungle Trek

  • Destination: Cambodia
  • Price (exc. flights): 11 days from £1,529
  • Walking grade: Easy to Moderate
  • Guiding: Guided Group
  • When to go:
    • J
    • F
    • N
  • Holiday type:
    • Cultural Discovery
    • Nature

Beautiful South: Explore Puglia On Foot

Matera in Southern Italy

This relaxed itinerary explores the southernmost tip of Italy, to enjoy easy walks, cultural visits, a fascinating history and some of the delicious regional specialities such as extra virgin olive oil. Find out more about Beautiful South: Explore Puglia On Foot

  • Destination: Italy
  • Price (exc. flights): 8 days from £779
  • Walking grade: Easy
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
    • N
    • D
  • Holiday type:
    • Coastal Walks
    • Culinary Walks
    • Cultural Discovery
    • Nature

Walking the Catalan Coast

Town of Cadaques on the Catalan coast

Discover the wonder of mountains and sea on this stimulating walking holiday along the 'Wild Coast' of Catalonia, where you'll find a variety of natural landscapes and a pleasing Mediterranean climate. Find out more about Walking the Catalan Coast

  • Destination: Spain
  • Price (exc. flights): 8 days from £849
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • S
    • O
  • Holiday type:
    • Coastal Walks
    • Cultural Discovery
    • Point to Point
    • Solo Walking