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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.

96 Cultural Discovery Holidays to Choose From

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

Land of Dracula: Walking in Transylvania

Bran Castle - Dracula's castle - Transylvania

Untouched by mass tourism, Transylvania is home to soaring mountain peaks, wild swathes of forest, ancient castles and quaint villages, and some of Europe’s most spectacular wilderness areas. Find out more about Land of Dracula: Walking in Transylvania

  • Destination: Romania
  • Price (exc. flights): 8 days from £1,239
  • Walking grade: Demanding
  • Guiding: Guided Group Private-Guided
  • When to go:
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Centre-Based
    • Cultural Discovery

Montenegro on Foot

This one-week itinerary takes in well-marked trails in three of Montenegro's national parks, as well as the magnificent Tara Canyon and scenic walks around the Bay of Kotor. Find out more about Montenegro on Foot

  • Destination: Montenegro
  • Price (exc. flights): 8 days from £1,219
  • Walking grade: Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Cultural Discovery
    • Point to Point

Camino de Costa Rica Discovery Trek

From the Caribbean Sea to the Pacific Ocean, traverse diverse landscapes and discover the natural beauty and cultural heritage of Costa Rica, along the Camino de Costa Rica hiking trail. Find out more about Camino de Costa Rica Discovery Trek

  • Destination: Costa Rica
  • Price (exc. flights): 13 days from £3,049
  • Walking grade: Demanding
  • Guiding: Guided Group Private-Guided
  • When to go:
    • J
    • F
    • M
    • A
    • M
    • N
    • D
  • Holiday type:
    • Classic Routes
    • Cultural Discovery
    • Nature
    • Pilgrim Walks
    • Point to Point

Hike the Danube - Castles & Vineyards

Aggstein Castle ruins in Wachau Valley, Austria

Discover Austria's breathtaking Wachau Valley and Danube River. Hike past vineyards, medieval castles, and charming villages while savouring renowned wines, historic sites, and spectacular river views. Find out more about Hike the Danube - Castles & Vineyards

  • Destination: Austria
  • Price (exc. flights): 8 days from £939
  • Walking grade: Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Solo Walking

Salkantay, Sacred Valley & Machu Picchu

Explore the high Andes during a trek along the Salkantay Trail including a visit to Machu Picchu and opportunities to engage with local communities and discover the history of the area. Find out more about Salkantay, Sacred Valley & Machu Picchu

  • Destination: Peru
  • Price (exc. flights): 10 days from £2,529
  • Walking grade: Demanding to Strenuous
  • Guiding: Guided Group Private-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
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    • O
    • N
  • Holiday type:
    • Cultural Discovery
    • Nature
    • Solo Walking

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

Kruger, Zulus & Drakensberg

Giant's Castle at Drakensberg, South Africa

A varied walking holiday to explore the natural beauty and cultural heritage of South Africa and Eswatini with time to see the plentiful wildlife of Kruger National Park on walking and vehicle safaris. Find out more about Kruger, Zulus & Drakensberg

  • Destination: South Africa
  • Price (exc. flights): 15 days from £2,199
  • Walking grade: Demanding
  • Guiding: Guided Group
  • When to go:
    • J
    • F
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
    • N
    • D
  • Holiday type:
    • Cultural Discovery
    • Multi-Country
    • Nature
    • 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 £909
  • 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 Montefiascone to Rome

Walk in the steps of ancient pilgrims on the final section of the Via Francigena from Montefiascone to Rome, passing varied landscapes and architectural treasures along the route. Find out more about Via Francigena - From Montefiascone to Rome

  • Destinations: Via Francigena, Italy
  • Price (exc. flights): 8 days from £759
  • Walking grade: Moderate
  • Guiding: Self-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Pilgrim Walks
    • Point to Point
    • Solo Walking

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 £849
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Pilgrim Walks
    • Point to Point
    • Solo Walking

Via Francigena - From Siena to Montefiascone

Journey through picturesque Tuscany, exploring medieval heritage and scenic countryside whilst hiking from Siena to Montefiascone along the pilgrimage route of Via Francigena. Find out more about Via Francigena - From Siena to Montefiascone

  • Destinations: Via Francigena, Italy
  • Price (exc. flights): 10 days from £979
  • Walking grade: Moderate
  • Guiding: Self-Guided
  • When to go:
    • 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 £789
  • Walking grade: Easy
  • Guiding: Self-Guided
  • When to go:
    • M
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Coastal Walks
    • Cultural Discovery
    • Nature

Discover Colombia’s Coffee Trails

Discover the charm and beauty of Colombia, where a variety of walking trails provide breathtaking views of the Andean landscape. Experience colonial cities, visit historical churches and sample coffee. Find out more about Discover Colombia’s Coffee Trails

  • Destination: Colombia
  • Price (exc. flights): 14 days from £4,139
  • Walking grade: Moderate to Demanding
  • Guiding: Guided Group
  • When to go:
    • M
    • S
    • O
  • Holiday type:
    • Centre-Based
    • Cultural Discovery
    • Nature

Hiking Madagascar

Beach scene in Madagascar.

Discover Madagascar’s vibrant highlands on this guided walking adventure. Enjoy unforgettable hikes through remote plateaus, sacred landscapes, and rich Malagasy culture. Find out more about Hiking Madagascar

  • Destination: Madagascar
  • Price (exc. flights): 12 days from £3,149
  • Walking grade: Moderate to Demanding
  • Guiding: Guided Group Private-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
    • S
    • O
    • N
    • D
  • Holiday type:
    • Cultural Discovery
    • Nature
    • Point to Point

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