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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.

37 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

Classic Dordogne Walking

View of La Roque-Gageac, Dordogne, France.

Discover the Dordogne and Vézère Valleys in the south-west of France, well known for its medieval castles, cliffside villages, prehistoric caves and exceptional local cuisine. Find out more about Classic Dordogne Walking

  • Destination: France
  • Price (exc. flights): 6 days from £729
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
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    • O
    • N
  • Holiday type:
    • Cultural Discovery
    • Nature
    • Point to Point

The Liechtenstein Trail

Spanning the length of Liechtenstein, walk across the entire country through forest trails and along panoramic mountain paths. Uncover stunning alpine scenery, ancient castles and charming villages. Find out more about The Liechtenstein Trail

  • Destination: Liechtenstein
  • Price (exc. flights): 8 days from £1,389
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • J
    • A
    • S
    • O
    • N
  • Holiday type:
    • Cultural Discovery
    • Nature
    • Point to Point
    • Solo Walking

Trails of Three Greek Islands: Naxos, Iraklia & Amorgos

Aerial view of Aegiali, Greece.

Island-hop through the hidden Cyclades, following ancient trails across Naxos, Iraklia and Amorgos, with mountain summits, dramatic monasteries, traditional villages and secluded Aegean beaches. Find out more about Trails of Three Greek Islands: Naxos, Iraklia & Amorgos

  • Destination: Greece
  • Price (exc. flights): 11 days from £799
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
    • S
    • O
  • Holiday type:
    • Classic Routes
    • Coastal Walks
    • Culinary Walks
    • Cultural Discovery
    • Nature

Hiking Fuerteventura: Volcanoes & Coast

Aerial view of Fuerteventura from above a crater, Spain.

Discover Fuerteventura on foot on this self-guided walking holiday, from volcanic craters and wild Atlantic coastlines to traditional villages, quiet valleys and the protected island of Los Lobos. Find out more about Hiking Fuerteventura: Volcanoes & Coast

  • Destinations: Spain, Canary Islands
  • Price (exc. flights): 8 days from £1,025
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • J
    • F
    • M
    • A
    • M
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    • J
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    • N
    • D
  • Holiday type:
    • Classic Routes
    • Coastal Walks
    • Cultural Discovery
    • Nature
    • Point to Point
    • Solo Walking

Walking Roman Provence & the Alpilles

Lavender fields near Saint Paul de Mausole Monastery, France.

Walk through Provence from medieval Uzès to Saint-Rémy, following the Gardon River to Pont du Gard and exploring Van Gogh’s landscapes, olive groves, and the panoramic Alpilles. Find out more about Walking Roman Provence & the Alpilles

  • Destination: France
  • Price (exc. flights): 7 days from £789
  • Walking grade: Easy
  • Guiding: Self-Guided
  • When to go:
    • M
    • A
    • M
    • J
    • A
    • S
    • O
    • N
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Short Breaks
    • Solo Walking

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 £1,089
  • Walking grade: Easy
  • Guiding: Guided Group Private-Guided
  • When to go:
    • M
    • J
    • S
    • O
  • Holiday type:
    • Coastal Walks
    • Culinary Walks
    • Cultural Discovery
    • Nature

Walking in Finland

Sunset in Hossa National Park, Finland.

Discover the untamed natural beauty, heritage and distinctive characteristics of Eastern Finland as you pass through serene woodlands and aquatic landscapes on this guided expedition. Find out more about Walking in Finland

  • Destination: Finland
  • Price (exc. flights): 8 days from £1,549
  • Walking grade: Easy to Moderate
  • Guiding: Guided Group
  • When to go:
    • J
    • A
  • Holiday type:
    • Centre-Based
    • Cultural Discovery
    • Nature

Hidden Trails of Alsace: Vineyards to the Mountains

View of Kaysersberg, with vineyards in the foreground, Alsace, France.

Discover The Vosges Mountains in Eastern France, known for their spectacular scenery and walking trails; enjoy breath taking views, local history, and sample the fine wines of this region. Find out more about Hidden Trails of Alsace: Vineyards to the Mountains

  • Destination: France
  • Price (exc. flights): 8 days from £959
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
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    • O
    • N
  • Holiday type:
    • Cultural Discovery
    • Nature
    • Point to Point

Naxos Island Hiking Escape

Small square in Chora, Naxos, Greece.

Ancient footpaths, mountain villages and hidden beaches reveal the authentic heart of Naxos, from the summit of Mount Zas to fertile valleys, marble landscapes and traditional Cycladic life. Find out more about Naxos Island Hiking Escape

  • Destination: Greece
  • Price (exc. flights): 7 days from £605
  • Walking grade: Easy
  • 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

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 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 Through Provence’s Hilltop Villages

Fontaine de Vaucluse village, Provence, France.

Discover the timeless beauty of Provence on rewarding walks through hilltop villages, lavender fields, cedar forests and dramatic limestone valleys, with views across the Luberon and towards the Alps. Find out more about Walking Through Provence’s Hilltop Villages

  • Destination: France
  • Price (exc. flights): 6 days from £865
  • Walking grade: Easy to Moderate
  • Guiding: Self-Guided
  • When to go:
    • A
    • M
    • J
    • J
    • A
    • S
    • O
    • N
  • Holiday type:
    • Classic Routes
    • Culinary Walks
    • Cultural Discovery
    • Nature
    • Point to Point
    • Short Breaks
    • Solo Walking

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
    • 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
    • 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 £1,349
  • 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

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 £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 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