There’s something magical and unique about exploring a new destination on foot; you get to feel the history and walk where others have walked for ages, and Italy is by far one of the best options. It’s home to ancient villages, stunning vineyards, and an interesting culture.

The best thing about walking is that you discover hidden corners that traditional tours would never show you: a hidden family trattoria, a vineyard inviting you to taste their wine, or a sunset over the Tuscan hills with no one around, but for everything to go right, planning is key, especially for a walking holiday or a long distance trail.

1. Choose the route that fits you

Italy is not just about the museums or the cities packed with tourists. In fact, beyond Rome and Florence, there’s a network of trails that cross the landscape, and a good example is the Via Francigena, which is a historic pilgrimage route and an iconic walking holiday in Italy with stops at centuries-old abbeys, monasteries, and churches. While the Dolomites offer mountain trails that are a bit more challenging, but still offer stunning views of the rocky area. But if you prefer the sea, then the Amalfi Coast combines stunning views as well as fishing villages that look trapped in time.

There’s a route for everyone, each offering something interesting and unique. That’s why choosing the right one can make all the difference. If you’re looking for history and culture, then go for the Via Francigena, but if what you’re looking for is raw nature, then the Dolomites are a perfect choice, although they require a good level of fitness. On the other hand, Tuscany may offer something more relaxing trip. It all depends on what you’re looking for.

A tip that most people learn the hard way: always check the difficulty of the trail beforehand. Some routes look easy on the map but hide steep climbs.

2. Pick the right time to go

Italy is beautiful year-round, but not all months are the best for a walking holiday. For example, July and August can be uncomfortably hot, especially in Tuscany or other beach areas, while the winter months have many trails closed in places like the Dolomites, mainly due to snow.

That’s why the best times for a hike in Italy are spring (April to June) and autumn (September to October). During the spring season, you will find the fields in bloom, and the weather is cool but pleasant. On the other hand, in autumn, the vineyards turn red and gold, and there are fewer people around. However, you should keep in mind that even during these seasons, you should always wear a light layer since unexpected rain can ruin your day if you’re not prepared.

3. Physical preparation

While there are easy-going trails, some days you may walk 5km, but some other days you will walk up to 25 km which is why I recommend starting to walk before the actual holiday. A month before starting by walking for at least 1 hour, and then go up from there, until you feel comfortable walking long distances.

You also need to think about the trails, for example, the Dolomites have an elevation gain of almost 1,000 meters in a single day, so you’d better be prepared to walk those routes.

Also, remember that:

  •  Shoes are crucial: boots with good support and already adapted to your feet (do not start walking with brand new shoes!!!!).
  •  Don’t underestimate hydration: in summer, even on easy routes, the Italian sun is hard. Always carry water and rest when you need to.

Final Word

Italy is way more than just a few cities; it has everything you need for a fantastic holiday: stunning places, history, and an interesting culture. Those traits make it perfect for a walking holiday, and there’s no better way to know a country than hiking its trails. Almost every town, every stage, and trail you walk will have a surprise or something interesting: ruins, monasteries, cozy family-run restaurants, or a spot perfect for sunset.