How to Plan a Trip to Tuscany

Tuscany Experience for couples, families and solo travellers

Tuscany is one of those destinations everyone dreams of visiting: the landscapes look like paintings, the food is among the best in the world, and every village tells a different story.

Planning a trip, however, can be tricky: where should you stay? Which areas should you visit, and which should you skip to avoid the most touristy spots? How many days do you need?

In this article, you’ll find tips and suggestions to plan a simple, authentic, and unforgettable experience in Tuscany.

Tuscany: rich in landscapes, but also in history and art

What kind of Tuscany do you want to see? Many people picture Tuscany as a land of rolling hills, olive groves, vineyards, and spectacular sunsets — and that’s exactly what it is. Still, we recommend not missing the chance to experience cities steeped in history and art, such as Florence and Pisa.

If you want to slow down, enjoy nature, savour local products, and soak up an authentic atmosphere, staying at an agriturismo — a traditional Tuscan farm stay — is without a doubt the best choice: the true essence of Tuscany is often found in the countryside and in its small villages.

Choose the right area for you

Tuscany offers different landscapes and experiences depending on the area you choose to visit.

Chianti: perfect for lovers of wine and scenery. This is the home of Chianti Classico, the region’s most famous red wine.

Val d’Orcia: famous for its iconic, postcard-perfect hills and historic villages.

Central Tuscany: this is where our agriturismo is located, in a strategic position for easily visiting:

  • Florence
  • Pisa
  • Lucca
  • San Gimignano
  • the Tuscan coast

Choosing a place like ours, in a central location, lets you explore the region without constantly changing accommodation while still staying in the countryside, far from the chaos of the cities. That way you can alternate a day of busy sightseeing with a more relaxing one, unwinding by the pool at our agriturismo surrounded by greenery.

Don’t change accommodation every three days

One of the most common mistakes is trying to see all of Tuscany too quickly.

The best solution is to choose a place in a strategic location that lets you visit different areas of the region without constantly packing your bags, experiencing the territory at a calmer pace and, ideally, immersed in nature.

A farm stay in the Tuscan countryside offers exactly this kind of solution, giving you silence, authenticity, and a slower rhythm.

Having a car is essential

Whether it’s your own or a rental, a car is almost indispensable for visiting Tuscany: many of the most beautiful and least touristy villages, as well as many wineries, local farms, and traditional restaurants, are not easy to reach by public transport.

What’s more, you’ll be able to stop and take in the most beautiful landscapes and explore country roads — in Tuscany, the journey itself is often part of the experience.

Plan your trip in the best seasons

Tuscany is stunning all year round, but some periods are particularly recommended depending on what you want to do.

Spring (April–June): mild temperatures, nature awakening with flowers and green landscapes, fewer tourists, and smaller crowds in the cities.

Summer: definitely the busiest period, but perfect if you want to enjoy the Tuscan coast and the sea. Along the nearby Etruscan Coast, you can unwind on beaches lapped by the Tyrrhenian Sea, with the islands of the Tuscan Archipelago dotting the horizon.

Late summer and September: ideal weather; you can witness the grape harvest and sunsets with incredible colours.

Autumn: perfect for those who love wine, truffles, and a more romantic atmosphere.

Our advice: experience Tuscany authentically

People often try to see and do as much as possible, but in doing so we risk missing the most beautiful part of a trip to Tuscany: living every moment fully and relaxing in a stunning place.

Having breakfast outdoors while enjoying the view, sipping a glass of wine at sunset, tasting local specialities such as freshly pressed olive oil, or simply relaxing in nature: this is why more and more travellers choose an agriturismo as their place to stay. Here you can enjoy a genuine experience and create unforgettable memories.

Why choose the province of Pisa as a base for your trip?

Many travellers think that staying in the most famous cities is the smartest move, but choosing the countryside of the province of Pisa can make the trip far more authentic and relaxing — without giving up visiting the cities. In fact, from here you can easily reach some of the region’s most beautiful destinations:

  • Florence
  • Lucca
  • San Gimignano
  • the rolling hills of Chianti
  • the Tuscan coast
  • small, less touristy and more authentic villages

It’s the ideal solution for anyone who wants to experience Tuscany at a slower pace, discovering both the art cities and the countryside.

Conclusion

If you’re looking for an authentic experience in Tuscany and a place to explore its many sides, our agriturismo, set in the countryside of the province of Pisa, is the ideal starting point, thanks to a strategic location for discovering the entire region.

Planning a trip to Tuscany doesn’t mean filling every moment with things to do. The real magic happens when you find the right balance between activities, relaxation, and authenticity.

Choosing the right area, based on your needs, and a welcoming agriturismo can truly make all the difference.

Don't miss the chance to stay in a quintessential Tuscan setting—book your stay at the Due Comuni farmhouse!