Step into the world of Tuscany Walking Holidays, where the rolling hills whisper tales of the past and the cypress trees sway in rhythm with the wind.
Our walking holidays are tailored to suit every pace and preference — from demanding to easy walking holidays in Tuscany. Whether you’re seeking a leisurely stroll through the vineyards of Chianti or a more challenging hike up the rugged hills of the Apuan Alps, we’ve got you covered.
So, stop and think for a minute: isn’t it about time that you experience the authentic tastes of Tuscany, from the famous Pecorino cheese of Pienza to the exquisite wines of Montepulciano?
We’ll handle all the logistics, from booking comfortable accommodations to arranging transfers for you and your luggage. As such, you can immerse yourself in the local culture without a worry in the world.
On our self-guided walking tours in Tuscany, we equip you with a personalised booklet containing a detailed itinerary, GPS navigation for your hikes, and recommendations for the best local experiences.
Or, we can provide a guide upon request. With Tuscany Walking Holidays, stress-free travel isn’t just a promise — it’s a guarantee.
The cradle of the Renaissance, Florence is a treasure trove of art and architecture.
Known for its mediaeval brick buildings and the famous Palio horse race, Siena is a step back in time.
Nestled among rolling hills, Montepulciano is renowned for its Renaissance architecture and exquisite wine.
A UNESCO World Heritage site, Pienza is a jewel of Renaissance architecture with stunning views of the Val d’Orcia and the best Pecorino cheese in the entire Italy.
Known as the Manhattan of the Middle Ages, San Gimignano’s skyline is punctuated by towering mediaeval skyscrapers.
Tuscany, a region steeped in history and culture, is a tapestry of ancient towns, vineyard-laden hills, and sun-drenched fields. Picture yourself wandering through the cobblestone streets of Florence, the heart of the Renaissance, or exploring the mediaeval charm of Siena, where every street is a journey back in time.
This is the land of the Renaissance, Chianti wine, and landscapes that have inspired artists for centuries — from Leonardo da Vinci to Michelangelo.
As you pass through the ancient villages, you’ll be captivated by the rich tapestry of history unfolding before your eyes. Each stone, each path, and each building tells a story of a time long past yet still very much alive in the hearts and minds of the locals. Just imagine stepping into the world of Tuscany, a world where history whispers in the wind and beauty blooms in every corner.
Our walking holidays in Tuscany are primarily focused on leisurely exploration, offering a delightful experience without significant elevation gain. However, it’s important to note that certain stages of the Via Francigena can be quite long. In addition, we also offer other holiday options that include more demanding hikes. Regardless of the holiday you choose, we aim to provide a high-quality experience catering to different fitness levels. So, whether you prefer leisurely strolls through the picturesque Tuscan countryside or more demanding hikes to push your limits, we have options to suit your preferences and ensure a fulfilling journey.
Absolutely! Our hiking holidays are designed to be inclusive and can be enjoyed by people of various age groups, including children. Most of our tours do not include technically demanding terrain. We believe in the importance of providing opportunities for children to embrace the outdoors and experience the joys of hiking. While a minimum age of eight is recommended to ensure safety and engagement, our tours are generally suitable for individuals who possess basic physical capabilities and can comfortably walk for a few hours daily.
For our walking tours, we highly recommend wearing sturdier hiking shoes that provide ample support, particularly during long hiking days and on uneven terrain. Hiking shoes are designed specifically for outdoor activities, offering features such as sturdy soles, enhanced traction, and ankle support. They are well-suited to handle various terrains, including gravel paths, rocky trails, and uneven surfaces commonly encountered during our walking tours. Opting for appropriate footwear ensures comfort and stability and minimises the risk of foot fatigue or potential injuries.
We highly recommend making an advance booking to ensure accommodation availability. Securing your reservation early increases the likelihood of obtaining your preferred options. If you wait until the start of the season or during the season, availability in hotels and apartments may be limited, and we may not be able to guarantee your desired arrangements.
It’s important to be aware that accommodations at the destinations are in high demand, especially during the summer season. To secure your preferred type of housing, we strongly recommend booking early. By doing so, you increase the likelihood of obtaining the accommodation that best suits your preferences. While the availability of specific lodging options may vary, we assure you that we will make every effort to provide you with the most suitable accommodations based on your preferences. Our team is dedicated to ensuring your stay is comfortable and enjoyable, and we strive to meet your specific requirements to the best of our ability.
Our tours are meticulously planned and designed to be easily navigated by independent travelers. The destinations are well-marked and accessible, allowing you to explore at your own pace. As such, it is unlikely that you will require a guide during your tour.
To ensure you have all the necessary information and guidance, we provide a comprehensive handout that covers essential details about the routes, points of interest, and practical tips. This enables you to enjoy the freedom and flexibility of a self-guided holiday, where you can fully immerse yourself in the experience and discover the beauty of each destination at your leisure.
However, if you prefer to have a guide accompany you during the tours, we are more than happy to accommodate your request. Simply let us know in advance, and we will make the necessary arrangements to provide you with a knowledgeable guide who can enhance your journey with insightful commentary and assistance.
The best time to go on a walking holiday in Tuscany is during the early spring and fall seasons. During these periods, the weather is pleasant, and the crowds are fewer, allowing for a more tranquil and enjoyable experience.
In the early spring, typically from March to May, you can witness the region come alive with vibrant blossoms and lush greenery. The temperatures are mild, making it perfect for exploring the picturesque landscapes of Tuscany on foot. Additionally, the tourist crowds are relatively smaller during this time, providing you with a more intimate and serene setting to immerse yourself in the beauty of the surroundings.
Similarly, the fall season, from September to November, offers a delightful time to visit. The weather remains pleasant, with comfortable temperatures ideal for walking and exploring. The autumn colours add a captivating charm to the landscapes, creating a picturesque backdrop for your walking tour. With fewer visitors compared to the peak summer months, you can fully appreciate the tranquillity and authenticity of the region.
It’s worth noting that the summer months in Tuscany, particularly July, and August, can be quite hot and crowded. While the region maintains its allure during this time, the higher temperatures and increased tourist influx may impact your overall experience. However, if you plan accordingly and take precautions against the heat and the crowds, summer can still offer enjoyable walking opportunities in Tuscany.
In cases of light rain or mild weather disturbances, hiking can often still be safely managed as long as it does not pose any significant risks. The stunning landscapes of Tuscany can take on a unique charm under a drizzle, offering a different perspective and an enchanting experience.
However, in situations where the weather becomes more severe, such as heavy rainstorms or thunderstorms, our team will assess the situation and make appropriate adjustments to ensure your safety. This may involve modifying the planned routes, seeking shelter, or postponing the activity until the weather improves.