What to expect on your Tuscany walking holiday

Four Guided Walks
Expertly guided walks through rolling Tuscan hills

Vineyard Visit
Taste world-famous Chianti wines

Florence Guided Tour
From Ponte Vecchio to the Duomo

Cooking Class
Traditional Tuscan food experience
About this trip...
Join a ready-made group of solo travellers to discover some of Italy's finest scenery, cuisine and landscapes on this popular guided walking holiday through Tuscany. With four included walks through vineyards, hilltop towns and olive groves, we can seek out the breathtaking Tuscan landscape overlooking fascinating renaissance towns and monasteries. We will see the “home of the Renaissance” and have the chance to sample the delicious food for which the region is renowned – a truly gastronomic delight for foodies and ramblers alike.
Our Tuscany walking holidays are perfect for solo travellers. You’ll be accompanied by our experienced tour leader and a sociable group of other solo hikers throughout the day, before enjoying the comfort of your own room, with no singles supplement.
Return flights & transfers
One piece of checked baggage
Airport taxes & charges
Double/Twin room for sole use
Breakfast daily, 3 lunches & 2 dinners
Wine tasting paired with Tuscan specialities
Tuscan cooking demonstration
Olive oil tasting
Welcome drink & information meeting
4 half day guided walks
Guided tours of Lucca & Florence
Entrance to Leonardo Da Vinci museum and house
Entrance to Tettuccio Spa
Free Solos App with all your travel documents
Dedicated Whatsapp group for your trip
Accompanying Solos Tour Leader
Fully financially protected
- Insurance see here
- Tourist Tax €3.00 per night (payable locally)
What you'll be doing

Day One: Arrival Day
- Dinner included

Day Two: Montecatini Alto and the Thermal City
After breakfast, we’ll ride the historic funicular up to Montecatini Alto, the charming medieval hilltop village that is the historic heart of Montecatini. From its elevated position, we'll enjoy sweeping views over Montecatini Terme and the beautiful countryside stretching across the provinces of Lucca and Pistoia. Originally established as a Roman fortress, Montecatini Alto stands 299 metres (981 feet) above sea level and served as the seat of the municipality until 1905. At the centre of the village lies its delightful main square, where historic buildings and timeless atmosphere offer a fascinating glimpse into Tuscany's past. We’ll then continue to a traditional oil mill, where we'll sample a selection of authentic Tuscan specialities, including locally produced extra virgin olive oil.
Afterwards, we'll follow an ancient stone pathway back to Montecatini Terme, strolling through peaceful olive groves and woodland as we descend to the town below. On arrival, we'll enjoy a guided walking tour of this elegant spa resort, ending at the magnificent Tettuccio Spa. Widely regarded as one of Italy's finest examples of Art Nouveau architecture, the spa is home to a beautifully frescoed historic café decorated by Giulio Bargellini and Maria Biseo, as well as the elegant Galleria delle Bibite, adorned with striking ceramic works by Basilio Cascella.
- Distance: 8km
- Duration: 2hrs approx.
- Descent: 180m-
- Terrain: Mostly downhill, with paved paths, some cobbled streets, and occasional uneven surfaces.
- Breakfast included

Day Three: The Suspended Bridge & Lucca
After breakfast, we depart for the Ponte Sospeso di San Marcello Pistoiese, a striking pedestrian suspension bridge spanning the Lima River between Mammiano Basso and Popiglio. Built on four steel cables, it stretches 227m long and rises 36m above the river. From here, we’ll enjoy a scenic walk through the Lima Valley. Lunch will be taken at a nearby farmhouse.
After lunch, we’ll continue to Lucca, birthplace of composer Giacomo Puccini and one of Tuscany’s most beautiful artistic cities in. Famed for its perfectly preserved Renaissance walls, we’ll explore Lucca on foot with our local guide. Stroll along the charming Via Fillungo, the city’s vibrant main street lined with elegant medieval buildings.
Discover Lucca’s fascinating underground passages and visit Piazza dell’Anfiteatro, built in 1830 atop the remains of a Roman amphitheatre. The medieval houses surrounding the square form a perfect oval, creating a uniquely beautiful architectural setting. The tour concludes with a peaceful walk atop Lucca’s tree-lined city walls—a splendid pedestrian path immersed in centuries-old greenery, offering serene views of the city’s timeless charm.
- Transfer Time: 1hr + 30mins
- Distance: 4km
- Duration: 2-3hrs approx.
- Ascent: 100m+
- Terrain: A mix of paved paths, quiet roads, and well-maintained woodland trails, with some uneven ground, gentle inclines, and steps.
- Breakfast & lunch included

Day Four: Vinci & Wine Tasting
After breakfast, we meet with our local walking guide, and travel by bus to Vinci - the birthplace of the great Leonardo da Vinci. Our walking tour begins among scenic vineyards and olive groves, leading us to a charming country house known for its wine production. Here we’ll enjoy a guided tour of the vineyards and wine cellar, followed by a tasting of select wines, paired with traditional Tuscan snacks, including local cured meats and cheeses.
We then continue to Vinci, to explore the historic village and museum, where we can admire models of Leonardo’s most important inventions. After our visit to the Museum of the Genius, we’ll take a short bus ride to see the house where Anchiano spent his childhood.
- Transfer Time: 30mins + 30mins
- Distance: 7km
- Duration: 3-4 hrs approx.
- Ascent: 180m+
- Terrain: A mix of country tracks and rural paths through vineyards and olive groves, with some uneven ground and gentle inclines.
- Breakfast & aperitivo lunch included

Day Five: A Walk Through Time in Valdinievole
After breakfast, we’ll meet our guide and depart by bus to reach the most beautiful hills and villages of the Valdinievole: Buggiano, Colle di Buggiano and Buggiano Castle. In these timeless places, you’ll stroll along ancient paths once travelled by knights, discover storybook castles and take in breathtaking panoramic views. Take a moment to pause, breathe in the fragrances of wild herbs and olive trees, and enjoy the peaceful beauty of the landscape.
- Transfer Time: 10mins + 10mins
- Distance: 10km
- Duration: 2-3hrs approx.
- Ascent: 330m+
- Terrain: A mix of quiet country lanes, cobbled village streets, and woodland paths, with some uneven surfaces, steps, and moderate uphill and downhill sections.
- Breakfast & lunch included

Day Six: Pisa, Ghizzano & Peccioli
Today we depart for Pisa to enjoy an urban walk though this iconic city, world-renowned for its famous Leaning Tower. Stroll through the Piazza dei Miracoli, where we’ll have the chance to admire the Leaning Tower and the magnificent Cathedral. Continue your walk to the Lungarno, passing by Piazza dei Cavalieri, home to one of Italy’s most prestigious universities. After our visit to Pisa, we’ll depart for the Valdera region, a timeless landscape of rolling hills, artistic heritage, and small historic villages. Stop in Ghizzano, a charming village famous for its colourful houses and contemporary art installations. Here, we’ll enjoy a special home-cooking experience in a welcoming country house, where our host will prepare a traditional Tuscan lunch.
After lunch, take a short walk to the “Sound Garden,” a serene and symbolic space inspired by late-Renaissance harmony. The garden is designed with perfect symmetry and features three sacred trees—the cypress, olive, and cedar of Lebanon—representing the Jewish, Christian, and Muslim traditions. In the afternoon we continue to Peccioli, a town where medieval charm meets contemporary creativity. Named The Most Beautiful Village in Italy in 2024, Peccioli is a centre for modern art. We’ll walk along the Endless Sunset walkway, a vibrant spiral installation by Patrick Tuttofuoco linking the old town with its newer areas. Ascend to the Palazzo Senza Tempo and take in stunning panoramic views from its suspended terrace.
- Breakfast & lunch included

Day Seven: Florence: Cradle of the Renaissance
After breakfast we depart by train to Florence, the magnificent city of the Renaissance. On arrival, we’ll meet our local guide and begin a walking tour through the heart of the city. From Piazza della Signoria to Ponte Vecchio, and from the splendid Cathedral of Santa Maria del Fiore to Piazza della Repubblica, we’ll be immersed in the artistic beauty and timeless charm that make Florence truly unique. Next, we’ll visit the historic covered Central Market, dating back to the period when Florence was Italy’s capital. Here we’ll have the chance to sample and purchase authentic Tuscan specialities. In the afternoon, We’ll return back by train and dinner will be taken at a local restaurant.
- Breakfast & dinner included

Day Eight: “Arrivederci”
Today we check-out of our hotel and say goodbye before transferring back to the airport for our flight home.
- Breakfast included
Trip Reviews
Accommodation
Dates & Prices
Essential Information
Guided walks are included as part of this holiday. Your dedicated walking guide will brief you in resort on the daily walking programme.
The walking programme is graded by difficulty, and you can expect to walk varying distances with a range of ascents and descents. Some walks may be challenging, with uneven or rough terrain underfoot and sections at higher altitude. Please refer to the day-by-day itinerary for full details of each walk.
A good level of physical fitness is required to fully enjoy this holiday.
It is important that you consider whether your chosen holiday is suitable for your level of fitness, mobility and any medical conditions or additional needs. If you are unsure, please contact our team before booking. We will be happy to discuss the holiday requirements and your individual circumstances to help you decide whether the holiday is suitable for you.
We are committed to treating all customers fairly and will consider any reasonable adjustments where possible. Please let us know before booking if you have a disability, medical condition or any additional requirements that may affect your holiday. This allows us to assess whether we can safely and appropriately accommodate your needs and to ensure you have the best possible holiday experience.
Care should be taken at all times, particularly on uneven or wet terrain. If you normally use walking poles, we recommend bringing them with you. Sturdy walking boots or walking shoes are essential.
Please note that the route and content of the walking programme may need to change during the holiday, at the discretion of the specialist walking guide or local organiser, if local conditions require.
If you have any concerns during your trip, please speak to your specialist walking guide or Solos Tour Leader.
For further information, please refer to our website Terms and Conditions https://www.solosholidays.com/uk/terms-and-conditions/
- Walking boots with good ankle support
- Waterproofs – jacket and trousers
- Walking poles – recommended as they provide good support for the knees, particularly on downhill sections of walks and when conditions are wet/slippery
- Lightweight trousers and shorts with pockets
- Shirts or t-shirts for walking in
- Walking socks – several pairs
- Lightweight fleece or jumper
- Hat & gloves
- Daysack/rucksack for walking
- Umbrella – it can be used also for protection from the sun as well as rain
- Lightweight drinking bottle to carry water whilst walking
- Small first aid kit – plasters, insect repellent, etc
- Good, high factor sunscreen, sunhat and sunglasses – the sun’s strength is often multiplied in mountainous areas.
- issued less than 10 years before the date you enter the country (check the ‘date of issue’)
- valid for at least 3 months after the day you plan to leave (check the ‘expiry date’)
- show proof of your accommodation, for example, a hotel booking confirmation or proof of address if visiting your own property (for example, a second home)
- show proof of insurance for your trip – check FCDO’s travel insurance guidance
- show a return or onward ticket
- prove that you have enough money for your stay. The minimum amount required depends on your accommodation
- follow procedures if you are hosting a guest at your property in Italy
- as a tourist
- to visit family or friends
- to attend business meetings, cultural or sports events
- for short-term studies or training















