Tuscany off the beaten path: 3 non touristy must see towns in Tuscany


In the autumn of 2017 I paused my life for a month and moved to Italy, firstly to take a break and secondly to experience the Tuscany that I have only seen in movies. Whilst living there I took my time and slow travelled through Tuscany. I felt like a local when after a few visits to the local coffee shop, I didn’t need to order anymore as the waitress learned that I was always having latte macchiato so she would just bring it. I drove my motorino on the smallest possible roads in Tuscany, getting lost just to discover more and more fantastic scenery, the must see towns, the wineries, hills and see the autumnal colors take over the landscape. I ate my way through Italy, and I discovered how flavoursome simple food is. And most of all, I experienced Tuscany off the beaten path!


Montelupo Fiorentino


I have spent a month in Montelupo Fiorentino, loving every moment of it, from waking up at sunrise with nothing but the sound of birds to ending my day with a glass of wine, watching the sun set over the valley, from my top of the hill garden. I lived, loved, and breathed Italian for a whole month. I went every morning into town on my rented motorino and had coffee at Café Cento Fiori. I shopped at the local market. I walked around town and ate industrial quantities of gelato. I bought wine directly from the vineyard. I became a local.


What to do in Montelupo Fiorentino  

Walk around and discover the town


Montelupo Fiorentino is not a big town but it has an old and a newer part, where you can observe how it evolved through time. The old part of the city stands above Arne River, the same one that passes through Florence. Actually, the river separatse Montelupo from Capraia, another lovely town, and if there wasn’t as sign on the other side of the bridge, you wouldn’t know it’s not part of the same place.

It’s a lovely town to go to for a day trip during your holiday in Italy, when you want to take a break from the crowds of tourists in Florence.


Visit the Ceramic Museum


Montelupo Fiorentino is famous for its ceramics, as in the past it used to be one of the most important pottery producers of the Renaissance era. Not only Italy, but the entire Europe was sourcing their ceramics from Montelupo.

The first ceramics produced in Montelupo Fiorentino were dedicated to the Spanish-Moorish blue/green decoration goods, in the 13th century. By the end of the 15th century there were over 50 different pottery furnaces in town.

The Ceramics Museum documents the pottery history of the town and has in its collection over 6,000 pieces, with only around 1,000 on display.


Go for a wine and olive oil tasting


When in Tuscany you have to go for at least one wine tasting at a local vineyard. I drank so much locally produced wine and it was always so good, no matter what my choice was.

It can be hard to find a local winery if you don’t know where they are (as none is on the main road). So, if you don’t have a local to show you around, check out this tour! You will need to have your own rental car or book a taxi from Montelupo (as it’s 9 kilometres away), but for 10 euros you get to try the local olive oil and taste three different organic wines. You can check it out and book the experience here.


Visit the Archaeological Museum

The Archaeological Museum from Montelupo Fiorentino houses over 3,000 artefacts found all over Northern Italy, as a result of 30 years of research. The oldest items in the collection date from the 6th century BC and include bronzes and ceramics from the Etruscan settlement of Montereggi.


Check out Medici Villa of Ambrogiana

You can’t miss this massive building which stands out above the rooftops of the new part of Montelupo. Located on the river Arne, Medici Villa of Ambrogiana was built in the 15th century and used as a workshop to create paintings of flora and fauna. Later, in the 19th century, it was converted into a mental illness asylum. Today it is used as a psychiatric hospital, but visits to certain parts of the villa can be pre-arranged.


Where to eat in Montelupo Fiorentino  

Café Cento Fiori


Cafe Cento Fiori was my local café and I can’t recommend it enough. I have been so many times here, in the morning to have my daily latte machiatto and cake, at lunchtime to have menu del giorno and in the evenings to have aperitivo. It was always delicious.

Every day at lunchtime they have a different menu, based on what local ingredients the chef got from the market that day. I’ve had here the best mushroom risotto in my life!

In the evening there’s the aperitivo time! You pay for one drink and enjoy as many finger foods as you’d like for free, for 2 hours.


Locanda del Moro


Locanda del Moro doesn’t have a menu. They cook whatever the chef buys from the market that day. Ask the waitress to prepare you an appetiser platter and you will be amazed on the amount of food you will get and also by the diversity of the dishes.

Here is where I had my first (and last until now) Bisteca Fiorentina. It was sooo good! But also sooo expensive!


Osteria Livornese

Osteria Livornese is a fabulous fish restaurant but much more expensive than the others in the area. Cheaper than Florence though. If you come at lunchtime you can enjoy their 3 course “workers lunch” for 18 euros, which includes a large selection of dishes you can choose from.


Gelateria Malagigi


This is the place to go for gelato in Montelupo Fiorentino. It’s one of the best I’ve had in Italy. I can recommend their pistachio and amarena combination – my all times favourite!


Where to stay in Montelupo Fiorentino  

Hotel Granducato

The most central hotel in Montelupo, Granducato is located right in the main square of the town, close to the local market, the supermarket and the railway station. It is a new hotel, quite modern, decorated in an Italian style. They serve breakfast on the outdoors patio.  You can check the reviews of Hotel Granducato on TripAdvisor and check the latest rates on Booking.com by clicking here.


Le Piagge Holiday Home

If you are traveling with your family then this holiday home is a perfect choice for your stay in Montelupo Fiorentino. The one bedroom apartment can host a family of three and extra beds can be added for children. The house is decorated with beautiful local pottery and some pieces of vintage furniture. The apartment also features a lovely garden where you can relax and enjoy a glass of wine.  You can check the reviews of Le Piagge Holiday Home on TripAdvisor and check the latest rates on Booking.com by clicking here.


Sweet Emily B&B

This B&B is located in a very quiet part of the town, perfect if you just want to enjoy the views and nature of Tuscany. The guests have access to the garden and also to a BBQ. The rooms have large double beds and balconies with a view.  You can check the reviews of Sweet Emily B&B on TripAdvisor and check the latest rates on Booking.com by clicking here.




I remember first seeing Certaldo from the train, when I was returning from a day trip to Siena. I remember looking up and thinking “wow, what a fascinating looking little place!”.

The town is split into two: the lower part (Certaldo Basso) and the upper part (Certaldo Alto) which looks like a medieval fortress, on top of a hill.

A week later, I included a stop to Certaldo on my way back from San Gimignano. I discovered that for such a small town, there are plenty to see in Certaldo.


How to get to Certaldo:


Certaldo is easy accessible by train, on the Florence to Siena route. If you choose to drive to here, there is a large parking lot just in front of the funicular that goes up to the Certaldo Alto. There is a fee for cars but for motorbikes parking is free (I travelled to Certaldo by motorbike).

To get to Certaldo Alto you can either hike or take the funicular, which costs 3 euros for a return journey. You can find here the timetable (the page is in Italian, you will fine the timetable under the “Orario d’esercizio” section), as it changes depending on the season.


What to do in Certaldo:

Enjoy a stroll in the medieval town


There is nothing modern in Cetaldo Alto, which makes strolling around town a walk back in time, through medieval walls and 13th century palazzos. Needless to say, there are no cars in Certaldo, so the atmosphere is even more authentic.

I arrived in Certaldo on a warm autumn afternoon and there were almost no other people around, except for some locals enjoying a drink at the local eateries. The first thing I saw as I stepped onto the main street of the town, Via Boccaccio, was Palazzo Pretorio, an old castle dating from the 12th century.

As the walls of the city open to the right hand side of the town, I could see clearly the towers of San Gimignano, another beautiful (but extremely touristic) Tuscan gem.


Visit Palazzo Pretorio


At the end of Via Boccaccio stands tall Palazzo Pretorio, once the home of Conti Alberti and later the residence of the vicars in power.

The palace is built from red bricks and it is decorated with stone and marble coats of arms that commemorate the vicars sent from Florence.  During 3 centuries there were over 700 different vicars who lived in Palazzo Pretorio! The old town’s prison used to be here as well.

Today the Palace is a museum where you can admire original frescoes, Etruscan artefacts, the chapel and old rooms where vicars used to live. On the ground floor there are hosted different exhibitions, conferences and theatre performances throughout the year. The clock on the palace’s tower was added in 1484 and it’s still working today.


Visit Bocaccio’s House

Giovanni Boccaccio was an Italian poet and writer, famous for the “The Decameron”, a masterpiece of the classical Italian prose. He lived his last years in a small palazzo, in Certaldo, which has now been transformed into a museum and can be visited. Unfortunately, only a few remains of the original house are still standing up today, as the house has been completely restored after being bombed in the Second World War.

Inside the house you can see rare editions of Bocaccio’s work displayed at the ground floor and a large library on the top floor. The house also features a tower that can be visited and from where you can get a beautiful aerial view over the town and the Val d’Elsa valley.


Visit Palazzo Giannozzi and its Nails Museum  

It probably sounds a bit peculiar, but there is a nail museum in Certaldo. The collection includes nails of all shapes and forms, from every era. You can also see here different utensils used by peasants in the past and also some wooden sculptures. The museum is an homage to the artisan tradition around Val d’Elsa, and the importance of the nail in the evolution of different trades and works.


See the Church of SS. Jacopo and Filippo

Boccacio has died in his home from Certaldo and was buried in the 13th century SS. Jacobo and Filippo church. Built in the Romanesque style, this brick church is part of a convent complex with the Museum of Sacred Arts on one side. Inside the church there is a large wooden crucifix and a fresco of the “Virgin and Child between Saint James and Peter” painted by Memmo di Filippuccino in the 13th century.  You can easily notice the cenotaph of Boccaccio, with its bust holding the Decameron, carved in stone, above it. The actual tomb of Boccaccio is on the floor and it’s marked by a marble slab.


Visit the Museum of the Sacred Arts

The Museum of Sacred Arts has in its collection paintings as old as the 13th Century. The religious works of art displayed here are not only paintings but also sculptures, fabrics and silver work, gathered from around the county and made by local artists. The museum’s “masterpiece” is a 13th century wooden sculpture depicting Jesus Christ on the cross, with tiny images of him raising from the grave and defeating death, surrounding it.


Discover the historical archery headquarter of Certaldo


I stumbled upon the archery headquarters by chance, as I was walking around the tiny streets of Certaldo. I’ve seen an open door and some stairs leading down into a basement and I just climbed down. Inside I could see armours, swords, bows, shields, and all sorts of other medieval weapons. It is small but definitely worth a visit.


Take part in a local festival  

Even if it’s a small town, Certaldo has some interesting festivals throughout the year. The ones that I would recommend going to are Dinner with Mr. Boccaccio (in June), Mercantia (in July) and Boccacesca (In October).

Dinner with Mr. Boccaccio is a fun event where one street from Certaldo Alto transforms into an outdoors medieval dining room, with wooden cutlery, earthenware dishes, and a typical Medieval menu. The waiters are all dressed up in Medieval clothes and during the dinner theatre performances take place among the tables. The night finishes with a grandiose fireworks display. If you want to take part in this medieval dinner you need to book your ticket in advance (which this year costs 39 euros per person).

Another fantastic festival in Certaldo is Mercantia, where people from all over the world gather around the streets of the city to perform theatre. The small village transforms during the 4 festival days into a magic colourful kingdom where everyone is a character and wears a costume.

Boccaccesca is a celebration of flavour, a festival that highlights the local ingredients in Certaldo: the red onion, the white truffle and the extra virgin olive oil. The festival’s agenda includes a local market open daily, wine tastings, cooking competitions and lessons, as well as new cook book releases.


Where to eat in Certaldo

A Casa Tua

A family business, A Casa Tua is a tiny restaurant with only about a dozen tables. Outside, the tables are set against a brick wall decorated with flowers whilst inside you feel that you are in an old Tuscan cellar, beautifully decorated with antique cooking utensils. In fact, the tables are old desks. The food is simple but full of flavour, and it is served in odd dishes, such as pots and pans.


Enoteca Boccaccio

Another great restaurant located on the main street in Certaldo Alto, where you can sit down and enjoy the people passing by, is Enoteca Boccaccio. They serve great meat and cheese platers that are accompanied by wine by the glass. It’s a restaurant where locals like to come, so if you stop by don’t be shy and have a chat to learn more about the life in Certaldo.


Osteria da Chichibio

This is a very popular place and you will see a lot of people having dinner in this small osteria, on the main road of Certaldo. And with such a beautiful view of Palazzo Pretorio and delicious local Tuscan food, no wonder! Their motto is “La Toscana nel piatto e nel bicchiere”, which means Tuscany on the plate and in the glass. Their menu is not extensive, but it has dishes full of flavour such as the traditional ribollita (a Tuscan hearty bread soup), fresh “pici” pasta (a thicker version of spaghetti) and wild boar mortadella with lentils.


Where to stay in Certaldo

There are not many hotels in Certaldo, so if you decide to spend a few nights here, make sure you book in advance.


Antica Torre del Borgo

One of the loveliest guesthouse in Certaldo is Antica Torre del Borgo, located in a medieval building, with wood-beamed ceilings and exposed brick walls, just next to Palazzo Pretorio. The views from the windows, over the valley, are stunning. Just as you would expect to see on a postcard from Tuscany! You can check the reviews of Antica Torre del Borgo on TripAdvisor and check the latest rates on Booking.com by clicking here.


Il Giglio Holiday Home

Another beautiful place to stay in Certaldo is the Il Giglio Holiday Home, a perfect choice for a larger family with children. This 2 bedrooms apartment features a lovely rustic décor, with exposed wooden beams and ceramic decorations. The apartment is very spacious and bright, and can host comfortably up to 5 people. You can check the reviews of Il Giglio on Tripadvisor and check the latest rates on Booking.com by clicking here.


Osteria del Vicario


Osteria del Vicario is another medieval B&B that has a restaurant with a gorgeous garden attached to it. I treated myself here with a lovely glass of prosecco whilst admiring the beautiful autumn colours over the nearby vineyards. You can check the reviews of Osteria del Vicario on Tripadvisor and check the latest rates on Booking.com by clicking here.

If you only have one day to explore some beautiful villages of Tuscany including Certaldo, check out this private tour from Florence.




Not many people visit Vinci, the birth place of Leonardo da Vinci. I didn’t even know about it until I moved to Italy. Vinci was my first long trip around Tuscany on my motorbike, and it has a very special place in my heart because of it.


How to get to Vinci


Situated in the hills of Montalbano, the best way to reach Vinci is by car or motorbike. You can rent a car from Florence (check out the best deals here) and drive through the wonderful rolling hills covered with vineyards of Tuscany. Forget the motorway and drive on the local tiny roads that make traveling through Tuscany so spectacular.

Just outside Vinci there is a very large parking lot where you can leave your car for free. Don’t get into town with the car as the streets are really narrow, many are one way only, and it’s very hard to manoeuvre the car on them.

If you don’t want to rent a car, you can always take a private tour from Florence. Check out this tour that includes lunch in a traditional Tuscan house or this one which includes a visit to a winery and a Chianti Montalbano wine tasting as well. The later is a perfect choice if you are traveling with friends, as the fee is per group of 3 people and not per person.

You can also travel by public transport to Vinci, by taking the local train from Florence to Empoli and then the bus number 49 from the train station to Vinci. Here is the timetable for the bus.


What to do in Vinci

Walk around Vinci


Vinci is a lovely small town which you can easily explore by foot. There are plenty of little shops and cafes where you can buy locally made products or have a coffee whilst watching people passing by. If you travel to Vinci in autumn, look for the castagnaccio cake, a typical Tuscan dessert made out of chestnuts, olive oil, pine nuts and raisins. It’s so good, especially when you buy it from a small shop where they bake them in house. I bought these delicious Italian almond cookies filled with confit cherries from a tiny shop in Vinci. What a delight they were!


Visit the Leonardo Da Vinci Museum


Museo Leonardiano is hosted by the Castello dei Conti Guidi, a 12th century castle in the historic centre of Vinci. The museum displays works of the Leonardo man of science and architect. You will find here machinery and textile manufacturing technology designed by Leonardo, as well as war machines and mechanical clocks. There is a section dedicated to the works of Leonardo in anatomy together with his studies on flight and aerodynamics. You can see all the current exhibitions here.

You can spend hours visiting the museum. To make your visit for insightful, you can download the museum’s app guide or rent an audio guide from the ticket office for 2 euros.

The entrance to the Leonardo da Vinci Museum costs 11 euros for adults and 6 euros for children between 6 and 14 years old. There are special rates for families  You can check out the opening times of the museum here.


Visit the Leonardo da Vinci Birth House

Located 3 kilometres outside Vinci, this modest farmhouse is where Leonardo da Vinci was born. Today, the house has been converted into a museum where some of Leonardo’s paintings and drawings are displayed. You can either drive or take the lovely path surrounded by olive trees from Vinci to Leonardo’s birth place.

Whilst you can get to know Leonardo’s work in the museum, the birth house is designed to know the artists as the man he was and the roots he had in Vinci. As you enter the house, a life-size hologram of Leonardo welcomes you and tells you about his life and love for his birth place.


Where to eat in Vinci

La Burra di Vinci

For a fantastic Tuscan countryside dining experience head over to La Burra di Vinci, a restaurant inside a restored 500 years old house on the outskirts of Vinci. They have a fixed four course menu, based on the seasonal ingredients available. The food is always outstanding and the portions are large.


Il Ristoro del Museo

This small restaurant is just outside the walls of Leonardo da Vinci Museum and specialises in homemade Tuscan dishes. From the street you might think this might be a take-away place but as you step inside and go down the stairs the space opens into a rustic decorated place, with a patio overlooking the hills, in the back.


Restaurant La Limonaia


This restaurant specialises in fish and seafood Tuscan cuisine, serving dishes such as salmon and tuna carpaccio, seafood champagne risotto or clams spaghetti. They don’t have a large menu, but all the food is delicious.


Where to stay in Vinci

Il Fiore di Monnalisa

This central located B&B offers modern rooms and a great Italian selection at breakfast every morning. The rooms are spotless clean, large, and bright. The B&B has a nice terrace that the guests can use.You can check the reviews of Il Fiore di Monnalisa B&B on Tripadvisor and check the latest rates on Booking.com by clicking here.


Leonardo da Vinci apartment

For a family with children, this one bedroom apartment that sleeps four people is a great accommodation choice especially because of its location, just outside the Leonardo Da Vinci Museum. This apartment is not very large, but it is functional, with a modern kitchen and a nice small garden. It is a great value for money when you are traveling with children. You can check the reviews of Leonardo da Vinci apartment on Tripadvisor and check the latest rates on Booking.com by clicking here.


Agriturismo Il Piastrino

A great way to explore the Italian countryside and the local way of life is to stay in an Agroturismo, which is a rural farm stay. This property is outside the town of Vinci, in the valley nearby, surrounded by olive trees and vineyards, and has an outdoor pool. The rooms are large and beautifully rustic decorated, some having kitchens and balconies where you can enjoy a glass of wine in the evening. The farm also has a restaurant where they serve local Tuscan dishes cooked with ingredients grown in their gardens. They even make their own olive oil.  You can check the reviews of Agriturismo Il Piastrino on Tripadvisor and check the latest rates on Booking.com by clicking here.


Have you been to any of these off the beaten path Tuscan towns? Do you know other non touristy places to visit in Tuscany?


Disclaimer: This post has been written in collaboration with Exodus.

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