10 Day Tour Summary 2025: (Scroll down for full details and itinerary)
Price: 5,950 euros per person based on double occupancy, fully inclusive of all transport, hotels and meals. This price is based on 8 people using 4 hotel rooms. Single person supplement to be added if not sharing a room.
Smaller Group Pricing: 6,700 euros per person for 6 people using 3 hotel rooms
8,400 euros per person for 4 people using 2 hotel rooms
2025 Dates: 4-14 June (spaces available)
Support: Transportation provided throughout the tour in a Mercedes van with a professional driver. Pick-up and drop off at a central location in Florence. Mike & Elena will accompany the group every day of the tour and will be available throughout to provide assistance as required.
Hotels: We have selected 4 star hotels in each location that provide the best ambience, views, outdoor spaces and overall quality. All guest rooms have private bathrooms.
Booking: To provide greater certainty that our first choice of hotels will be available we would like a firm booking with deposit by the end of 2024.
Terms & Conditions: Will be sent on request to interested persons.
Contact: For further information, clarifications or to express interest in booking one of the 2025 tours please contact us at Mike@mykindofitaly.com
If your idea of Tuscany is ancient towns and villages, each with their own story to tell, nestled in gently rolling hills carpeted with vines and olive trees under azure blue skies, that’s our idea of Tuscany too.
You don’t have to travel back in time to experience this dream of Tuscany and nor do you have to share it with crowds of tourists because on the Secret Places of Tuscany Tour you’ll visit many locations that you’ve probably never heard of but in fact are perfect little towns surrounded by some of the best scenery in Tuscany.
Campiglia Marittima will be the first destination, located in the heart of the Maremma close to the most beautiful stretch of the Tuscan coastline. And then on to the Val d’Orcia and Brunello wine country for the final 4 nights, staying in the countryside just outside Montepulciano where the Val d'Orcia meets the Val di Chiana.
This tour will not be visiting any of the major Tuscan cities because so many people have already seen Florence, Siena and our home town of Lucca but there will still be a few famous names on the itinerary like Montepulciano, Montalcino, San Quirico d'Orcia and Pienza. Though many of the other towns will likely be unfamiliar to you, they are the same towns that Elena and her fellow Tuscans love and the places they flee to when tourists take over their cities in the summer.
We’ve chosen to base the tour in these two parts of Tuscany because it means that everywhere on the daily itinerary is only a short drive away from one or the other so the time spent in transit every day will be kept to an absolute minimum. Furthermore, and just as important, is that the accommodation in both these places is simply first class.
The first hotel in Campiglia Marittima called Castello Bonaria is a 4 star Wine & Spa Resort that has been converted from a 19th century hunting lodge into a luxury 20 room hotel with views across the entire Val di Cornia from Suvereto to the nearby Tuscan coastline.
Breakfasts and dinners in the superb Castello Bonaria restaurant with its panoramic views are included in the tour price. At least two of the dinners will be held elsewhere, at restaurants in Suvereto or nearby, and they are also included in the tour price.
The hotel for the final 4 nights of the tour near to Montepulciano will be either Fattoria San Martino or Relais Villa Poggiano.
Fattoria San Martino (photo left) is a small hotel designed as a place for total relaxation whose owners fully embrace the 'slow travel' ethos and is the very essence of a boutique hotel with a fully vegetarian menu and no televisions.
Relais Villa Poggiano on the other hand is a classic 18th century villa, beautifully and very tastefully restored, set in 15 acres of grounds with expansive views of the Tuscan countryside (photo below) and a full range of services and activities.
Regardless of the final choice of hotel, all breakfast and dinners are included in the tour price, including dinners in various restaurants, as well as an afternoon cooking class.
Needless to say all of the above properties are quite popular among those like us who know Tuscany well and as all of them have a limited number of rooms early booking for this tour is advised.
Tour Dates, Itinerary and Cost:
This is a small group tour that you can book as an individual or couple or as a group.
If booking as a group you will have the freedom to suggest some changes to our proposed itinerary and then together we can come up with a schedule that exactly matches your requirements.
If booking as an individual or couple there is no absolute minimum number of people for the tour to proceed but the cost per person will inevitably be higher as indicated above.
2025 Tour Dates: June 4-14 A group booking can also request a different tour start date and we'll see if the dates can work for us.
Cost for 10 days based on double room occupancy and including transportation and all meals, including lunches: 5,950 euros per person for a party of 8. The prices for smaller groups are listed at the top of the page. See below for the list of inclusions and exclusions.
Single room occupancy will require a supplement of 1,000 euros but may be less if we can obtain smaller rooms at the hotels selected.
Contact us at mike@mykindofitaly.com
DAY 1: Florence pick-up at a pre-agreed time with transport (2 hours) to Campiglia Marittima by mid afternoon. We will be present at the hotel check-in to assist if necessary and once you’re settled in we’ll get together over pre-dinner drinks to welcome you to Tuscany and answer any questions. Dinner at the hotel.
DAY 2: Morning stroll around Campiglia Marittima and a visit to nearby Suvereto followed by a comprehensive wine tasting, vineyard and cellar tour plus lunch at either Tua Rita or Petra (photo right).
These are the two most prestigious wineries in the Val di Cornia and the final choice will be made when the composition of the group is known because Petra makes only red wines whereas Tua Rita produces both red and white. Petra however has an architecturally very impressive winery building (photo right).
With very little travel today there will be time to relax at the hotel in the afternoon prior to an early evening Olive Oil tutorial by Elena where she will present a small selection of some of the best Tuscan and Umbrian olive oils and educate you on how to properly evaluate olive oil prior to tomorrow's visit to Fonte di Foiano.
DAY 3: Morning visit to the fascinating Etruscan settlement of Populonia just 20 minutes away. The Populonia archeological park contains the most impressive acropolis and necropolis combination in Tuscany and demonstrating the importance of this coastal town through subsequent ages there are also the remains of a Roman domus adjacent to the acropolis and a medieval village and fortress that overlook the gorgeous Gulf of Baratti. By now all of you will begin to understand our affection for the Maremma but there is a lot more to come.
After Populonia we'll drive half an hour north to Fonte di Foiano just outside the wine town of Castagneto Carducci for a tasting of their wonderful selection of award winning olive oils, followed by lunch on their Farmhouse Restaurant terrace where the chef's simple dishes are designed to showcase their oils. Elena will be on hand to provide further olive oil tuition at lunch.
After lunch there will be time for a stroll around the delightful wine town of Castagneto Carducci high up on the hill with great sea views. Late afternoon return to the hotel followed by dinner.
DAY 4: We'll head to the seaside after breakfast this morning, starting with a walk along the beach near Principina a Mare which is only a couple of miles away from our morning visit to the cheese emporium of Guido Pallini called La Maremmana where he raises water buffalo to make exquisite mozzarella and other fresh and aged cheeses.
After learning all the secrets of mozzarella from the person at La Maremmana who actually hails from Battipaglia, the most famous mozzarella town in Italy, we'll travel a very short distance to the lovely seaside town of Castiglione della Pescaia for a relaxing lunch and stroll through town.
The afternoon will include a few hours in the single most impressive town in the Maremma in our opinion - Massa Marittima - which lies conveniently on the return journey to Suvereto. Late afternoon return to the hotel followed by dinner.
DAY 5: Today we're following in the footsteps of James Bond or rather in his wake to the historically important town of Talamone, an hour's drive from the hotel.
Lunch will be in nearby Porto Santo Stefano on Monte Argentario and after a walk around this delightful port we'll get you back to the hotel for some relaxation time.
We’ll make this evening a Tuscan white wine celebration so Elena will conduct a wine tasting of some of our favorite Vermentino white wines from coastal Tuscany and also a couple of our preferred Vernaccia white wines from San Gimignano, followed by dinner in the hotel.
DAY 6: Today is the transfer to Montepulciano for the remaining 4 nights. After 2 hours we'll stop to see the remarkable town of Pitigliano (photo right) and have lunch there.
A forbidding looking place carved out of volcanic rock and once inhabited by Etruscans, it became an important place of refuge for people of the Jewish faith as long ago as the 14th century, acquiring the nickname 'little Jerusalem'. Certainly a very different looking town to the Maremma of the last 5 days. There will also be time for a short visit to nearby Sovana. Reaching the hotel will take no more than 90 minutes after lunch.
DAY 7: Today is a relaxation day to enjoy the hotel and its many services and amenities which include guided walks, bike rental, horse riding, yoga and massage as well as a swimming pool. For those interested we will organize a group cooking class at the hotel in the afternoon followed by dinner.
DAY 8: Lunch today will be at the famous Brunello winery of Col d'Orcia where a five course feast awaits as part of their VIP tour and tasting experience.
But before lunch the first visit will be to Montalcino, a medieval town that has barely changed for centuries and whose name is synonymous with one of the world's greatest red wines. We will also squeeze in a visit to the 12th century Romanesque Abbey of Sant’Antimo (photo right).
After lunch we'll head to the Roman bath town of Bagno Vignoni (photo below) for a couple of hours to bathe in the mineral rich waters of the natural hot springs that bubble up there.
Albergo Posta Marcucci collects these waters into two attractive pools (photo below) set amongst the trees, one held at a temperature of 36°C (97°F) and the other at 30°C (86°F) so you can take your pick.
DAY 9: The last full day of the tour will include a guided tour of Montepulciano and a visit to the astonishingly perfect Renaissance town of Pienza (photo below), where we will have lunch, as well as taking in the pretty village of San Quirico d'Orcia, all the while enjoying the gorgeous scenery of the Val d'Orcia as we travel through this iconic landscape on our journey.
DAY 10: After breakfast transportation will be provided back to Florence.
NOTES:
1. Included in the price are 9 nights in superb accommodation, including ensuite bathrooms, 9 breakfasts and dinners at these hotels and/or restaurants and 9 lunches at the various places we have mentioned in the above itinerary. Wine at lunch and dinner is also included.
2. Also included are all of the activities mentioned - wine tastings, olive oil tastings, cooking class, the cheese producer visit and any entrance fees.
3. All transportation is included, starting from the pick-up in Florence to the drop-off in Florence at the end of the tour.
4. This is a fully escorted tour so also included in the price is as much time and assistance from Mike & Elena as you require, which will include at no extra charge informal Italian lessons from Elena if required by anyone (see also the Language section of this website) and Mike is always happy to accompany you on a bike ride, whether on electric bikes or regular bikes.
5. Not included are additional and optional hotel provided activities, drinks (other than mealtime water and wine) and incidental expenses of any kind.
6. Detailed terms and conditions will be submitted later to interested parties. Meanwhile for further information, discussions about changes to the itinerary or to express interest in booking this tour please email us at Mike@mykindofitaly.com or use the contact form in the About Us section of this website.
Additional background information written by us on this website:
Tuscany Wines - overview of the entire Tuscany wine region
Caveat Emptor - examples of unscrupulous labelling practices to be aware of when buying Italian olive oil, especially outside Italy
Why choose to tour with us?
Having guided British and American family and friends around Tuscany for several years there are few people better qualified than Elena and I to personally escort you on a tour of Tuscany, especially one with an emphasis on wine and olive oil.
Born and raised in Florence, Elena has lived in Tuscany her entire life, the last 15 years of which have been in Lucca where I joined her from America 11 years ago after a cycling trip through the Tuscan Apennines across the entire width of Italy from sea to sea.
Elena is a qualified Italian Sommelier and Maestro d’Olio (the olive oil equivalent of a wine sommelier) and conducts tutored tastings on both subjects as well as guiding her language students through all aspects of Italian life in Lucca (left photo).
Together on this website we have written extensively about Italian wine, food and olive oil, documenting our visits to numerous producers of some of Italy's finest gastronomic products like Culatello di Zibello.
Our Mission Statement:
Our goal is simple. We want you to experience for ten days some of the highlights of our trips through Tuscany over the last decade that we have written about and photographed for this website. Reading about our travels may be interesting but experiencing them for yourself will be much more rewarding.
Our goal is never to become a typical tour operator and we view ourselves as providing a personal service rather than trying to create a business burdened with employees. We want to stay firmly within our Italian areas of expertise and we will accompany every tour ourselves because our knowledge and experience acquired over the years cannot be outsourced without compromising the fun and enjoyment that we promise to our guests.
Overview of Tuscany
Tuscany covers a large and very diverse area, extending from Michelangelo’s marble mountains in the Apuan Alps (above Carrara) in the extreme north-west to the small town tucked away in Tuscany’s north-east corner (Stia) that is famous for being the home of Audrey Hepburn’s coat in the iconic movie ‘Breakfast at Tiffany’s’.
Porto Ercole (left) and Porto Santo Stefano (right)
From the little known rocky promontory (Monte Argentario) in the south-west where Caravaggio died (Porto Ercole) and where Richard Burton and Elizabeth Taylor fled from the paparazzi while filming Cleopatra in 1963 (Porto Santo Stefano), Tuscany extends 100 miles east to the Umbrian border where you find the small town (Castiglion Fiorentino) that gave us Italy’s most revered comedic actor (Roberto Benigni) as well as a celebrated sculptor (Andrea Roggi) whose work seems to follow us on our travels around Italy.
In fact as close to the Umbrian border as you can get is a place that should be familiar to devotees of Piero della Francesca because the museum in the tiny but lovely village of Monterchi contains just one item - the fresco known as Madonna del Parto.
There is nowhere that Elena and I haven’t been in Tuscany, including all across the island of Elba, and though many people are familiar with some of the more famous places in this region of Italy, very few know much about all the little towns and villages that Tuscans themselves love. Who reading this has ever heard of Montemassi (above) or Magliano in Toscana for example.
Only a native of Tuscany truly understands the culture, history and traditions of this most famous of all Italian regions and that is what makes Elena an indispensable part of your tour and why she will accompany you every step of the way to ensure that this will be a learning experience as well as a unique vacation.
When are the best times to visit Tuscany?
For those who are considering making a group booking and would prefer an alternative date our thoughts regarding the ideal months to tour Tuscany are as follows: (see also our article on When to Visit Italy)
February & March: Very underrated months for visiting central Italy with moderate daytime temperatures and generally clear skies but some seasonal hotels will still be closed during this period. Some of our recent articles on towns in Veneto were written after a trip through that region in the first week of February and it turned out to be a fabulous time in which to experience Italy as only Italians do.
April & May: Spring has been wetter and cooler than usual in recent years but these are perfect touring months for people that find the summer heat oppressive.
June, September & October: Our favorite months of the year, always warm and sunny and rarely too hot.
July & August: Despite the sometimes intense heat we still enjoy peak summer in Italy but Tuscany can get very crowded and Italians tend to escape to the mountains or to the seaside leaving their cities to the tourists. You need to adjust your daily routine to stay comfortable when temperatures get close to 40°C. Prices for accommodation are much higher in these months and there are weeks when many good restaurants close for the August holidays.
November, December & January: November is the wettest month of the year everywhere in Italy so I would not recommend a November trip. Sometimes the rain persists until Christmas and though January normally sees clearer skies, the February weather is less cold and more reliable with more daylight hours. These three months are best for visiting Florence, Lucca, Siena, Arezzo and other Tuscan towns and cities rather than the Italian countryside and we can tailor an off-season tour for those interested because we live year-round in Lucca.
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