untold italy small group tours

Southern Tuscany Wine and Wellness Tour Overview

Recharge your spirit on this true vacation where you can relax, unwind and soak up the beauty of central Italy on our exclusive Wine and Wellness in Tuscany Tour. If you like to travel a little slower and linger over your pici pasta, or savor the views of the rolling hills of Tuscany and treat yourself to a massage then southern Tuscany is for you.  

Come with us for a once in a lifetime trip to beautiful UNESCO heritage listed Val D’Orcia. Together, we discover what makes this beautiful part of the world famous – from cypress lined avenues and ancient olive groves, to thermal baths and Medieval hilltop towns. 

 Over seven wonderful days, you’ll meet the makers of the valley’s most famous products, Brunello di Montalcino wine and Tuscan olive oil; artisans honoring time-old traditions; and the local Tuscan people as they go about their day. We’ll even make your la dolce vita dreams come true with a ride through the stunning valleys in a vintage Fiat 500!

Upcoming Tuscany Wine and Wellness Tours

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Southern Tuscany Wine and Wellness Tour Highlights

Wine tasting • Luxury farmhouse accommodation • Extra Virgin Olive Oil • Traditional Pasta making • Thermal Spa • Pizza class • Castle Visit • Fiat 500 countryside drive

southern tuscany val dorcia tour
pienza pecorino goats cheese
siena tuscany italy
brunello di montalcino wine
bagno vignoni spa
fiat 500 tour
winery tuscany

Magical! Beautiful! I’m a bit of a dreamer and I just got lost there last night. Lost in this beauty.. Magnificent! I just loved it – view video

Vicki / Australia

We have been to Italy several times, but never like this. It has been a wonderful experience – view video

Pati / USA

Aside from every little surprise around every corner, I’ll remember Cosimo and the genuine excitement and pride that come out of him and his storytellingview video

Steve / USA

Southern Tuscany Tour Itinerary

val dorcia southern tuscany view

Day One

WELCOME TO SOUTHERN TUSCANY

Our adventure begins in the heart of Rome where we meet as a group to start our journey towards the beautiful southern Tuscan countryside.

Enroute, we stop at the gorgeous Ruspoli castle in the Lazio countryside. This stunning castle is home to one of the most important Renaissance Gardens in Europe and dates back to 847. It was the source of a long-standing dispute between the Church and the Aldobrandini, Orsini, and Borgia families. We meet our local guide who tours us through the castle and enchants us with stories about the women who lived here (and still do!) before we sit down to a lunch fit for royalty in the castle itself.

This afternoon we head to a gorgeous farmhouse nestled in the beautiful Orcia valley, our home base for the week. Unpack and relax – you have a week of untold magical Tuscany waiting for you starting with our welcome feast at the farmhouse. Buon appetito!

  • ACTIVITIES: Castle visit
  • MEALS: Lunch with wine, Dinner with wine
  • ACCOMMODATION: Beautiful Tuscan farmhouse
  • TRANSFER: From central Rome to Tuscany at 10.00am
Siena Tuscany view

Day Two

ENCHANTING SIENA

This morning we visit one of the jewels of Tuscany – the Medieval masterpiece Siena. Tuscans love their traditions, but there’s perhaps no town that holds on to them quite as strongly as Siena thanks to the twice yearly Palio horse race around the town’s main piazza. We’ll learn all about this special race and why rivalries and alliances run so deep, even up to this very day, among the districts of Siena with the help of our local guide.

Afterwards, you have some free time to grab a bite to eat or shop up a storm in one of Siena’s many beautiful historic shops. We’ve got lots of favorite spots and can help you pick the perfect location for lunch, a drink, or gift shopping.

In the afternoon, we have some time to relax or go for a swim back at the farmhouse. This evening, prepare yourselves to learn the secrets to pizza at a local family-run farm. We enjoy a guided tour of their property before rolling up our sleeves and learning how to become a pizzaiolo. Buon appetito!

  • ACTIVITIES: Walking tour in Siena and Pizza making class
  • MEALS: Breakfast, Lunch with wine, Dinner with wine
  • ACCOMMODATION: Beautiful Tuscan farmhouse

Day Three

MONTE OLIVETO ABBEY AND A HISTORIC HOME

Get off the beaten track this morning as we explore a stunning local town. This pretty hamlet is quintessential southern Tuscany thanks to its Medieval stone houses and cobbled laneways. Together we visit a historic 17th century villa and discover its intriguing history and stories. Enchanted by the charismatic owner, we sit down to a local lunch in her home and raise a glass to beautiful Tuscany!

This afternoon we have some time to rest and recharge back at the farmhouse or soak up some sunshine with a dip in the swimming pool.

In the late afternoon, we visit an ancient abbey nestled in the countryside that is famous for their monastic pharmacy that produces beautiful wellness products. Built in the 12th century, the Abbey of Sant’Antimo has been inhabited by Benedictine monks for centuries. Today, you can still enjoy home made centuries-old herbal recipes of their honey, fruit jams, sweets, body care and herbal tea products.

After a tasty dinner nearby, we head back to our peaceful farmhouse with memories of the Gregorian chants entrenched in our minds.

  • ACTIVITIES:Guided visit of a historic villa in San Quirico and Abbey visit
  • MEALS: Breakfast, Lunch with wine, Dinner with wine
  • ACCOMMODATION: Beautiful Tuscan farmhouse
umbria cooking class

Day Four

A TUSCAN COOKING CLASS

After tasting so many delicious dishes, it’s time we learn to recreate them for ourselves. This morning, we head to a local’s home for a cooking class and lunch like no other. Our host delights in telling stories of their home and sharing local Tuscan recipes. Roll up your sleeves as we learn to make a four course Tuscan meal including traditional local pasta. Later we sit down to taste our creations with matching wines and enjoy an incredible view.

In the afternoon we head to the nearby hilltop town of Montalcino, home to some of the most important red wines and stunning landscapes in all of Italy. Here we have free time to soak in the views, get a spritz or pop into some local shops.

During our Spring tours, we whisk you away for a short drive to a local flower farm in the evening. We’ll enjoy a guided visit through the garden, and pick a small selection of flowers together, before sitting down to an apericena with typical products overlooking a stunning view.

Instead in the fall, we visit a local farm that produces beer and honey. We’ll learn more about their organic approach to farming and of course try their tasty local Tuscan beers and some of their produce over apericena.

  • ACTIVITIES:Tuscan cooking class, Farm visit
  • MEALS: Breakfast, Lunch with wine, Apericena with wine
  • ACCOMMODATION: Beautiful Tuscan farmhouse
spa bagno vignoni

Day Five

A DAY OF WELLNESS

Experience complete relaxation this morning as we visit a nearby town famed for thermal waters. Rich in calcium, iron and zinc, the terme or thermal baths are renowned for their healing properties and have been enjoyed by locals and visitors for centuries.

Here you have the choice to spend the day at a luxury private spa center where you can swim in one of three pools, book in for a massage or enjoy the sauna. Alternatively, choose to explore the town and nearby countryside on a guided e-bike tour. If neither option sounds quite your style, there are plenty of little shops and restaurants to explore in town during your free time.

Rested and rejuvenated after your soak or ride, we have some time to freshen up at our farmhouse before venturing to an organic Montalcino winery for a special dinner. We visit a local family-run winery that specializes in the production of Brunello di Montalcino, considered one of the most prestigious wines in Tuscany. We’ll sample the very best drops over a delicious local dinner at the winery.

  • ACTIVITIES: Thermal spa visit or guided e-bike tour and winery visit
  • MEALS: Breakfast, Dinner with wine
  • ACCOMMODATION: Beautiful Tuscan farmhouse
fiat 500 tour in tuscany

Day Six

CLASSIC VAL D’ORCIA IN A VINTAGE CAR

Our last full day kicks off with a winery visit to sample Vino Nobile Montepulciano DOCG. Made from Sangiovese grapes, we learn about (and taste) the very best and enjoy plum, cherry, and olive aromas. Take in the stunning view of the vineyards and olive trees during our visit as we pair the wine with a mouthwatering local lunch.

Ready to stretch our legs after lunch, we journey to cheese-obsessed paradise Pienza. Designed as a ‘utopia’, we wander the pretty streets that all have romantic street names as the smell of pecorino cheese follows us everywhere.

All good things must come to an end, but not before we fulfil your Tuscan dreams of cruising the countryside in a vintage Fiat 500. Departing from Pienza, we drive through the cypress lined hills of this picturesque corner of Tuscany. There are plenty of photo stops along the way including one at a beautiful Medieval borgo.

Later in the afternoon we have some time to relax, unwind and pack our bags before a memorable farewell dinner at our lovely farmhouse. We hear bistecca Fiorentina and super Tuscan wines are on the menu – buonissimo!

  • ACTIVITIES: Winery visit, Scenic Fiat 500 drive
  • MEALS: Breakfast, Lunch with wine, Dinner with wine
  • ACCOMMODATION: Beautiful Tuscan farmhouse

Day Seven

ARRIVERDERCI TUSCANY

We enjoy a final breakfast together, before beginning our onward journey to Rome but not before one last adventure.

We make a stop outside the gorgeous hilltop town of Orvieto in Umbria to sample their famous wines. We visit a family-run winery inside a medieval palace, where we enjoy a wine tasting like no other. We delve into Etruscan history as we explore an extra special cellar…

Fascinated with the landscapes of central Italy, we sit down to a final lunch together and reflect on our week in southern Tuscany. Leave with hearts full of love for this extraordinary part of the world, and a newfound appreciation for the everlasting traditions that make Tuscany so special.

  • ACTIVITIES: Winery visit and tour
  • MEALS: Breakfast, Lunch with wine
  • TRANSFER: To central Rome
brunello wine montalcino southern tuscany tour
val dorcia farmhouse
pecorino pienza
tuscany wine tour

Southern Tuscany Wine and Wellness Tour Inclusions

We have strived to make our Tuscany in Fall tour as all inclusive as possible with no hidden surprises. Included in your tour are:

  • 6 nights in boutique historic farmhouse in the heart of Val D’Orcia
  • Transfers: to and from Tuscany from central Rome
  • Unique experiences:  Fiat 500 vintage car tour, 2 winery visits, thermal spa / ebike tour, 2 farm visits, cooking class, pizza making class, entrance and guided tours of Siena, abbey, castle visit
  • Meals: 6 breakfasts, 5 lunches, and 5 dinners as specified in the itinerary, Wine and bottled water are included with most meals other than breakfast
  • Luxury air-conditioned transportation
  • Tips and gratuities for drivers and guides

Tuscany Wine and Wellness Tour FAQ

Accommodation on Tour

val dorcia farmhouse near pienza

Our Tuscan Farmhouse

Not far from Pienza in the heart of the Val D’Orcia, our beautiful Tuscan farmhouse is your new home away from home. Nestled among over 1000 olive trees, this historic property has been lovingly renovated and decorated with hand selected antiques and artwork. Each room is airconditioned and beds are made with fine Italian linen.

Meet Your Tour Host

Born and raised in Rome (but with Sardinian origins), Manuela graduated in art history. She has a huge passion for food and wine, and is first level sommelier and runs cooking classes in Rome. 

As a tour leader with over 10 years experience,  Manuela loves meeting people from all over the world and showing them different regions throughout her country. What she likes most is getting to see Italy through her group’s eyes and help them fall in love with bella Italia every time. 

Arrivals and Departures

The tour begins in central Rome at 10.00am when you are whisked away to the Tuscan countryside. Our activities conclude back in central Rome at Roma Termini train station at approximately 4pm on our final day.

Upcoming Tour Dates

  • SPRING 2025 – 10 – 16 – book now
  • FALL 2025 – September 8-14 – book now
  • FALL 2025 – October 13 – 19 – book now
  • Exclusive tours available on request for groups of 6-10 – inquire

Booking information

  • Price from $US 6,290 per person based on double or twin share accommodation
  • A supplement applies for solo travelers wanting a private room
  • 30% deposit required to reserve your spot
  • Cancel for a full refund up to 120 days before departure
  • Read complete terms and conditions
GENERAL TOUR FAQ

Discover Tuscany

Tuscany needs no introduction, but, in the “untold” way, we like to go a little deeper. Discover Tuscany’s highlights and off the beaten path treasures when you read our articles and listen to our podcast about beautiful Tuscany.

Perfect Pienza – Hilltop Town of Dreams

An iconic spot in the Val D’Orcia

listen to podcast

Tuscany Travel Guide

Learn what to do and see in Tuscany

READ THE GUIDE