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 • Borgia Castle Visit • Cheese farm • 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


Our adventure begins in the heart of Rome where we meet as a group to start our journey towards the beautiful southern Tuscan countryside. On the way, we make a stop at picturesque Civita di Bagnoregio village perched high on a hilltop. Step back in time as we stretch our legs, take some photos and enjoy gorgeous views of the surrounding valley.

After exploring this hidden gem of a town with Etruscan roots, we venture onwards to a family run organic farm right on the border between Umbria and Tuscany. Meet baby goats, hens, horses and sheep before we sit down to taste their freshly made cheese. Of course it’s paired with local Orvieto Classico wine that we enjoy as we get to know our new amici.

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: Civita di Bagnoregio and cheese farm visit
  • MEALS: Lunch with wine, Dinner with wine
  • ACCOMMODATION: Beautiful Tuscan farmhouse
  • TRANSFER: From central Rome to Tuscany at 10.00am
sant'antimo abbey tuscany

Day Two


This morning’s adventure starts with a visit to 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.

Thirsty after our spiritual morning visit, we continue on to Montalcino – home to some of the most important red wines and stunning landscapes in all of Italy. 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 lunch at the winery.


After a tasty lunch and wine tasting, we have some free time back at our peaceful 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: Abbey visit, Winery tour, Pizza class
  • MEALS: Breakfast, Lunch with wine, Dinner with wine
  • ACCOMMODATION: Beautiful Tuscan farmhouse
Siena Tuscany view

Day Three


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.

Then it’s onwards to one of the jewels of Tuscany – the Medieval masterpiece Siena. Upon arrival we sit down to dine at one of our favorite local restaurants and enjoy a feast of traditional Sienese style cuisine. 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.

After lunch, 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.

This evening, you have some free time to explore Siena further, go shopping and dine at one of their many fantastic restaurants and bars. We’ve got lots of favorite spots and can help you pick the perfect location for dinner or aperitivo.

  • ACTIVITIES: Guided visit of a historic villa in San Quirico, Walking tour in Siena
  • MEALS: Breakfast, Lunch with wine
  • ACCOMMODATION: Beautiful Tuscan farmhouse
spa bagno vignoni

Day Four


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 back to town for a special dinner. From pappardelle with fresh mushrooms, to wild boar stew, there are so many delicious things to enjoy. Sip on a glass of local wine, dive into your by now favorite Tuscan dishes, and reflect on the beauty of southern Tuscany with newfound friends.

  • ACTIVITIES: Thermal spa visit or guided e-bike tour
  • MEALS: Breakfast, Dinner with wine
  • ACCOMMODATION: Beautiful Tuscan farmhouse
formal garden tuscany

Day Five


After tasting so many delicious dishes, it’s time we learn to recreate them for ourselves. This morning, we head to a very special local home for a cooking class and lunch like no other.

Our hosts delight 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 very special garden of a Renaissance era home. Stretch your legs and stroll the lawns as we soak up the stunning views over the hills of Tuscany during our private tour.

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

Instead in the fall, we visit a local biodynamic 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, Private garden tour, Farm visit
  • MEALS: Breakfast, Lunch with wine, Apericena (light dinner) with wine
  • ACCOMMODATION: Beautiful Tuscan farmhouse
fiat 500 tour in tuscany

Day Six


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
Castello Orsini-Odescalchi Bracciano

Day Seven


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

Perched above the shores of Lake Bracciano, we stop at one of Italy’s best preserved castles. The one-time residence of the noble Orsini and the infamous Borgia families, we meet our local guide for a private tour of the castle. Take a peek into the wedding apartment of Paolo Giordano Orsini and Isabella de’ Medici, which is usually closed to the public.

Fascinated with the tales of the Borgias, 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: Castle visit
  • 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, private garden and villa
  • 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

Olivia is an Australian woman living in Rome, with a passion for the land of la dolce vita, cooking and wine. Her super powers include finding the most charming villages and delectable cheeses.

Olivia is your local host that ensures your trip is memorable for all the right reasons.

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

  • 2024 – October 14 – 20 – book now
  • SPRING 2025 – May 26 – June 1 – book now
  • FALL 2025 – September 1 – 15 – book now
  • FALL 2025 – October 13 – 20 – 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

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