Experience this breathtaking region with our small-group custom adventure and enjoy Tuscany without the crowds and three special concerts with Cory Tetford.
Unpack for 7 nights in a beautiful Agri Turismo Villa, tucked in a quaint village in the Tuscan countryside. Enjoy home-made organic food and explore the nearby villages and local wineries.
Travel with Niche Travel Group’s owner Faith Sproule and find out what makes this region one of the ‘must-do’s’ of Italy.
This Picture was taken from the Villa !
Tuscany Tour Highlights – May 24–31, 2026
Discover the charm of Southern Tuscany on this unforgettable small-group journey with musician Cory Tetford and Niche Travel Group owner Faith Sproule.
With curated experiences, local flavors, and scenic hilltop towns, this immersive tour blends relaxation with culture.
Tour Includes:
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7 nights at a beautiful 3.5-star villa nestled in Southern Tuscany
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Three Concerts with Cory Tetford !
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Private Transfer for Rome to Tuscany
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Daily full breakfast featuring fresh, organic local ingredients
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6 gourmet four-course dinners at the Villa – highlighting regional cuisine and organic selections
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Private guided tours of Pienza, Montalcino, and Siena
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Tasting experience of local wines, cured meats, and pecorino cheese at Bradi Toscani in the hilltop town of Chianciano
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Day trip to Orvieto, including a visit to the Well of San Patrizio and round-trip private transfer
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Excursion to Montepulciano with private transfer and a wine tasting session
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Winery visit and tasting included
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Olive oil tasting and lesson
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Transfer to Chiusi train station on May 31
(Extend your trip with our help—explore Florence, Venice, Milan, or the Amalfi Coast!)
Optional Enhancements ($):
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Visit to the renowned Thermal Spa in Chianciano
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Hands-on Tuscan cooking class
Pricing:
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$2,999 CAD per person (double occupancy)
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$3,899 CAD per person (solo traveler)
Payment Details:
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Non-refundable deposit of $500 CAD per person to secure your spot
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Final balance due February 24, 2026
Good to Know:
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Group size is limited to 24 guests for a more personalized experience
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Not included:
• Optional excursions
• International airfare
• Travel insurance (highly recommended)
• Suggested gratuities of $100 CAD per person for villa staff and local guides
Detailed Itinerary
May 24 : Day 1 – Depart for Tuscany
Transfer from a central Rome hotel to the Villa
Meet the owner, Stefano, whose family has owned this land for decades, and enjoy a welcome drink on the panoramic terrace while he tells us about his organic farm and the slow-food movement.
4-course dinner with homemade organic products at 8PM
May 25 : Day 2 – The Val D’Orcia Region
Breakfast with homemade organic products starts at 8:30 AM
Depart the Villa at 10:00am for a lovely day of touring the The Val d’Orcia region with our local Italian tour guide. This region of Tuscany extends from the hills south of Siena to Monte Amiata and in 2004 the entire valley was included on the list of UNESCO’s World Cultural Landscapes.
First, we visit Pienza, known as the “touchstone of Renaissance urbanism” It is a picturesque 35-minute drive to this quaint village. Make sure to sample the well-known pecorino cheese for which the village is famous. Snap a cute photo on the ‘love’ and ‘kissing’ lanes for a great memento.
Next, we will head to Montalcino, a hill town and commune famous for its Brunello di Montalcino wine. The town is located a short drive to the West of Pienza. Enjoy a leisurely lunch, do a little shopping, or find a terrace and sip some Brunello wine while overlooking the valley.
On the way back, we will visit a local winery for a tour and wine tasting.
4-course dinner with local homemade products at 8 PM
May 26 : Day 3 – Siena
Breakfast with homemade organic product 8:30am- 9:30am
Private Tour of Siena with private local guide
The historic centre of Siena has been declared by UNESCO a World Heritage Site. It is one of the nation’s most visited tourist attractions. Siena is famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year. Our local Guide will tell you all about the 17 contrades of the city and how they have shaped its unique culture for hundreds of years.
The Stunning Cathedral of Siena is not to be missed – with art by Donatello, Bernini, Michelangelo, and Pisano (to name just a few!) It will take your breath away, inside and out.
There will be plenty of free time for strolling through the winding streets, a leisurely lunch, shopping and gelato in the Piazza del Campo. Siena is about a 75 minute drive, great time to edit your photos or catch a nap on the way home.
Take a late afternoon dip in the villa’s pool and enjoy your local wine on the terrace before dinner.
Four course dinner with homemade organic products at 8 PM
May 27 : Day 4 – Local Living
Breakfast with homemade organic products 8:30am- 9:30am
Join our Villa owner Stefano for an optional cooking class. You’ll be preparing a 4-course lunch with local products. Then sit back and enjoy the wonderful dishes you have prepared.
Spend the rest of the afternoon relaxing by the pool and enjoying your local wine on the terrace. Or choose to work off your lunch by walking to the hilltop town of Chianciano. Visit the Etruscan Museum, stroll the streets, check out the local shops and take in the beautiful views.
Early evening, we will meet at Bradi Toscani for a wine tasting and light meal with local cheeses, meats, and other delicacies.
May 28 : Day 5 – Montepulciano
Breakfast with homemade organic products 8:30am- 9:30am
Depart for a 30-minute drive to Montepulciano. This medieval and Renaissance hill town is a true gem. Wander through the winding, narrow streets on your own or hop on the mini trolley for a ride and tour.
Meet at the famous Cantina De Ricci winery in the afternoon. Here, you will descend into the stone cavern where they have been making Vino Nobile for over 800 years. The vaulted-stone ceilings with the large, stacked wood barrels and dim lights create a cathedral of wine! Enjoy a brief tour of the cave and hear about what makes the wine so special, then sit and enjoy a wine tasting.
Spend the day at your leisure trying out various gelato or shopping at the fabulous stores in town. Or visit either the Consorzio de Vino Nobile di Montepulciano or Enoliteca Vino Nobile to try more of the regional wines.
Return to the Villa by private transfer at 5 pm
Take a late afternoon dip in the villa’s pool and enjoy your local wine on the terrace before dinner.
4-course dinner with homemade organic products at 8:00pm
May 29 : Day 6 – Local Living
Breakfast with homemade organic products 8:30am- 9:30am
Spend the day by the pool or get your heart pumping with a walk into the newer town of Chianciano.
OPTIONAL excursion $$: Theia Thermal Spa in town
Afternoon Olive oil instruction and tasting with Stefano when we return.
4-course dinner with homemade organic products at 8:00pm
May 30: Day 6 – Orvieto
Breakfast with homemade organic products 8:30am- 9:30am
Visit the beautiful ancient hill town of Orvieto today. Orvieto is one of the most striking, memorable, and enjoyable hill towns in central Italy. This delightful little town is perfectly preserved, and virtually traffic-free. The colorful cathedral is a great visit after a relaxing lunch with some of Italy’s best wine.
Tour the stunning Gothic cathedral, experience the famous Well of San Patrizio and the amazing underground cave system that lies beneath the city.
4-course dinner with homemade organic products at 8:00pm
May 10: Day 7 – Arrivederci!
Breakfast with homemade organic products 8:30am- 9:30am
Say goodbye to our hosts and depart at 10:00 am by private transfer to train station Chiusi – Chianciano Terme. Trains are available to Rome, Florence, Venice, or your next Italian adventure.
