An exclusive Italian food and wine experience


An exclusive Italian food and wine experience


The Experience

The Experience

Join us for a magical week as we travel to Montalcino, Italy, tucked into the breathtaking southwestern corner of Tuscany, where the unhurried pace of life in a medieval village will leave you refreshed, reawakened and reinvigorated.

We’ll enjoy spending our days just outside the walled village at the exceptional Borgo Canalicchio di Sopra Wine Relais, a beautiful property set among vineyards on one of Brunello di Montalcino’s historic, most renowned estates. We’ll take several day trips and explore the exceptional Tuscany region, including visits to the area’s top wine producers. Come experience the breathtaking vistas across the Val d’Orcia and dip your toes in the healing waters of the Tuscan countryside. Sample fresh pressed olive oil. Take a private cooking class or two. Hunt for truffles in the nearby hills and dine at our favorite restaurants off the beaten path.

Join us for this magical week of ‘la dolce vita’!

The group is limited to 10 participants.


Day 1: Arrival

We will meet you at Rome airport and travel to Montalcino by private transport, at which time you can get acquainted with your fellow travelers over a welcome aperitif. After a bit of time to relax, we’ll visit the village and then enjoy our first wine tasting and dinner at cozy Grappolo Blu, a trattoria just off the main piazza.

Day 2: Getting to know Montalcino

The day begins with breakfast and then on to a fun trek across the vineyard and up the hill toward Montalcino. You will have free time to wander the village before a scrumptious lunch at Le Potazzine situated near the main piazza. Afterwards, we’ll go on a historical walking tour through the cobblestone streets of Montalcino before heading back to the Borgo for a bit of rest prior to dinner. We will then head to Sant’Angelo in Colle for the sunset and a delicious meal paired with spectacular wines at Trattoria il Leccio, one of the highest rated restaurants near Montalcino.

Day 3: A day in Chianti

After breakfast at the Borgo, we will set out for the Chianti region where we’ll visit the medieval walled village of Monteriggioni, followed by a tasting of the region’s Chianti wines. Lunch will be at the fantastic butcher’s shop of Dario Checchini in the hills of Chianti. We’ll then head back to the hotel for a late afternoon rest. Dinner will kick off with a special candlelight wine tasting in the medieval fortress at the village, followed by a delectable meal at Drogheria Franci, featuring old vintages of Brunello wine.

Day 4: Hot springs and private cooking class

On this morning of our fourth day, we’ll take a bit of a break to allow you to recharge and refresh. You will have time to relax after breakfast at the Borgo, or if you prefer, you may travel to town. At mid-afternoon, we will head to the little village of Bagno Vignoni where you can wander about, dip your toes in the hot springs or visit the renowned Le Terme Spa for a special treatment prior to dinner. We will then take part in a private cooking class where we’ll make the local pasta specialty, pinci, followed by dinner together at a private home with tastings of the Tuscan dishes prepared during the class.

Day 5: Montalcino wine tour

Today we’ll spend the day getting to know the wines of Montalcino. After breakfast, we will travel to a few of the local vineyards to learn more about the famous Brunello wine (while tasting of course!). Then its off to visit the very special Abbey of Sant’Antimo, where we’ll hopefully arrive in time to hear the monks chant. For dinner, we will head to the spectacular Silene restaurant, which is a proud recipient of a coveted Michelin Star.

Day 6: Truffle hunting!

Bring your walking shoes, for today we are off to hunt truffles in the nearby village of San Giovanni d’Asso! Follow along as the truffle-sniffing dogs work their magic and find these prized possessions in the earth. From there, we’ll head to lunch at nearby Osteria delle Crete where we get to treat our palates with a taste of those incredible truffles. We then head back to the Borgo where we will enjoy a special visit to the cellars of Canalicchio di Sopra to sample some of the historic old vintages of Brunello. Then we’re off to the village, where we can trade stories about the day’s truffle excursion over dinner at Le Logge.

Day 7: San Gimignano and our Farewell dinner

For our final day together, we will travel to visit the beautiful Abbey of San Galgano followed by a leisurely afternoon wandering the beautiful streets of San Gimignano. After returning to the Borgo, we will head to the spectacular Boccon di Vino just outside the walls of the village for our Grand Finale Wine Dinner.

Day 8: Departure

Today we must bid each other farewell as we head home or to other parts of Italy.  Transfer will be provided to Rome to catch your flights to your next destination.

This itinerary is subject to change without notice, but we will make sure it is just as great!





‘It is difficult even in lovely Tuscany to find a place as picturesque, sociable and tranquil….’
— a 19th century traveller

Perched atop a hill in southwestern Tuscany, the magical and picturesque setting of Montalcino is the perfect place to unwind, refresh and rejuvenate. This little medieval village rests in one of the most beautiful and least traveled parts of Tuscany and has remained largely unchanged over the centuries. In addition to the charm and splendor of Montalcino, the village is surrounded by the breathtaking Val d’Orcia, a UNESCO World Heritage Natural Park, a must see for visitors.

Take in stunning views that soothe the most restless of souls. Vineyards of the renowned Brunello wine dot the landscape, while a medieval fortress stands guard over the village. Scarcely changed since the 16th century, ancient holm oaks, the symbol of Montalcino, keep guard along the walls as cobblestone roads wind throughout the countryside accompanied by majestic cypress trees.

Although small with only 1400 inhabitants within its walls, Montalcino has over 200 wineries and is home to Italy’s exceptional Brunello di Montalcino wine. Situated 564 meters above the valley and just an hour’s drive from the Mediterranean Sea, the village’s climate boasts warm calming days and cool cozy nights.

We look forward to having you share in the magic of Montalcino and the relaxed enchanting pace of the Tuscan lifestyle!


The Estate




The Estate





Our home for the week is the exceptional Borgo Canalicchio di Sopra Wine Relais, a beautiful property set among vineyards, on one of Brunello di Montalcino’s historic, most renowned estates. The Borgo offers a place for us to truly immerse ourselves in refined elegance and simplicity while allowing our souls to soak in the pleasures of its amenities.


The estate accommodates 10+ guests in five separate apartments. Each attendee will have their own individual bedroom with a private bathroom.

Each apartment, furnished in exceptional Tuscan country style, is enhanced by all the modern comforts one could need. Breakfast will offer the possibility of sampling typical, genuine Tuscan delicacies.

In addition, five acres of well tended gardens and two swimming pools with salt water treatment lie nestled amongst the Brunello vineyards. The Borgo will be the ideal location for us to immerse ourselves in the spirit of ‘dolce fa niente’ making our stay a truly unforgettable experience.


  • Refrigerator
  • LCD TV (in every bedroom and in every lounge)
  • Air conditioning
  • Private parking
  • Internet (Ethernet and Wi-fi)
  • Small refrigerated wine cellar
  • 2 swimming pools
  • Barbecue
  • Daily maid service
  • Hair dryer
  • Coffee & tea
  • Egyptian cotton linens




Michele M. Becci

Michele grew up as part of an Italian American family that originated in Sicily and Le Marche in Italy.  She grew up, along with her brother, helping her mother prepare homemade pastas and other Italian specialties that have left her with an unbridled passion for the Italian lifestyle and its celebration of life, love and food.  Her frequent travels to Italy have led her to the magical village of Montalcino, which she travels frequently and now owns a little apartment with her business partner, Deb. Since 2008, Michele co-authors the award winning blog, Our Italian Table, with her brother.  She is also a frequent contributor to L’Italo Americano newspaper.


Debbie Lencioni Keith

Debbie Lencioni Keith is a second generation Italian American with deep familial roots in Lucca and Pordenone. Some of her fondest memories are of cooking with her Nonnies and hearing stories of the Old Country.  She shares many of these recipes on her website www.debbiekeithcaterer.com and her blog Debs Recipe a Day.  Combining her connection to the land, her family and spirit of the people of Tuscany is what inspired the Magic of Montalcino.




Join us for a magical week! 


$4,500 per person double occupancy (queen bed) & private bathroom in a shared apartment with a common living/dining/kitchen


$5,200 per person/double occupancy for an apartment all to yourselves

Payment Schedule:

  • $1,000 due upon booking (non refundable),
  • $2,000 due 120 days prior to trip,
  • Balance due 60 days before trip

A limited number of single rooms are available for $5,800

*Note: Some of our apartments have lofts with queen/twin beds, this would require the sharing of a bathroom. Please inquire about pricing for on this option.

What’s Included:

  • Group airport transfers the first day of the tour and the last day of the tour.
  • Excursions to the famous Brunello region of Tuscany, walking tour of magical Montalcino, a hands on cooking class, truffle hunting with Paolo and so much more…
  • All meals including dinners showcasing the finest local ingredients & complimented by the top regional wines.

What’s not included:

  • Discretionary tips
  • Taxis
  • Wine over and above what is included in the tour
La Dolce Vita

Initial payment due upon booking or if you're feeling like diving right in, go ahead and pay in full by selecting one of the three other options!

Add To Cart


What airport do I fly into?

  • You will be traveling into Rome, Italy (Airport Code: FCO).

Do I need transfers from the airport?

  • A group transfer will be provided from the Rome, Italy (FCO) airport at a specific time on the arrival and the departure day of the retreat.

Do I need a passport/visa?

  • US citizens will need a valid passport to visit Italy, but no visa is required at this time. Nationals of all other countries should check travel requirements well in advance of their retreat and comply with all visa requirements of Italy.  Italy is a member of the EU.

Do I need Travel Health Insurance?

  • Yes! We highly recommend travel insurance as your health insurance may not cover you internationally.  Be sure to check with your health insurance to see if this is necessary.

I noticed wine is included on this trip, is the supply unlimited?

  • We will be tasting and drinking wine with meals. If you are care for additional wine, it will be available for purchase.

What if I don't want to go on one of the excursions?

  • This is your vacation and we want you to make it your own. If you want to stay and enjoy the Borgo or tour on your own you can arrange

What is the electrical currency/outlet in Montalcino, Italy?

  • Italy utilizes a European style plug with two round blades and is at 220V.  Adapters and converters will be necessary if you are bringing any electrical items. But don’t worry about bringing a blow dryer, there is one in every bathroom.

Is there internet access on property?

  • Send photos while lying by the pool overlooking the vineyards… yes, there is free wi-fi on property.

Will my cell phone work in Italy?

  • You should check with your carrier about your phone plan.  There are apps you can download to your phone that allow you to call via wifi, such as What’s app or Viber.

Do I need to rent a car?

  • The streets are narrow and driving in Italy is a culture unto itself.  Taxi’s will do transports to and from the airport (on arrival and departure days only) and when we take you to our planned events. Taxi’s will be available for hire, if you desire for an extra fee. Leave the driving to the professionals and walk, ride or catch a cab. Sit back, relax and enjoy!

What is the weather like that time of year, what should I bring to wear?

  • September is usually very nice, most days will be warm and pleasant. Rain can occur so light clothing with a raincoat thrown in just in case. Comfortable shoes are a must for the many adventures we will share; truffle hunting, shopping, walking tour and trekking up the mountain from the vineyards to Montalcino.

Packing suggestions

  • Passport!
  • Bathing suit to use in the beautiful salt water pool
  • Comfortable shoes (Montalcino has lots of cobblestones!)
  • Plug adaptors / converters
  • Insect repellant
  • Sunscreen
  • Casual clothing, layer for various weather






    Contact Us

    Please join us! Contact us via email, phone or this Contact Form with any questions or to register!

    Michele M. Becci              phone: (908) 420-5819   Michele’s email

    Debbie Lencioni Keith     phone: (415) 271-5208   Debbie’s email

    Contact us for more information and to book your trip

    Name *

    Joe, The Travel Guy

    Want to extend your stay in Italy? Call our friend, Joe, The Travel Guy, at 760.835.2505 to help!!