Springtime in Tuscany 2024

Available rooms week 1-Lucca, Cortona, Montalcino, Pisa, and Pienza. One Double or two single places open now!

Small group touring of wineries and hilltop towns and villages throughout the region. Stay in your own private villa with old and new friends. We’ll enjoy wine, olive oil, black and white truffles, local cuisine, architecture, history, and the natural beauty of the region.

An identical tour was offered in the fall of 2019, 2022, and 2023 with outstanding success. This 12-bedroom Villa in Torrita di Siena exceeded every expectation.

Here’s what the tour will include:

  • Seven nights in a Private Villa in Southern Tuscany
  • Your choice of 12 en suite bedrooms
  • Breakfast buffet each morning
  • Dinner each night: 3 at the Villa, 4 in local restaurants
  • Vino with dinner
  • Three lunches during tour visits
  • Services of a local guide
  • Seven full days of touring in Tuscany
  • Round trip coach transportation-Florence Airport
  • Air-conditioned motor coach transportation
  • Walking tours of Montepulciano, Siena, San Gimignano, and Montalcino
  • A truffle hunt and lunch
  • Cellar visits and wine tasting as indicated in the daily itinerary
  • Limited to 16 guests

  • Choose from one of two weeks at the Villa. On any one of our tour days, you’re free to take the day off to hang out at the pool, stroll the countryside, or visit one the shops or restaurants in the village.

The Villa

Villa Carrera

Tenuta Villa Rocchi is located just out side the town gate of the medieval village of Torrita di Siena, with the larger hill town of Montepulciano just 12 minutes away by car. The villa, a former silk factory, is a beautiful, historic building with a great deal of public space, 12 well-appointed bedrooms, and an attractive pool area. Meticulously restored, Villa Rocchi is designed for sophisticated travelers seeking a high degree of comfort and refinement.

Guests enjoy the freedom of walking to the nearby café to start the day with a frothy cappuccino or taking an evening stroll to two restaurants or a pizzeria. Along the same street is a small grocer who doubles as one of the area’s most notable butchers. On Friday mornings, opening the gate reveals the outdoor market that comes to the village.

Inside the gates, guests are welcomed by copses of cypresses and an idyllic country view over gently rolling Tuscan hills draped in acres of olive groves belonging to this country estate. An outdoor living area sits just above the swimming pool to take in this delightful panorama.

The entire villa is air-conditioned, smoke-free and adorned with frescoed ceilings and large, sun-filled windows. An elevator allows access to all three floors. Each of the 12 well-appointed bedrooms is adorned with treasured family heirlooms, a wall safe and a marble-clad, en-suite bathroom with built-in hairdryer. All bedrooms may be configured as queens or with two singles beds.

Awaken each morning to a breakfast buffet that is served outdoors under the arched, fully shaded loggia or in the main dining room. Torrita di Siena overlooks one of Italy’s most visually striking landscapes. The Val di Chiana valley is dotted with colorful hill towns yielding highly rated Vino Nobile di Montepulciano red wine and the velvety Pecorino cheeses of Pienza.

Bedroom options

Some rooms are slightly larger than others. Some may offer a more desirable view. Larger rooms with views come with a (weekly) surcharge. Smaller rooms with less interesting views show a (weekly) credit.   Here’s a thumbnail description of each room. The description lists first floor and second floor. Keep in mind that the main floor is where the public areas are. First floor is one level up. Second floor is two levels up.

Superior Suite
Firenze(1): First floor master-corner room with French Balcony (+$600)

Junior Suite
Pienza(2): First floor bedroom-rear of villa facing pool (+$450)
Lucca(7): Second floor-rear of villa overlooking pool (+$450)
Siena(6): Second floor-master corner suite overlooking village (+$500)

Pisa(5): First floor bedroom with French balcony (+$300)
Montalcino(11): Second floor bedroom with expansive view of the pool (+$300)

Deluxe Rooms
Cortona(8): Second floor bedroom-front of villa facing the village
San Gimignano(3): First floor bedroom-rear of villa facing the pool
Montepulciano(9): Second Floor bedroom-front of villa overlooking village

Classic Rooms
Chiusi(4): First floor bedroom, side of villa-shading trees (-$200)
Volterra(10): Second floor-bedroom with shading trees outside window (-$200)
Monteriggioni(12): Second floor-smaller bedroom with country views (-$200)

Photos of Tenuta Villa Rocchi guest rooms and public areas may be found at this link.

Available rooms for each week:  (all rooms available at this time)

Villa Tour pricing for 7 nights

Villa Carrera

$4,550 per person, based on double occupancy. Single supplement is $300, but limited to 1 single room. Deposit of $1500 per person is required to confirm your villa accommodations. Balance of payment is due December 15, 2023.

Pricing is based on payment by Visa or MasterCard. If you choose to pay by check, your discount is $150 per person.

Because payments are non-refundable, it’s strongly suggested that you consider travel insurance for this investment.

What if I need to cancel my flight, tour or cruise?

Both of the companies listed below have a policy rate calculator online.  Enter the cost of your tour and personal data to receive a no-obligation cost estimate.

Two recommended companies are:

Generali Travel Insurance
Travelex Insurance

Cancellation insurance will range in price based on the cost of your travel and the age of the applicant.  Get a quote at the websites above before making a purchase.  If you have a pre-existing condition to cover, you usually must purchase your policy within 2 weeks of the initial deposit.

There are two villa weeks in 2023 from which to choose:

  • Week 1: April 20th to April 27th, 2024
  • Week 2: April 27th to May 4th, 2024

Weekly itinerary

Day 1: SAturday: Arrive Florence airport

Meet your driver at Florence Airport and travel 90 minutes to your Tuscan Villa. The afternoon is free to wander the village. We have a late afternoon wine tasting arranged prior to the welcome dinner at the villa in the early evening. Overnight Torrita di Siena (D) (It’s suggested that you come a day or two early to adjust to the time change and avoid any possible airline delays. Florence is well worth a couple nights.

Day 2: Sunday: Siena

We start the day in Siena where we’ll meet a local guide in the city center for a walking tour of the city and a visit to a local Pasticceria for a sampling of the pastries and cakes Siena is known for.  You’ll have some free time for shopping or more food sampling after our tour.  Lunch is on your own, but you might just want to enjoy a gelato since we’ve got a food and wine pairing at our afternoon wine producer. 

We’ll set a time to meet up to rejoin the coach for a short drive to Azienda Agricola Montechiaro, just outside the city of Siena.  We’ll enjoy a tasting of 6 wines and some local bites. 

Suggestions for your afternoon include a visit to the Duomo, see the Frescoes and climb the tower at Palazzo Pubblico, or shop for locally made leather goods at Casa Della Pelle.  Dinner is scheduled at a fantastic restaurant just a few miles from the villa called Fondo Ristorante at 7:30 PM.  Overnight Torrita di Siena (BSD)

Day 3: Monday: Montalcino & Pienza

We’ve got a late morning tour and tasting at the winery Canalicchio di Sopra located just outside the town of Montalcino.  This is a special vertical tasting of 6 of their wines, including Rosso and Brunello. 

After tasting, we’ll spend a little time in the town of Montalcino for a quick lunch on your own.  Next, we’ll travel to the town of Pienza for a visit to Taverna del Pecorino for a sampling of fresh and aged cheeses, salumi, prosciutto, and balsamico, followed by free time in the historic center.    

From Pienza we’re scheduled for a short tour of the farm by the owner at Podere il Casale followed by our 5:30 pizza making class and subsequent pizza eating session.  We’ll return to the villa later in the evening about 8:30 PM.  Overnight Torrita di Siena (BSD)

MontepulcianoDay 4: Tuesday: San Gimignano

This morning we visit Podere la Marronaia, a family owned biodynamic estate set in the hills north of San Gimignano, for a morning truffle hunt in the estate forest with a certified Cavatore, or truffle hunter.  The hunt ends and a light truffle lunch begins featuring wines from the estate.  Following this lunch, we’ll have a bit of free time in San Gimignano for shopping, photos, and exploring.  San Gimignano is home to Dondoli Gelato, arguably the best in Tuscany. 

In the late afternoon, we visit La Rocca, the fortress at the top of the town, and home to The Vernaccia Wine Experience.  We’ll enjoy a tasting of this unique white while local to the area.  

We’ll depart from San Gimignano about 5:30 for return to Torrita di Siena. We’ve got dinner booked at 7:30 just a short walk from the villa this evening at Piccolo Ristorante.  Overnight Torrita di Siena (BLD)

Day 5: Wednesday: Montepulciano

We depart the villa after breakfast for our shortest day of touring in that we’re only 17 km from the town of Montepulciano.  Our first visit in the morning is at Avignonesi at 11:30 AM for a tour of their Vin Santo production, tasting of wine and buffet lunch. 

We’ll travel from there to spend time in the town of Montepulciano before our second appointment of the day at a small family-run winery called Tenuta Valdipiatta.  We’ve got time to tour and taste here before continuing for a dinner appointment at 7:30 PM at Il Covo, a small restaurant on the outskirts of Montepulciano.   Overnight Torrita di Siena (BLD)

Day 6: Thursday: Chianti

Our day in Chianti with a departure at 9:00 AM for the 11th century abbey and gardens at Badia a Coltibuono for a tour and wine tasting.  We then travel on to Radda to the Casa Chianti Classico for a lunch and tasting there. 

We’ll return the villa about 5:00 this afternoon with time for a drink by the pool.  Dinner tonight is at the villa at 7:30 PM.  Overnight Torrita di Siena (BLD)

Day 7: Friday: Perugia

We’re departing Tuscany for the day to visit Umbria with a walking tour of the city of Perugia.  You’ll have some free time after the tour before we travel on to a family-owned winery near Lake Trasimeno, Cantine Goretti.  Goretti has been making wine for 8 generations, and is now run by sisters Sarah and Julie.  You’ll have the chance to sample a few wines unique to this region along with a great sampling of local foods.  We should arrive back at the villa by 4:00 PM.  Farewell dinner is at the villa tonight at 7:30.  Overnight Torrita di Siena (BSD)

Day 8: Saturday: Arrivederci!

Transportation is provided from the villa to accommodate early flights home. Guests departing early will be provided with a boxed breakfast. Later morning transportation is provided for guests with later flights from Florence.

The Towns

The Vino

Frequently-Asked Questions (FAQ)

Typical weather in the region:

Conditions are very similar to the Seattle area, though Montepulciano gets about 1⁄2 inch less rain for the month of April and is about 5° warmer. Daytime highs will be in the upper 60s. Nighttime lows can get down into the 40s.

Flight suggestions:

Florence (FLR) is the best option for commercial flights. Seattle departures are available for reasonable itineraries with one stop. For guests arriving in Florence in the morning (suggested), your transportation will depart from the airport to the villa about 1 PM.

Air France and Delta offer arrivals at 11 AM. Lufthansa arrivals are at 2 PM. If you arrive on the later LH flight, your coach will depart close to 3 PM, with an anticipated arrival at the villa by 5.   I strongly suggest the AM arrivals in FLR with a mid-afternoon arrival at the villa so you’re not late for dinner.  Today (10/15/23) fares are priced at $1200 from Seattle. Fares from Vancouver are under $1100.

My suggestion is to set up a fare alert on Google Flights or Kayak.com. It’s a great feature and there is no charge to set up an account.

Many of the return departures from FLR to the USA depart quite early. We’ll provide a shuttle to get you back on time. Remember that you’ll want to depart the USA (or Canada) the day before the villa week begins. You lose a day flying to Europe.

Make Your Reservation!

If you have any questions about this tour, please contact Brad Cilley at brad@nwtravel.com or by phone at 425 375 2676.

Room choices may not all be available still. If your choice is no longer available, we will offer you an alternative.
Photo in header by Martin Falbisoner, licensed under the Creative Commons Attribution-Share Alike 3.0 Unported license.