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WINE TRAVEL | Discover Tuscany with Boston Wine School

October 12 - October 18

READY TO GO? Click here and get started right now! Curriculum starts at $4,495 per person / double occupancy + airfare

Boston Wine School in Tuscany
FALL 2020 | 12 – 18 October 2020
SPRING 2021 | 5 – 11 April 2021

People ask me all the time if I ever thought about doing some Boston Wine School travel programs. Fact is, tour companies contact me all the time, and I’ll be honest: it sounds bad – too much travel, too many hotels, too little time – and I’ve never ever done it.

Until now.

I’ve finally found the right place, the right wines, and the right people to create the Boston Wine School in Tuscany. Put it on your calendar!

Monday 12 October – Sunday 18 October 2020

What’s it going to be like? If you’ve ever been to a Boston Wine School class, you know how interactive and fun and creative they are. It’s going to be exactly like that, only in Tuscany for six days!


Each day features different interactive wine, food, science, business, history, or linguistics classes to take you deep into Tuscany. Our home base is the vineyard and winery Tenuta Santo Pietro just outside the town of Pienza, south of Siena. From there, we will travel easily and leisurely to our day of cooking classes, our workshop at the cheese farm, or the morning of soil and geography and tasting right where the grapes are grown and the wine is made. Wine lovers have been asking for this kind of total immersive wine and travel education experience for a long time.


Please note this itinerary is tentative and subject to change based on availability and curriculum. See “The Fine Print” below for details.

DAY ONE     ARRIVAL DAY     Monday, October 12

ARRIVE | Train station @ Chiusi-Chianciano / Shuttle from train station to winery. Private transportation from Rome or Florence can be arranged for an additional fee.
AM | Arrive, unwind, relax, get settled in, taste some wine, eat some prosciutto
PM | Check in at 3pm,  dinner in the winery with winemaker Giuseppe Savignano

DAY TWO     TUSCANY ALL AROUND YOU     Tuesday, October 13

AM | Breakfast | Vineyard tour of major grapes and soils
TASTING CLASS: Tasting Tuscan Terroir by Jonathon Alsop
Drive to Caseificio in Pienza for Pecorino tasting & light lunch
PM | COOKING CLASS: Fundamentals of Tuscan Cooking
Horizontal wine pairing dinner by Giuseppe Savignano with Tenuta Santo Pietro selections


AM | Breakfast | Drive to Montepulciano
TASTING CLASS: Vino Nobile at Crociani Cellars by Jonathon Alsop + vist and tour at historic Palazzo Ricci
PM | Lunch at Acquachetta (or equivalent neighbor) in Montepulciano
Afternoon at leisure in town or back at the vineyard
TASTING CLASS: Prugnolo Gentile Over Time by Jonathon Alsop
Cinghiale all Toscana wine pairing dinner at Tenuta Santo Pietro with wines by Antico Colle

DAY FOUR     BRAVO BRUNELLO     Thursday, October 15

AM | Breakfast | Drive to Montalcino
TASTING CLASS: Understanding Brunello by Jonathon Alsop at Innocenti Winery
Drive to San Giovanni d’Asso
PM | Truffle market lunch
TASTING CLASS: Triumph and Truffles
Afternoon at leisure
Trans-Italian truffle pairing dinner with Barolo, Amarone and Brunello

DAY FIVE     COMPLETELY CHIANTI      Friday, October 16

AM | Breakfast | Drive to Castellina in Chianti
TASTING CLASS: Fundamentals of Chianti  by Jonathon Alsop at Sparviero
PM | Meat market tour and lunch
TASTING / COOKING CLASS: Red Wine and Red Meat
Bistecca alla Fiorentina wine dinner at Tenuta Santo Pietro

DAY SIX     EXAM & GRADUATION DAY     Saturday, October 17

AM | Exam prep + exam + lunch at Tenuta Santo Pietro
PM | Afternoon at leisure | Graduation  and sparkling wine dinner in the winery

Sunday, October 18 2020

DEPART | ItaliaRail @ Chiusi-Chianciano Terme / Private transportation to Rome or Florence can be arranged for an additional fee.

REGISTER NOW and we’ll call you back and confirm!

CASCINA / COTTAGE ROOMS: 2 bedrooms with shared living room / kitchen steps from the main inn. Bedrooms can be booked individually or together for up to four people total. RISERVA ROOMS: Malvasia, Canaiolo, Vermentino CLASSICO ROOMS: Colorino, Pugnitello, Mammolo and Ciliegiolo CRU CLASSE ROOMS: Trebbiano and Moscato (both ADA compliant), Prugnolo Gentile (loft room with bed upstairs), Sangiovese and Vernaccia

The Fine Print

Advance reservations are required for all tours. A 50% per person deposit is required and final payment is due no later than 45 days prior to tour departure. Payments may be made by cash, check, or credit card.

We understand that you may occasionally need to change your travel plans due to unexpected events. We strongly recommend the purchase of Trip Cancellation and Interruption Insurance (see below). Cancellations may be made by phone or in writing. Please carefully read the following Cancellation Policy: Cancellations made less than 60 days prior to departure forfeit the deposit. Cancellations made 30 days prior to the departure date on any tour are 100% non-refundable. Additionally there are no refunds for unused portions of your tour. If Boston Wine School must cancel a tour, all travelers will be notified and receive a full refund of all payments made to Boston Wine School. Please note: we often co-sell tours with other travel companies whose cancellation policies may differ from Boston Wine School. Please call for details.

Boston Wine School urges you to check airline cancellation policies before purchasing airline tickets. Tours can be cancelled for reasons including low enrollment. Boston Wine School accepts no responsibility or liability for cancellation penalties related to airline tickets purchased independently.

Travel insurance protects you if you need to cancel your trip for covered reasons prior to departure or if other covered, unforeseen circumstances arise during your trip. Deluxe Policy protects you for cancelling for ANY reason! Policies apply to both domestic and international travel, cruises and airfare. Travel insurance is offered through many highly regarded providers of travel insurance.

You must purchase travel insurance within fourteen days of your initial deposit to waive the pre-existing condition exclusion.
Medicare does not cover expenses incurred outside the U.S. If you have supplemental insurance those expenses may be covered by that company however, check directly with them.

Included in the price is 6 nights’ accommodation, all meals during the tour, all winery tours, all wines at the visits, local transport for the duration of the tour, and all taxes. Basically everything is included except your flights, your onwards transport after the tour ends in Pienza, insurance, gratuities, and any items of a personal nature.

Itineraries are subject to change. We do our best to avoid changes, but we must reserve the right to add a surcharge or to modify or cancel a tour if we are faced with significant increased costs and/or currency fluctuations over which we have no control.

Tipping may be awkward for some people. Your tour price typically includes gratuities, but a personal gratuity for tour managers, drivers, guides and hotel housekeeping is a typical way of showing your appreciation.

Boston Wine School, acts a only in the capacity of agent for the tour participant. We in no way represent nor act as agent for travel service suppliers such as hotels/motels, restaurants, sightseeing attractions and tours and transportation. We accept no responsibility or liability caused by the defect or negligence or default of any company or person engaged in carrying out or performing any of the services involved. We cannot be held responsible for events beyond our control, such as (without limitations) acts of God, declared or undeclared war, strikes, government restrictions, terrorist activities, defects in vehicles, breakdown of equipment, delay, or cancellation of, or changes in itinerary or schedule.

We reserve the right to make changes in the published itineraries whenever, in our sole judgment, conditions so warrant, or if we deem it necessary for the comfort or convenience or safety of our tour participants. We reserve the right to withdraw without penalty, any tour announced. Our sole responsibility upon cancellation of a tour is the refund of monies paid.

We also reserve the right to decline to accept any person as a participant in a tour or end an individual’s participation in a tour at any time when such an action is determined by the appropriate Boston Wine School staff to be in the best interests of the health, safety, and general well-being of the tour group or individual participant. Any dispute or controversy that might be the subject of any action in court shall be governed by the laws of the Commonwealth of Massachusetts and shall be resolved through the binding arbitration in accordance with the terms and conditions of state law.

I understand that this agreement with Boston Wine School, contains an agreement to arbitrate. After consenting hereto, I understand that I will not be able to bring a lawsuit concerning any dispute that may arise, which is covered by the arbitration agreement, unless it involves a question of constitutional or civil rights. Instead, I agree to submit any such dispute to an impartial arbitrator. Your partial or full payment or signature on a Boston Wine School constitutes consent to all provisions of the conditions and general information listed here.


Tenuta Santo Pietro | Pienza, Tuscany
29 Localita Santo Pietro
Pienza, Tuscany 53026 Italy
+ Google Map
+39 (0578) 754151