Tuscany Wine Tour
Follow Sangiovese from Chianti to Brunello di Montalcino and Vino Nobile di Montepulciano with Tuscany expert Emily O'Hare, visiting family estates before closing at Antinori's Tenuta Tignanello.
Led by Emily O'Hare
Guided by Emily O'Hare, a leading regional expert, guests explore the terroirs, vineyards, wine estates and winemaking processes of Tuscany, participating in guided tastings of the region's notable wines.
Visit Notable Estates
Discover Chianti Classico, Brunello di Montalcino and Vino Nobile di Montepulciano. Visits include estates such as Boscarelli, Antinori and Tignanello with tastings hosted by the families who run them.
Florence, Then Siena
Two nights at the four-star Grand Hotel Baglioni, a restored nineteenth-century palazzo in the center of Florence, then three at the four-star Villa Ermellina, just outside Siena.
About This Tour
Tuscany's wines carry the same timeless quality as its landscape. Chianti, Brunello di Montalcino and Vino Nobile di Montepulciano showcase Sangiovese, the region's signature red grape, while Vernaccia di San Gimignano adds a white counterpoint.
Guided by Tuscany expert Emily O'Hare, this tour moves through the region zone by zone: a Chianti Classico masterclass in Greve, a comparison of Montalcino's contrasting northern and southern styles, and visits with some of the historic winemaking families behind Vino Nobile di Montepulciano. Along the way, participants taste across generations, from centuries-old cellars to contemporary producers, and see firsthand how Tuscany balances long-standing tradition with ongoing innovation.

What's Included
This Tuscany wine tour offers expert guidance from Emily O'Hare, exclusive estate visits from Chianti to Montalcino, curated wine-paired meals, 2 nights at the 4-star Grand Hotel Baglioni in Florence and a closing visit to Antinori's celebrated Tenuta Tignanello estate.
Expert instruction throughout by Tuscany wine expert Emily O’Hare.
Seamless travel with the guidance of our Tour Manager, Claudia Cesarino, providing outstanding customer service and logistical support throughout your journey.
2 nights at 4-Star Grand Hotel Baglioni.
Deluxe, air-conditioned motor coach transportation throughout, with bottled water on-board.
Educational material provided by WSG to be studied before the tour.
Professional-level tours and wine tastings at some of the most prominent wineries and producers in the region.
3 nights at 4-Star Villa Ermellina Siena, a Tribute Portfolio hotel.
2 gastronomic dinners expertly paired with hand selected wines from your tour instructor.
4 Gourmet lunches expertly paired with top-quality Tuscan wines.
Daily breakfast buffet.
Price per person, double occupancy. Single occupancy available with supplement. Download the brochure to get detailed pricing.
Itinerary & Pricing
What our customers say
Meet Your Expert Guides

Emily O’Hare DipWSET, IWS
Your Wine Tour Instructor
Emily O’Hare is one of Tuscany’s most respected and sought-after wine educators. After nearly a decade as Head Sommelier and Wine Buyer at London’s iconic River Café, she relocated to Tuscany in 2014 to immerse herself in the heart of Italian wine culture. Now based in Greve in Chianti, Emily divides her time between teaching, writing, and curating Italian wine cellars for private clients. She is a certified educator for both WSET and the Italian Wine Scholar program and contributes regularly to Decanter and Club Oenologique. Emily is also a VIA Italian Wine Ambassador, further cementing her deep expertise and passion for Italian wine.

Claudia Cesarino
Your Wine Tour Manager
Claudia’s career began in international hospitality and event organization at the St. Regis Grand Hotel in Rome and then at Vinopolis in London. She honed her skills in wine while working for one of the largest Italian wine houses, Marchesi Antinori, training staff about wine at some of the most prestigious hotels in India. Claudia is a member of the Italian Sommelier Association, an experienced guide specializing in Italy and will act as your dedicated tour manager, assisting your instructor, throughout the tour.
We visit estates such as...






What Makes WSG Educational Tours Unique?
Expert instruction from your dedicated Tour Instructor: a leading wine educator and regional expert.
Your dedicated Tour Manager ensuring seamless logistics and personalized guest support throughout the tour.
Two dedicated tour leaders that let you focus on learning while every detail is expertly managed.
Professional-level winery visits with clear educational objectives.
Extensive tastings of top-quality wines at leading estates and with included gourmet meals.
Meet winemakers, estate owners and local wine specialists.
Exclusive access to wine estates often closed to the public.
Join a community of like-minded wine professionals and passionate enthusiasts.
Frequently Asked Questions
GENERAL
- You’ll learn so much more than you would on your own! During WSG tours, our internationally renowned instructors are always with you; providing fascinating information, answering questions and clarifying facts and figures to ensure understanding of the nuances and subtleties of each region and its wine styles.
- Camaraderie! And the experience of exploring new wine regions with other like-minded individuals who are just as passionate and obsessive about great wine as you are!
- Access to amazing wine tastings and estates you would not be able to visit on your own. With personal and long-standing relationships in each of the regions we operate, WSG has some of the highest-level contacts in the industry. As a WSG study abroad participant, you will have the opportunity to taste incredible wines at each estate and will be welcomed as an honored guest everywhere you go.
- All WST instructors have spent significant time living or working in the countries in which we operate—France, Italy, Spain, Germany, and beyond. Over the years, they have developed deep regional expertise and strong local networks, allowing them to offer not only authoritative insight into the wine industry but also a genuine insider’s perspective on culture and place.
- Avoid taking chances on hotels or restaurants you don’t know. With more than a decade of experience, our guides use first-hand knowledge to select the best hotels and restaurants for your enjoyment.
- Make the most of your travel time! Our itineraries minimize driving to ensure you receive a thorough overview of the region, taking in the breathtaking landscapes and amazing wine culture of each respective region.
- Avoid driving, parking, or navigating in unfamiliar countries. Feel free to relax and enjoy wine your meals in the comfort of a safe and carefully curated learning environment.
- Your WSG Tour Instructor and Tour Manager will translate for the group at all times, eliminating communication or language barriers, as many winemakers in France, Italy and Spain may have limited English proficiency.
Preparing for the tour
Please ask the instructor if there is enough time before the end of the visit for you to make your purchase without impeding the progress and timing of the tour.
It is very rare that estates offer international shipping. If you would like to purchase wine, we recommend that you ask your government’s customs office for their rules and regulations if you intend to bring wine back into your country, or have wine shipped to you. You always have the option of bringing wine home with you in your checked luggage. A specialized wine suitcase is perfect for this. Depending on your home country, this amount will vary.
You may have to pay some amount of duty on your wine when you go through customs. Therefore, it's best to check with your local authorities for further information.
TRANSPORTATION, FOOD & LODGING
We choose 4 and 5-star hotels to ensure a high level of comfort, including en-suite bathrooms and Wi-Fi. It’s very important for the hotels to be well situated in the region, to keep driving time and distance to a minimum. We want to make sure you are as close as possible to the vineyards and other local sites of interest. The hotels we choose also must be large enough to accommodate our group size.
We thoroughly check each hotel before including it in a WSG tour or program. In wine regions that are large and spread out, you may change hotels once or twice during a week-long stay (to keep driving times to a minimum each day). In other regions, there may be only one centrally located hotel.
Please note that air conditioning in European hotels may differ from what you’re used to. It is often seasonal, temperature-regulated, and may be subject to local or government policies.
Organizers & Instructors
Our tour instructors are among the most renowned and respected wine professionals in the industry. They are also professional wine educators who are absolutely passionate about the region and its wines. You can see a full biography of the instructor for each tour on the corresponding page, so you can know exactly with whom you'll be touring and learning. Most are native English speakers (American or British) and all other instructors speak English fluently.
Our instructors have that special combination of high-level wine expertise, personal warmth, friendliness and excellent leadership skills. They'll accompany you every day, throughout the tour and will be able to answer all of your questions about the wines of the region you’ll be visiting (and about wine in general).
Booking a tour
Yes, we strongly encourage you to purchase a very comprehensive travel insurance package once you have paid your non-refundable deposit for a Study Tour. Note that many plans require you to purchase the insurance very soon after your deposit payment (some require it within 14 days). There are any number of things that can happen that can cause cancellation or interruption of package travel, and travel insurance can help cover the costs you incur as a result.
You can find travel insurers easily and there are sites where you can compare policies (for example, Insure My Trip). Be sure to read policies very carefully before you purchase. Include your airfare, train fare, and any other expenses you will have in addition to the price of the study tour itself. We highly recommend getting a “cancel for any reason” policy, which offers the best coverage. Travel experts say “if you can’t afford travel insurance, you can’t afford to travel,” so don’t skimp on this important coverage!
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See Our Other Destinations
Our industry-recognized educational wine tours offer intensive, professional-level education within wine regions of France, Italy, Spain and beyond. Led by prominent wine professionals and journalists, our itineraries and curricula provide a backstage pass to the most celebrated wine regions.