Tuscany Wine Tour

Step into the timeless beauty of Tuscany’s iconic vineyards—savor legendary Chianti Classico and Brunello di Montalcino wines amidst picture perfect rolling hills and medieval wonders.

Sept 28 - Oct 3, 2025

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6 days

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Led By Jane Hunt, MW

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$5990*

Experience Tuscany's Stunning Rolling Hills

Immerse yourself in the breathtaking landscape of Tuscany, adorned with rolling hills of vineyards and olive groves. Capture panoramic views and feel the allure of the Italian countryside as you journey through one of the world's most enchanting wine regions.

Exclusive Private Dinner at a Renowned Family Estate

Indulge in an intimate and elegant dining experience in the private family dining room of one of Tuscany’s top wine producers. Enjoy a gourmet meal paired with their finest wines, while listening firsthand to the stories about the estate’s rich history and winemaking traditions.

Explore the Enchanting Town of San Gimignano

Take time to wander the medieval streets of San Gimignano, one of Tuscany’s most enchanting towns. Known for its historic towers, artisan shops and local delicacies, this charming stop offers the perfect balance of history, culture and relaxation.

About Tuscany

The sun-soaked landscape of Tuscany is legendary—an enchanting escape with seemingly timeless tranquillity. So too, are its Tuscan wines. From iconic Chianti to illustrious Brunello di Montalcino and Vino Nobile di Montepulciano, these appellations showcase Sangiovese—the crown jewel of Tuscany's red grape varieties in its most cherished form. Equally exceptional are the white wines of Vernaccia di San Gimignano which only furthers the allure of this legendary region.

The region stands at the forefront of winemaking and viticulture, balancing tradition and innovation, it has earned international recognition and prestige along with historic and cultural significance. Its diverse climatic conditions, varied soils and unique topography create a vast mosaic of distinctive terroirs, producing wines of refined red fruit, herbal and earthy elegance.

This is an extraordinary opportunity to explore key appellations of Tuscany with an expert guide and exceptional instructor, enhancing your understanding, knowledge and love of this illustrious wine region.

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About This Tour

This educational wine tour caters to passionate wine enthusiasts and wine professionals, guided by Jane Hunt Master of Wine, a leading regional expert. It offers guests the chance to thoroughly explore the terroirs, vineyards, wine estates and winemaking processes, while participating in guided tastings of the region's most notable and celebrated wines.

Participants will have the opportunity to meet winemakers and learn from some of the most distinguished names in the wine industry. Guests are expected to review educational materials provided by WSG before embarking on this tour.

What's Included

This Tuscany wine tour offers expert guidance from Jane Hunt MW, exclusive vineyard visits, curated meals with wine pairing and unforgetable scenery. 

Expert instruction throughout by Tuscan wine expert Jane Hunt, Master of Wine.

Professional-level tours and wine tastings at some of the most prominent wineries and producers in the region.

Seamless travel support from your Tour Manager, Claudia Cesarino, providing impeccable customer service and logistical guidance throughout your journey.

2 Nights at 4-Star Grand Hotel Baglioni, double occupancy.

3 Nights at 4-Star Relais Vignale in Radda in Chianti, double occupancy.

2 Gastronomic dinners exquisitely paired with hand selected wines from your tour instructor and manager.

4 Gourmet lunches expertly paired with top-quality Tuscan wines.

Price per-person, double occupancy. Download the brochure to get detailed pricing.

Itinerary & Pricing

Join us for an unforgettable wine tour!

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Meet Your Expert Guides

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Jane Hunt MW

Your Wine Tour Instructor

With over 40 years’ experience in the wine trade, Master of Wine, Jane Hunt, has witnessed an amazing revolution in Italian wine production. A previous senior judge for Italian wines at the Decanter Wine World Awards (DWWA) tasting competition, Jane also ran her own wine company, Hunt & Coady Ltd. which specialized in trade tastings and competitions. Jane speaks fluent Italian and spends six-months of the year in Umbria where she produces olive oil from her own farm.

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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?

Top wine industry professionals and regional experts as instructors

Service of tour manager offering customer service and logistics support during the trip

Professional-level visits with educational objectives

Tastings of dozens of top-quality wines during estate visit and included meals

Opportunity to meet the producers and local specialists

Access to wine estates often closed to the public

Join a community of fellow wine professionals and serious enthusiasts

What our customers say

Frequently Asked Questions

  • 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 our WSG instructors have lived or worked in France, Italy, Spain, or other countries in which we operate, for many years. This has allowed them to cultivate extensive experience and contacts within the region. You’ll get expert information about the wine business, and an insider’s take on local culture.
  • 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, navigating or directions. Feel free to relax and enjoy wine your meals in the comfort of a safe and carefully curated learning environment.
  • Your WSG 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 trip

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 trip.

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-star hotels to ensure a high level of comfort, including en-suite bathrooms, WiFi and air conditioning.  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 groups.

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.

Organizers & Instructors

Our tour instructors are among the most renowned and respected wine professionals in the wine business. 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 trip 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 trip, 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 trip

Yes, we strongly encourage you to purchase a very comprehensive travel insurance package once you have paid your non-refundable deposit for a Study Trip. 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 trip 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!

Have a different question? Feel free to contact us.

See Our Other Destinations

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