Top Siena Olive Oil Tasting in 2026

There are places you visit and others you live. A few minutes from Siena, between the Chianti hills and the Crete Senesi, the experience slowly takes shape on our panoramic terrace, in the shade of an ancient white mulberry tree. What makes it special is the opportunity to taste our wines directly with those who produce them, in a family-run cellar where each bottle is born from the link with the territory. It is not a standard tasting, but an authentic moment made of stories, flavors and genuine hospitality. The wines tell the story of the territory, the typical Tuscan dishes accompany them and the landscape completes the experience. If you are looking for a real meeting with Tuscany, made of details, hospitality and dedicated time, this is the right place.

Embark on a sensory journey at Poggio ai Laghi, nestled in the heart of Tuscany, Italy. This unique tasting tour is not just about savoring the flavors of exquisite wines, oils, and vinegars, but it’s an immersive experience that engages all your senses. The tour begins with a tasting of Poggio ai Laghi wines dedicated to Donna Ava and her handmaids. Each sip tells a story of the rich Tuscan soil and the meticulous care taken in every step of the winemaking process. Next, you’ll sample the estate’s olive oils as well as the special chili pepper oil and white truffle olive oil. The tour concludes with a sampling of Poggio ai Laghi artisanal vinegars: the balsamic viegar which is an all-Italian excellence and the special vinegar with Valdelsa onions.. The wine expert will guide you through each tasting, explaining the production process, the flavor notes to look out for, and the ideal food pairings.

Enjoy a unique lunch experience in the picturesque setting of the Poggio ai Laghi vineyard, paired with Wine Tasting and a great Wine Expert who will guide you through this excellent experience.

You'll visit the winery’s production area and cellar, gaining an inside look at the winemaking process—from vine to bottle. The experience culminates with a guided tasting of the estate’s wines, right in the Poggio ai Laghi vineyard itself or at a nearby tasting spot, paired with a delicious lunch. Whether you're a wine lover or a curious traveler, this tour offers a rich and memorable experience rooted in tradition and flavor.

This experience stands out by combining an indulgent cooking class on a panoramic terrace kitchen with a tour of vineyards and a 13th-century castle that's been in the family for 17 generations. Learn to make classic Tuscan dishes such as tagliatelle with Tuscan sauces and braised beef, and pair each with local wines for lunch. Then, tour the castle and wine cellar.

Tuscany is world-renowned for its wine, so ensure you get an insider’s glimpse into the industry during a tasting tour of the vineyards surrounding Siena. Receive personalized attention in a small group as you visit a historical cellar and educate your palate to recognize subtle flavors with the help of a sommelier.

Avoid the hassle of planning routes between scattered wine towns and booking separate tastings on your own with a guided day trip from Siena. This experience connects the flavors of Montepulciano and Pienza with the scenic landscapes of Val d'Orcia, letting you move easily between villages without logistics stress. Spend your time enjoying wine, local food, and countryside views at a relaxed pace.

Discover the magic of Tuscan winemaking on this sensory-rich Golf Cart mini tour through the scenic Poggio ai Laghi vineyards. Hop into a golf cart and journey through our vineyards, where tradition meets nature. It’s an experience that engages all your senses, leaving you with a deeper appreciation for the art of winemaking and the beauty of the Tuscan countryside. Your wine expert will walk you through the tasting journey during your lunch. As you learn about the winemaking process and the passion behind each bottle, the food and wine experience becomes more than a meal—it becomes a memory, and quite possibly your most cherished souvenir from the Tuscan countryside. You’ll sample a selection of our finest wines, showing the skill and dedication of your winemakers. You’ll also savor the winery’s cuisine and exquisite oils and vinegars, each one crafted with the same attention to detail and quality as the wines.

This experience is led by Paolo Nenci, one of Italy’s first “digital farmers”, followed by thousands of people online for his innovative approach to wine and agriculture. The winery was awarded in Dubai in November 2024 for excellence in extra virgin olive oil, a recognition of quality and craftsmanship. You will also taste wines produced with traditional methods, including the historic Vin Santo made with a fermentation mother dating back to 1820. An authentic, award-winning experience in the Tuscan countryside near Montepulciano, far from mass tourism.

Experience the hospitality of Poggio ai Laghi with your loved ones, in our authentic Chianti winery. This cozy lunch, leaves you with a deeper appreciation for the art of winemaking and the beauty of the Tuscan winemaking history. Our wine expert will walk you through the tasting journey. As you learn about the winemaking process and the passion behind each bottle, the food and wine experience becomes more than a meal—it becomes a memory, and quite possibly your most cherished souvenir from the Tuscan countryside. You’ll sample a selection of our finest wines, showing the skill and dedication of our winemakers. You’ll also savor the winery’s exquisite oils and vinegars, each one crafted with the same attention to detail and quality as the wines.

A Round trip TOUR that will start from the ancient city of palio Siena to The hilltop medieval towns of MONTEPULCIANO, PIENZA AND MONTALCINO.

Learn to cook traditional Italian dishes during this Tuscan cooking class in Siena. From homemade pastas to juicy cuts of meat, a professional chef leads you through a combination of family-favorite recipes and time-tested dishes, culminating with a shared meal and excellent wine. This class is held in a professional kitchen and limited to a small group of 15 people or fewer for a more intimate experience.

Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this trip from Siena to Montalcino. Travel first to a small winery to explore the vineyards and cellars and taste the famous Rosso and Brunello di Montalcino wine. Then, visit a family-run winery in Montalcino, where you tour the grounds and sit down for a classic Tuscan meal with more wine. Visit the Abbey of Sant'Antimo before tasting even more wine at your third and final winery of the day.

Indulge your sweet tooth with a hands-on dessert cooking class in the heart of Tuscany with our Italian Chef to add a taste of Tuscany while tasting our exclusive wines. You'll whip, layer, and taste your way through the traditional recipe using fresh, local ingredients—eggs, mascarpone, espresso, and more. Whether you're a beginner, this class is easy, fun, and perfect for all ages. While your dessert sets, relax with a glass while tasting our exclusive wines. This experience is all about sweet memories and delicious bites. You'll leave with a full heart, full belly, and the recipe to recreate your tiramisu anytime. After the cooking class, our wine expert will teach you the basic information for a wine tasting and will explain how wine permeates the culture of this territory.

Discover the rich heritage of Chianti at Poggio San Polo’s Castello di Orgiale winery. Nestled among the picturesque vineyards, this historic castle sets the scene for a full winery experience in a small-group setting. Begin your visit with a warm welcome and a guided tour of the organic winery, where the art of winemaking comes to life. Explore the production areas and charming cellar filled with aging barrels, learning about the estate’s sustainable practices along the way. Savour an exclusive wine tasting, paired with local Tuscan delicacies and your olive oil, all explained by your host. Conclude your visit at the estate’s wine shop, where you can take home your favourite wines and local products from this enchanting winery. Highlights: - Guided tour of the organic winery and production areas - Exclusive wine tasting paired with local Tuscan specialties - Opportunity to taste estate-produced olive oil - Browse the wine shop for wines and local products - Small-group setting

Enjoy your handmade meal with a tasting of Poggio ai Laghi wines, set in a working vineyard and traditional kitchen. As your lasagna bakes, you’ll enjoy a guided tasting of wines, and our wine expert will teach you the basic information for a wine tasting and will explain how wine permeates the culture of this territory. Once the meal is ready, sit down for a relaxed lunch or dinner overlooking the vineyard, and enjoy your freshly made lasagna alongside wine pairings. A light Tiramisu dessert can complete the experience. This is more than just a simple cooking class; it’s an experience that engages all your senses, leaving you with a deeper appreciation for the art of winemaking and the Tuscan cuisine. Whether you're a foodie, a wine lover, or a curious traveler, this class is a flavorful journey into Tuscan tradition.

The Experience includes: - Guided by your chefs and Sommeliers, you will prepare a seasonal menu using fresh, organic ingredients sourced directly from your estate. - The experience will be led by a Sommelier who will pair three organic wines with your traditional dishes. - Tasting of your organic extra-virgin olive oil. - The menu can be adapted for special dietary needs or intolerances. Minors can be offered alternative beverages.

A private tour in a small boutique winery with wine tasting. Gourmet food experience in a local home. Enjoy a taste of several local and home made products, including Pecorino (sheep) cheese, olive oil, Balsamic vinegar and homemade pasta. Finish off with a panoramic tour of the Val d'Orcia stopping for photos wherever you want.

A complete and exclusive tasting experience designed to immerse you in the daily life of our winery – between vineyards, cellar and the artisanal precision that shapes our wines. The Grand Experience features an extended selection of our most representative labels, combining minerality, elegance and origin in a refined tasting journey.

Tenuta Poggio al Rigoloccio is located in Gavorrano, in the heart of the Tuscan Maremma, a region renowned for its historic iron and pyrite mines. This extraordinary mineral-rich soil, combined with the constant sea breezes, gives our wines their elegance, freshness, distinctive minerality, and remarkable ageing potential. Our story is one of an exceptional terroir, but above all of the people who bring it to life every day. Working among the vineyards and in the winery, we are guided by passion, dedication, and deep respect for tradition, carefully following every stage of the grapes' ripening. At the same time, we continuously refine our vineyard practices to enhance the mineral character of the soils and express the authentic identity of every wine. Guided by the vision and expertise of Cellar Master Gerhard Sanin, we transform these grapes into wines of structure, character, and personality—authentic expressions of the land from which they originate.

Immerse yourself in the heart of Chianti Classico with a vineyard tour that will reveal the traditional techniques behind the exquisite wines. This unique experience includes a guided walk through the picturesque vineyards, where you will discover a passion for viticulture. End your visit in a charming tasting room, tasting three wines and an extra virgin olive oil from your own production that embody the essence of Tuscany. Everything will be accompanied by a small surprise that will leave you with an indelible memory.

In the very heart of Monteriggioni’s main square, inside the Poggio ai Laghi wine shop, a refined and intimate experience comes to life, designed for those who wish to discover wine as a story, a place, and a constant pursuit of quality.