Top Siena Seasonal & Special Occasions - page 3

Enjoy a wine and food tasting in Siena's stunning Piazza del Campo. Sip on local wines and savor a platter of regional cured meats and cheeses in a relaxed and welcoming atmosphere.

The Chianti Hills are a must-visit for wine lovers in Tuscany—and this small-group winery tour offers an immersive introduction to the region's vinous delights. Pick a start time that's best for you, make your own way to Castellina in Chianti, and explore a wine estate whose history dates back centuries. Then, enjoy a guided tasting of four premium wines, all paired with local olive oil, focaccia, cheese, and cured meats.

Maximize time spent in Tuscany with this full-day small-group tour of Pisa and Lucca departing from Florence. Learn about Renaissance architecture from your guide and taste Tuscan wines in a small wine shop. Climb Pisa’s famous Leaning Tower (entry is included) and explore the city independently with free time before continuing on to Lucca to see the old town center on foot.

One of the best wine region of the world with a local driving-guide and wine connoisseur, born and raise in the area.Private tour in two boutique wineries , driving through the most scenic road of Val d'Orcia with chance to stop for the best Tuscan countryside pictures.

This private tour is designed to offer an authentic experience with maximum comfort and local insight. It starts directly from your hotel in a fully licensed Mercedes van with air conditioning for a smooth and relaxing ride. Accompanied by a professional driver-guide-certified sommelier, fluent in English and Italian born and raised in the Montalcino area. Travel through the stunning Val d’Orcia admired worldwide for its rolling hills and iconic landscapes. The highlight of the tour is an exclusive visit to a family-owned, organic Brunello winery, where you will walk through the vineyards, tour the cellars, and enjoy a guided tasting of selected red wines, including the celebrated Brunello di Montalcino, accompanied by a tasting extra virgin olive oil. The experience concludes with free time in the medieval town of Montalcino, the heart of the Brunello wine region, where you can explore historic streets, admire monuments, and browse charming local shops at your own pace.

Soak up the local vino and small-town charm of San Gimignano on this wine tasting trip from Siena. Explore San Gimignano first at your leisure, spotting landmarks such as the Collegiata and Pizza del Duomo while strolling the medieval streets. Afterward, travel deeper into the Tuscan hills, and enjoy an intimate winery tour. Sip and swirl Chianti blends with an inside look at the winemaking process.

Avoid the challenge of navigating Tuscany’s rural roads and finding hidden countryside trails on your own with a guided horseback ride from Siena. This gentle journey carries you through rolling hills, vineyards, and olive groves, reaching quiet landscapes that cars can’t access. Ride at a relaxed pace while taking in the region’s natural beauty and rural charm without any planning or navigation stress.

Visit two of Tuscany's beautiful hilltop towns, plus enjoy tours and tastings at wineries in the Chianti hills and Montalcino on this small-group tour from Siena. All of your transport is included for a hassle-free experience, and there's even free time to explore Pienza on your own. Sample top Chianti and Brunello wine at two boutique wineries, and relax over a Tuscan lunch.

Highlights - Historic Estate Tour: Guided 90-minute visit of Montechiaro Villa (since 1760), including the original wine cellar, aging rooms, and ancient olive mill. - Vineyard Walk: Self-guided stroll through scenic vineyards before or after your tasting. - Seated Wine Tasting: Enjoy four organic wines, including our signature Chianti and award-winning Super Tuscans. - Food Pairing: Traditional Tuscan delicacies perfectly matched with each wine. - Personalized Experience: Our expert Sommelier adapts the tasting to your preferences.

Finding wineries deep in the Chianti countryside is tricky for first-timers in the region. This experience removes the guesswork, taking you on a tour of the historic Montechiaro Estate. Enjoy tasting multiple Chianti and Supertuscan wines, including rare varietals from the Arteliquida project, paired with traditional Tuscan specialties from olive oil to artisan cheese. Ideal for foodies looking for an opportunity to sample local flavors.

Cook, sip and savor in this private 4-course cooking class hosted at a charming castle winery near Siena. Hosted through Cozymeal, this immersive session blends hands-on cooking with a Brunello wine tasting, offering a one-of-a-kind journey into Tuscany’s culinary culture. Menu - First course: Appetizer — tomato with basil and olive oil - Second course: Tagliatelle — handmade pasta rolled and cut with traditional methods - Third course: Peposo — slow-braised beef stew with red wine and black pepper - Dessert: Tiramisu — layered with espresso, mascarpone and biscuits Perfect for couples, families or small groups, this class combines history, wine and authentic recipes for an unforgettable Tuscan escape.

Travel off-road through the Chianti valley on this day-long Tuscan wine tour. As your guide drives a vintage SUV, you'll gaze out at the gentle green hills and grapevine groves that typify the landscape. Stop at a few wineries to sample several varietals of wine along with local products such as honey and olive oil, then relax over a traditional Tuscan picnic for lunch at your final stop.

Imagine stepping into a secluded haven, nestled among the rolling hills of Montalcino's northwestern slopes. Paradiso di Cacuci welcomes you, by appointment, to an intimate and personalized wine and culinary experience. Our guided tastings, reserved for individual visitors and small groups, take you on a sensory journey through the Brunello di Montalcino production process. Our tastings, exclusively private and by appointment, are designed to offer personalized attention and an unforgettable experience. Be captivated by the landscape's beauty, our region's history, and the quality of our wines. Reserve your private tasting today and uncover the true meaning of Paradiso di Cacuci.

Many of Italy’s most charming hill towns are a challenge to reach with public transport. This private day trip offers seamless round-trip transport, giving you time to explore Volterra and San Gimignano at your own pace. Enjoy free time in both towns, with lunch at a Chianti cellar accompanied by a tasting of five different wines.

Join us on an immersive and exclusive journey through time and relive the magic of the 17th-century banquets in Palazzo Chigi Zondadari, in the very heart of Siena. This guided tour and concert will allow you and a very intimate group of guests to explore the opulent Baroque music and art: expert guides will lead you through the sumptuous rooms of the Palace, where you will be treated to a carefully curated selection of works by renowned composers such as Monteverdi and Frescobaldi, performed by a talented soprano and accompanied by an authentic period instrument, the baroque guitar. The evening culminates in a special concert held just for you in the grand ballroom, where you will have a chance to conclude your evening by raising a toast with the artists and savoring a glass of wine from the Chigi Zondary family's very own cellars. Live like a noble for a night and let yourself be captivated by all the beauty Italian history, art, and opera can offer.

Inject a bit of adventure into your wine tasting experience with this ATV tour through the vineyard-covered countryside surrounding Siena. Take in views of the UNESCO-listed Crete Senesi landscape as you zip over the hills behind your guide, following unpaved trails through woods and fields. End at a family-run cellar to sample Tuscan wines paired with local gourmet specialties and snacks.

E-bike tour that takes you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in a slow and contemplative way, an area rich in food and wine traditions, cradle of the famous Chianti Classico wine and proud of its tradition and culture linked to the long rivalry between Siena and Florence. In addition to it, this tour has an Arts footprint. We'll lead you through some hidden sculptures, located throughout the landscape, as a warm up to our stop at the Chianti Sculpture Park, where you'll visit some contemporary sculptures and installations. We'll build on to the arts experience by stopping at the hamlet of Scopeto, where the film "Letters to Juliet" has been shot. Least, but not last, it will be wine time right after at the Scopeto Winery, where you can further develop your reconnaissance of the territory by tasting one of its maximum expression: the Chianti Classico. We then, climb back to our comfortable ebikes to return to Siena

Brunello di Montalcino is one of Italy's most prestigious wines, but navigating to the rural wineries outside of Montalcino on your own can be stressful. On this private wine tour, let your driver take the wheel and focus on vineyard views as you make your way to the top wine estates and cellars for exclusive tasting experiences. Explore stunning vineyards, learn about traditional winemaking techniques, and savor the rich flavors of Tuscany with guided tastings and a traditional lunch.

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.

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del Moro, or our oenologists, you will explore the Poggio del Moro estate - from the vineyards, to the oil mill, to the cellar and the barrique cellar - and you will learn the production process of our natural wines, free from pesticides and unnecessary production interventions. Poggio del Moro is an out of the ordinary boutique winery, an extraordinary open-air art gallery. In addition to our excellent wines, here you will find contemporary art exhibitions or artistic performances, which you can observe while visiting the cellar or tasting your wine in relaxation, an absolutely original and refined experience in an intimate and exclusive setting!

A special experience in a unique place: a "vertical” wine of "Le Chiuse" winery of Montalcino, our family's winery. You will taste the youngest wine "Arpaia" which is not yet suitable for aging, the "Rosso di Montalcino" which has a short aging and the "Brunello di Montalcino" with an aging of at least 5 years. We will offer you typical Tuscan fresh products in the frescoed sitting room, under the 5 meters vaulted ceiling. In case of good weather, we’ll show you an unforgettable panoramic view upstairs!

Experience a side of Italy rarely available to visitors when you take a cooking class in the Chianti wine region. During your private session, discover the secrets of Tuscan cuisine, from sauces to tiramisu. After dining on the food you just learned to make, continue on to a vineyard for a complimentary wine tasting and pairing lesson. Round-trip transport from Siena is included for your convenience.

Bus tours of Tuscany can feel out of touch with the beautiful, rolling countryside that travelers love. This tour allows you to get out of the bus and into the landscapes of the Tuscan countryside on a bike, following routes designed for casual cyclists or professionals. It’s a small-group affair and finishes with a lunch of Tuscan dishes and wine.

Experience the culinary delights of the Chianti region on a half-day tour from Florence to a Tuscan farmhouse. Go in search of truffles with an expert guide and his trained dog during a 1-hour forest walk, then enjoy a traditional lunch that features the fresh truffles accompanied by extra virgin olive oil and Chianti Classico wine. Includes tastings of wine, olive oil, and honey, and a 3-course lunch.