Tuscan Wine Vacation

4 days, 3 nights


Enjoy a 4 day stay in Siena at selected accommodations and discover the city and its countryside and local vino on shared Day trips and Experiences that include the region’s best wineries and wines!

DAY 1: Siena Arrival, Afternoon TUSCAN CLASSICS wine class

Arrive in Siena, check in to your accommodation and enjoy an introductory Wine Tasting Class on the main wines of the region at the Tuscan Wine School in Siena’s city center with a local expert in a small group 2 hours, includes 4 wines and food bites. Come to the Tuscan Wine School just paces from Siena’s Cathedral for a fun and informative Tuscan Wine Tasting class. Learn about Tuscany's most important, traditional wines from an English-speaking local expert. Gain insight into Tuscany's wine production areas and wine- producing methods. Discover the history and legends behind Tuscany's most significant wines and learn to swirl, smell and sip your way through the different types and styles of wine. Comparing aromas, body, persistence and vintages! Explore Tuscany's different terroirs and grape varietals through the tasting of 4 different local wines to understand why the area has gained worldwide appreciation. The tasting of wines is enhanced by a series of different sample foods and food pairing tips will be discussed, leaving you able to make better choices when choosing from local names in the city's restaurants.


Enjoy a full day exploring one of Tuscany’s main wine regions to the south of Siena on a Day Trip with an expert local guide in a small group of max. 8 participants 9 hours, includes winery tours and tastings, farm lunch and sight-seeing opportunities, accommodation
pick-up and drop-off.

Internationally recognized as one of Italy’s best reds, Brunello di Montalcino is a collectors’ favorite! Travel south of Siena to discover the undisputed King of pure Sangiovese on the famous wine hill of Montalcino. Enjoy a first stop at a winery to walk the vineyards, explore the cellars and enjoy an introductory tasting of the famous Rosso and Brunello di Montalcino wines. Visit the hill town of Montalcino, marvel at the fortress walls where the brave soldiers of the Republic of Siena made their last stand against Florence and spend time visiting the town’s squares and streets. Be welcomed into a family-run winery, meet its owners, winemakers or workers and take a visit around the farm before sitting down to enjoy a traditional Tuscan meal accompanied by enough of the farm's delicious wines to forget that your travel companions were ever strangers. After lunch, enjoy a brief visit to the mystical Abbey of Sant'Antimo, a church that was once part of a large Benedictine monastery and explore its ancient spaces set in the postcard-perfect landscape. Visit a third Brunello producing winery and deepen your knowledge of the wine making processes and tools from the vineyard to bottling. Hear of the particular characteristics and philosophy that make this wine authentic and unique directly from the producer and sit down for another tasting of this nectar of the gods to savor its complexities and legendary aging potential.

DAY 3: CHIANTI Castles Wine Tour

Accommodation pick up to enjoy a full day exploring one of Tuscany’s main wine regions to the north of Siena on a Day Trip with an expert local guide in a small group of max. 8 participants 8 hours, includes winery tours and tastings, farm lunch and sight-seeing opportunities, accommodation Discover one of Italy’s most famous wine regions, the Chianti, with its rolling hills of vineyards and olive groves, impressive castles, medieval towns and renown wineries of course! Travel north into the ever contended hills between Siena and Florence and take in the beauty of dense oak wood forests and cypress trees, neat rows of vineyards and hill top towns and castles. Stop at the Castello di Brolio, a 12th century fortification where you can take a walk around the gardens and vineyards before your first tasting of Black Rooster Chianti wines. This is where the Baron, Bettino Ricasoli, first stimulated the renewal of the areas’ agriculture and experimented with different grape varietals and blends, leading to his precious formula for making the great Chianti wine, now famous the world over for great character and drinkability (as well as the straw flasks that are no longer in use!) Visit a typical fortified town perched on top of a Chianti hill, surrounded by magnificent views, to walk the cobbled streets, admire ancient architecture or browse the town’s shops and cafés. A traditional Tuscan lunch of local products will be served at a nearby Chianti estate accompanied by a tasting of the farm’s traditional and innovative wines. Visit another local wine producer and be shown around the estate to learn about the traditional wine-making, farm work and lifestyle that characterize the ‘Chianti folk’ before sitting down to savor a generous tasting of the farm’s great Chianti wines.

DAY 4: SAVOR Siena Food Tour

Make your way back to the Tuscan Wine School for a tour of Siena’s culinary delights. Learn about its history and traditions on a tasting tour with a local expert in a small group before ending your vacation with us. 2 hours, includes tastings of local food and wine and sight-seeing
Savor Siena is a Tasting Tour that will introduce you to the Tuscan food culture and Siena's most typical foods. Join us at the Tuscan Wine School for a short walk around Siena as well as a sit-down tasting to discover its best foods and practices. Learn to taste extra virgin olive oil and why the Tuscan bread is plain and used in many local recipes. Sample different Pecorino sheep cheeses, distinguish fresco from stagionato, together with cold cuts from cinta senese, an almost extinct pig that is unique to Siena. Hear of the history of the recipe behind Siena's medieval panforte and panpepato, the local pepper bread. Taste and learn about Tuscany’s wealth of foods with a particular focus on what's Sienese. See how the local foods tie into local Tuscan culture and history, and enjoy many delicious bites. Because the class is partly a tour external to the school, you will need to wear shoes that are comfortable to walk for around a mile.


Where You Will Stay

Hotel of a 4 star standard in a central location in Siena


What’s Included

  • 3 nights accommodation

  • 2 full-day Wine Tours

  • 2 winery lunches in Chianti and Montalcino

  • 4 separate Cellar tours and Wine Tastings,
    2 of Chianti Classico and 2 of Brunello

  • Sight-seeing in Chianti

  • Montalcino and Sant’Antimo Abbey

  • 2h Tuscan Wine Class with tastings and sample bites

  • 2h Savour Siena Food Tour

Places You Will See

  • Siena

  • Val d’Orcia

  • Montalcino

  • Chianti Classico 

  • Brolio Castle

from €690 per person in double room

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