Your itinerary
Day 1
Adventure starts at Hotel Le Renaie in Pancole
Arrive at Hotel Le Renaie in Pancole (near San Gimignano). Around 6pm, meet your tour leader and fellow travellers for an introduction to the week, followed by a group dinner. On some dates there may be two groups at the hotel and activities may be adjusted accordingly.
Meals: Dinner
Day 2
Visit Colle Val d'Elsa and enjoy an organic wine tasting
Explore medieval Colle Val d’Elsa with time to wander and see local crafts. After lunch, visit the Majnoni Guicciardini Farm for a guided tour of organic vineyards and ancient cellars, concluding with a wine tasting in the garden or at the historic olive mill. Return to the hotel; optional dinner at the restaurant.
Meals: Breakfast
Day 3
Travel to Siena and explore the historic centre
Take the train from Certaldo to Siena (about 45 minutes). Visit a contrada museum (normally closed to the public) and enjoy a guided tour tailored to key landmarks and lesser-seen sites. Optional visit to Siena Cathedral (advance booking required).
Meals: Breakfast
Day 4
Castellina in Chianti and optional wine tasting; pasta-making class
Drive about one hour along the scenic Chiantigiana to Castellina in Chianti for free time and an optional wine tasting (payable locally). In the afternoon, join a hands-on cooking class at a locally owned wine estate to make pasta and sauces; local wine included.
Meals: Breakfast,Dinner
Day 5
Free day to explore San Gimignano, relax by the pool or visit other Chianti villages
Free day to relax at the albergo and pool (seasonal), visit nearby San Gimignano, or explore other Chianti villages; your leader can help arrange activities.
Meals: Breakfast
Day 6
Discover the magnificent city of Florence
Train from Certaldo to Florence (about one hour). A local guide leads a one-hour walk focused on the historic wine windows (buchette del vino), with the option to buy a glass of wine at the end. Enjoy free time to explore (e.g., Uffizi). Conclude with a traditional pizza night at the hotel.
Meals: Breakfast,Dinner
Day 7
Visit Volterra; afternoon wine tasting and farewell dinner
Drive about 45 minutes to Volterra to explore its medieval ramparts, Etruscan heritage, Roman theatre, Cathedral of Santa Maria Assunta, and alabaster workshops. Return to Pancole for a tasting at the family-run Cesani estate (three wines with bruschetta, extra-virgin olive oil, Tuscan cheeses and charcuterie). Farewell dinner at the albergo.
Meals: Breakfast,Dinner
Day 8
Adventure ends in Pancole
Trip ends after breakfast at Hotel Le Renaie. Depart or speak to your sales representative about extending your stay.
Meals: Breakfast
What’s included
What’s not included
Additional information
Food
Your package includes all breakfasts, four dinners and two wine tastings. Breakfast is typically a continental buffet.
Two of your included dinners are at Hotel Le Renaie and consist of three courses with dessert and a glass of wine. On Thursday, enjoy a special pizza feast at the hotel.
All meals are homemade, crafted with locally sourced ingredients, and follow traditional Tuscan recipes. For this reason, the menu doesn’t include fish-based options.
Dietary preferences, including vegetarian, vegan, gluten-free, and dairy-free options, can be accommodated – please inform us of any dietary requirements when booking.
Colle Val d’Elsa Medieval Town Visit & Crystal Heritage
Explore Colle Val d’Elsa, a hilltop town of stone lanes and quiet piazzas where Tuscan daily life hums away from the crowds. Stroll the medieval streets, browse artisan boutiques, and pause on panoramic terraces overlooking the Elsa River valley and vineyard-draped hills.
Discover the town’s reputation for crystal craftsmanship, a tradition that made Colle a modern hub for fine glass. The setting blends centuries-old architecture with contemporary workshops, creating a graceful dialogue between heritage and handcraft.
Organic Chianti Estate Tour & Tasting at Majnoni Guicciardini
Walk vineyard rows on a guided estate tour at Majnoni Guicciardini, learning how organic practices shape characterful Chianti wines. Step into cool cellars and the atmospheric ancient olive mill, where stone and wood frame generations of rural tradition.
Conclude with an expertly led tasting of estate pours in the garden or tasting room. Savor the balance of fruit and spice classic to Chianti Classico, paired with simple regional nibbles that spotlight the estate’s olive oil and seasonal flavors.
Siena Contrada Museum Private Visit & Historic Centre Walk
Step inside a contrada museum, typically closed to casual visitors, for an intimate look at the banners, costumes, and rituals behind the thunder of the Palio di Siena. This insider access reveals a living neighborhood identity that defines the city’s spirit.
Continue with a tailored walk past the shell-shaped Piazza del Campo and slender Torre del Mangia. Your local guide threads grand Gothic facades with quieter alleys, illuminating Siena’s rivalries, artisan life, and devotion that flow through its 17 contrade.
Castellina in Chianti Visit via the Chiantigiana Scenic Route
Travel the storied Chiantigiana road through rolling vineyards and silvery olive groves to Castellina in Chianti, one of the original Chianti Classico villages. Wander stone lanes and arcaded passages, browsing enotecas and craft shops set beneath medieval walls.
Discover the atmospheric tunnel-like walkway of Via delle Volte and pause for photos across tapestry-like hills. This is Chianti’s landscape distilled: Tuscan countryside vistas, timeless architecture, and village rhythms shaped by grape harvests and olive pressing.
Hands-On Tuscan Pasta-Making Class at a Family Wine Estate
Tie on an apron for a hands-on cooking class with a local chef at a countryside wine estate. Mix, knead, and master fresh pasta shapes, then craft simple, deeply flavorful sauces from seasonal ingredients that capture the soul of Tuscan home cooking.
Between steps, taste estate wines that complement your creations and learn why Tuscan cuisine prizes clarity and texture. Expect laughter, flour-dusted hands, and recipes you’ll bring home to your own table.
Florence Walking Tour & the Tradition of Wine Windows
Join a local expert for a guided walk in Florence focused on the city’s quirky wine windows (buchette del vino). Spot these small portals set into noble palazzi facades, once used to sell wine directly from cellars to Florentines at street level.
Hear how Renaissance merchants side-stepped taxes, why some windows reopened in recent years, and where to raise a casual toast. Along the way, absorb views of the Duomo’s marble facade and the statuary-rich Piazza della Signoria.
Volterra Hilltown Exploration & Alabaster Artisans
Explore Volterra, a honey-stone citadel of lanes, arches, and ramparts perched above sweeping Tuscan hills. Meander past workshops where artisans shape translucent alabaster into elegant objects, a craft that has defined the town for centuries.
Encounter layers of history from Etruscan heritage to a Roman theatre and stately medieval squares. This visit pairs broad panoramas with intimate studio moments, revealing a town where ancient walls, artisanship, and slow rhythms endure.
Cesani Estate Wine Tasting with Tuscan Pairings
Settle into a family-run cellar near Pancole for an expert-led tasting at the Cesani estate. Compare three characterful wines as you learn about soils, vintages, and the estate’s approach to vineyard care and gentle cellar work.
Pair each pour with bruschetta, extra-virgin olive oil, and a board of Tuscan cheeses and salumi. The guided sequence highlights the interplay of local produce and wine, a hallmark of countryside hospitality.
Tuscan Pizza Night at the Albergo
Gather for a convivial pizza night at your hotel, where dough meets the heat of a wood-fired oven and seasonal toppings reflect the region’s gardens and larders. Expect crisp-edged crusts, fragrant basil, and good humor around the table.
Pair slices with local wine and enjoy the relaxed cadence of Tuscan conviviality. It’s a warm, flavorful celebration of simple ingredients done exceptionally well by the hotel’s kitchen team.
Chianti Classico Tasting in Castellina (Optional)
Enhance your time in Castellina with a focused Chianti Classico tasting. Compare styles from the surrounding hills, noting Sangiovese’s red-cherry brightness, herbal lift, and savory structure as a local expert guides your palate.
This add-on experience is at additional cost and bookable on tour subject to availability. It’s an ideal way to deepen your understanding of the region’s signature grape and the nuances created by altitude, soils, and barrel aging.
Siena Cathedral (Duomo) Entry (Optional)
Step inside the Duomo di Siena to admire its striped marble interior, gilded details, and masterworks that chart Siena’s artistic golden age. Gaze up at sculpted pulpits and intricate chapels that frame light and shadow with theatrical flair.
Entry is at additional cost and bookable on tour or by advance reservation; timed tickets are recommended in busy periods. Your Tour Leader can advise on schedules so you can pause amid the cool, echoing nave.
Uffizi Gallery Timed Entry (Optional)
Encounter Renaissance genius at the Uffizi Gallery, home to Botticelli’s luminous Birth of Venus and rooms where Raphael, Leonardo, and Caravaggio redefine light and form. The collection unfolds like a primer in Western art history.
Access is at additional cost with timed, bookable entry; advance reservations are strongly recommended, and your Tour Leader can assist subject to availability. Visiting during your free time in Florence pairs seamlessly with the city’s open-air sculpture and riverfront views.
Welcome Drink & Orientation at Hotel Le Renaie
Meet your fellow travellers and meet your Tour Director as you raise a welcome drink at the charming Hotel Le Renaie in Pancole. Settle into the rhythm of Tuscan life amid cypress-lined hills while your host outlines the week’s highlights and offers tips on local etiquette, dining, and village strolls.
Hear insider pointers on Chianti traditions, Siena’s Palio heritage, and Florence’s wine-window lore. This relaxed introduction doubles as a cultural briefing, helping you feel at home in a family-run albergo renowned for warm hospitality and regional flavors.