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Wine and food in Tuscany trip
Stay in a sunlit tower in San Gimignano and let flavors lead the way. This wine and food in Tuscany trip invites you to taste barrel-aged wines, share long lunches in family kitchens, and learn traditions from local producers.
Our local travel specialist will craft a tailor-made trip to Italy that matches your tastes and travel rhythm. Reserve a personal consultation today to design exclusive tastings, menus, and small group visits for a richer, authentic Italian experience.
Wine and food in Tuscany trip highlights
- Private Chianti vineyard tour: Savor handcrafted wines with a private sommelier among rolling vineyards.
- Hands-on Tuscan cooking class: Learn family recipes from a local chef, crafting seasonal dishes you’ll recreate at home.
- Farm-to-table truffle hunt: Join expert guides and dogs to find truffles, then enjoy a bespoke meal.
- Historic village gourmet walking tour: Stroll charming hilltop towns, tasting artisanal cheeses, olive oils, and pastries.
- Sunset dinner overlooking vineyards: Delight in a personalized multi-course dinner as the Tuscan sun sets, paired with local vintages.
| Day | Location | Activity | Overnight |
|---|---|---|---|
| 1 | San Gimignano | • Arrive at Florence Airport and private transfer to your hotel in San Gimignano • Free time to explore | San Gimignano |
| 2 | San Gimignano / Tuscany | • Free day to explore Tuscany • Optional activities: cooking class, olive oil tasting or bike ride | San Gimignano |
| 3 | San Gimignano / Tuscany | • Vertical tasting of fifteen Tuscan wines with a guided vineyard walk • Lunch served at the winery or among the vines • Return to hotel for a relaxed evening | San Gimignano |
| 4 | Montepulciano / Tuscany | • Winery tour in Montepulciano with vineyard and cellar experience • Learn wine classifications and fermentation methods • Tasting of eight wines with olive oil and cold cuts | San Gimignano |
| 5 | Chianti / Tuscany | • Visit a Chianti estate for a cellar tour and product tasting | San Gimignano |
| 6 | San Gimignano → Florence Airport | • Private transfer through the Tuscan countryside to Florence Airport • Departure from Italy | — |
Day01
Arrival in San Gimignano
On arrival at Florence airport, a private car will transfer you to your hotel in San Gimignano for a personalized check-in and warm local welcome.
Enjoy free time to wander medieval streets, climb tower viewpoints, and taste traditional dishes or a first glass of Chianti. This authentic, tailor-made start sets the tone for your Italy travel with flexible options to suit your tastes.
Day02
Free day in Tuscany
Recover from travel and enjoy a full, free day of authentic, tailor-made discovery on your wine and food in Tuscany trip. Use this day to wander Chianti lanes, browse morning markets, relax in a village piazza, or sip wine in a hilltop vineyard.
Personalized recommendations and optional hands-on experiences, such as a family cooking class, olive oil tasting, or a gentle bike ride, let you craft an unforgettable, authentic Tuscany itinerary.
Day03
Romantic lunch in the vineyards
Enjoy a tailor-made winery experience in the heart of Tuscany. Begin with a vertical tasting of fifteen regional wines, paired with a leisurely lunch served either in the winery or among the vineyards, depending on availability.
Take a guided walk through the vineyards, learn about local winemaking traditions and vineyard care, and sample signature Tuscan products. Lunch features seasonal specialties, with vegetarian, vegan, and gluten-free options available on request.
Day04
Montepulciano wine tour
Explore a family-run winery in Montepulciano: learn the estate history and philosophy, tour vineyards to compare varietals, planting, pruning, and site choices by altitude and soil. In the cellars, discover how cuvée selections are made and how fermentation takes place in both steel and wood.
Learn about the role of malolactic fermentation and how oak barrels influence the aging process.
Your guide will also explain the D.O.C. and D.O.C.G. classifications, and what they mean for the quality and origin of the wines.
Tasting of eight wines paired with extra virgin olive oil and local cold cuts creates an authentic, tailor-made Tuscany wine and food trip experience.
Tips from Alessandro
Italy
Travel Expert
Ask your guide how altitude affects Vino Nobile; it’s the secret behind some of the best bottles. Many visitors focus on oak and aging, but locals know that where the grapes grow matters just as much as how they're made.
Day05
Chianti food and wine pairing
In Chianti, meet Tuscan traditions: taste Chianti wines, extra virgin olive oil, aged vinegar, and local honey amid rosemary and olive groves, staples you’d see featured in Tuscany food and wine tours, yet enjoyed here in a much more personal setting.
After a cellar visit, enjoy a guided tasting paired with classic regional dishes.
Sample fresh pasta like lasagna with meat sauce or pesto, and try truffles with scrambled eggs, hunted locally with a trained dog.
Taste cheeses with honey, Cinta Senese cured meats, and spicy bruschetta arrabbiata. Finish with a showstopper: 30-year-aged balsamic vinegar poured over ice cream.
Day06
From Tuscany to Florence Airport
Your private driver will collect you from the hotel for a relaxed transfer through the Tuscan countryside to Florence Airport. Enjoy a final glimpse of cypress-lined roads, a quick coffee stop, or one last vineyard photo along the way.
Arrivederci, until next time. The Tuscany trip you’ve just enjoyed can easily be paired with a tour of Florence on a future visit, should you wish to explore the city more deeply. We look forward to welcoming you back to Italy.
