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About this package
Our 3 Day Tuscany Food & Wine Tour will take you on an exciting culinary adventure of Tuscany’s local wines, breathtaking scenes, and delicious foods. Start with a historic walking tour of Florence’s iconic landmarks, like the Duomo, Dante’s House, Orsanmichele, and Ponte Vecchio. After soaking in the incredible architecture and rich history, go on a food tour, tasting an array of savory & sweet delicacies, including cured meats and dessert wine. Next, get ready for the Tuscan countryside as you head to Siena and San Gimignano, hilltop towns promising amazing views of the lush rolling hills. Check off the Leaning Tower of Pisa from your bucket list after visiting the beloved city. On your last day, sample fine Italian wines and high-quality olive oil in the charming Pienza and Montepulciano.
For foodies and wine lovers seeking a short and sweet Tuscan getaway, our 3 Day Tuscany Food & Wine Tour is calling your name! Enjoy remarkable views, great wine, delicious flavors, and insightful tours – in just 3 days! Discover quaint towns and indulge in the best of Tuscany with friendly guides. This experience includes food & wine tastings, hotel accommodations, expert guides, and comfortable transport. Book your foodie journey today!
- Chianti
- Florence
- Montepulciano
- Pienza
- Pisa
- San Gimignano
- Siena
- Tuscany
- 3 Day Tour Package
- Accommodation Included
- Expert Tour Guide
- English
Over 20,000 travelers, 10+ years of experience and a team made up of 50+ travel experts
3 Day Tuscany Food & Wine Tour Highlights
- Taste some of the finest Italian wines and olive oil in Tuscany
- Visit the stunning hilltop towns of San Gimignano and Siena
- Capture epic photos at the Leaning Tower of Pisa
- Marvel at centuries-old architecture in Florence, followed by a food tour
- Enjoy staying at a luxurious Florentine hotel of your choice
- Be led by experienced guides across Florence and Tuscany
3 Day Tuscany Food & Wine Tour Itinerary
- Start at Piazza della Repubblica and learn about Florence's medieval history
- Walk through historic streets with tower houses, Renaissance palaces, and artists' workshops
- See the exterior sites of Dante's house, the Duomo, and the Baptistery
- Stroll Via Tornabuoni and Via Maggio for designer boutiques and antique shops
- Cross Santa Trinita and Ponte Vecchio into the artisan-filled Oltrarno district
- From the outside, marvel at Orsanmichele, Santa Maria Novella, Ruccellai, and Strozzi Palaces
- Visit the interior of Santa Trinita Church to spot amazing art and frescoes
- Discover the Pitti Palace, Santa Felicita, and the Vasari Corridor
- Later, stroll down the streets learning of Florentine culinary secrets
- Stop at several secret eateries, tasting delicious flavors
- Drink Tuscan wine with the locals
- Enjoy traditional dishes, like Schiacciata bread, pasta, and Pappa al Pomodoro
- For dessert, enjoy either cantucci (in the winter) or cool gelato (in the summer)
- End off with cantucci dipped into Vino Santo (dessert wine)
- Overnight in Florence
- Explore Siena's medieval streets, Piazza del Campo, and the Duomo
- Free time for shopping, wandering, or grabbing some coffee
- Visit a family-run Chianti vineyard for a wine tasting
- Learn how to dip your cantucci into Vino Santo, in classic Tuscan tradition
- Enjoy a Tuscan lunch with homemade pasta, cured meats, local cheeses, and more
- Visit the hilltop town of San Gimignano
- Take a scenic drive through Tuscany to Pisa
- Marvel at the Leaning Tower of Pisa (outside), a worldly icon
- Overnight in Florence
- Drive through the Chianti countryside
- Visit a winery and taste the local wines and olive oil
- Explore Pienza, where you'll have free time for lunch
- Discover Montepulciano and visit a second winery
- Sample more local wines with snacks
- Return to Florence - The tour ends
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Book 3 Day Tuscany Food & Wine Tour as a customized experience or a private tour for yourself, your family or a group of any size.
In the media
January 2024"Travel service Tourist Italy is launching a raft of unique tours designed to help you explore Italy without the crowds and to experience Italy in a very different way. The tours take you to the regular spots, but in a way that makes them more accessible."
June 2025"The region’s been on the rise for a decade or more, but local experts say the Dolce & Gabbana show, which took place on a makeshift runway winding through the fairytale-like cottages, known as trulli, in Alberobello two years ago turbocharged curiosity. “We saw a 120% increase in booking from US clients from the region for 2024, after that,” said Ben Julius, who runs Tourist Italy. “And we already see a 50% increase on that for 2025.”
September 2025"From behind-the-scenes cultural tours to twists on classic locations, including a collection of hard-to-find experiences, Tourist Italy is the quintessential Italian tour company that knows every nook and cranny of this culturally rich European nation renowned for its ancient history, diverse and scenic landscapes, world-class art, fashion and exceptional cuisine."
June 2024"My day trip to the Tuscan countryside had been organised by Tourist Italy.
The company offers everything from packages with hotels, tours and transfers to individual tours you can book when you have made your own arrangements. After my six-hour outing in the Tuscan countryside, I arrived back in Florence, where I marvelled at the magnificent Duomo cathedral and strolled along the banks of Arno River, with its stone bridges such as the Ponte Vecchio."
June 2025This Is the Actual *Best* Time to Travel to Italy, Per a Travel Expert. Ben Julius is the founder of Tourist Italy, a travel agency specializing in custom tours, hotels and travel packages. ulius explains that early spring and late fall can often be rainy in the north, while the south (like Puglia), will typically have better weather, even if you’re not at the height of the season."
