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About this tour
Our Best of Tuscany Day Tour from Florence is the ultimate way to enjoy the rolling hills of Italy’s wine country. Experience the heart of medieval history in Siena, where sites like the towering Duomo offer a glimpse into the past. Arrive in a quaint Chianti winery among the pastoral scenery and savor a delicious local lunch of pasta, cured meats, Vino Santo, and more. Then, unlock the secrets of San Gimignano – the hilltop town that promises epic views and the best gelato in the world. In Pisa, take iconic photos of the Leaning Tower of Pisa – part of the UNESCO Heritage Site that includes its neighboring baptistery and Duomo. Finally, return to Florence with new memories to savor for years to come.
First-time travelers in Italy must join our Best of Tuscany Day Tour from Florence to experience Tuscany’s wine country in style. Be immersed in the region’s beauty, from Siena to San Gimignano, ending in the UNESCO city of Pisa. Enjoy air-conditioned transfers, and a delicious Tuscan lunch of pasta and cured meats, among other amazing inclusions. This tour operates with guaranteed departures, so let us make your Tuscan adventure the best one yet! Book today!
- Chianti
- Florence
- Pisa
- San Gimignano
- Siena
- Tuscany
- 10.5 Hour Self Guided Tour
- Air Conditioned Transport
- Expert Tour Guide
- English
Over 20,000 travelers, 10+ years of experience and a team made up of 50+ travel experts
Best of Tuscany Day Tour from Florence Highlights
- Discover Siena’s cathedral, medieval charms, and winding streets
- Visit a stunning vineyard and taste impeccable Chianti wines
- Take in the breathtaking Tuscan views from San Gimignano’s hilltop
- Dip your cantucci into Vino Santo (dessert wine) like the locals do
- Be led by an expert local who will provide fascinating insight
- Visit the Leaning Tower of Pisa taking epic photos near the UNESCO icon
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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."
