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Discover Tuscany in a full-day tour from Florence, featuring visits to Pienza, Montepulciano, and Montalcino with wine tastings and scenic landscapes for $149.78.
The Tuscany Wine & Hills from Florence tour offers a comprehensive taste of the region’s most beloved villages and wine traditions for $149.78 per person. Spanning approximately 12 hours and 30 minutes, this guided excursion takes you through the stunning Val d’Orcia, a UNESCO World Heritage site known for its rolling hills, olive groves, and vineyards. The trip starts at 8:30 am from the meeting point at Via dell’ Oriuolo in Florence, with transportation provided by comfortable GT coaches or minivans.
This tour is ideal for those who want to experience multiple Tuscan towns without renting a car, thanks to an expert multilingual guide and carefully curated stops. While the itinerary includes wine tastings at renowned cellars and free time to explore each village, it is a long day, so travelers should be prepared for a full and active schedule. The tour has received generally positive reviews, especially for the scenery, wine, and knowledgeable guides, although some guests find the pace a bit rushed.
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The tour departs promptly at 8:30 am from Via dell’ Oriuolo, 70, Florence. The location is accessible near public transportation, making it easy to reach from most central Florence accommodations. The return is to the same meeting point at the end of the day, ensuring convenience for all participants.
Traveling in GT coaches or minivans, the group is limited to 50 participants, helping maintain a lively but manageable atmosphere. The transportation is designed to keep everyone comfortable during the long hours in transit between villages and wineries, with timely pickups and drop-offs.

One of the highlights of this tour is the drive through Val d’Orcia, a landscape celebrated for its postcard-perfect views. The rolling hills, cypress-lined roads, and patchwork of vineyards make for incredible photo opportunities. This region’s beauty is so exceptional that it has earned UNESCO recognition, and the tour offers plenty of time to admire the scenery from the coach or during stops.

The tour includes two stops in Montepulciano. The first provides free time to walk through the historic streets, admire Renaissance architecture, and soak in the atmosphere of this hilltop town. The second stop features a wine cellar visit and tasting, where you can sample the notable Nobile di Montepulciano. This wine is one of Tuscany’s most celebrated varieties, renowned for its elegance and flavor.
Pienza offers a perfect blend of history and leisure, with free time to explore the walled town, famous for its Pienza cheese and beautifully preserved architecture. Guests have the opportunity to have lunch independently, making this a flexible break in the day. The town’s narrow streets and scenic views provide ample opportunities for photos and strolling.

The final village, Montalcino, is known for producing Brunello di Montalcino, considered one of Italy’s top red wines. The wine tasting and cellar visit lasts approximately 1 hour and 15 minutes, giving participants the chance to sample this prestigious wine in its birthplace. The town’s medieval fortress and surrounding landscape also make it a worthwhile stop.

The multilingual guide leads the group through each town, providing informative commentary and stories. Many reviews praise guides like Eres and Fabio for their knowledge, professionalism, and friendly manner. The tour includes snacks during wine tastings and the option to purchase wines and regional products, adding to the authentic experience.
The tour involves moderate walking and climbing stairs in towns like Montepulciano and Pienza. Guests should be comfortable with a busy schedule and a long day. The pace can be somewhat brisk at times, especially during the wine tastings and free exploration periods.
Priced at $149.78 per person, this tour offers good value for the opportunity to visit three towns and enjoy multiple wine tastings. It is booked on average 46 days in advance, reflecting its popularity. Cancellation can be made free of charge up to 24 hours before the tour, providing flexibility for changing plans.
This full-day Tuscan tour is well-suited for those eager to see iconic villages, taste regional wines, and explore scenic landscapes without the hassle of driving. The guidance, scenic drives, and wine experiences are highlights that attract positive reviews, especially from those who appreciate a well-paced, informative day.
Some guests find the schedule a bit rushed, with less time in any one town than they would like. The pick-up process may involve additional stops on the way from Pisa, which could extend travel times. The long day may be tiring for those with mobility issues or limited stamina, as climbing stairs and walking are part of the experience.
The Tuscany Wine & Hills from Florence tour offers a comprehensive and scenic exploration of the region’s highlights, combining culture, landscape, and wine in one package. The expert guides and carefully curated stops ensure a memorable experience for those interested in Tuscan towns, wines, and countryside. While the pace might be fast for some, the value and authenticity of the visit make it a solid choice for first-time visitors or wine lovers.
“This was an amazing tour! We were able to see multiple unique towns in the Val d'Orcia and try delicious wine and food. Our guide provided great in…”
How early should I book this tour?
Booking typically occurs 46 days in advance on average, which helps secure a spot during peak seasons.
What is included in the price?
The price covers transport, expert multilingual guide, wine tastings with snacks, free time in Montepulciano and Pienza, and possibility to buy regional products.
Are meals included?
No, lunch is not included, giving guests the flexibility to choose where they dine in Pienza.
What are the physical requirements?
Guests should be able to climb stairs and walk moderate distances, as the tour involves some walking and sightseeing in towns.
Can I purchase local cheese and wine?
Yes, there is an opportunity to buy the best cheese and wine in Tuscany at the wineries and shops along the route.
Is this tour suitable for children or people with mobility issues?
The tour involves a moderate amount of walking and stairs, so it’s best suited for those in good health and comfortable with a full day of activity.
What happens if the minimum number of participants isn’t reached?
The tour is confirmed only when the minimum number of travelers is met. If not, full refunds or alternative options are provided.
Can I cancel this tour?
Yes, free cancellation is available up to 24 hours prior to the scheduled start.
Are there language options?
The main language is English, with Portuguese and Chinese available if at least 4 participants are enrolled.
What is the best way to get to the meeting point?
The meeting point at Via dell’ Oriuolo is near public transportation, making access convenient from central Florence.
Is this tour suitable for wine enthusiasts?
Absolutely. The wine tastings of Nobile di Montepulciano and Brunello di Montalcino are highlights praised by many guests.