Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Explore Tuscany’s highlights on this full-day coach tour from Florence, featuring charming hill towns, vineyard views, wine and cheese tastings, and iconic sights.

If you’re looking to see some of Tuscany’s most picturesque spots without the hassle of planning your own itinerary, this full-day coach tour from Florence might be just what you need. Packed with visits to hill towns like Montalcino, Pienza, and Montepulciano, plus breathtaking views of the Val d’Orcia—a UNESCO World Heritage site—this trip offers a taste of authentic Tuscany with a side of wine and cheese. It’s a well-rounded package for those wanting a comprehensive day out that combines scenery, culture, and local flavors.
One of the things we love about this tour is how smoothly it runs—thanks to efficient transportation and a knowledgeable guide. Plus, the variety of stops (from medieval towns to scenic viewpoints) keeps the day lively and engaging. However, a potential downside is the long duration—around 11.5 hours—which means it’s best suited to those who don’t mind a full day of sightseeing and walking. If you’re after a relaxed, flexible experience, this might feel a bit structured.
This tour really suits travelers who appreciate authentic local experiences, enjoy wine and food, and want to see Tuscany’s famous landscapes without having to drive themselves. It’s a solid choice for first-timers to Tuscany or anyone eager to check several highlights off their list in one day.
You might also be interested in these Florence experiences

Meeting at Piazzale Montelungo, just 5-10 minutes walk from Florence’s Santa Maria Novella station, you’ll board a fully equipped, air-conditioned coach. The early start at 7:45 am means plenty of time to soak in the Tuscan countryside during the roughly two-hour drive. Expect your guide to share engaging tidbits about the towns and land along the way, setting the tone for a day filled with insights and scenic views.
Our first stop is Montalcino, famous worldwide for its robust Brunello di Montalcino wine. The town itself is a fairy-tale scene—cobblestone streets winding uphill, medieval architecture, and a fortress with panoramic views. Here, you’ll visit a renowned local winery, where a passionate producer will walk you through the Brunello wine-making process and share samples of their finest vintages. Many reviews highlight how memorable and high-quality these tastings are—some even describe them as “once in a lifetime.”
After the tasting, there’s a full hour for you to explore Montalcino independently. Many reviewers mention the Fortezza di Montalcino as a must-see: the fortress walls offer spectacular views of the rolling hills, and the atmosphere transports you back centuries. It’s the perfect spot for photos and soaking in the medieval charm.
Next, the coach takes you to Pienza, a jewel perched atop the hills with sweeping views of the Val d’Orcia. Rebuilt in the 15th century as an ideal Renaissance town by Pope Pius II, Pienza exudes harmony and elegance. You’ll have an hour to stroll through its historic center, admire the Pienza Cathedral, and perhaps pick up some artisan pecorino cheese—a local specialty. Many visitors appreciate how relaxed and photogenic Pienza is, making it an excellent place for a leisurely walk and some light shopping.
The highlight here is the Pienza Cathedral, a Renaissance masterpiece with intricate sculptures and a charming facade. It’s a peaceful spot that perfectly encapsulates the town’s artistic finesse.
Wine enthusiasts might appreciate these other Florence tasting experiences
On the drive from Pienza to Montepulciano, your guide will point out the Cappella Madonna di Vitaleta, one of Tuscany’s most photographed landmarks—a tiny chapel framed by cypress trees and rolling fields. This spot is quintessential Tuscany, and many visitors say it’s like stepping into a postcard.
The bus also passes by the house of the gladiators from Ridley Scott’s Gladiator. While this is a quick drive-by, fans of the film might appreciate the nod, and it’s an easy photo op from the bus.
Your final stop is Montepulciano, a hilltop town famous for its Vino Nobile di Montepulciano. You’ll have an hour here to explore the Renaissance palaces, traditional churches, and the town’s charming streets. The reviews highlight how beautiful Montepulciano is, with many saying it’s their favorite part of the day.
The tour concludes with a wine tasting in a historic cellar, paired with snacks. This is often rated as a highlight—full of local flavor and a chance to enjoy some of Italy’s best wines. Many reviewers mention the enthusiasm of the guide and the quality of the wine, with some describing the tasting as “incredible.”
After the last tasting, the coach departs for Florence, arriving back around early evening. The long day might leave you tired but full of memories of Tuscany’s scenic beauty, charming towns, and delicious wines.

Many reviews praise the knowledgeable guides, with Constantino and Lisa getting particular mentions for their friendliness and storytelling. A few mention that the free time at each location allows for personal exploration—whether it’s shopping, photos, or just relaxing with a view.
The wine tastings usually stand out as a major highlight, with the Brunello in Montalcino and Vino Nobile in Montepulciano receiving rave reviews for quality and setting. Reviewers often note that the wine was “delicious” and the cellar visits very engaging.
However, some reviewers have pointed out that the “gladiator” drive-by is less impressive—just a quick photo stop without any deeper exploration. Also, the length of the day can be tiring, especially for those less inclined to long hours of walking and bus rides.
The tour operates with a comfortable coach featuring free Wi-Fi, which helps pass the time. The group size is capped at 45, ensuring it doesn’t feel overcrowded. It departs early and returns in the evening—perfect for maximizing your day but requiring a full-day commitment.
Some reviews mentioned that the tour is quite structured, with limited flexibility—so if you prefer wandering freely at your own pace, this may not be ideal. The price point (around $85) is generally considered good value, especially considering the wine tastings and multiple town visits included.

This Val d’Orcia and Tuscany hill towns tour is perfect for those wanting a comprehensive taste of the region’s most iconic spots without the stress of driving or organizing logistics. If you love historic towns, scenic landscapes, and wine tasting, you’ll find plenty to enjoy here. It’s ideal for first-time visitors to Tuscany who want an overview, or travelers eager to experience a range of small towns in one day.
However, if you prefer a leisurely pace with more time in each location or want to explore independently, you might find this tour a bit too structured. Also, long days might be tiring for travelers with limited stamina or those who dislike large group settings.
The tour offers great value, memorable scenery, and authentic experiences—especially the wine tastings—making it a worthwhile option for most Tuscany explorers.

Is there hotel pickup included?
No, the tour starts and ends at Piazzale Montelungo in Florence, so you’ll need to arrange your own transportation to the meeting point.
What is the duration of the tour?
The entire experience lasts approximately 11 hours and 30 minutes, including travel, sightseeing, and tasting stops.
Do I need to print my voucher?
No, showing your voucher on your phone is sufficient. Disinfected radio units and single-use headphones are provided for guided commentary.
Are dietary requirements accommodated?
Yes, if you have specific dietary needs, please advise at the time of booking; vegetarian options are available.
What’s the minimum age for wine tasting?
The minimum drinking age is 18 years old.
Can I customize the itinerary?
The order of stops might vary, and Montepulciano could be the first stop. The tour runs with a set itinerary, so flexibility is limited.
Is this tour suitable for people with limited mobility?
Participants should have a moderate physical fitness level as walking is involved at each town and viewpoints.
What is the maximum group size?
Up to 45 travelers, which helps maintain a comfortable atmosphere without feeling overly crowded.
This full-day Tuscan adventure balances scenic beauty, cultural highlights, and delicious wine tastings, making it a memorable way to experience the region’s essence in just one day. Whether you’re a wine lover, a history buff, or simply seeking stunning landscapes, this tour provides a great introduction to Tuscany’s highlights.