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Explore Tuscany's Orcia Valley, Montalcino, and Pienza on a full-day guided tour from Florence, featuring wine tastings, gourmet lunch, and visits to historic towns.
Discover the beauty of Tuscany with this 12-hour guided tour that takes you from Florence to the charming villages of Pienza and Montalcino, along with a visit to the Temple of Brunello and Sant’Antimo Abbey. Priced affordably, this tour offers a well-rounded experience of the Val d’Orcia region, combining sightseeing, wine tasting, and authentic Tuscan cuisine. The tour is especially suitable for those who want an in-depth look at Tuscany’s most picturesque towns without renting a car, thanks to the comfortable transportation and expert guides.
This experience is highly rated at 4.7 out of 5, based on 225 reviews, reflecting its popularity and the consistent praise for guides, scenic stops, and food. While the small group size enhances intimacy and flexibility, travelers should be prepared for moderate walking and some time sitting during the day. This tour promises a balanced mix of sightseeing, wine, and local flavors, ideal for culture, scenery, and wine lovers.


The tour departs from Piazzale Montelungo, a short walk from Santa Maria Novella train station. The group travels in a van or coach for the entire day, with approximate travel times of 105 minutes from Florence to Pienza, and similar durations between stops. The small group size, typically capped at 20 people, ensures a cozy and engaging atmosphere throughout the day.
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Pienza serves as the first stop, offering about 105 minutes to wander through its streets. Known as the first ideal city of the Renaissance, it impresses with its Piazza Pio II, the Duomo of Santa Maria Assunta, and Palazzo Piccolomini. Visitors have enough time to explore these historic sites, take photos of the scenic Tuscan landscapes, and enjoy the local charm.
The historic center reflects Renaissance planning with its orderly streets and beautiful architecture, making it a perfect introduction to Tuscany’s artistic heritage. The town’s small size allows for a relaxed stroll, with opportunities to try local specialties or browse artisan shops at leisure.

Montalcino is described as a perfectly preserved medieval town with a notable fortress. The visit lasts about one hour, focusing on the fortress and the former convent of Sant’Agostino, which now hosts the Temple of Brunello. Here, visitors can experience an interactive museum that highlights Brunello di Montalcino’s production through a multi-sensory journey.
The town’s medieval streets and towered skyline provide stunning views of the Tuscan countryside. The brilliant wine produced here, Brunello di Montalcino, is a highlight, with a tasting session at the Temple of Brunello offering a chance to sample the region’s flagship wine alongside lunch.

The Temple of Brunello is more than just a tasting room—it’s an interactive museum that immerses visitors in wine-making traditions. The 75-minute lunch at the cloister combines gourmet Tuscan dishes with three wine tastings, emphasizing the rich flavors of Brunello.
The lunch experience allows guests to enjoy creative local cuisine that pairs well with the wines, offering a culinary snapshot of Tuscany. The setting in the cloister adds an authentic touch, making the tasting both educational and delicious.
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Sant’Antimo Abbey is a standout stop, with a 105-minute visit that provides a peaceful atmosphere. Surrounded by olive trees, wheat fields, and vineyards, this ninth-century Benedictine church is believed to have been founded by Charlemagne. The scenic landscape and ancient architecture make it a favorite for photos and reflection.
The abbey’s serene environment offers a perfect moment to appreciate Tuscany’s natural beauty and historic architecture. Visitors can explore the interior and surroundings, soaking in the calm and historic ambiance.
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Traveling between stops involves relaxed drives through Tuscan hills and olive groves, with many opportunities for photo stops. The Val d’Orcia landscape is famous for its rolling hills, cypress trees, and golden fields, which appear effortlessly picturesque.
The comfortable van and expert driver ensure the journey is smooth, allowing guests to enjoy the scenery without stress. The timing allows for ample photography and spontaneous stops, making the trip feel unhurried.

Guides on this tour are frequently praised for their knowledge, storytelling, and friendly demeanor. They explain the history and significance of each location clearly, often adding personal touches or fun facts. Many reviews mention guides like Julia, Guilia, Lorenza, Alex, and Marina as exceptionally engaging and attentive.
The driver is also noted for safe driving and smooth transportation, with some reviews highlighting small group dynamics that foster personal conversations and flexible schedules.

Each stop provides about 1 to 1.5 hours of free time for independent exploration. Visitors appreciate having enough time to wander, shop, or sit down for a coffee. This approach balances guided commentary with personal discovery, preventing the tour from feeling rushed.
The lunch at the Temple of Brunello takes about 75 minutes, with additional time built into the schedule for photo stops and scenic viewing.

The meeting point is Piazzale Montelungo, easily accessible from Florence’s train station. The tour does not accommodate wheelchair users or travelers over 95 years old, and comfortable shoes are recommended for walking over cobblestones. It’s advisable to alert the provider about any special needs or dietary restrictions.
The availability is flexible, with options to reserve now and pay later and full cancellation allowed up to 24 hours in advance.
This tour offers a balanced day of sightseeing, tasting, and relaxation in Tuscany’s iconic landscapes and towns. The small group setting, led by friendly, knowledgeable guides, makes for an engaging experience. The wine tastings, especially featuring Brunello di Montalcino, are a highlight, complemented by delicious Tuscan cuisine.
While the abbey visit might feel less dynamic compared to the towns and wine experiences, the scenery and historic sites compensate with their beauty and tranquility. The well-paced schedule and flexible free time allow visitors to explore without feeling rushed.
This tour is an excellent choice for those wanting to experience authentic Tuscany—its charming villages, spectacular landscapes, and famous wines make it a memorable day. It suits culture, scenery, and wine enthusiasts best, and with consistently high ratings, it remains a reliable and rewarding option.
Is transportation included in this tour?
Yes, transportation in a van or coach is included, with comfortable seats and small group size for a more personal experience.
How long do stops last at each town?
Each town—Pienza and Montalcino—allows approximately 1 to 1.5 hours for exploration, giving enough time to walk, shop, or take photos.
Are wine tastings part of the experience?
Yes, the Temple of Brunello hosts three wine tastings, focusing on Brunello di Montalcino. The tastings are paired with a gourmet lunch.
Is the tour accessible for travelers with mobility issues?
No, this tour is not suitable for wheelchair users or people over 95 years old, and comfortable shoes are recommended for walking.
What is the typical group size?
The tour operates in a small group, usually up to 20 people, to ensure a personalized and relaxed atmosphere.