Unforgettable Pienza Travel & Wine Experiences

Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay hills south of Siena and take in the idyllic UNESCO protected landscapes of Tuscany's charming Val d’Orcia region. Explore the beautiful towns...

• Basilica Cateriniana Di S. Domenico
• Historic Centre of the City of Pienza
• Duomo
• Val D'Orcia
• Montepulciano
• Piazza Grande

• Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Specialized infant seats are available, Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels, Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol

For a full refund, cancel at least 24 hours before the scheduled departure time.

I was Born and raised in this magical region od Tuscany, I have key villagers that I have known for many years and you know in Italy is all about relationships...I go above and beyond to take care of my clients. One thing that makes me unique is that I have lived abroad for several years and my spok...

• Historic Centre of the City of Pienza
• Bagno Vignoni
• Val D'Orcia

• Infants are required to sit on an adult’s lap, Not recommended for travelers with spinal injuries, Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels

For a full refund, cancel at least 24 hours before the scheduled departure time.

A heaven for wine lovers: situated just south of Siena lies the land of some of the best Italian wines: Brunello di Montalcino and Nobile di Montepulciano. Based on the clones of Sangiovese, some of the most collectible and popular wines in all of Italy are produced here. Most of the tour takes pl...

• Val D'Orcia
• Montalcino
• Piazza Grande
• Historic Centre of the City of Pienza

• Specialized infant seats are available, Wheelchair accessible, Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Transportation options are wheelchair accessible, Suitable for all physical fitness levels, Collapsible wheelchairs can be accommodated providing the passenger is accompanied by someone who can assist them board and disembark, Operates in all weather conditions, please dress appropriately, Vegetarian option is available, please advise at time of booking if required, Gluten free lunch option is available, please advise at time of booking

For a full refund, cancel at least 24 hours before the scheduled departure time.

Discover the rich flavors of Tuscany on this immersive food and wine tour. Begin your day at a family farm in Pienza, renowned for its pecorino cheese, where you'll explore the grounds and enjoy a cheese tasting featuring six varieties, along with homemade accompaniments. Next, savor a delightful th...

• Pienza
• Montalcino
• Historic Centre of the City of Pienza

• Infants and small children can ride in a pram or stroller, Infants are required to sit on an adult’s lap, Not recommended for travelers with spinal injuries, Not recommended for travelers with poor cardiovascular health, Suitable for all physical fitness levels

For a full refund, cancel at least 24 hours before the scheduled departure time.

Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive a tour of an organic dairy farm followed by a cheese tasting. Visit the beautiful Renaissance gem that is the hilltown of Pienza and enjoy lun...

• Buonconvento
• Pienza
• Piazza Pio II
• Montalcino

• Infants and small children can ride in a pram or stroller, Service animals allowed, Specialized infant seats are available, Suitable for all physical fitness levels, May be operated by a multi-lingual guide, Vegetarian option is available, please advise at time of booking if required

For a full refund, cancel at least 24 hours before the scheduled departure time.

Spend a day exploring the wine region of the Val d'Orcia (Orcia Valley) with this full-day private tour from Florence. With your private group of no more than 7 passengers in the vehicle, you'll visit Montalcino, Montepulciano, and take in the scenery of the Orcia Valley. Enjoy a Brunello di Montalc...

• Piazza Grande
• Historic Centre of the City of Pienza
• Val D'Orcia
• Montalcino

• Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Specialized infant seats are available, Suitable for all physical fitness levels, Please advise any specific dietary requirements at time of booking

For a full refund, cancel at least 24 hours before the scheduled departure time.

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and Montepulciano, known for its prestigious Nobile wine. Travel through the UNESCO-listed Val d’Orcia aboard a premium air-conditioned minivan wi...

• Florence
• Montalcino
• Fortezza di Montalcino
• Historic Centre of the City of Pienza
• Montepulciano
• Florence

• Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Specialized infant seats are available, Suitable for all physical fitness levels

For a full refund, cancel at least 24 hours before the scheduled departure time.

Our first stop is Pienza, a charming Renaissance village located in the heart of the Val d'Orcia. Famous worldwide for its delicious Pecorino di Pienza, this stop is the perfect opportunity to stroll through picturesque streets and taste one of Tuscany’s most iconic cheeses. After visiting Pienza, ...

• Pienza
• Duomo
• Piazza Pio II
• Palazzo Piccolomini
• Montalcino
• Fortezza di Montalcino
• Palazzo dei Priori
• Monteriggioni

• Infants and small children can ride in a pram or stroller, Public transportation options are available nearby, Infants are required to sit on an adult’s lap, Not recommended for travelers with spinal injuries, Travelers should have at least a moderate level of physical fitness, In order to reserve the seat also for children under 4 years of age, it is necessary to select the free rate 'children (0 - 3)' during the purchase phase., The tour involves walking, it is recommended to wear comfortable shoes, the tasting of wine with typical products is not a lunch, Transfer time on board bus is already included in the total duration, No refunds are given in case of delay at the meeting point at Sightseeing Experience Visitor Center, Maximum punctuality is recommended at each meeting points during the excursion. For the success of the tour, no waiting times are expected in case of delays by customers and no refunds will be granted, The order of visits may change, Transfer Only option includes only bus and assistance on board., From November 2, 2026, to March 21, 2027 Availability: Sundays Languages: Min. 2 people for English and Spanish / Min. 4 people for Portuguese

For a full refund, cancel at least 24 hours before the scheduled departure time.

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic hill-towns of Montepulciano and Pienza, learn about Pecorino Cheese in a local dairy and taste this delicious local produce. In Pienz...

• Piazza della Repubblica
• Historic Centre of the City of Pienza

• Public transportation options are available nearby, Specialized infant seats are available, Travelers should have at least a moderate level of physical fitness, Comfortable shoes are recommended, Appropriate dress is required to enter some sites - knees and shoulders must be covered, Minimum drinking age is 18 years, Children must be accompanied by an adult, Infant seats are available on request if advised at time of booking (children who are under 36 kg/97 pounds or 150 cm/4ft 9 in,must use proper child restraints). We reserve the right to refuse infants or children if we are not notified at the time of the booking and if the car seats brought do not comply with requirements by Italian law., Operates in all weather conditions, please dress appropriately, Minimum numbers apply. There is a possibility of cancellation after confirmation if there is not enough passengers to meet requirements. In the event of this occurring, you will be offered an alternative or full refund, All passengers pay the same rate irrespectively from their age

For a full refund, cancel at least 24 hours before the scheduled departure time.

Born from a "dream of love and an idea of beauty", Pienza, the ideal city of the Italian Renaissance, is still today an intact testimony of an illustrious architectural project, commissioned by Pope Pius II Piccolomini and made concrete by the great Florentine architect Bernardo Rossellino. Built i...

• Piazza Pio II
• Palazzo Piccolomini
• Duomo
• Church of San Francesco
• Pieve di Corsignano
• Corso il Rossellino
• Palazzo Borgia Museo Diocesano

• Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Public transportation options are available nearby, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels

For a full refund, cancel at least 24 hours before the scheduled departure time.