Taste & See Tuscany: A Journey to Redefining Wealth

Welcome dinner at the hotel is included. Your meal will typically be a 3-course set menu which includes a first course, second course, dessert, and one non-alcoholic drink, subject to change. *Vegetarian and gluten free options are available; Vegan options unavailable.

Overnight in Florence

Breakfast at the hotel is included. Hotel breakfasts typically offer continental or buffet-style options. The specific breakfast menu will be determined by your confirmed hotel.

With a local guide, begin your exploration of Florence with a fascinating private walking tour. Step into the historical center of Florence, a true cradle of Italian Renaissance art and culture, where you'll enjoy an intimate journey through the city, discovering its most enchanting and authentic corners. Marvel at iconic landmarks such as the Ponte Vecchio, Piazza della Signoria with its majestic Palazzo Vecchio, Via Tornabuoni, and Palazzo Strozzi. Stroll through Piazza della Repubblica and explore Florence’s incredible churches including the breathtaking Cathedral of Santa Maria del Fiore (entrance not included), crowned by Brunelleschi’s dome and accompanied by Giotto’s Bell Tower (climb to the dome and the bell tower not included). Your guide will animate the narratives of Florence's Renaissance luminaries, providing you with a unique and immersive journey through the city's rich tapestry of art and history. This tour isn't just a walk; it's an experience that connects you deeply with the essence of Florence, revealing the layers of time and genius that have shaped this unparalleled city. Expect to walk approximately 2 miles on paved and cobblestone streets.

Take a private transfer to San Gimignano. Stops for bathrooms/snacks will be made along the way as needed.

Your first stop in Tuscany is San Gimignano, a charming medieval hilltop town in the province of Siena, often referred to as the "Town of Fine Towers." Renowned for its stunning preservation, the town is home to around a dozen towers that rise gracefully against the backdrop of the Tuscan countryside, creating a remarkable medieval skyline that is truly unique. Encircled by well-preserved walls, San Gimignano offers a rare glimpse into the past, where both Romanesque and Gothic architectural styles are beautifully represented in its buildings. Here you’re free to explore this Tuscan hill town on your own with your guide making recommendations of landmarks to visit along the way. Wander through the town's historic streets and you'll encounter not only impressive secular structures but also magnificent churches. The Palazzo Comunale, the Collegiate Church, and the Church of Sant'Agostino house breathtaking frescoes, including remarkable cycles from the 14th and 15th centuries. These works of art, combined with the town's rich history and its timeless architecture, make San Gimignano a living testament to medieval Italy at its finest.

Take a private transfer to your hotel. Stops for bathrooms/snacks will be made along the way as needed.

Dinner at the hotel is included. Your meal will typically be a 3-course set menu with a glass of wine or water, subject to change. *Vegetarian and gluten free options are available; Vegan options unavailable.

Overnight in Tuscany

Breakfast at the hotel is included. Hotel breakfasts typically offer continental or buffet-style options. The specific breakfast menu will be determined by your confirmed hotel.

Take a private transfer to Pienza. Stops for bathrooms/snacks will be made along the way as needed.

Pienza, a true treasure that perfectly embodies the charm of the region. The historic center of Pienza is a UNESCO World Heritage site, celebrated for its Renaissance urban planning and stunning architecture. The town was famously redesigned by Pope Pius II in the 15th century, transforming it into an ideal example of Renaissance ideals. Perched high on a hill, Pienza offers panoramic views that stretch across the lush, rolling hills of the Orcia Valley—an area renowned for its picturesque landscapes, olive groves, and vineyards. The stunning vistas are just one of the many reasons why this village is often called the "ideal town." Wander through Pienza’s narrow streets on your own with your guide making recommendations of landmarks to visit along the way. Stop to encounter beautifully preserved palaces, churches, and squares. Don’t miss the magnificent Pienza Cathedral, a masterpiece of Renaissance architecture, and the Palazzo Piccolomini, where you can stroll through its beautiful gardens with sweeping views of the valley below. Enjoy lunch on your own before continuing onward.

On a trip to Pienza, culinary delights are not to be missed as the region abounds in amazing products, including pecorino cheese. From Pienza, you’ll take a 15 minute transfer to a local creamery to learn more about pecorino cheese. The origins of Tuscan pecorino go back to Etruscan times. Pecorino toscano DOP (Protected Designation of Origin) is made from two different types of whole sheep's milk, to which calf rennet is added. The mass is boiled until curdled into flakes the size of corn kernels of semi-solid to soft textures. It is then pressed and salted before the maturing phase begins which varies according to the type of cheese required. During your visit at a local creamery, you’ll learn more about all that goes into making authentic Pecorino cheese. Then, you’ll have the opportunity to taste at least three types of cheeses.

After a 15 minute transfer to Montepulciano, you’re free to explore this Tuscan hill town on your own with your guide making recommendations of landmarks to visit along the way. Reach the highest point of the town, in the middle of Piazza Grande, to soak up a 360-degree architectural panorama. On the west side of the square, the Palazzo Comunale was built in the late 1300s then revamped in 1424 by one of the Medici’s favourite architects, Michelozzo, in homage to Florence’s Palazzo Vecchio. Just outside the town gates, a stiff downhill walk from Piazza Grande, is Sangallo the Elder’s masterpiece, and one of the most photographed churches in Tuscany. Fronted entirely in travertine, San Biagio is designed on a perfect Greek cross pattern, and dedicated to St. Blaise, an Armenian doctor martyred in the 4th century. After exploring, you’ll have time at leisure for dinner before being transferred to your accommodation.

In the evening, meet your driver and bus and return to your accommodation.

Overnight in Tuscany

Breakfast at the hotel is included. Hotel breakfasts typically offer continental or buffet-style options. The specific breakfast menu will be determined by your confirmed hotel.

After a 30 minute transfer from your hotel, arrive at your first stop of the day: Castellina, a hilltop village nestled among rolling vineyards and cypress-lined hills. This charming town captures the essence of Tuscany’s Chianti region with its medieval streets, scenic overlooks, and laid-back atmosphere. Accompanied by your guide, stroll along ancient stone walls and take in sweeping views of the countryside. From its historic fortress to peaceful piazzas, Castellina offers a genuine taste of Tuscan life, far from the bustle of the beaten path.

Transfer 30 minutes and step into the heart of Tuscany’s olive-growing tradition with a visit to an authentic olive oil mill. Nestled amidst rolling hills blanketed with ancient olive groves, this experience offers a glimpse into the time-honored craftsmanship that has made Tuscany a beacon of quality in the olive oil world. Your visit begins with a tour of the mill, where expert producers guide you through the fascinating process of turning freshly harvested olives into liquid gold. Learn about traditional and modern pressing techniques, the importance of selecting the finest olives, and the care that goes into every step to ensure a superior product. The highlight of your visit is a guided tasting of three types of olive oil, where you’ll discover the nuances of extra virgin olive oil. Savor its rich, fruity flavors and peppery finish, and learn how to distinguish its quality and pair it perfectly with food.

After your visit to the Olive Oil Mill, enjoy a scenic 20 minute transfer to Radda, a hilltop village nestled in the Chianti hills. With its ivy-draped walls and winding cobblestone lanes, Radda exudes timeless Tuscan charm. Join your guide for a stroll through the town’s stone archways and historic streets, then enjoy free time to wander at your own pace and choose a local spot for lunch. Don’t miss the opportunity to sample Chianti Classico—bold and full of character—paired with regional cheeses and cured meats. Intimate in scale and rich in atmosphere, Radda offers a tranquil window into the heart of Tuscany’s wine country.

After lunch and your visit to Radda, you’ll transfer 30 minutes to a local winery to learn more about the iconic Chianti Classico wine. One of the most known wines of the world with its unmistakable logo of the Black Rooster, it shines as an authentic taste of Tuscan wine. At a local winery, you’ll explore the vineyards that produce some of the best wines in the world using a blend of a variety of grapes including the Sangiovese, Canaiolo varietals. During your visit you will learn the different characteristics of the wines from this region, and learn to distinguish the acidity, the taste, and flavor. Your visit will include a tasting of at least 3 different wines.

Departing the winery, begin your journey back to the hotel—but not before making a stop after 15 minutes at Monteriggioni, a hilltop village frozen in time. Surrounded by remarkably intact medieval walls, this small town offers peaceful stone streets, sweeping views of the Tuscan countryside, and a lively central piazza. With your guide, ascend the ancient ramparts for a dramatic look over the vineyards and olive groves that stretch beyond the walls. With its rich history and fairytale charm, Monteriggioni offers a brief yet memorable glimpse into the heart of medieval Tuscany. After your visit, you will transfer 15 minutes back to your hotel.

Dinner at the hotel is included. Your meal will typically be a 3-course set menu with a glass of wine or water, subject to change. *Vegetarian and gluten free options are available; Vegan options unavailable.

Overnight in Tuscany

Breakfast at the hotel is included. Hotel breakfasts typically offer continental or buffet-style options. The specific breakfast menu will be determined by your confirmed hotel.

From your hotel, you’ll take a 30 minute transfer to Siena. Then, with a private guide, explore the city's historic neighborhoods and visit the stunning Duomo. Conclude your tour at the iconic Piazza del Campo, home to the legendary Palio horse race, a tradition dating back to 1656. During the tour, you can expect to walk 1.5 miles.

After the guided tour, enjoy time at leisure to explore Siena and have dinner on your own before returning to your accommodation. After dinner, you’ll take a 30 minute transfer back to your hotel.

Overnight in Tuscany

Breakfast at the hotel is included. Hotel breakfasts typically offer continental or buffet-style options. The specific breakfast menu will be determined by your confirmed hotel.

Take a private transfer to your hotel in Florence. Stops for bathrooms/snacks will be made along the way as needed.

In the evening you will attend an amazing Tuscan Cooking Class. Departing on foot from your hotel, you’ll enjoy a 20 minute leisurely walk to the Cooking School. Your private chef will be glad to share the secrets of Florentine cuisine with you. During the class you will learn how to select the highest quality ingredients and taste local foods. Create your own three course meal (starters, home made fresh pasta and a main course) under the expert supervision of the Chef. The cooking class will end with a delicious dinner.

Dinner is included as part of the cooking class. Your meal will be a 3-course meal with a starter, home made fresh pasta and a main course with water and a glass of Tuscan wine included. *Vegetarian and gluten free options are available; Vegan options unavailable.

Overnight in Florence

Breakfast at the hotel is included. Hotel breakfasts typically offer continental or buffet-style options. The specific breakfast menu will be determined by your confirmed hotel.