Your Own Italy

Arrive in the timeless city of Florence, the cradle of the Renaissance and the heart of Tuscany. Your private driver will meet you at the train station or airport and accompany you to your boutique hotel in the city center. After check-in, take time to settle in and unwind as you begin to absorb the charm of Florence — a city filled with art, history, and the gentle rhythm of Tuscan life.

Enjoy a leisurely stroll through nearby piazzas, admire the elegant architecture, or simply relax with a glass of local wine as the sun sets over the Arno River. Your Italian journey has truly begun.

Step into the Heart of the Renaissance as you explore the timeless beauty, rich history, and artistic masterpieces of Florence on this unforgettable walking tour. From grand piazzas and architectural wonders to world-renowned museums, Florence is a city where every street, every stone, and every sculpture tells a story. With your expert guide leading the way, you’ll journey through the landmarks that shaped Western art and culture, uncovering the genius of Michelangelo, Brunelleschi, and Ghiberti.

Begin at Piazza della Repubblica, where ancient Roman roads once intersected, marking the origins of Florence. Step into the breathtaking Piazza del Duomo, home to the Florence Cathedral and Brunelleschi’s revolutionary dome, a triumph of Renaissance engineering. Admire the intricate marble façade, the Baptistery of St. John, and gaze upon Ghiberti’s legendary "Gates of Paradise." Stroll across the historic Ponte Vecchio, lined with artisan shops, before reaching the Accademia Gallery, where Michelangelo’s David stands in all its marble perfection. From Florence’s ancient roots to its Renaissance splendor, this tour offers an unparalleled journey through history, beauty, and creativity.

Depart Florence this morning and travel through the rolling hills of Tuscany, where cypress-lined roads and sun-drenched vineyards create one of Italy’s most enchanting landscapes. En route to your countryside accommodations, stop at the historic Villa Machiavelli, once home to the great philosopher and writer Niccolò Machiavelli.

Here, enjoy a guided tour of the estate and wine cellars, followed by a gourmet lunch featuring regional specialties paired with the villa’s exceptional wines. Savor the flavors of Chianti in the very heart of its production area, surrounded by olive groves and timeless Tuscan views.

After lunch, continue to your villa in the countryside, where you’ll settle in and begin your four-night stay amid the tranquil beauty of Tuscany.

After enjoying the amenities at the villa in the morning, you’ll spend a leisurely afternoon in San Gimignano, one of Tuscany’s most picturesque medieval towns. Known as the “Town of Fine Towers,” San Gimignano enchants visitors with its skyline of stone towers, winding cobblestone streets, and breathtaking views of the Tuscan countryside.

Explore the town’s charming boutiques, artisan workshops, and inviting cafés. Visit the Collegiata di Santa Maria Assunta, admire frescoes that tell stories of faith and daily life, or climb one of the towers for a panoramic view of the surrounding vineyards. Relax with a glass of Vernaccia di San Gimignano, the region’s celebrated white wine, and savor the slow rhythm of Tuscan life.

This day of unhurried discovery invites you to soak in the history, flavors, and beauty that make San Gimignano and its surrounding countryside a true Tuscan gem.

Depart your countryside villa this morning and journey to Siena, a city celebrated for its medieval beauty, rich traditions, and vibrant spirit. Upon arrival, meet your expert local guide for a fascinating walking tour through Siena’s historic center, a UNESCO World Heritage Site.

Stroll through narrow, winding streets lined with Gothic palaces and artisan shops before arriving at the magnificent Piazza del Campo, one of Italy’s most stunning squares and the heart of the city’s life. Learn about the world-famous Palio horse race, admire the ornate Siena Cathedral, and take in breathtaking views from the Torre del Mangia.

After your tour, enjoy free time to wander, shop for hand-crafted ceramics or Tuscan delicacies, and savor a cappuccino or gelato in one of the charming piazzas before returning to your accommodations.

This day in Siena offers a perfect blend of history, architecture, and authentic Tuscan atmosphere — a journey into the soul of medieval Italy.

Today’s journey takes you to Montalcino, a hilltop town famed for its medieval charm and world-renowned Brunello di Montalcino wines. Stroll through cobblestone streets lined with artisan boutiques, wine shops, and panoramic terraces offering sweeping views of the Val d’Orcia countryside.

Continue to the magnificent Castello Banfi, an elegant estate surrounded by vineyards and olive groves. Here, enjoy a guided tour of the winery, where tradition meets innovation in the making of Tuscany’s most prestigious wines. Savor an unforgettable wine tasting and gourmet lunch, featuring seasonal ingredients perfectly paired with Banfi’s signature vintages.

This experience immerses you in the soul of Tuscan winemaking — where history, landscape, and flavor unite to create the perfect expression of la dolce vita.

As you bid farewell to Italy, you carry with you not just memories of breathtaking landscapes, exquisite cuisine, and timeless history, but also the warmth of newfound friendships. Your driver will ensure a smooth journey to the airport, giving you plenty of time to make your flight. Though your adventure may be coming to an end, Italy salutes you with a heartfelt “Arrivederci!”—until we meet again.

Now that you’ve traveled with Your Own Italy, you’ll always have friends eager to welcome you back whenever you long for the beauty, flavors, and magic of this incredible land once more.