12 Days in Tuscany & The Amalfi Coast

Upon arrival in Rome, your private driver will meet you at the airport and transfer you directly to your hotel.

This first day is intentionally unstructured, allowing you to settle in and begin to experience the atmosphere of the city at your own pace. You may choose to explore nearby streets, enjoy a relaxed walk, or simply unwind after your journey.

In the evening, take the opportunity to enjoy your first Italian meal, with neighborhoods such as Trastevere offering a lively and authentic introduction to the country’s culinary culture.

Depart Rome this morning and travel into the Tuscan countryside.

Your journey is arranged for comfort and efficiency, either by private transfer or a combination of high-speed train and private driver. 

On arrival, check in to your countryside accommodation and enjoy the remainder of the day at leisure, allowing you to settle into the slower pace of rural Tuscany.

Your tour really gets underway on day 3 as your private driver will take you into the heart of the Tuscan wine region.

Visit carefully selected boutique wineries, where you’ll enjoy guided cellar tours and tastings, learning about the production of local wines and the influence of the land. 

Tastings are complemented by olive oil experiences, offering a broader understanding of the region’s culinary traditions.

Today, explore two of Tuscany’s most iconic towns.

Begin in Siena, where your private guide will lead you through its historic streets and into Piazza del Campo before continuing to Siena Cathedral. 

In the afternoon, travel through the countryside to San Gimignano, where you’ll have time to explore its medieval streets and towers.

Return to your accommodation in the evening.

Today offers a more hands-on experience of Tuscan culture.

Take part in a private cooking class, where you’ll learn to prepare traditional dishes using local ingredients. The experience is relaxed and interactive, concluding with a meal based on what you’ve prepared.

Today showcases the landscapes, villages, and traditions that have made the Val d’Orcia one of Italy’s most celebrated regions.

Traveling with your private driver through rolling hills, vineyards, and cypress-lined roads, you’ll discover a side of Tuscany that remains deeply connected to its agricultural heritage and local traditions.

Your first stop is Pienza, a UNESCO-listed Renaissance town overlooking the Val d’Orcia.

Famous for its exceptional Pecorino cheese, Pienza offers an opportunity to learn about one of Tuscany’s most important culinary traditions. During a private tasting experience, you’ll discover the differences between various styles of Pecorino while learning how local producers continue to preserve centuries-old techniques.

Continue to the hilltop town of Montepulciano, renowned for its elegant Renaissance architecture and longstanding connection to winemaking.

As you explore its historic streets, you’ll enjoy spectacular views across the surrounding countryside while gaining insight into the town’s role within Tuscany’s cultural and economic history.

The experience continues through some of Tuscany’s most iconic landscapes, passing vineyards, olive groves, medieval hamlets, and panoramic viewpoints that have inspired artists and photographers for generations.

With flexibility built into the day, there is ample opportunity to stop for photographs, enjoy local cafés, or simply appreciate the remarkable beauty of the region.

Today, travel from Tuscany to the Amalfi Coast.

Your private driver will take you to Florence station, where you’ll board a first-class train to Naples. On arrival, continue by private transfer along the coastline to your accommodation.

Today introduces you to the dramatic coastline, historic towns, and maritime heritage that have made the Amalfi Coast one of Italy’s most celebrated destinations.

Your first stop is Positano, where colorful houses cascade down steep cliffs towards the Mediterranean below.

As you wander through narrow streets lined with boutiques, cafés, and artisan workshops, your guide will explain how this once modest fishing village transformed into one of Italy’s most iconic coastal destinations.

Continue along the coastal road to Amalfi, once the capital of one of Italy’s most powerful maritime republics.

Exploring the historic center with your guide reveals a fascinating past shaped by trade, navigation, and cultural exchange across the Mediterranean. A visit to the magnificent Amalfi Cathedral provides insight into the town’s importance during the Middle Ages, while its lively piazzas and waterfront retain a distinctly southern Italian atmosphere.

Perched high above the coastline, Ravello offers a completely different perspective on the region.

Known for its elegant villas, gardens, and spectacular views, the town has long attracted musicians, artists, and intellectuals seeking inspiration. Visit Villa Rufolo, whose terraces overlook the coastline and provide some of the most breathtaking views anywhere on the Amalfi Coast.

Today’s experience explores one of the most important archaeological sites in the world while uncovering the dramatic events that shaped the region nearly two thousand years ago.

Accompanied by your private archaeologist guide, enjoy skip-the-line access to Pompeii and discover a remarkably preserved Roman city frozen in time by the eruption of Mount Vesuvius in AD 79.

Walking through ancient streets, homes, bathhouses, temples, and marketplaces, you’ll gain extraordinary insight into daily life during the Roman Empire. Your guide will bring the city to life through stories of its residents while explaining the discoveries that continue to emerge from the site today.

The experience continues with a drive to Mount Vesuvius itself.

Ascending the volcano provides a striking perspective on the landscape that shaped the history of the region. Weather permitting, enjoy views across the Bay of Naples, Capri, and the Amalfi Coast while learning about the geological forces that continue to influence southern Italy.

A private boat transfer allows you to experience the coastline from the water while enjoying spectacular views of cliffs, villages, and hidden coves as you cross the Bay of Naples.

Arriving at Marina Grande, you’ll immediately notice Capri’s unique atmosphere.

For centuries, the island has attracted emperors, artists, writers, and travelers seeking beauty, privacy, and extraordinary scenery.

After checking into your accommodation, spend time exploring Capri Town, where elegant piazzas, boutique shops, and spectacular viewpoints create one of Italy’s most distinctive destinations.

As many day visitors depart, Capri becomes considerably quieter and more relaxed.

The evening offers the perfect opportunity to enjoy the island’s unique atmosphere while taking in views across the Mediterranean.

Board your private boat and set off around the island’s spectacular coastline.

Your skipper will navigate beneath towering cliffs, past hidden caves, and alongside the famous Faraglioni rock formations that have become symbols of Capri itself. Weather permitting, there may also be an opportunity to visit the Blue Grotto, where sunlight creates extraordinary blue reflections within the cave.

Conclude the day with a relaxed evening overlooking the sea, enjoying one of Italy’s most memorable island settings.