Sunset over rolling green hills with a winding road and rows of cypress trees in Tuscany, Italy.

Tuscany Round Trip: Wine Country & Culture

Between Cypresses & Wineries – A Journey Through the Heart of Italy

Between Cypresses & Wineries – A Journey Through the Heart of Italy

Experience on this tour the incomparable way of life of Tuscany – a region where culture, enjoyment, and sensuality harmoniously merge. Between the artistic alleys of Florence and the sun-kissed vineyards of Chianti, a journey full of taste, elegance, and Italian joie de vivre awaits you. Enjoy fine wines, Tuscan specialties, and dreamlike landscapes that have inspired artists and connoisseurs for centuries. A break for all senses – stylish, relaxed, and unforgettable.

  • Price

    on request

  • Best time to travel

    Year-round

  • Flight time

    2 hours from FRA

  • Recommended Duration

    from 8 days

Plan individual trip

We plan your trip individually for you

This is what your 8 day round trip could look like

A panoramic view of Florence, Italy, featuring the historic cityscape with the Florence Cathedral's dome as a prominent feature, under a partly cloudy sky.
01 Florence

Arrival in Florence

Upon your arrival in Florence, your personal driver will take you to your hotel. After check-in, the rest of the day is at your leisure, offering the perfect opportunity to explore Florence. Visit the Cathedral of Santa Maria del Fiore, one of Florence's most important buildings, immortalized on thousands of postcards. Admire Michelangelo's 'David' in the Galleria degli Uffizi, stroll through the alleys and across the piazzas of the old town, and immerse yourself in the unique atmosphere of the Tuscan capital.

Elegant multi-story hotel building with classic architecture, surrounded by lush green trees and a well-maintained garden.
4 Nights Recommended hotel
Rolling green hills with scattered trees and distant mountains in Tuscany, Italy, during daytime.
02

Truffles and Cheese at Podere il Casale

After breakfast, your chauffeur will drive you out of the city. Your destination in the Tuscan countryside is Podere il Casale. This estate nestled among gentle hills is a farm, winery, cheese dairy, and gourmet restaurant all at once. From here, embark on a guided expedition in search of the famous truffle mushrooms and enjoy an exquisite lunch with a view over the vineyards and hilly landscape of Tuscany. Afterwards, the art of cheese-making will be demonstrated in the on-site cheese dairy, where you will naturally receive a taste of the delicious specialties.

Charming narrow street in Siena's old town with flower pots and stucco buildings.
03

Time Travel to the Middle Ages

Your excursion today takes you about an hour outside of Florence. The small town of Siena is a true jewel of Tuscany. It is especially known for its medieval brick buildings and the famous Palio horse race, which takes place here twice a year. On a guided bike tour through the city and its immediate surroundings, you can admire not only Siena but also Tuscany, from a new perspective.

A scenic view of Montalcino, Italy, with historic buildings on a hillside surrounded by lush greenery and trees.
04

Famous Wines and Breathtaking Views

Your day begins with a drive to the medieval town of Montalcino, home of Brunello di Montalcino, one of the most famous red wines in the world. Just in time for lunch, you reach a former fortress where you can taste some of the best wines in the region. Enjoy lunch overlooking the surrounding vineyards and olive groves, and then embark on a tour of the Tuscan landscape with your private driver, visiting some of the most beautiful viewpoints in the region.

A scenic view of Santa Margherita Bay with colorful houses on a lush hillside and calm turquoise sea in Italy.
05

Turquoise Waters and Steep Shores

Today you leave Florence and travel further north to Liguria. Your destination is the beautiful coastal town of Santa Margherita Ligure. Here you can expect turquoise waters, a picturesque harbor, and elevated Mediterranean parks that promise a perfect view over the Ligurian coast.

Recommended Hotel: CASTELLO DI CASOLE, A BELMOND HOTEL, TUSCANY - 3 NIGHTS

Colorful buildings line the waterfront with sailboats docked in the turquoise bay under a bright blue sky.
06

Coastal Towns and Sea Air

Follow the call of the sea aboard a private luxury yacht for a sailing trip along the Ligurian coast. As a special highlight, you will also visit the Golfo di Poeti. The so-called 'Gulf of Poets' is one of the most beautiful and deepest bays along the coast, enchanting with its picturesque harbor. Afterwards, you will sail on to the colorful houses and medieval fortress of Portovenere.

A scenic pathway along a hillside with colorful houses overlooking the sea in Cinque Terre, Italy.
07

Hiking in Paradise

Discover Liguria today on foot, on a three-hour guided hike through the region's national park. This hike promises breathtaking views of the sparkling sea, picturesque coastal towns, and the beautiful mountains of the Ligurian hinterland. Enjoy this excursion into nature and let your guide introduce you to the local flora and fauna as well as the history of the coastal region.

Let your last evening conclude with a good glass of wine in the hotel and watch the sun slowly sink into the sea.

Rolling green hills with scattered trees and distant mountains in Tuscany, Italy, during daytime.
08

Return Journey

After breakfast, your private transfer service will take you to the airport in Genoa. From here, you will begin your journey home and, with a bit of luck after takeoff, catch a last glimpse of the sea and the beautiful landscape of Northern Italy.

The accommodations

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Expertise

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Our hearts are set on traveling. Our profession is our passion. That’s why we plan your trip as if it were our own vacation.

Personal

100% personal. Your travel consultant supports you personally from the moment of inquiry until your return and is there to advise and assist you.

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