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Siena

The medieval city of Siena is remarkably well preserved and boasts a mix of narrow streets, pretty open spaces and magnificent buildings focused around the great central Campo, a shell-shaped piazza. This Tuscan hill town initially developed under the Etruscans, before coming under the control of the Romans in about the first century BC. The Lombards then invaded the area around Siena and re-routed some of the region's major roads, so that they passed through the city. Countless pilgrims and traders on their way to Rome then came through Siena, cementing its position as a wealthy trading post. By the early 14th century Siena was one of Europe's richest cities, whose wealth funded the construction of many of the city's greatest buildings.

Art, architecture and history
In 1348 the Black Death arrived, and decimated the population. With only a quarter of its previous population, Siena lost much of its influence, and was absorbed into the Medici's Grand Duchy of Tuscany in 1557. Over the next few centuries the role of Siena became ever more provincial, and as a result it was untouched by either of the World Wars. Soon after this time the city was discovered by tourists, and was in such a good state of preservation that its historic centre - largely dating back to the 14th century - was designated a UNESCO World Heritage site. One of the city's most famous and celebrated buildings is the spectacular Duomo. Built from alternating strips of black and white marble, the striped cathedral is one of Italy's greatest, and houses statues by Donatello, Bernini and Michelangelo as well as a unique and elaborate mosaic floor.

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4 results matching: Escorted Rail Tours to Siena

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Highlights of TuscanyHighlights of TuscanyHighlights of TuscanyHighlights of TuscanyHighlights of Tuscany
Save up to £300pp
4.3 stars(241 reviews)
2025SepOct
2026AprMayJunJulAug...

Savour the glorious colours, aromas and flavours of Tuscany on a holiday highlighting the true beauty of this beloved region. Discover the great Renaissance city of Florence, visit the historic Il Borgo Machiavelli for a tour and dinner, and marvel at the iconic monuments of Pisa, including the Leaning Tower. Explore the stunning sights of...

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Save up to £300pp
10 days from
£2,499 pp £2,299 pp
per person
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DiscoveriesDiscoveries
FlorenceFlorenceFlorenceFlorenceFlorence
Save up to £300pp
2025SepOct
2026AprMayJunAugSepOct

Enjoy a holiday that captures the essence of Tuscany, travelling to and from the Tuscan spa town of Montecatini Terme by rail. This UNESCO World Heritage site is an ideal base for exploring this scenic and cultural region. From the grand Renaissance art and architecture of Florence to the fantastic shell-shaped Piazza del Campo and medieval...

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Save up to £300pp
9 days from
£1,599 pp £1,499 pp
per person
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ClassicClassic
VeniceVeniceVeniceVeniceVenice
Save up to £300pp
4.1 stars(28 reviews)
2025SepOct
2026AprMayJunSepOct

From the Alpine foothills to the island of Sicily and all that lies between, uncover the best of Italy. Travelling the country's length, we delve into the history and culture of Italy's remarkable destinations, including Venice, Florence and Rome. Bask in the beauty of the Amalfi Coast and marvel at the remains of ancient Pompeii before...

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16 days from
£5,299 pp £4,799 pp
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LuxuryLuxury
Venice, ItalyVenice, ItalyVenice, ItalyVenice, ItalyVenice, Italy

After two wonderful days taking in the sights, sounds and tastes of Rome, your journey on the La Dolce Vita Orient Express begins with a sumptuous dinner by 3-Michelin starred Chef Heinz Beck. As the train travels northwards, an evening of cocktails and live music creates a sophisticated ambience. The next morning, awaken to a luxurious...

7 days from
£8,725 pp
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Our customers love our Siena tours
Tuscany: Florence, San Gimignano & Pisa
2/Aug
Garmagon01Mrs Joan Boyton
5 stars
“Excellent tour manager and lovely hotel accommodation and tours.
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Top to Toe of Italy
4/Jul
C Lemm
4 stars
“The trip was fantastic and well organized. Our Tour Manager, David was exceptional, and he treated us all as his flock. He went the extra mile to ensure we were well looked after. One disappointing aspect was the Standard of the hotel in Florence. I was put into a...
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