Holiday ideas to Siena

Best of Tuscany

11-day tailor-made self-drive from £2,655 pp incl. flights

With ample time to explore at your own pace, this fly-drive showcases the best of Tuscany, from its headlines to its off-the-beaten-track gems. Indeed, you'll pair the icons of Florence and Pisa with castle stays and visits to medieval hilltop towns.

Classic Italy: Rome & Florence

7-day tailor-made tour from £2,395 pp incl. flights

Immerse yourself in Italy’s rich heritage and artistic delights with everything from private tours and stays in two of its finest hotels to First Class rail travel and the services of private drivers. After Rome and Florence's competing wonders, take in Tuscany for vineyards and medieval charm.

Il Palio di Siena 2026

4-day tailor-made city break from £3,340 pp incl. flights

Take in the colour and pageantry of the world-famous Il Palio di Siena. Along with entry to the race, you'll have the chance to celebrate the culture and cuisine of this historic Italian city.