This ten night holiday has been carefully crafted to cleverly balance cultural highlights and historic treasures with natural beauty and stunningly scenic cycling. It's a perfect choice too if you like the idea of combining timeless countryside cycling with the use of local transport to explore the eternal cities of Siena and Florence on foot.



  • Etruscan, Roman, Renaissance and Medieval art and architecture
  • Spend 4 nights in Colle di Val d'Elsa: charming piazze, Sienese frescoes, easy access to Florence and Siena
  • Quintessential, Italian landscapes: rolling hills, endless vines, beautifully preserved honey-hued hamlets
  • Mostly 4-star hotels; gorgeous swimming pools; superb local cuisine
  • Scenic cycling through olive groves, fruit orchards and sunflowers

The hotels we’ve selected for this holiday are among our best, and include a magnificently restored 12th century abbey, a wonderfully renovated, stylish watermill which dates back to the 16th century and belonged to the famous Medici family, and a family-run, traditional hotel overlooking the soaring towers of San Gimignano.