Trip idea in Italy

Tranquil tour of Tuscany (Villa Stay)


from £1,300 pp

(ex international flights)


8 days

A private villa rental is arguably the best way to savour Tuscany, experience the unique atmospheres of this region and visit its extraordinary landmarks like Florence, Pisa, Siena and Lucca. This eight day "hub and spoke" itinerary is designed to let you enjoy an idyllic retreat in the Tuscan countryside while experiencing the iconic landscapes, visiting the unmissable landmarks, exploring the characteristic towns and hamlets, tasting the local cuisine and gastronomical specialties and learning to cook like a local. All the carefully selected villas boast amazing views, private swimming pools and convenient locations. You will be provided with a rental car at your arrival airport and detailed digital itineraries to give you full flexibility in exploring the region at your own pace. Carefully selected private guided tours, wine tasting experiences, food tours and cooking classes are included to make your Italian experience truly special and unforgettable. Do not hesitate to request personalized experiences to match your tastes and interests (vintage car tours, personal shoppers in Florence, LGBTQ + welcoming guides or tours, hot air balloon flights etc.), we will be happy to arrange this.

We will tailor this trip to you. Change anything - from excursions to accommodation to places visited.

Create your trip
San Giminiano

Day 1 - San Giminiano

  • Rental car pick up and transfer to private villa
  • Visit San Giminiano, the Manhattan of the Middle Ages
San Giminiano, Colle Val d'Elsa, Monteriggioni

Day 2 - San Giminiano, Colle Val d'Elsa, Monteriggioni

  • Explore the Middle Ages on a walking tour of Siena
  • Discover the Elsa Valley (Val d'Elsa)
  • Visit Monteriggioni

Day 3 - Florence

  • Cooking class and lunch in Florence
  • Self guided walking tour in Florence
Montalcino, Bagno Vignoni, Pienza

Day 4 - Montalcino, Bagno Vignoni, Pienza

  • Wine Tasting in Montalcino
  • Discover Bagno Vignoni
  • Visit Pienza
Pisa, Lucca

Day 5 - Pisa, Lucca

  • Hold up the leaning tower in Pisa
  • Walk and cycle in charming Lucca
Greve in Chianti , Acciaroli

Day 6 - Greve in Chianti , Acciaroli

  • Explore Chianti vineyards and ancient villages
  • Wine tasting and light lunch at Tenuta Squarcialupi (Castellina in Chianti)

Day 7 - Volterra

  • Free day: Volterra, Florence or just relax

Day 8

  • Rental car return