Cypress-lined road through rolling Tuscan hills

    Self-drive route

    Tuscany, Italy

    Duration

    5-7 Days

    Route

    Rolling hills, vineyards, and Renaissance beauty

    Style

    Self-drive, expert-designed

    Pricing

    One flat service fee

    Overview

    Tuscany is the quintessential Italian road trip. Wind through cypress-lined roads, stop at hilltop villages, and savour the wines the region is famous for. Every turn reveals another postcard-perfect view of rolling hills and Renaissance splendour.

    Route highlights

    • Florence's Renaissance art & architecture
    • Chianti wine region driving
    • Siena's medieval Piazza del Campo
    • Val d'Orcia UNESCO landscapes
    • San Gimignano's medieval towers
    • Tuscan countryside villas

    Day by day

    A suggested rhythm for this route. We adjust every stop, drive time and overnight to suit how you like to travel.

    1. Day 1

      Florence. Duomo, Uffizi, Ponte Vecchio

    2. Day 2

      Chianti wine region. Vineyard tours, tastings

    3. Day 3

      Siena. Piazza del Campo, Cathedral

    4. Day 4

      Val d'Orcia. Pienza, Montalcino, hot springs

    5. Day 5

      San Gimignano. Medieval towers, gelato

    6. Days 6-7

      Countryside exploration & relaxation

    The companion app

    Your whole trip in one app

    Rental voucher, hotel confirmations, pre-located parking garages and one-tap handoff to Google Maps or Waze. Everything for this route lives in the Easy Escape companion app, available only to Easy Escape travelers. From the moment you land, the next step is always one tap away.