From $488.00 USD

About Italy

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for some fun motoring along autostradas and picturesque country roads, taking as much time as you desire to enjoy Italy…it’s your ideal tailor-made adventure “under the Tuscan sun!” On this independent discover amazing Renaissance architecture, world-renown paintings and sculptures, fine leatherwork and jewelry, plus sumptuous food, wine, and culture exploring Tuscany where you can visit the acclaimed cities and towns of Florence, Pisa, Siena, Lucca, San Gimignano, Montecatini, and more. Travelers can enjoy the idyllic countryside of Tuscany, discover bliss amid the vineyards and olive groves, and live like a local across the charming villages of one of Italy's most beautiful regions. It’s no wonder so many romantic films are set in this area! Our Fly and Drive give you flexibility and savings too with splendidly affordable rates negotiated by our destination specialists and backed by our buying power. We secure car rentals discounted as deeply as 50 to 60 percent off local rates, are on hand to confirm your hotel accommodations, and suggest itineraries for you to explore. Coast along autostradas and winding country roads, taking as much time as you like to enjoy your destinations of choice.
Terms, conditions and restrictions apply; pricing, availability, and other details subject to change and/ or apply to US or Canadian residents. Please confirm details and booking information with your travel advisor.


  1. Montecatini Terme

    Pick up your rental car and begin your exploration of Tuscany in the elegant spa of Montecatini, where water curative effects coexist seamlessly with local gastronomy. (B)

  2. Montecatini Terme/Pisa/Montecatini Terme (approx. 68 miles)

    Spend a morning in Pisa and visit Piazza dei Miracoli where the iconic Leaning Tower, the Cathedral, and the Baptistery form a miraculous architectural ensemble. (B)

  3. Montecatini Terme/Arezzo/Siena (approx. 125 miles)

    Travel to Arezzo (approx.80 miles), an extraordinary city of art also renowned for its goldsmiths and antiques traders. Explore the old town, home to valuable monuments including the imposing Medici Fortress, the Cathedral and the Diocesan Museum, and Piazza Grande, the beautiful main square surrounded by elegant buildings, medieval towers and the Renaissance style “Loggiato Vasariano”. Continue your journey to Siena (approx. 45 miles). (B)

  4. Siena/San Gimignano/Siena (approx. 46 miles)

    Siena’s historic city center is a UNESCO World Heritage site. Visit the beautiful Piazza del Campo, where the Palio, the renowned horse race, is staged. In the afternoon, explore San Gimignano (approx. 23 miles), another UNESCO World Heritage site. Emerging from a promontory, this medieval town is still encircled by defensive walls and 15 house-towers that seem to beckon travelers. (B)

  5. Siena/Montalcino/Siena (approx. 54 miles)

    Travel through undulating terrain, vineyards, olive groves, hilltop villages, and castles. Stop in Montalcino (approx. 27 miles), a pilgrimage destination of wine collectors, hunting the celebrated Brunello di Montalcino wine. (B)

  6. Siena to USA (or extend your stay

    Drop-off your car and say “arrivederci” to Italy or extend your stay. (B)

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