Assisi is a perfect place to explore with private driver services, especially if you want a hassle-free way to see its iconic sites and nearby treasures. Whether you’re heading to the peaceful Hermitage of Carceri or planning a scenic journey to Florence with stops in Cortona and Montepulciano, a private driver adds comfort and flexibility. We especially love the Assisi to the Hermitage of Carceri Roundtrip Transfer, because it offers a peaceful escape to one of the region’s most cherished spiritual sites. Imagine gliding through quiet streets and arriving at a place where St. Francis sought solitude—perfect for those craving serenity and a touch of history.
In this list, we highlight two excellent private driver experiences in Assisi: one for a short spiritual retreat and the other for a full-day journey into Tuscany’s charming towns. Both options showcase practical, personalized service that makes exploring easier and more enjoyable.
Below, you’ll find detailed options to help you decide which private driver service best fits your travel style—whether you’re after a quick pilgrimage or a full-day cultural adventure.
1. Assisi to the Hermitage of Carceri Roundtrip Transfer
This private transfer takes you directly from Assisi to the Hermitage of Carceri, a site deeply linked to St. Francis and his followers. For only $39.73 per person, this approximately one-hour roundtrip is a practical choice for anyone wanting to visit this tranquil retreat without the hassle of public transport or self-driving. The Eremo delle Carceri sits on the slopes of Monte Subasio and is surrounded by ancient oak trees, making it ideal for a peaceful walk in nature.
What makes this service stand out is the simplicity and value. The driver will pick you up from your accommodation and ensure a smooth journey to one of Assisi’s most beautiful and spiritual sites. Once there, you’ll have time to explore the quiet spaces where St. Francis and his followers once prayed, surrounded by the sounds of birds and rustling leaves. This tour is perfect for those seeking a reflective experience in nature, away from crowds.
The reviews highlight the profound peace visitors find here, with one saying, “I highly recommend this visit. You will experience serenity, beauty, nature, and the actual places where St. Francis and colleagues prayed.”
Bottom Line: This quick, affordable transfer offers a deeply spiritual experience with minimal fuss, ideal for travelers short on time but eager to connect with Franciscan history.
2. PRIVATE TRANSFER: from Assisi to Florence with stops in Cortona & Montepulciano

For around $290.36 per person, this full-day private transfer is a fantastic option for those wanting to combine comfort with sightseeing. The journey from Assisi (or Perugia) to Florence includes stops in Cortona and Montepulciano, two of Tuscany’s most photogenic and historic towns. The trip lasts about 8 hours, allowing plenty of time for exploring and tasting local wines.
The driver will pick you up at your accommodation and take you through rolling hills and scenic landscapes, passing near Lake Trasimeno—a natural paradise home to ducks, cormorants, and kingfishers. Your first stop is Cortona, a town famed for its Etruscan roots, Renaissance art, and the filming of “Under the Tuscan Sun.” Here, you can walk through narrow streets, admire ancient remains, and enjoy panoramic views. Afterward, a stop in Montepulciano offers wine tastings and a chance to stroll through its medieval streets.
Guests have praised this experience: “We had a very nice private drive from Assisi to Florence with stops in Cortona and Montepulciano that included a wine tasting in Montepulciano. Thanks!” It’s suited for travelers keen on combining scenic drives, cultural visits, and wine tasting, all with the comfort of a private transfer.
Bottom Line: This option balances sightseeing, relaxation, and convenience, making it perfect for those who want to see more than just the main cities without the stress of self-driving.
How to Choose
When deciding between these private driver services, consider your schedule, interests, and budget. If you’re mainly interested in a peaceful visit to the Hermitage of Carceri, the short, budget-friendly Assisi to Carceri transfer is ideal. It provides quick access to a spiritual site with minimal disruption.
On the other hand, if you prefer a relaxed full-day trip that includes scenic drives, cultural stops, and wine tasting, the Florence transfer with stops in Cortona and Montepulciano offers a rich experience with maximum comfort.
Factors like your budget, how much time you have, and your interest in art, history, or wine will guide your choice. Booking early is wise, especially during peak seasons when private services fill quickly.
In summary, Assisi offers excellent private driver options for both quick spiritual visits and full-day explorations. The Assisi to Carceri transfer is perfect for serenity seekers, while the Tuscany day trip suits those wanting a mix of scenic beauty and cultural discovery. No matter your choice, early booking ensures you won’t miss out on these memorable experiences.



