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Discover Assisi and Cortona on a private full-day tour from Florence, featuring scenic drives, sacred sites, and free time to explore these historic towns.
The Private Full-Day Tour of Assisi and Cortona from Florence offers a well-rounded exploration of two iconic Tuscan and Umbrian towns, all in approximately 10 hours for $630.36 per person. This tour is ideal for those who want to enjoy luxury transportation, including hotel pickup and drop-off, in a Mercedes vehicle with Wi-Fi. It balances guided visits to sacred sites and leisure time for independent discovery, making it perfect for travelers seeking both structure and flexibility.
While the tour provides a rundown of Assisi’s religious landmarks and Cortona’s artistic charm, it also includes some downtime, allowing visitors to enjoy these towns at their own pace. The knowledgeable driver guides enhance the experience with insightful commentary, and the scenic drive through Tuscan and Umbrian landscapes is a highlight. It’s a popular choice, often booked 80 days in advance, and suits those who appreciate comfort, cultural sights, and the freedom to explore.


The day begins with hotel pickup in Florence, where a driver in a luxury Mercedes Benz greets the group. As the vehicle smoothly navigates the scenic Tuscan countryside, passengers enjoy Wi-Fi access and the chance to admire rolling hills and lush landscapes. The journey to Assisi takes about two hours, offering a relaxed start to the day.
This private transport setup ensures a comfortable and stress-free transition from city to countryside, providing a perfect environment to unwind and enjoy the views. The driver’s local knowledge often adds interesting tidbits about the region’s history and scenery during the drive.
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Upon arrival in Assisi, the town’s white buildings and medieval streets immediately convey a sense of peace and reverence. Known as the birthplace of Saint Francis and Saint Clare, Assisi’s sacred atmosphere is palpable as you stroll through its historic alleys.
The tour includes visits to some of the most important churches: Basilica di Santa Chiara, Basilica di San Francesco, and Basilica di Santa Maria degli Angeli. These sites are notable for their architecture, frescoes, and religious significance.
The Basilica di Santa Chiara features pink and white marble decorations and houses the tomb of Saint Clare. Inside, the church has an austere interior with frescoed walls that once decorated the space. The Basilica di San Francesco is especially impressive, built over Saint Francis’s tomb, with frescoes by Giotto and other masters. This old Gothic church is considered one of Italy’s most important religious structures.
The Porziuncola chapel located within the Basilica di Santa Maria degli Angeli adds another layer of spiritual history, being the place where Saint Francis started the Franciscan order. Visitors can appreciate its Gothic frescoes and historical importance.

The three-hour window in Assisi gives ample time to explore these sites independently. The town’s cobblestone streets and medieval architecture create a charming backdrop for wandering. Travelers can explore at their own pace, take photos, or simply soak in the atmosphere.
While entrance to each church is free, visitors should be aware that additional costs for any optional fresco tours or special exhibitions are not included in the tour price. The driver remains available to assist with directions or recommendations for local cafes or shops.

The tour provides a lunch break at your own expense. This is a good opportunity to sample regional cuisine at local restaurants or cafés. Many visitors appreciate trying local specialties such as truffle dishes, pasta, or pizza before heading to Cortona.
This free time allows for personal exploration—perhaps visiting local boutiques, enjoying a coffee, or browsing religious souvenirs. The driver is available for assistance, ensuring a smooth transition to the next stop.

After leaving Assisi, the journey continues for about two hours to Cortona, the hilltop town famed for its appearance in the film Under the Tuscan Sun. Recognized for its Etruscan origins and medieval architecture, Cortona offers a different kind of charm—picturesque streets, colorful flowers, and sweeping views of the Tuscan landscape.
In free time of around two hours, visitors can stroll through narrow alleys, admire Renaissance artwork, and soak in the medieval atmosphere. Many enjoy sitting at outdoor cafes for an aperitivo or coffee, taking in the stunning vistas.
The town’s artistic and historical sites are perfect for independent exploration, and the driver remains on hand to facilitate timely return.
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Throughout the day, Ciao Florence Tours Srl provides private transportation in a Mercedes vehicle, ensuring comfort and privacy. The driver is English-speaking and knowledgeable, often engaging in light commentary about the region or history.
This setup minimizes waiting times and crowd exposure, allowing for a personalized experience. The return journey to Florence takes about one hour, arriving back at your hotel in the early evening.

This full-day private tour is ideal for travelers seeking comfort and flexibility. The luxury transport, hotel pickup, and drop-off make it suitable for those who prefer a stress-free day without the hassle of navigating public transport or group tours.
It’s especially well-suited for those interested in religious sites, historic towns, and beautiful scenery. The upfront price reflects the private nature and luxury service, making it a good value for those wanting a personalized experience.
However, travelers should be prepared for extra expenses during lunch or entrance fees if they choose to visit additional sites or exhibits. Also, the timing means limited opportunity for extended exploration in each town.

The Private Full-Day Tour of Assisi and Cortona offers a convenient, comfortable, and insightful way to explore these two renowned towns. The scenic drive, religious landmarks, and medieval charm of Cortona combine to create a memorable day.
While the cost is significant, the luxury transportation, flexibility, and expert driver make this a worthy choice for those who value ease and personalized service. It suits history buffs, religious enthusiasts, and avid explorers eager to see the highlights of Assisi and Cortona with minimal hassle.
Travelers who enjoy guided experiences but appreciate the freedom to explore independently will find this tour balances both elements beautifully.
“Our driver, Tisiano, met us at our hotel in Florence and drove us to Assisi, and then to Cortona. He knew the important parts of St. Francis' story…”
Is transportation included in the tour?
Yes, the tour includes hotel pickup and drop-off in Florence, in a Mercedes Benz with Wi-Fi.
How long is the drive from Florence to Assisi?
The drive takes approximately two hours each way, offering a scenic journey through Tuscany and Umbria.
What sites are visited in Assisi?
You visit Basilica di Santa Chiara, Basilica di San Francesco, and Basilica di Santa Maria degli Angeli, among other religious and historic sites.
Can I explore Assisi and Cortona at my own pace?
Yes, the tour provides free time in both towns, allowing for independent exploration.
What is the cost of this tour?
The price is $630.36 per person, suitable for those seeking a private, luxury experience.
Do I need to pre-book?
Yes, this tour is often booked around 80 days in advance, so early reservation is recommended.
Are meals included?
No, lunch and any additional food or drinks are at your own expense.
Is this tour suitable for all ages?
Most travelers can participate, but consider the walking involved in the towns and the mobility requirements.
What is the cancellation policy?
You can cancel free of charge up to 24 hours before the tour, receiving a full refund.
Who operates this tour?
The experience is provided by Ciao Florence Tours Srl.