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Discover Tuscany and Umbria in a 10-hour private day trip from Florence visiting Cortona, Assisi, and Perugia with expert guides and stunning scenic views.


The tour begins with a visit to Cortona, a beautifully preserved hilltop town made famous by the film Under the Tuscan Sun. The scenic drive takes approximately 1.5 hours from Florence, passing through the lush landscapes of Tuscany. Upon arrival, travelers enjoy a photo stop to capture sweeping views of the Val di Chiana valley, making it an ideal moment for memorable pictures.
During your time in Cortona, you’ll have about an hour for sightseeing, shopping, or simply strolling through its narrow streets. The town’s charming atmosphere invites exploration, with opportunities to enjoy local shops and authentic Tuscan scenery before moving on to the next destination.
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Next, the journey continues with a one-hour drive to Assisi, the spiritual core of Umbria. The town is renowned as the birthplace of St. Francis of Assisi, and it’s characterized by medieval architecture and spiritual landmarks. The tour includes a 2.5-hour visit to the stunning Basilica of St. Francis, a UNESCO World Heritage Site adorned with remarkable frescoes that depict the life of the saint.
In Assisi, travelers can enjoy guided and self-guided options, including a chance for lunch. The town’s peaceful ambiance and well-preserved medieval streets offer plenty of opportunities for photos, shopping for souvenirs, or quiet reflection in its historic squares.

The final stop is the city of Perugia, reached after a 30-minute drive. As the capital of Umbria, Perugia impresses with its medieval architecture, lively piazzas, and artistic heritage. The tour allocates 1.5 hours for exploring, giving time to walk through charming streets, admire Etruscan landmarks, or relax with a local aperitif, coffee, or dessert.
Perugia’s energetic ambiance is perfect for soaking up local culture and history. Its stunning views, historic sites, and vibrant cafes make it a fitting conclusion to the day. This stop offers a relaxed atmosphere where visitors can enjoy independent wandering or guided insights.

Throughout the day, the private group van handles all transportation, with driver services available in English, Italian, and Russian. The total travel time is approximately 4 hours, with comfortable breaks during each location. This setup allows for moderate walking at each stop, so comfortable shoes are recommended.
The tour departs from Florence and returns after roughly 10 hours. With full flexibility on cancellations up to 24 hours in advance and pay later options, travelers can plan with confidence and flexibility.
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Travelers are advised to bring comfortable walking shoes, a camera for capturing scenery, sunscreen, and water. Since heavy bags are discouraged, keeping belongings minimal simplifies movement across towns. The tour prohibits smoking, alcohol, and drugs, ensuring a safe and pleasant environment for everyone.
Participants should check the weather forecast and dress appropriately, especially since some walking involves moderate activity. Accessibility is limited for people with mobility impairments or wheelchair users, so plan accordingly.

The full-day format strikes a balance between sightseeing, relaxation, and culture. The expert guides enhance the experience through engaging commentary, and the scenic drive offers plenty of opportunities for picturesque views and photo stops. The small group setting maintains an intimate atmosphere, ideal for those who value personalized service.
What truly distinguishes this tour is its focus on three varied locations: the film-famous Cortona, the spiritual Assisi, and the lively Perugia. Each spot offers a different facet of Italy’s charm—from stunning vistas and medieval streets to religious art and local delicacies.
This 10-hour private trip delivers a well-rounded experience of Umbria and Tuscany’s highlights. It’s perfect for travelers seeking convenient, guided access to these three iconic towns without the stress of self-driving. The positive reviews highlight knowledgeable guides and stunning views as standout aspects.
While the tour involves moderate walking and some early starts, the carefully planned stops and flexible options make it suitable for a range of visitors. Those interested in history, art, scenic landscapes, and local culture will find this trip highly rewarding.
This tour offers a comprehensive glimpse of Italy’s lesser-known gems in a single day, making it an excellent choice for those eager to explore beyond Florence’s city center.

How long is the total duration of this trip?
The tour lasts approximately 10 hours, including all travel, sightseeing, and free time at each stop.
What towns will I visit during this tour?
You will visit Cortona, Assisi, and Perugia, each offering unique sights and atmospheres.
Are there any physical activity requirements?
The tour involves moderate walking, so comfortable shoes are recommended. It is not suitable for people with mobility impairments or wheelchair users.
What should I bring for the day?
Travelers should pack comfortable shoes, a camera, sunscreen, and water. Keep personal belongings minimal.
Is the tour flexible or customizable?
It is a private group tour, which allows some flexibility, but the itinerary is generally fixed. Cancellations are accepted up to 24 hours in advance.
Can I pay later or cancel easily?
Yes, you can reserve now and pay later, with full refunds available if canceled at least 24 hours before the tour date.