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Experience a seamless luxury transfer from Rome to Florence with stops in Orvieto and Assisi, guided tours, a traditional lunch, and wine tasting—all in one day.

Our review covers an acclaimed full-day tour that turns a simple transfer into an enriching journey through Italy’s most iconic hill towns. This private experience, offered by Umbria con Me, combines comfort, culture, and culinary delights, making it ideal for travelers wanting to see more than just the route between Rome and Florence.
One of the standout features we love is the private guided tours in both towns, which mean you’ll get personalized insights and avoid the crowds—absolutely worth the extra effort. However, with a duration of around 10 hours, it’s a long day, so those who prefer a slow pace might want to consider the physical demands.
This experience suits travelers craving authentic moments and scenic views while enjoying hassle-free logistics. Whether you’re a history buff, foodie, or simply want to see Italy’s heartland in style, this tour offers a well-balanced mix of sightseeing, gastronomy, and relaxation.
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The journey begins early, with a pickup around 8:30 am from your hotel in Rome. The benefit here is clear—you’re not wasting time navigating public transport or taxis. Instead, you step into a private vehicle, whether a luxurious car or van suited to your group size, and set off towards Orvieto. The drive itself is a pleasant prelude, with your driver Maurizio known for punctuality and professionalism, ensuring a seamless transition from city chaos to countryside calm.
Arriving in Orvieto, you’ll meet your guide—an expert who clearly loves sharing their knowledge. The tour focuses on the central Piazza della Repubblica and the church of St. Andrea. Walking through the narrow, cobbled streets of the medieval district, you’ll get a sense of the town’s storied past, roaming past stone houses and charming alleys.
We loved the way the guide explained the history, making the stories come alive, and pointed out key sights with enthusiasm. From the city walls, you’ll enjoy spectacular panoramic views of the rolling hills covered with vineyards and olive groves—an aspect that reviewers frequently highlight as unforgettable.
The highlight is the walk along the ancient walls, offering multiple vantage points to appreciate the unique landscape. This part of the tour is free of charge, and the walk itself is a gentle activity, suitable for most travelers.
After soaking in the views, you’ll indulge in a traditional Italian lunch designed to showcase regional flavors. The meal is all-inclusive, with generous portions and a selection of local wines. Reviewers note that the lunch is both delicious and filling, providing a satisfying break before the next stop. One guest praised the delicious and filling meal and the excellent wine selection, which added to the authentic experience.
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Post-lunch, your driver will take you to Assisi, a UNESCO World Heritage site famed for being St. Francis’s birthplace. Despite its small size, the town is packed with monuments and masterpieces of art. Your guided tour will focus on the highlights—likely including the Basilica of San Francesco, with its stunning frescoes, and other historical landmarks.
Reviewers appreciated the knowledgeable guides and their accommodating attitude, which made exploring Assisi both informative and enjoyable. The town’s tranquil atmosphere and the impressive artwork leave a lasting impression, making it a perfect place for a relaxed stroll.
After your visit in Assisi, your driver will escort you to Florence, arriving in front of your hotel. The entire experience is designed for comfort and efficiency, so you can sit back, relax, and reflect on the day’s sights. The total duration is around 10 hours—long but well-paced, considering the rich itinerary.

At $1,191.38 per person, this tour represents a premium experience, but the value lies in the all-inclusive nature—hotel pickup, private transfer, guided tours, lunch, and wine tasting. Considering the personalized service, the convenience of door-to-door transport, and the exclusive guided visits, many travelers find it a worthwhile investment.
Reviewers like Warren_K appreciated the excellent guide Marica and driver Maurizio, highlighting how their professionalism made the day enjoyable. The private guide in each town ensures that you get tailored insights, which is rare in group tours and adds significant value.

This Rome to Florence transfer with stops in Orvieto and Assisi offers a perfect blend of comfort, culture, and cuisine. You get to see two stunning hill towns with expert guides, enjoy authentic regional food and wine, and travel in style—all without the stress of planning each detail yourself.
It’s especially suited for those who value personalized service and immersive experiences. While the price is on the higher side, the convenience and quality of the guided tours, combined with the scenic vistas and authentic flavors, make it a strong contender for a special day trip.
If you’re looking to turn a route between two major cities into a memorable day of discovery, this tour is well worth considering. It’s a fantastic way to deepen your Italian experience, especially if you love history, art, and good food.
What is included in the price?
The fee covers hotel pickup in Rome, private transfer to Florence with stops at Orvieto and Assisi, luggage transportation, guided tours in both towns, a traditional Italian lunch with wine tasting, and hotel drop-off in Florence.
How long does the tour last?
The entire experience takes approximately 10 hours, making it a full-day activity filled with sightseeing, dining, and traveling.
Is this tour suitable for small groups?
Yes. It is available as a private tour for groups from 1 to 8 people, ensuring an intimate and personalized experience.
What kind of transportation is used?
A private car or van depending on your group size, providing comfort and flexibility. The service emphasizes door-to-door convenience.
What are the main highlights of Orvieto?
Expect to see Piazza della Repubblica, the church of St. Andrea, charming alleys of the medieval district, and stunning views from the city walls overlooking vineyards and olive groves.
What can I expect in Assisi?
Impressive monuments, art masterpieces, and a peaceful atmosphere. The guide will likely focus on the Basilica of San Francesco and other notable sites.
Are meals included?
Yes, the tour features a traditional Italian lunch with regional specialties and wine, all included in the price.
How do I book this tour?
Booking is recommended about 34 days in advance, and confirmation is received within 48 hours, subject to availability.
What should I wear?
Comfortable walking shoes and weather-appropriate clothing are advised, as you’ll be exploring towns with uneven cobblestone streets.
Is the tour refundable?
Yes, free cancellation is available up to 24 hours before the start, allowing peace of mind if your plans change.
This experience offers an ideal way to explore Italy beyond its major cities, giving you a taste of its scenic beauty, artistic treasures, and culinary delights—all in one luxurious day.