Discover the Rome to Florence Luxurious Transfer with Orvieto & Assisi Tour

If you’re planning a trip between Rome and Florence and want to add a little more meaning to the journey, this private full-day tour might be just what you’re looking for. It’s not your typical transfer — instead, it combines comfort, culture, and culinary delights, taking you through two of Italy’s most picturesque hill towns.
What really caught my attention about this experience is the personalized guided tours in both Orvieto and Assisi, giving you the chance to learn about these towns’ unique histories from knowledgeable guides. Plus, with the included lunch and wine tasting, you get a taste of regional flavors without worrying about making arrangements yourself.
One thing to consider is the price — at over $1,190 per person, it’s definitely an investment, but for those who value comfort, expert guidance, and a relaxed pace, it could be worth every penny. This is a great fit if you want to combine sightseeing with a stress-free transfer, especially if you’re interested in cultural highlights and good food along the way.
This tour suits travelers who prefer a more curated, intimate experience, and it’s ideal for those who enjoy to learn on the go while avoiding the hassle of public transportation. If you’re traveling in a small group or with family and want a seamless, informative day, it’s definitely worth considering.
Key Points

- Comfortable private transfer from Rome to Florence with scenic stops
- Expert-guided tours in Orvieto and Assisi offer deep dives into local history and culture
- All-inclusive experience with lunch, wine tasting, and luggage assistance
- Flexible service, suited for groups up to 8, with hotel pickup and drop-off
- Ideal for travelers who want a mix of sightseeing, comfort, and culinary experience
- Pre-booked and private, ensuring a personalized touch and avoiding crowded tours
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The Experience in Detail: What to Expect

Starting Your Day: Easy Pickup and Luxurious Transport
Your day begins bright and early with a hotel pickup in Rome around 8:30 AM. The driver arrives promptly, which is a small but significant detail — no waiting, no stress. Depending on your group size, you’ll travel comfortably in either a private car or van, designed to make the journey as smooth as possible.
This is a true door-to-door service, so your luggage is handled for you, allowing you to relax and enjoy the ride. The drive from Rome to Orvieto takes a little over an hour, but it’s far from a boring transfer. You’ll be accompanied by a knowledgeable driver who can share tidbits about the landscape and towns along the way.
Exploring Orvieto: A Medieval Gem on the Cliffs
Once you arrive in Orvieto, your dedicated guide is waiting to lead you through this charming hilltop town. The first stop is the central Piazza della Repubblica, a lively spot perfect for soaking in local life. From there, you’ll visit the church of St. Andrea, a fine example of Italian architecture, before wandering into the medieval district with its narrow alleyways and stone houses.
We loved the way the guide brought history to life, explaining the significance of each site and pointing out details you might miss on your own. Walking along the ancient city walls, you’ll get panoramic views of the rolling hills, vineyards, and olive groves. It’s a visual feast, especially from the cliff edges — perfect for photos and simply soaking in the scenery.
Tasting Regional Flavors: Lunch and Wine Tasting
After exploring, it’s time to enjoy the included lunch with wine tasting. The meal is typically a sit-down affair, allowing you to relax while sampling regional specialties. From what I’ve gathered, this is not just a quick bite — the food is delicious and filling, and the wine complements the flavors perfectly. It’s a real treat for anyone wanting to experience local cuisine without the hassle of hunting for a good restaurant.
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An Enchanting Stop in Assisi
Post-lunch, your driver will take you to Assisi, which is about a two-hour drive away. If you’ve seen photos of this UNESCO World Heritage town, you know it’s small but packed with art, history, and spiritual significance.
Your guide will lead you through key monuments and landmarks, sharing stories about St. Francis and the town’s past. Despite its small size, the concentration of art and architecture here is impressive. This guided tour offers a manageable way to get a taste of Assisi’s highlights, especially if you’re tight on time or prefer to avoid wandering aimlessly.
End of the Day: Seamless Transfer to Florence
After exploring Assisi, your driver will escort you directly to your hotel in Florence, dropping you off at the doorstep. This seamless end to your day means you can relax after a full day of sightseeing, knowing your transport is taken care of.
The Value of This Experience
At over $1,190 per person, this is certainly a premium option, but it’s packed with value for those who appreciate a curated experience. The private guided tours in both towns mean you get personalized insights, which is often not the case with group excursions. The lunch and wine tasting are included, so you’re not left hunting for a meal in a touristy spot.
The reviews speak volumes — travelers praise the knowledgeable guides, the stunning views, and the delicious wine. Warren_K called it the “most enjoyable and informative way to travel,” highlighting the guide Marica’s expertise and Maurizio’s punctuality. Josephine_C appreciated the well-organized tour and delicious lunch, noting that the driver was accommodating and on time.
Who Would Enjoy This Tour?
This experience is perfect for travelers who want to avoid the hassle of public transport, prefer guided insights, and enjoy good food and wine. It’s especially suitable if you’re traveling with a small group or family who appreciates comfort and a leisurely pace. If your goal is to combine sightseeing with a bit of culinary indulgence, this tour hits the mark.
Practical Details
- Duration: Approximately 10 hours, leaving ample time for sightseeing and travel
- Availability: Booked about 34 days in advance on average, so plan ahead
- Meeting Point: Hotel pickup in Rome at 8:30 AM
- Group Size: Private, for 1–8 people, ensuring a tailored experience
- Inclusions: Guided tours, lunch with wine, luggage assistance, hotel transfers
- Cancellation: Fully refundable if canceled at least 24 hours in advance
- Accessibility: Walking tours recommended with comfortable shoes; suitable for most travelers
Frequently Asked Questions

Is this tour suitable for families or children?
While the tour is not specifically marketed as family-friendly, children who enjoy walking, sightseeing, and good food will likely find it enjoyable. Just consider the walking involved and the length of the day.
What is included in the price?
The price covers the private transfer, guided tours in both towns, lunch with wine tasting, luggage handling, and hotel transfers.
Can I customize the stops or schedule?
Since this is a private tour, there’s some flexibility. You can coordinate with Umbria con Me for any specific requests, but the itinerary is designed for a smooth flow between stops.
What should I wear?
Comfortable walking shoes are highly recommended because of the cobbled streets and walking tours. Dress appropriately for the weather, which can vary depending on the season.
How long are the guided tours in each town?
The tours in Orvieto and Assisi are each around two hours, enough to see key sights without feeling rushed.
Is lunch included?
Yes, a full lunch with regional specialties and wine tasting is part of the experience.
What if I need to cancel?
You can cancel up to 24 hours before the tour for a full refund, giving you peace of mind to plan your trip.
Are there any hidden fees or extras?
No, everything listed is included. Additional personal expenses, such as extra drinks or souvenirs, are at your discretion.
Rome to Florence luxury transfer with Orvieto & Assisi tour and light lunch
“Most enjoyable and informative way to travel from Rome to Florence. Our guide Marica was excellent and provided great insight. Our drive Maurizio…”
Wrapping It Up
This Rome to Florence transfer with stops at Orvieto and Assisi offers a well-rounded way to turn a simple journey into a memorable Italian experience. It’s perfect for those who want to skip the crowded buses or trains and prefer a more intimate, guided approach to exploring iconic towns. The combination of expert guides, scenic views, and regional cuisine creates a balanced day that appeals to travelers craving culture, comfort, and good food.
While the price might seem steep at first glance, the inclusions and personalized service add significant value, especially if you’re seeking a hassle-free, informative day. It’s especially appealing for those who want a taste of Italy’s cultural highlights without the rush or fatigue of self-guided touring.
If you love discovering new places with a knowledgeable guide, enjoy good wine and local dishes, and prefer a relaxed pace, this experience will not disappoint. It’s a thoughtfully curated way to deepen your Italian journey — all while traveling in style and comfort.
Feel free to consider your personal travel style and budget — this could be a highlight of your trip or a lovely way to indulge in a bit of luxury on your way from Rome to Florence. Either way, it’s an experience that promises both beauty and ease.
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