When I first came across this luxury transfer from Rome to Florence that includes stops in Orvieto and Assisi, I knew it would appeal to travelers craving more than just a point-to-point ride. It’s not simply transport; it’s a curated day of discovery, blending comfortable travel with authentic experiences. With a private guide in each hill town, a traditional Italian lunch with wine tasting, and luggage assistance, this tour offers a well-rounded way to explore two of Italy’s most picturesque towns en route to Florence.
Two things I really appreciate about this experience are the personalized guided tours—which turn a simple transfer into an enriching journey—and the all-inclusive nature, removing the hassle of planning meals or navigating public transport. That said, one consideration is the price point, which might seem high for some, but the value lies in the intimacy, comfort, and curated insights you gain. As Warren, one of the reviewers, noted: “Most enjoyable and informative way to travel from Rome to Florence,” especially highlighting guide Marica’s expertise. If you prefer a structured, private experience with local touches, this could be a great fit.
Key points / Takeaways

Personalized Guided Tours: With expert guides, you’ll learn about each hill town’s unique history and character, making the stops far more meaningful than just sightseeing from afar.
All-Inclusive Experience: Lunch with regional specialties and wine tasting included means you enjoy authentic flavors without extra planning.
Comfort and Convenience: Door-to-door pickup from your Rome hotel and direct transfer to your Florence hotel, with luggage transported for you, simplifies your day.
Flexible and Private: Small group size (up to 8) ensures a personal touch, and private options are available for more intimacy.
Stunning Views and Authentic Atmosphere: Expect incredible vistas of vineyards, olive groves, and medieval charm as you walk along ancient walls and through narrow alleys.
Highly Praised Guides: As Josephine shared, “The guide is knowledgeable and very accommodating,” which makes for a more engaging experience.
The Journey Begins: From Rome to Orvieto
Starting early at 8:30 am, the driver picks you up at your hotel in Rome. This is a huge plus—no need to navigate public transit or worry about getting lost. You’ll be traveling comfortably in a private car or van, depending on your group size. The ride to Orvieto takes roughly two hours, giving you time to relax or enjoy the scenic countryside.
Once in Orvieto, your private guide will meet you in the heart of the old town. The first stop is the Piazza della Repubblica, a lively square framed by medieval buildings, and the church of St. Andrea, notable for its façade and interior. What I love here is the opportunity to walk through a medieval district of charming cobblestone alleys and stone houses, feeling like you’ve stepped back in time.
From there, a short walk takes you along the ancient city walls, offering spectacular views over the rolling hills covered with vineyards and olive groves. The edge of the clifftop position makes for breathtaking photo opportunities. Warren praised the guide for “great insight,” making the history come alive in a way that’s both engaging and educational.
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The Allure of Orvieto: More Than a View

Two hours in Orvieto allow plenty of time to soak in its charm, explore at a gentle pace, and enjoy the scenery. The tour is well-paced, with an emphasis on understanding the town’s significance as a medieval stronghold and religious center. You’ll get stories about the medieval architecture and the town’s role in local history.
The included lunch and wine tasting elevates this stop from a sightseeing visit to a true Italian culinary experience. Expect a sit-down meal with regional dishes, paired with local wines. Josephine commented, “The lunch was delicious and filling,” which is often appreciated after a morning of walking and touring.
From Orvieto to Assisi: A Scenic Drive

Post-lunch, your driver awaits to take you to Assisi, a quick journey of about two hours. Assisi’s appeal lies in its UNESCO World Heritage designation and its stunning art and architecture dedicated to St. Francis. This small town is packed with monuments and masterpieces, from basilicas to ancient streets.
The guided tour here reveals key sites and stories that make Assisi resonate even more deeply. Given its small size, you’ll find the visit feels intimate—perfect for those who enjoy exploring at a relaxed pace. Expect to learn about the town’s spiritual and artistic heritage, with plenty of photo stops along the way.
A Final Touch: Florence Awaits

After your visit, the driver takes you directly to Florence, arriving just in time to settle into your hotel. This seamless transfer eliminates the stress of navigating different transportation modes and allows you to focus on the experience itself. The luggage transportation service is a thoughtful addition, especially if you’re carrying more than just daypack essentials.
Who This Tour Is Best For
This experience is ideal if you’re seeking a luxurious, hassle-free way to connect Rome and Florence while exploring some of Italy’s most charming hill towns. It suits travelers who value guided insights and want to avoid the chaos of self-driving or crowded tours. If you’re a foodie or a lover of scenic views and medieval towns, this hits many of the right notes.
It’s also perfect for those who want an authentic experience—not just ticking off sights but truly understanding each town’s story, with a touch of comfort and elegance along the way. The personalized guides and all-inclusive lunch mean you’re cared for without sacrificing depth or authenticity.
However, keep in mind the price point ($1,191.38 per person). While it’s a premium experience, many reviewers feel it’s justified given the convenience, private guides, and quality of meals. If budget is a concern, you might prefer a more budget-friendly option, but for those who want a comfortable, well-organized journey, this offers solid value.
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Price and Logistics
At just over $1,190, this tour isn’t the cheapest way to travel between Rome and Florence—but it’s one of the most comfortable and immersive. The included guided tours, meals, wine tasting, and luggage handling add up to a comprehensive package. It’s designed for travelers who prefer a stress-free, all-in-one experience rather than piecing together separate arrangements.
Booking about a month in advance is typical, which suggests good availability for most travel plans. The 10-hour duration means you get a full day of sightseeing without feeling rushed, and the flexibility for group sizes up to 8 adds a personalized touch.
Final Thoughts: Who Will Love This Tour?
If you’re someone who appreciates guided insights from knowledgeable locals, and you want to see two incredible towns at a leisurely pace, this tour offers excellent value. It’s particularly suited for travelers who enjoy combining cultural discovery with culinary experiences and prefer traveling in comfort.
While it’s on the higher end financially, the all-inclusive nature—guided tours, lunch, wine, hotel pickup, luggage handling—means you won’t be surprised by extra costs. If you’re traveling with family or friends and want a private, memorable day that blends sightseeing, delicious food, and scenic views, this could be the perfect choice.
All in all, this experience turns a simple transfer into a delightful journey, making your trip from Rome to Florence more meaningful and enjoyable.
FAQ
What is included in this tour?
It includes hotel pickup in Rome, private transfer to Florence with stops at Orvieto and Assisi, guided tours in both towns, a traditional Italian lunch with wine tasting, luggage transportation, and hotel drop-off in Florence.
How long is the total tour?
Approximately 10 hours, starting at 8:30 am with a full day of sightseeing and travel.
Can I customize this experience?
It’s a private tour, so small group sizes and the itinerary offer flexibility. For specific customizations, contacting the provider in advance is recommended.
Is this tour suitable for children or elderly travelers?
Yes, as long as walking is manageable, and comfortable shoes are worn. The pace is relaxed, and the focus on guided tours makes it accessible.
What if I want to cancel?
You can cancel up to 24 hours in advance for a full refund, making it flexible if your plans change unexpectedly.
How much walking is involved?
There’s some walking in the towns, especially along alleys and walls, so comfortable shoes are recommended.
How does the pricing compare to other transfers?
While more expensive than a simple transfer, this package offers significant added value with guided tours, meals, and luggage handling—ideal for those seeking a premium experience.
Are the guides knowledgeable?
Yes, reviews emphasize the guides’ expertise and accommodating manner. Warren praised Marica’s “great insight,” making the history come alive.
Is the lunch included typical Italian fare?
Yes, it features regional specialties and regional wines, giving you an authentic taste of Italy.
Would this tour be suitable if I want free time in Florence?
Since it ends in Florence after a full day, you’ll have time to settle in or explore on your own afterward.
This private, full-day transfer with guided stops offers a fantastic way to deepen your journey through Italy—balancing comfort, culture, and cuisine in one memorable package.
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