Full day luxury trip to Venice with private car and driver from Milan

A Day of Luxury: Private Trip from Milan to Venice and Umbrian Hill Towns

Imagine leaving the hustle of Milan behind early in the morning, stepping into a comfortable, air-conditioned vehicle with WiFi, and heading south on a journey that takes you through stunning medieval hill towns and the floating city of Venice itself. This private 12-hour trip, costing around $1,200 per person, offers an elegant way to see Italy’s less-traveled treasures without the fatigue of public transport or group tours.

What we love about this experience is the personalized pace—you control how long you linger in each spot—and the combination of culture with a touch of luxury, thanks to the private chauffeur and optional wine tasting. Plus, the ferry tickets and private transport save you from the logistical headaches of figuring out local transit.

One potential consideration is the price, which might seem steep at first glance. However, when you factor in the convenience, private transportation, and exclusive access to sites like St. Patrick’s Well, many will find the value well worth it. This tour fits best for travelers craving an upscale, flexible day that blends medieval history, charming towns, and the romance of Venice.

This experience made our article of Milan’s 15 Best Full-Day Tours.

Key Points

• Private transportation saves time and offers comfort, especially when traveling between different regions.
• Self-guided exploration in Venice allows you to customize your day and avoid rushed group tours.
• Unique visits to Umbrian towns like Orvieto and Narni provide authentic medieval atmospheres and stunning views.
• Wine-tasting experience at a family-run cellar complements the cultural journey and offers local flavors.
• Tickets included for St. Patrick’s Well and Narni Underground enhance your understanding of local history.
• Flexible schedule means you decide how long to stay in Venice and other sites.

An In-Depth Look at the Itinerary and Experiences

This tour begins early in the morning with hotel pickup in Milan, a key point that’s often overlooked but makes a significant difference. No dragging luggage onto trains or waiting for unreliable public transportation—your chauffeur handles all the logistics. This sets the tone for a relaxed, upscale day that prioritizes your comfort.

Milan to Umbrian Hill Towns

After a roughly three-hour drive, your first stop is Orvieto. Known for its striking Cathedral (Duomo), which boasts a breathtaking façade, and St. Patrick’s Well, a marvel of medieval engineering, this town offers a glimpse into Italy’s architectural and cultural richness. The tickets for St. Patrick’s Well are included, giving you an opportunity to marvel at the spiral staircase that descends into the underground water reservoir—an engineering feat that’s both practical and visually impressive.

What sets Orvieto apart is its clifftop position, providing sweeping views of the surrounding countryside. We love that you can explore at your own pace—take your time wandering the narrow streets, soaking in the atmosphere, or visiting local artisan shops. The highlight is the Duomo, with its intricate façade and stunning interior.

Next, you’ll visit a family-run winery nearby for a wine-tasting lunch. This is a real treat, as the setting offers spectacular views of the vineyards, and the wines are local and high quality. The relaxed, intimate atmosphere adds a layer of authenticity many travelers miss. The tasting complements the morning’s sightseeing, giving you a taste of Italy’s celebrated wine culture.

After lunch, your trip continues to Narni, an ancient town that served as the inspiration for C.S. Lewis’ Narnia. Here, you’ll explore the Narni Underground, which includes underground chambers and tunnels that have been carved out over centuries. It’s a fantastic way to connect with the town’s medieval roots and the stories that swirl around its hidden depths. Reviewers like A Tripadvisor user appreciated the experience, noting that Narni and St. Patrick’s Well felt “like being taken back in time,” highlighting the town’s enchanting atmosphere.

Venice at Your Own Pace

By late afternoon, your private driver will take you to a designated parking area near Venice. From there, you’ll hop on a ferry—tickets included—for a scenic ride across the lagoon into the city. The 6 hours of free time allow you to explore Venice on your terms. Wander through St. Mark’s Square, admire the intricate canal-side architecture, and sample Venetian cuisine in a local restaurant.

We love that this flexible approach means you can avoid the typical rushed group tour. Instead, you can linger in quiet corners, take photos of the romantic bridges, or browse local shops for unique souvenirs. The ferry ride itself offers a memorable perspective of Venice from the water, which is often more charming than any postcard.

Return to Milan

At around 5:00 PM, your driver will meet you again to head back north, making the journey comfortable and seamless. You’ll return to your Milan hotel after a full day of sightseeing and cultural discovery, feeling both relaxed and enriched.

Practicalities and Value Analysis

This private tour balances the high cost with considerable convenience and exclusive access. The inclusion of WiFi, ferry tickets, and hotel pickup minimizes the typical stresses of day trips, especially when visiting multiple locations. The private car means more comfort and flexibility—ideal for travelers who prefer a personalized experience over crowded group tours.

The timing is well-thought-out: three hours each for the drive to Umbrias, ample time in towns, and six hours to explore Venice without feeling rushed. This allows you to really soak in the atmosphere, take photos, and enjoy meals at your own pace.

One of the highlights, based on review feedback, is the wine tasting—a chance to enjoy local flavors with stunning views, which many found to be “the best part of the day.” The inclusion of tickets to St. Patrick’s Well and Narni Underground adds depth to the experience, helping you appreciate the historical significance of these sites.

While the price might seem high, consider it as a luxury all-in-one package: transportation, admission fees, and a flexible schedule all in one. For those who value comfort, authenticity, and a tailor-made experience, this tour offers substantial value.

Who Would Love This Tour?

This trip is perfect for luxury travelers who want to see Italy beyond Milan or Venice without the hassle of organizing multiple appointments and transport. It’s also great for history enthusiasts eager to explore medieval towns and underground chambers, and wine lovers craving a local tasting experience. If you’re seeking a relaxed, personalized day that combines cultural sightseeing with authentic experiences, this tour checks all those boxes.

The Sum Up

This private day trip from Milan to Venice with stops in Umbrian hill towns offers an elegant way to experience Italy’s charm. The personalized transportation, flexible sightseeing, and authentic wine and underground experiences make it stand out. While it’s a higher price point, the comfort, convenience, and quality of sites visited justify the expense for many travelers.

If you’re after a well-rounded, immersive day that balances history, scenic views, and local flavors, this tour is hard to beat. It suits those who prefer a tailored experience over crowded group outings and are willing to invest in a memorable, hassle-free adventure.

FAQ

Is this tour suitable for families with children?
The tour requires a moderate physical fitness level, so it’s best suited for older children or teenagers comfortable walking and exploring. The private vehicle and flexible schedule can accommodate family needs.

What is included in the price?
Your fare covers private air-conditioned transportation, WiFi on board, ferry tickets, hotel pickup and drop-off, and access to sites like St. Patrick’s Well and Narni Underground. Lunch and guide services are not included.

Can I customize my time in Venice?
Yes, you’re free to explore Venice at your own pace for around six hours, with no fixed itinerary. This allows you to prioritize your interests, whether that’s sightseeing, dining, or shopping.

What should I wear?
Dress smart casual, especially if you plan to visit churches or religious sites—wear modest clothing as required. Comfortable shoes are recommended for walking on cobblestone streets.

Is there a minimum or maximum group size?
This is a private tour, so only your group will participate, ensuring a personalized experience.

What happens if the weather is bad?
The experience requires good weather. If canceled due to rain or storms, you’ll be offered a different date or a full refund.

How do I confirm the pickup time?
You’ll receive a call or WhatsApp message 24 hours before the tour to confirm the exact pickup time and location.

Can I add a booster seat?
Yes, booster seats are available at an additional cost of €10 if needed. Be sure to specify this when booking.

What’s the best time to start?
The tour begins at 7:00 AM, giving you a full day to explore and enjoy Venice before returning in the evening.

This private luxury trip caters to those who want to experience Italy’s medieval charm and Venice’s romance without the stress of independent planning. It’s an investment in comfort and authenticity—perfect for those who appreciate a thoughtfully curated day of discovery.