Northern Italy & Tuscany 2027
11 days · 10 nights September 17th-27 & September 28-October 8 · Cinque Terre, Lucca, Siena, Orvieto, Montefalco, Padua
Experience Italy through its coastal villages, medieval towns, celebrated wines, and extraordinary art on a boutique journey from Milan to Padua. Begin among the colorful villages of the Cinque Terre before exploring Lucca, the towers of San Gimignano, and the historic streets of Siena. Winery visits, an olive-mill experience, and opportunities for hands-on cooking introduce the flavors and traditions of the region. Continue into Umbria to discover Orvieto, Deruta's pottery-making heritage, Assisi, and Montefalco's Sagrantino wine. Finish with Ravenna's Byzantine mosaics and Padua's lively piazzas and Giotto frescoes, with possible extensions to Venice or Vittorio Veneto. Handpicked hotels and intimate trattorias make food, hospitality, and local character central to the experience.
- Length
- 11 days · 10 nights September 17th-27 & September 28-October 8
- Route
- Cinque Terre, Lucca, Siena, Orvieto, Montefalco, Padua
- Country
- Italy
- Availability
- 16 Guest + 2 Guides
- Group
- Intimate group, one microbus
- Guiding
- Sommelier-led, English-speaking
- Indicative price
- $4,500 to $6,000 per person
- Included
- Hotels, tastings, most meals, transport
- Scenic train through the five villages of the Cinque Terre
- Walking Lucca, its walls and the Adamo winery
- Tenuta Torciano tasting beneath the towers of San Gimignano
- Siena on foot, with an optional cooking class
- Etruscan Orvieto and Decugnano dei Barbi
- Deruta pottery, Assisi, and Sagrantino in Montefalco
- Basilica San Vitale's mosaics in Ravenna
- Giotto's Scrovegni frescoes and Italy's first anatomy theatre in Padua
As it ran
The itinerary
September 17
Milan → Cinque Terre
Pick-up in Milan and on to the Cinque Terre. Scenic train through the five villages, lunch in Monterosso al Mare, dinner at Trattoria dal Billy in Manarola. Overnight at La Torretta Lodge, Manarola.
September 18
Lucca
Microbus to Lucca and a walking tour of the walled city. Lunch at a local trattoria, afternoon visit to the Adamo winery, dinner at Sottosotto. Overnight at Hotel Ilaria or similar.
September 19
Lucca
Morning at a frantoio to see how extra-virgin olive oil is pressed. Afternoon free in Lucca with your choice of trattoria for dinner. Overnight at Hotel Ilaria.
September 20
San Gimignano → Siena
Short drive to San Gimignano for the towers, with a tasting and lunch at Tenuta Torciano. On to Siena for dinner at Taverna di San Giuseppe. Overnight at Hotel Battistero in the city center.
September 21
Siena
Walking tour of Siena and lunch at Enoteca Sotto Duomo. Optional late-afternoon cooking class, or a free evening. Overnight at Hotel Battistero.
September 22
Orvieto
To Orvieto by way of the Etruscan museum, placing the Etruscans in the wider history of Italy. Tour and lunch at Decugnano dei Barbi, light dinner at Trattoria La Palomba. Overnight at Hotel Palazzo Piccolomini or Locanda Palazzone.
September 23
Orvieto
Walking tour of Orvieto, lunch on your own, optional tour of Orvieto Underground. Dinner at the hotel.
September 24
Deruta, Assisi & Montefalco
Deruta to watch its world-famous pottery being made, then Assisi and the St Francis compound. Lunch at Enoteca L'Alchimista in Montefalco with a tasting of Sagrantino. Dinner on your own; overnight at Palazzo Bontadosi Hotel & Spa.
September 25
Ravenna → Padua
The Byzantine mosaics of the Basilica di San Vitale, lunch at Ca' de Vèn, then on to Padua. Dinner on your own; overnight at Hotel Majestic Toscanelli or similar.
September 26
Padua
Walking tour of Padua's piazzas and markets, Giotto's frescoes in the Cappella degli Scrovegni and Italy's first anatomy theatre at Palazzo del Bo. Lunch at Enoteca dei Tadi, afternoon free, farewell dinner at Banda del Buso.
September 27
Departure
The tour ends after breakfast. Some travelers continue to Venice, others to Vittorio Veneto, or both. We're glad to help with connections and reservations.
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Reserve without payment, or secure your place immediately with the refundable deposit.
Journeys from $2,500 to $6,000 per person · exact quote on inquiry