Journey along the less-traveled roads of Umbria, Tuscany, and Emilia and discover another side of Italy. Stroll Assisi’s historic streets, visit Florence, the “Cradle of the Renaissance”, and explore Emilia, a haven for food lovers and creatives. From Modena, home of Enzo Ferrari, to time-honored traditions like Parmigiano-Reggiano and balsamic vinegar, savor regional flavors while uncovering Italy’s legacy of design, culture, and the music of Luciano Pavarotti.
Tour Itinerary
Day 1
Overnight Flight
Journey along Italy’s roads less traveled and discover endless treasures of art, history, and tradition from Umbria to Tuscany and the Emilia Food Valley, along with the marvels of wine, cuisine, and culture in between.
Day 2
Rome, Italy
Italy’s dynamic capital city beckons. As arrival times will vary, there is no scheduled sightseeing today. Spend the day as you wish, exploring independently. As evening approaches, get a taste of local culture with an aperitivo — a relaxed tradition of small bites and drinks that offers an easy way to unwind at the hotel and get to know your fellow travelers.
Day 3
Rome - Narni - Umbria Region
This morning, transfer to Umbria. Visit the hill town of Narni and step into a long-forgotten world as you explore an archaeological site hidden beneath the village.* Moving through atmospheric chambers, frescoed rooms, and historic passageways, uncover the stories behind this lost world. In the afternoon, continue through a landscape of olive groves and cypress trees on your way to your hotel. Enjoy the peaceful rhythm of country life in a pristine Umbrian town, your home for the next three nights.
Day 4
Umbria Region
Travel to Assisi, the birthplace of St. Francis. Set out on a walking tour of the old city with a local guide, learning about its history as you stroll the medieval streets. Visit the famous Basilica of St. Francis and admire Giotto’s frescoes. Later, a local family welcomes you to their country home for lunch as their honored guest. Share stories and make an Umbrian friend (or two).
Day 5
Umbria Region
In the shadow of the Apennines, discover the flavors of Umbria’s renowned culinary heritage. During an Impact Moment, join a local truffle hunter in search of the elusive fungi in the company of his trained, truffle-sniffing dogs. Sample the goods yourself during a rustic, home-cooked lunch before returning to your hotel in the late afternoon.
Day 6
Umbria Region - Chianti Region, Tuscany
Take in views of Lake Trasimeno and pause at a family-owned frantoio (olive press), where olives are pressed each November.** After learning about the many varieties of trees and traditional oil-making methods, roll up your sleeves and join in for a cooking class of Umbrian specialties doused in their oil and accompanied by a hearty lunch. In the afternoon, drive through the Chianti countryside to a restored Tuscan villa*** where your hotel is located.
Day 7
Chianti Region, Tuscany
Spend a quintessential Chianti day exploring the legendary rolling hills of Tuscany, covered in vineyards and olive groves. Countryside backroads lead you to an artisanal pasta factory,**** the village of Greve, as well as a family-owned winery producing Chianti Classico. Visit the historic cellars before sampling their wines during a tasting accompanied by local cheeses and charcuterie. Return to your hotel in the late afternoon. As the sun begins to set, gather with your fellow travelers for a dinner of Tuscan specialties.
Day 8
Chianti Region - Florence
Explore Florence, the “Cradle of the Renaissance.” Today, it’s your choice! Join a local expert for an extensive walking tour of the city’s highlights -OR- visit the Ferragamo Museum,***** celebrating Italy’s enduring influence on global style. Take some time on your own****** to explore the city’s seemingly endless treasures, before returning to your Tuscan villa in the evening.
Day 9
Chianti Region - Reggio Emilia
Begin your day traveling through the Apennine Mountains, crossing into the Emilia region, a haven for food lovers and creatives. This afternoon, visit the countryside home of the great opera singer Luciano Pavarotti. Tour the rooms that were once his residence, still filled with family heirlooms and mementos from his legendary career. Your visit concludes with a private opera concert where vocalists-in-training perform some of the Maestro’s favorite arias. Afterwards, continue to Reggio Emilia, your home for the next three nights.
Day 10
Reggio Emilia
This morning, visit Modena, the hometown of Enzo Ferrari. Explore the Ferrari Museum showcasing vintage vehicles, several famous engines, and a multimedia presentation before spending some time in the old town. Return to Reggio Emilia mid-afternoon. Before settling in for an evening at leisure, explore the town and visit the historic hall where Italy’s three-colored national flag was created.
Day 11
Reggio Emilia
Early this morning, visit a local dairy producing Parmigiano-Reggiano cheese according to traditional codes dating back to the 1300s. Then, pause at an agriturismo where the owners still age their balsamic vinegar production in the attic, as countless generations have done before them. After a tasting and light lunch, return to Reggio Emilia for an afternoon at leisure. This evening, come together for a toast to the memorable journey you’ve shared.
Day 12
Reggio Emilia - Tour Ends
Your journey through the flavors of Italy comes to a close today.
Itinerary Dates & Prices
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End Date
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Start Date
Jul 17, 2027
End Date
Jul 29, 2027
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$5,549
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Start Date
Sep 04, 2027
End Date
Sep 16, 2027
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$5,549
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Start Date
Sep 07, 2027
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Sep 19, 2027
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$5,549
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Start Date
Sep 11, 2027
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Sep 23, 2027
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$5,549
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Sep 25, 2027
End Date
Oct 07, 2027
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$5,549
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Oct 09, 2027
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Oct 21, 2027
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$5,549
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Oct 12, 2027
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Oct 24, 2027
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$5,549
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Oct 16, 2027
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Oct 28, 2027
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$5,549
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Oct 23, 2027
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Nov 04, 2027
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$5,549
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Oct 30, 2027
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Nov 11, 2027
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$5,049
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Nov 06, 2027
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Nov 18, 2027
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$5,049
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Nov 09, 2027
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Nov 21, 2027
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$4,749
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Start Date
Mar 25, 2028
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Apr 06, 2028
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$5,299
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Apr 04, 2028
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Apr 16, 2028
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$5,799
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Apr 22, 2028
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May 04, 2028
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$5,799
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May 06, 2028
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May 18, 2028
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$5,999
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May 13, 2028
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May 25, 2028
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$5,999
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May 20, 2028
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Jun 01, 2028
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$5,999
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May 27, 2028
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Jun 08, 2028
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$5,999
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Jun 03, 2028
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Jun 15, 2028
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$5,999
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Jun 10, 2028
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Jun 22, 2028
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$5,999
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Start Date
Jun 17, 2028
End Date
Jun 29, 2028
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$5,999
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