Private Tours & Trips in Umbria

This six-day private trip with your dedicated sommelier-guide takes you through Umbria's top wine regions, from Torgiano's historic estates to Montefalco's Sagrantino vineyards and Orvieto's hillside wineries. Travel by private mini-coach between Perugia, Spoleto, Bevagna, and Todi.

Hike on your own pace through Umbria's hermitages and monasteries, sleeping at spots like Hotel Dei Priori in Assisi and Hotel Albergo Ristorante Il Terziere in Trevi. The ancient Via Francigena leads from Magione's Maltese Castle to Spoleto's cathedral, and luggage transfers mean you walk unencumbered.

Spring and fall departures mark this self-guided adventure. Travelers cycle solo or with companions while enjoying comprehensive support and meeting fellow adventurers at Umbrian hotspots.

Spend all seven nights at the 4-star Residenza d'Epoca alla Posta dei Donini as your base for cycling 260 kilometers through Umbria's olive groves and hilltop towns. Pedal along the Tiber River valley to UNESCO-listed Assisi and its Basilica di San Francesco, then see Todi's Piazza del Popolo.

This private hiking trip takes you along the historic St. Francis' Way through Umbria's villages and countryside. Trek from Assisi's hillside terraces to Spoleto's ancient center, passing through Spello with its flower-covered streets and Bovara di Trevi's olive groves.

Walk through Umbria's sacred landscapes on your schedule from Passignano sul Trasimeno to Spoleto, with luggage transfers between 3-star and 4-star hotels sorting the logistics. Trek the Monte Subasio high route above Assisi, climbing to 1,290 meters for wide valley views.

This private self-guided cycling trip takes you through Umbria's olive groves over 6 nights, staying at the 4-star Hotel Alla Posta dei Donini where you'll get free minibar drinks and pool access. Ride to UNESCO-listed Assisi to see Santa Maria degli Angeli, then pedal to Todi.

Bike from Florence through Umbria's rolling countryside on this private 8-day trip, passing Lake Trasimeno and Perugia before reaching Assisi's UNESCO-listed Basilica of Saint Francis. Stay in 3-star and 4-star hotels with luggage transfers sorted between Spoleto, Narni, and the Sabine Mountains.