Day 5:  May 7
Colosseum & Ancient Rome

Step back in time with a local guide who brings Ancient Rome to life. Explore the iconic Colosseum, imagining the roar of the crowds and thrilling gladiatorial spectacles that once captivated thousands. Wander through the Roman Forum, the center of political, social, and religious life, and ascend Palatine Hill, where emperors built their grand palaces and overlooked the city below. After lunch, enjoy free time to shop along charming streets, stroll past historic piazzas, or simply soak in the energy of the Eternal City before a traditional Roman dinner at a local restaurant.

Included Meals: Breakfast, Dinner

Day 6:  May 8 
Orvieto & Assisi

After breakfast and hotel check-out, depart Rome for Orvieto, a dramatic hilltop town perched atop a striking tufa stone cliff, offering breathtaking panoramic views of the Umbrian countryside as you approach. Your guide will lead you through the town’s jewel, the Duomo di Orvieto, a masterpiece of Gothic architecture adorned with stunning mosaics and frescoes that tell vivid stories from centuries past. Descend into the depths of the Pozzo di San Patrizio, an extraordinary feat of Renaissance engineering, and marvel at its spiral double staircase that seems to twist endlessly into the earth. After lunch on your own, continue to Assisi, the tranquil birthplace of St. Francis, where cobblestone streets, charming piazzas, and ancient basilicas invite peaceful exploration. Check into your hotel and gather for dinner at the hotel’s restaurant, indulging in the flavors of traditional Umbrian cuisine while taking in the serene surroundings.. 

Included Meals: Breakfast, Dinner

Day 7:  May 9
Assisi 

Begin the day with a guided tour of Assisi, wandering the same cobblestone streets that St. Francis walked centuries ago. Visit the Basilica of St. Francis, where exquisite frescoes by Giotto and other masters bring to life the humble saint’s inspiring journey of faith, compassion, and devotion. Feel the quiet reverence of this spiritual town, with its peaceful piazzas, stone archways, and serene courtyards. After lunch on your own, the afternoon is yours to soak in the gentle beauty of Assisi—perhaps take an optional walk up to Rocca Maggiore, a medieval fortress offering sweeping sunset views over the rolling Umbrian hills. Spend the evening as you wish, dining on your own and reflecting on the enduring legacy of St. Francis.

Included Meals: Breakfast

Day 8:  May 10
Cortona & Tuscany

After breakfast and hotel check-out, depart Assisi for the hilltop town of Cortona, perched above the Val di Chiana. Wander its charming streets and sun-drenched piazzas, where history whispers from every stone and where the sweeping Tuscan landscapes inspired the beloved film Under the Tuscan Sun, parts of which were filmed here. Enjoy lunch on your own amid quaint cafes and local boutiques, then continue your journey to Montecatini, a lively Tuscan town celebrated for its elegant spa traditions and scenic hillsides. Check into your hotel and gather for a delightful dinner at the hotel’s restaurant, savoring Tuscan specialties and local wines as the day winds down.

Included Meals: Breakfast