• 4 Dinner (D)
• 8 Breakfast (B)
• 1 Lunch (L)

• “One thing I really love about showing guests about Italy is how art and beauty can be found around every corner of some of Italy’s cities, which are real open air museums.”
• “One fun fact people don’t usually know before they come to Italy is that the Italian alphabet only has 22 letters.”
• “I really love about showing guests the huge variety that Italy has to offer, from quaint countryside villages to cities full of stupendous art and architecture.”

• Business class coach with extended leg room
• Top-rated dining, from farm-to-table to local restaurants
• 4 & 5-star stays

• Rome: Savor dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio’s typical flavors.
• Umbria: Explore the art of Italian cooking with Chef Lorenzo and take part in a truffle hunting walk followed by lunch.
• Perugia: You are offered a selection of restaurants on your Dine-Around Evening. Choose your own ambience, cuisine and drinks for an intimate culinary experience.
• San Gimignano: Ascend serpentine alleyways to the artisan gelato parlor of world champion gelato maestro, Sergio Dondoli for a taste of his finest frozen treats.
• Tuscany: Nestled in the rolling hills surrounding Sam Gimignano and surrounded by its own vineyards, olive groves, saffron crop and orchards, is the homely Il Vecchio Maneggio. Admire the beautiful views as you enjoy a drink before sitting down to your delicious Farm-to-Table dinner, with all the organic produce sourced from the surrounding farm.

• Siena: Visit the cathedral with your Local Specialist.
• Siena: Enjoy a tasting of Panforte, a traditional Tuscan dessert containing fruits and nuts.

Stand within the vast embrace of St Peter’s Square, where Bernini’s embracing colonnade gathers pilgrims and visitors beneath the watch of St Peter’s Basilica. Pause by the ancient obelisk and soak in the theatrical harmony of this monumental space.

Gain a sense of Papal Rome as your Travel Director or Local Specialist highlights the square’s symbolism and ceremony, from papal blessings to the colorful Swiss Guards. It’s an architectural prologue to centuries of faith and power.

With a Local Specialist, step inside the Colosseum to picture gladiators, emperors and roaring crowds beneath time-worn arches. Hear how ingenious engineering staged spectacles that once captivated the ancient world.

Outside, trace the imperial thread past the Arch of Constantine and vistas toward the Roman Forum. Stories of triumphs, rituals and daily life bring the stones to life, grounding today’s city in the drama of its past.

Head into the Umbrian countryside to join a truffle hunting session with Giovanni and his dog Chris. Under oaks and hazelnuts, learn how scent, soil and season guide the search for these prized culinary treasures.

Back at the farmhouse, watch Chef Lorenzo’s pasta demonstration before sitting down to a regional lunch paired with Orvieto Classico wine. Rustic flavors and farm aromas capture the soul of the Umbrian countryside in every bite.

Explore Perugia’s stony ridge with a Local Specialist as you walk along Corso Vannucci to Piazza IV Novembre. Admire the Great Fountain (Fontana Maggiore) and the crenellated Priors’ Palace, their pale-pink stone glowing softly in Umbrian light.

Descend into the vaulted passages of Rocca Paolina to glimpse the city’s layered past—from Etruscan foundations to medieval streets. Lanes, arches and hidden corridors reveal a hill town shaped by centuries of change.

In a historic atelier, meet Marta and the women artisans safeguarding traditional Umbrian textiles. Hear wooden looms rhythmically clatter as intricate patterns emerge, each design echoing generations of skill.

Learn how the team preserves the ancient craft of loom weaving while a women-led workshop creates training and employment. This Make Travel Matter Experience connects your visit to living heritage and community empowerment in the heart of Perugia.

On Mount Subasio, step inside the Basilica of St Francis to gaze at Giotto’s frescoes that narrate the saint’s life in jewel-toned scenes. The hush of stone chapels and cool air heighten the sense of devotion.

In the valley, see St. Mary of the Angels, linked to Francis’ final days and the humble Porziuncola. Medieval lanes of pale-pink stone frame wide views across Umbria’s olive groves and fields.

Absorb the drama of Piazza del Campo with its shell-shaped sweep and the echo of the Palio horse race. Gothic facades and the Palazzo Pubblico set an atmospheric stage of brick and stone.

Choose one included option: visit the Siena Cathedral to admire striped marble and masterful inlaid floors, or enjoy a guided panforte tasting, the city’s spiced fruit-and-nut delicacy with roots in medieval apothecaries.

Wander the stony lanes of San Gimignano, where medieval skyscrapers pierce the Tuscan sky and quiet courtyards reveal artisan workshops. Hidden wells and frescoed niches hint at the town’s merchant past.

In Piazza della Cisterna, enjoy an artisan gelato tasting at famed Gelateria Dondoli, led by world-champion maestro Sergio Dondoli. Creative flavors—often inspired by local saffron and fruits—celebrate the surrounding hills.

Join a Local Specialist to admire the marble-clad cathedral crowned by Brunelleschi’s dome. Gaze at the Baptistery’s gilded Gates of Paradise and Giotto’s elegant bell tower rising above a tapestry of terracotta roofs.

Continue to Piazza della Signoria, an open-air gallery where statues evoke Medici power and Renaissance artistry. Masterpieces and civic grandeur unfold at every turn in the city that shaped modern art.

Raise a glass and sip Chianti as golden light washes over vineyards and olive groves outside San Gimignano. Country aromas and birdsong set an easy rhythm for the evening.

Relish a Farm-to-Table dinner crafted from estate-grown produce—garden vegetables, saffron, olive oil and handmade pastas—paired with local wines. The rolling Tuscan hills provide a timeless backdrop to flavors rooted in season and soil.

In the Val d’Orcia, visit Bagno Vignoni where a vast pool of steaming thermal waters fills the main square. Stone arcades, chapels and inns frame a scene unchanged for centuries.

Hear tales of Roman and medieval spa heritage as vapors drift across the stone-built piazza. It’s a photogenic pause that pairs Tuscan serenity with the timeless ritual of hot springs.

Stroll the perfect Renaissance town envisioned by Pope Pius II, where harmonious palazzi and the cathedral encircle elegant Piazza Pio II. Symmetry and light reveal the humanist ideals of 15th-century urban design.

Learn how Pienza’s pecorino tradition shaped local life as cheese boutiques scent narrow lanes. Views open to the UNESCO-listed Val d’Orcia, a pastoral landscape of cypress ridges and wheat fields.

Explore an Etruscan hill town of steep alleys and sunlit squares as you amble along Via Nazionale to Piazza della Repubblica. Stone palazzi, artisan storefronts and café tables capture Tuscany’s small-town rhythm.

Admire panoramic views over Lake Trasimeno and learn how Cortona inspired modern literature and film. This excursion is at additional cost and bookable with your Travel Director on tour.

Stroll the Renaissance walls of Lucca, a leafy promenade circling bell towers and quiet cloisters. Within, see San Michele in Foro and elegant piazzas laid over the Roman grid.

View the Guinigi Tower topped by holm oaks and hear notes of Puccini’s legacy in his birthplace city. This experience is at additional cost and can be booked on tour.

Meet your fellow travelers and meet your Tour Director over a convivial Roman feast at a neighborhood trattoria. Savor Roman specialties of Lazio in a warm, tile-floored dining room where the chatter of locals and the clink of glasses set the mood.

Discover how simple, seasonal cooking defines the capital’s table—from handmade pastas to fragrant olive oil—while your host shares insights into the city’s dining traditions. It’s a relaxed, flavorful welcome to Rome’s enduring hospitality.

Insight Vacations