Snow-capped peaks above glassy lakes, hill towns wrapped in vineyards and islands set in a turquoise sea. Italy holds a lifetime of journeys, and we'll help you find the one that's yours.
Plan Your Italy Journey
Italy has been a single nation since 1861, yet every region still keeps its own accent, its own festivals and its own way of welcoming guests. A morning in Milan and an evening in Palermo can feel like two different countries, and that is the joy of it.
Our Italy moves at the pace of an evening stroll through the piazza. We pair the great sights, like the Colosseum and Florence's Duomo, with the moments that stay with you: a boat gliding toward Bellagio at dusk, a truffle hunter and his dog in the Umbrian woods, a choir's voices rising in a medieval church.
We've led our own groups along these roads, from the lemon terraces of Sorrento to the olive mills of Sicily, and every journey we design starts from that first-hand knowledge.
Where we wander: The Italian Alps · Lake Como · Lake Garda · Lake Maggiore · Milan · Tuscany · Umbria · Rome · Sorrento & the Amalfi Coast · Puglia · Calabria · Sicily · Sardinia
Northern Italy
In the north, the mountains come down to the water. Glacier-carved lakes sit at the foot of the Alps, their shores lined with lemon houses, palm-shaded promenades and grand old villas, and Milan is about an hour away.
Mont BlancCourmayeurCortina d'Ampezzothe Dolomites
Ride the Skyway's rotating cabins from Courmayeur up to 3,466 meters on the Italian face of Mont Blanc, or walk among the pale, jagged peaks of the Dolomites, a UNESCO World Heritage Site. Summer brings wildflower meadows and mountain huts with long views; winter brings crisp ski days in Cortina d'Ampezzo, co-host of the 2026 Winter Olympics.
Bellagio · Varenna · Tremezzo · Villa del Balbianello
The most romantic of the lakes, ringed by mountains and lined with villas and gardens. Cruise to Bellagio by private boat, step onto the lakeside loggia of Villa del Balbianello, and walk the old Wayfarer's Path above Varenna for views down the length of the lake.
Sirmione · Malcesine · Limone · Verona
Italy's largest lake has a sunny, almost Mediterranean feel, with olive groves, lemon houses and castles at the water's edge. Sail from Sirmione, ride the cable car up Monte Baldo from Malcesine, and spend a summer evening at the opera in Verona's Roman arena, a short drive away.
Stresa · Isola Bella · Isola Madre · Villa Taranto
Elegant and serene, with belle époque hotels along the shore at Stresa. Step across to the Borromean Islands, where Isola Bella's baroque palace rises from the water in tiers of gardens and white peacocks wander the paths of Isola Madre.
The Eternal City
The Colosseum · the Vatican · the Pantheon · Trastevere · Piazza Navona
For more than two thousand years, Rome has been called the Eternal City, and one walk through its streets tells you why. Stand inside the Colosseum, look up at the Sistine Chapel ceiling, and step beneath the open eye of the Pantheon's dome. Toss a coin into the Trevi Fountain to promise your return, then let the evening carry you through the ivy-draped lanes of Trastevere and the golden light on Piazza Navona.
Head south and the light grows warmer, the pace gentler and the welcome even bigger.
The Last Supper · the Duomo · La Scala · the Fashion District
Italy's capital of style and the gateway to the lakes and mountains. See Leonardo's Last Supper, walk among the spires on the Duomo's marble rooftop, and spend an evening at La Scala. At aperitivo hour, raise a glass in the city where the Negroni Sbagliato was born.
Florence · Chianti · Siena · San Gimignano · Val d'Orcia
Renaissance Florence, cypress-lined roads and hill towns the color of honey. Stand before Michelangelo's David, then drive into the Chianti hills for a long lunch at a family wine estate. Further south lies the Val d'Orcia, a landscape Renaissance painters loved and UNESCO now protects.
Assisi · Orvieto · Perugia · Spello · Spoleto
Italy's green heart, and the only region with neither a coastline nor a foreign border. Walk in the footsteps of St. Francis in Assisi, see Orvieto's glittering cathedral on its cliff of volcanic stone, and head into the oak woods with a truffle hunter and his dog.
Sorrento · Positano · Amalfi · Ravello · Capri · Pompeii
Lemon terraces, cliffside villages and a sea that shifts from turquoise to deep blue. Sail to Capri, walk the streets of Pompeii as they stood in 79 AD, and follow the Path of the Gods high above Positano. Back in Sorrento, a local family shares the secrets of limoncello among their own lemon groves.
Ostuni · Alberobello · Lecce · Polignano a Mare · Matera
The heel of Italy's boot, where whitewashed towns glow above olive groves, some of them a thousand years old. Base yourself in Ostuni, the White City, and explore the cone-roofed trulli of Alberobello, the honey-colored baroque of Lecce and the cliffs of Polignano a Mare. Just across the border lies Matera, where homes and churches are carved into the rock.
Tropea · Pizzo · Scilla · Capo Vaticano · Reggio Calabria
The toe of the boot, warm, wild and wonderfully unhurried. Tropea's old town sits on a cliff above turquoise coves, with the church of Santa Maria dell'Isola on its own rock below. Visit the fishing village of Scilla, the bergamot groves that grow about 90 percent of the world's crop, and the ancient Riace Bronzes in Reggio Calabria. For many American families, this is also where the family story begins.
Taormina · Mount Etna · Palermo · Monreale · Cefalù · Agrigento
An island that has been Greek, Roman, Arab, Norman and Spanish, and wears every chapter proudly. Watch Etna steam behind Taormina's Greek theater, taste wine grown on the volcano's slopes, and stand beneath the golden mosaics of Monreale. Walk among the temples of Segesta and Agrigento, and in autumn, see olives pressed into bright green oil in the Madonie Mountains.
Costa Smeralda · La Maddalena · Alghero · Cagliari · Barumini
Clear turquoise water, granite islands and a culture all its own. Sail the La Maddalena archipelago, explore the Bronze Age stone towers called nuraghi, and hear the shepherds' four-voice singing, recognized by UNESCO. In Alghero, an old form of Catalan still echoes through the lanes, and in the mountain villages, people live famously long lives.
A few of the moments we love to arrange. Mix them, match them and make them your own.
Two Italian classics to savor along the way.
From a honeymoon on Lake Como to a choir of forty in Assisi, every Italian journey gets the same care.
Journeys built around a passion: Food & Wine · Faith & Pilgrimage · Heritage & Family Roots · Art & Architecture · Choirs & Performance · Opera & Music · Walking & Active · Festivals
For couples, families and friends
Celebrate an anniversary in a villa on Lake Como, gather three generations under one roof in the Tuscan hills, or return to the village in Calabria or Sicily where your family's story began. You'll have your own driver-guide, your own pace and a few quiet surprises along the way.
Design My Private JourneyIntimate departures with a personal touch
Travel in a small circle with a Tour Director who knows everyone by name. Share a farmhouse lunch in the Madonie Mountains during olive season, taste wine on the slopes of Etna, and wander Ostuni's white lanes in the cool of the evening.
Join a Small Group
Beautifully managed for 20 to 40 travelers
Clubs, choirs, church and alumni groups travel with ease, with comfortable coaches, porterage and whisper headsets on every guided visit. Sing beneath the frescoes of a medieval church in Umbria, join a papal audience in St. Peter's Square, and share a festive farewell dinner in a Tuscan villa.
Plan a Group JourneyReward moments, incentive trips and thank-you celebrations
Treat your best people to Italy at its most glamorous. Picture a private boat to Bellagio, a classic Alfa Romeo on the open road, a Chianti wine estate reserved for your team, and a gala evening on a villa terrace above the lake.
Plan an Incentive
Italy has brought people together around a table, a song and a celebration for centuries. A few ideas to start the conversation.
Grand Group Experiences
Reward trips, team programs and thank-you celebrations
Every program can include meeting space, awards evenings, branded welcome gifts and Tour Directors on site from arrival to departure.
A few of our favorite ways to string Italy together. Each one can be shaped around you.
12 days
The Colosseum and the Vatican, a wine estate lunch on the road south, Pompeii and Capri from Sorrento, then six unhurried nights in Ostuni with Alberobello's trulli, Matera's cave city, baroque Lecce and the cliffs of Polignano a Mare.
Discover This Journey
11 days
A guided day on the Amalfi Coast, two nights in clifftop Tropea, a ferry across the Strait of Messina to Taormina and Etna, olive season in the Madonie Mountains, and four nights by the sea near Palermo with Monreale, Segesta and Erice.
Discover This Journey
5 days
An aperitivo masterclass in Milan, a classic Alfa Romeo on the open road, panoramic trails above the lake, a private boat to Bellagio and a lakeside gala dinner. Designed for incentive groups, and just as lovely for friends celebrating together.
Discover This Journey
Any length
A week among the Dolomites and the lakes, a family villa in Tuscany, a pilgrimage to Assisi and Rome, or a journey back to your family's village in Calabria. Tell us what you have in mind, and we'll shape the journey around it.
Start PlanningTell us who's traveling, when you'd like to go and what calls to you, whether that's a lake beneath the Alps, a hill town in Tuscany or an island in a turquoise sea. We'll take it from there.
Plan Your Italy Journey