Athens
Madeleine
The one to call for group travel — reunions, milestones, friends going together. She’s backpacked Europe and says yes to almost anything.
Italy rewards people who slow down — and punishes people who try to see it all.
Most first trips try to fit Rome, Florence, Venice, and the Amalfi Coast into ten days. It can be done. It’s also how people come home tired, having spent a third of the trip on trains. The better version picks two regions and goes deep — long lunches, a hill town nobody told you about, an afternoon where the plan is nothing.
That’s the part we’re useful for: knowing which two, for you. Whether it’s your first time or your fifth, whether you want Michelin stars or a cooking lesson in someone’s kitchen, whether you’d rather drive Tuscany or never touch a car.
Where to go
Three places worth building a trip around
There are twenty regions and every one of them is somebody’s favorite. These are the ones we send people to most.
Rome
The Eternal City
Two capitals in one — the Italian one and the Vatican. The artistic heritage is genuinely endless, which is why we’d rather give you three days here than one, and a guide who can get you into the Vatican before the queues.
Sicily
Art, culture, and coastline
Hilly, mountainous, and marked by everyone who ever landed there — Greeks, Arabs, Normans. The food alone justifies the flight, and it still feels less trodden than the mainland classics.
Capri, Ischia & Procida
For people who love the sea
The three islands in the Bay of Naples, each with a different temperament. A long weekend is enough for all three, and it pairs beautifully with a few days on the Amalfi Coast.
Endless ways to experience it
What kind of Italy are you after?
Food and wine
Every region has its own specialties and its own tours. Tell us what you like to eat and we’ll build around it.
Art and history
From Pompeii to the Uffizi to the Tuscan hill towns — more UNESCO sites than any other country on earth.
Active and outdoors
The Dolomites, the coastal paths of Cinque Terre, cycling through Puglia. Italy is far more walkable than its reputation.
Wellness
Thermal waters, spa towns, and a pace that’s built for it. Often the best second half of a busy first week.
Off the beaten path
Country roads, mountain trails, pilgrim routes. If you’ve done the greatest hits, this is where the next trip lives.
Luxury and design
Fashion, architecture, and hotels that are destinations in themselves. Our Signature membership gets you amenities at most of them.
Who you’ll work with
Pick the office nearest you.
All four of our advisors plan Italy. Which one you work with is usually just a question of which office you’d rather walk into.
Dunwoody
Leslie
Planning trips since 1990 and deepest in Italy, Greece, France, and Ireland. Ask her about the history nobody told you to look for.
Dunwoody
Steve
Left a career as a chiropractor for a year-long trip around the world, and came back to help other people take theirs.
Tuscaloosa
Stella
A year living in France taught her to travel slowly. She builds trips around local life — markets, long meals, the streets past the checklist.
Go deeper
More on Italy
Region guides, hotels, and current offers — kept up to date through our Signature Travel Network membership.
Ready when you are.
Tell us roughly what you have in mind and we’ll take it from there.
