Italy
Four journeys. One country I call home.
Why Italy
I work with Italy because it’s the country I know like a friend — by city, by table, by season. Our gay clients come back from Italy almost always saying the same thing: they expected beauty, they didn’t expect to feel so at home. The welcome you get in a small osteria in Rome or a family-run hotel in Florence is not a script — it’s how Italians treat people they like. We don’t take that warmth for granted, and we don’t promise it everywhere: we route our clients to the cities, neighborhoods, and hosts who actually deliver it. The Italy I design is curated to feel lived-in, not staged — Rome’s quieter quarters, a Tuscan villa instead of a resort, Puglia in low season, a Roman dinner you’ll remember.
Italy, from the inside
Italy isn’t a destination I discovered as a traveller—it’s the country where I was born, where I grew up, where I still live. I’ve driven those roads, eaten at those tables, and walked those streets at every season and every hour. I know the piazza that’s perfect at six in the morning before the tourists arrive. I know which vineyard road in Tuscany makes you pull over just to look. I know the Puglia that doesn’t make it onto postcards.
That’s not expertise—it’s something closer to love. And it shapes every Italian itinerary I build for you: the hotel choices, the rhythm of the days, the moments I want you to have. Not because I’ve read about them. Because I’ve lived them.
Each route below is a different Italy—a different mood, a different light, a different way of moving through the country. All of them are tailor-made for you. All of them feel, to me, like home.
Choose your Italy
Four tailor-made itineraries — all departures, all paces, all yours. Wondering how Italy feels for gay travelers? Start with is Italy gay friendly?
ITALY, IN FULL DEPTH
Italy at its most essential: ancient drama, Renaissance beauty, vineyard roads and the quiet magic of arriving in Venice by water. 8–12 nights · from $7,000 pp
NAPLES, CAPRI & THE AMALFI COAST
Cinematic Naples, the cliffs of Capri, the coast seen from the sea. Italy’s south at its most iconic — and its most effortless. 8–12 nights · from $7,000 pp
PUGLIA, THE HIDDEN GEM OF ITALY
Whitewashed towns, trulli rooftops, baroque Lecce at golden hour, and a coastline built for slow days. Italy’s south, at its most soulful. 8–10 nights · from $6,500 pp
SICILY: THE ISLAND EVERYONE FALLS FOR
Greek temples, baroque cities, volcanic fire and long coastal days. Sicily — drama, softness, and something that stays. 10–12 nights · from $8,500 pp
Not sure which Italy is yours?
Tell me where you want to go — I’ll build it around you. Every itinerary above is a starting point. Send me your dates, your travel style, and how you like to move through a place — and I’ll come back with a proposal tailored to you within 48 hours.