Destination guide
Italy
Where ancient ruins, art, and 11 PM pasta somehow coexist
Plan Your Italy TripRome
The Colosseum is a given. The real magic is Testaccio at dusk, aperitivo in Trastevere, and realising you've walked 20,000 steps without noticing. Give Rome four full days minimum — one for ancient Rome, one for Vatican City, and two for just wandering. The best meals happen in neighbourhoods no guidebook prioritises: carbonara at Roscioli, pizza al taglio at Pizzarium, gelato at Fatamorgana where the flavours change weekly. Rome rewards the people who slow down, not the ones who sprint from monument to monument.
Florence
The David is worth the line. But the Oltrarno neighbourhood, Santo Spirito square at sunset, and a random trattoria with no English menu? That's the Florence you came for. Cross the river for artisan workshops and wine bars where Florentines actually hang out. And yes, climb to San Miniato al Monte for sunset — it's ten minutes higher than Piazzale Michelangelo and half the people know about it.
Venice
Skip the day-trippers. Stay overnight. Get lost past midnight. Find a cicchetti bar where the bartender remembers your order. The trick to Venice is sleeping in it — Dorsoduro or Cannaregio, not San Marco. Wake up early, walk before 9 AM when the cruise crowds land. Take the vaporetto to Burano for colours and Torcello for emptiness. The €40 weekly pass pays for itself in two days. Venice is either magical or miserable — the difference is where you sleep and when you wake up.
The Amalfi
Coast
Positano is beautiful and expensive. Ravello is quieter and just as stunning. The ferry between them is the best €15 you'll spend. Don't try to drive the coast road yourself — the SITA bus is chaotic but the views are the same. Base yourself in Minori or Maiori for half the price and better food. Capri is a day trip that divides people: the Blue Grotto is overrated, but the chairlift to Mount Solaro at sunset is not. The real Amalfi secret? September, when the crowds leave and the water is still warm.
Tuscany
This is where Italy slows down. Siena is worth a night — the Duomo floors are only exposed part of the year and the evening passeggiata is pure Italian theatre. Montepulciano and Montalcino are wine towns with actual locals still living in them. Skip the big commercial wineries and find the family-run spots where someone pours you a glass and tells you about their grandfather's vines.
Curated experiences
Not a tourist cooking school. A real kitchen, a real nonna, and three hours learning to make pappardelle and ragù from scratch. You eat what you make. You leave with the recipe and flour on your shirt.
The Sistine Chapel with no one else in it. After the museum closes, a private guide takes you through the galleries and into the chapel itself — just your group, the frescoes, and silence. One of the most requested experiences I book.
A small family estate in the Chianti Classico hills. No tour buses, no gift shop. Just the winemaker, their terrace, four wines, and the valley turning gold as the sun drops. I've been sending clients here for years.
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