Highlights
- A private after-hours moment among the Eternal City's monuments, when the crowds have thinned and the stone glows amber
- A hands-on afternoon in a Tuscan farmhouse kitchen, rolling pasta and pressing your own bottle of estate olive oil to take home
- A sunset tasting at a hilltop winery in the Chianti hills, glass in hand as the light turns the vineyards to gold
- A lazy morning boat along the Amalfi cliffs, dropping anchor for a swim in a hidden cove before lunch on the water
- A cooking session with a lemon-grove family above Positano, where limoncello is poured with a story
- Slow strolls through medieval hill towns, gelato in hand, with no agenda but each other
A taste of the journey
Days 1–3 | Rome — the Eternal City, savoured. You'll arrive to layered history and settle into a rhythm of espresso in quiet piazzas and evenings that stretch long over carbonara and a carafe of local red. We build in the icons — the Colosseum, the Vatican, Trastevere's tangle of lamp-lit lanes — but time them so you feel like the city belongs to you, not the tour buses.
Days 4–7 | Tuscany — vines, villages, and long lunches. A slow drive north into cypress-lined hills, where your days unfold between wine estates, honey-stone villages like San Gimignano and Montepulciano, and afternoons with nowhere to be. Expect cellar tastings, a market-to-table cooking experience, and golden-hour views from a countryside base you won't want to leave.
Days 8–11 | Amalfi Coast — cliffs, sea, and lemon groves. The grand finale: a coastline of impossible beauty, where pastel towns cling to the rock above a sapphire sea. You'll drift by boat, wander from Positano to Ravello, and toast the trip from a terrace as the sun dips below the horizon — the fitting last note of an Italian love song.
Where you'd stay
- Comfortable — Charming, well-located boutique hotels and restored townhouses with genuine Italian warmth.
- Elevated — Design-led four-stars and a countryside villa-estate with pool, vineyard views, and standout breakfasts.
- Extraordinary — A converted historic palazzo, a private Tuscan estate suite, and a cliffside retreat with a terrace above the sea.
When to go
Late May to mid-June or mid-September to early October — warm days, swimmable seas, harvest energy in the vineyards, and the summer crush of crowds either just ahead or comfortably behind you.
From
From ~$8,500–$12,500 CAD per person, flights from Edmonton included — a rough estimate that shifts with season, accommodation tier, and how many private experiences you fold in.
Let's make it real
The full custom plan turns this arc into your trip: the exact day-by-day, hand-picked stays matched to your taste, insider timing that dodges the crowds, private guides and drivers, and every booking handled by us. Talk to a Beyond YEG designer and we'll shape these eleven days around the two of you — start to finish, effortlessly.