Italy 14 Day Itinerary: The Grand Tour
Sofia Laurent· Europe Editor
Updated September 10, 2026 · 9 min read
Fourteen days is Italy's grand tour, run one-way: Venice (3), Florence and Tuscany (4), Rome (4), Naples, Pompeii and the Amalfi Coast (3). Every classic gets its day; every transfer is a two-hour train; and the finale is the coast's cliff towns at golden hour.
Budget at planning figures — Venice ~€150/day, Florence ~€130, Rome ~€130, the coast ~€160: call it €1,900 excluding flights. Open-jaw Venice-to-Naples makes the routing free of backtracking.
Turn this guide into a personalized itinerary
Rome · dates and preferences pre-filled — adjust anything, then generate your day-by-day plan.
Plan the Italian grand tour →The One-Way Discipline
North to south, always. The Frecciarossa legs run under three hours; the Salerno ferry hands you to the coast. Two-night minimums everywhere except one-day stops, and every transfer day is a half-day by design — the rule that keeps fourteen days humane.
What Fourteen Days Buys
Tuscany gets two days (Siena and the Chianti drivers' route), Rome gets its Borghese and an Ostia day, and the coast gets both the Path of the Gods and the Capri boat. Ten-day travelers choose between these; fourteen-day travelers don't have to.
The Grand Tour, Day by Day
Venice (1–3), Florence & Tuscany (4–7), Rome (8–11), Naples & Amalfi (12–14).
Day 1 · Venice — Arrival
Grand Canal at dusk, cicchetti crawl.
Day 2 · Venice — San Marco & Islands
St Mark's early; Murano and Burano.
Day 3 · Venice — Back Canals
Dorsoduro, Castello, the quiet Venice.
Day 4 · Florence — Renaissance
Train south; the dome, Piazzale sunset.
Day 5 · Florence — David & Uffizi
The Accademia at opening; Uffizi's Botticellis.
Day 6 · Siena Day
The campo, the duomo, the towers.
Day 7 · Chianti Day
Wine route with a driver; slow lunch.
Day 8 · Rome — Ancient Core
Train south; Colosseum, Forum, Trastevere.
Day 9 · Rome — Vatican
Vatican early; the centro's fountains.
Day 10 · Rome — Borghese & Piazzas
The gallery's hour; Navona at dusk.
Day 11 · Rome — Ostia Day
The quiet ruins by train.
Day 12 · Naples & Pompeii
Train south; pizza shrine; Pompeii's streets.
Day 13 · Amalfi Coast
Ferry along the cliffs; Positano and Ravello.
Day 14 · Path of the Gods & Departure
The cliff trail morning; NAP by evening.
Practical planning info
Rail & booking
- Book all Frecciarossa legs with the flights; coast hotels 2–3 months out.
- The Dolomites and Sicily are the honest skips at fourteen days.
Budget
- About €1,900 for fourteen days at planning figures, excluding flights.
Frequently asked questions
Is 14 days the right length for Italy?
It's the grand-tour length — every classic gets a day and the pace stays humane. Sicily and the far north need their own trips.
Which direction?
North to south, ending on the coast — the scenery improves with every leg.
How much does 14 days in Italy cost?
About €1,900 excluding flights at planning figures, including all rail and ferries.
Ready to plan your Rome trip?
Use this guide as your starting point — the AI planner builds a day-by-day itinerary around your dates and interests.
Plan the Italian grand tour →Keep reading
The full boot: Venice, Florence, Rome and the Amalfi Coast in ten days — rail north to south, no backtracking.
7 min read
Rome, Florence, Venice in one week: the classic Italy triangle paced by train times, with the two-night minimums that keep it humane.
9 min read
The Italy guide: the triangle, the rail math, the regional plates and the seasons.
9 min read