Perfect two-week itineraries in Italy
Vacation blueprints for your trip to Italy so you can get the most out of your two-week vacation, no matter where you want to go
Intrepid Travel 2011 Italy trips
• Best of Italy
• Italy Uncovered
• Italy Experience
• Classic Italy
• Italy Family Adventure
* Also available as GLBT OUT trip
G Adventures 2011 Italy trips
• Ultimate Italy
• Italy Culture and History Explored (Rome, Siena, Florence, Venice; 9 days)
• Italy Family Adventure

iExplore Italy trips 2011
• Italy Experience (9 days; Venice, Florence, Siena/San Gimignano or Pisa, Rome)
• Italy in Style (9 days; Venice, Florence, Pisa, Perugia, Rome)
• The Amalfi Coast (Amalfi, Positano, Pompeii, Valle del Ferriero park, Bomerano, various hikes, optionals: Mt. Vesuvius, Capri, Naples, Ravello, Herculaneum; 8 days)
• Walking in Tuscany (hikes in the Garfagnana and Apuan Alps near Lucca/Pisa; 8 days)
• Southern Italy Experience (9 days; Rome, Naples, Pompeii, Sorrento, Capri, Amalfi, Positano, Ravello)
• Walking the Italian Lakes (8 days; Lake Orta, Val Grande, Lake Maggiore, Lake Como)
• Mont Blanc Highlights (walks and hikes from Courmayeur and Chamonix; 8 days)
• Mont Blanc Hotel Trek (classic inn-to-inn treks from Chamonix to Courmayeur and back around; 15 days)
First thing you should know: you can't see all of Italy in just two weeks. Trust me. I've spent approximately six years of my life there, and have yet to scratch the surface (and three of those years—spread out over more than a decade—were spent writing guidebooks and being, for all intents and purposes, a professional tourist).
However, that doesn't mean we can't have a great time trying to cram in as much as possible! Here are some perfect itineraries that so just that. Please take a moment to read the "How these itineraries work" page so you can get the most out of each sample vacation blueprint (and find out such things as what I mean by "sane" and "insane" variations).
Insane two-week Italy itineraries
Ultimate Italy: The Best of Italy in Two Weeks
(Rome—Pompeii—Amalfi Coast—Florence—Hilltowns of Tuscany & Umbria [San Gimignano, Siena, Assisi, Perugia, Monteriggioni]—Pisa—Cinque Terre—Venice—Verona—Lake Garda—Milan—Lake Como) ![]()
The Insane Whirlwind: Italy's Greatest Hits in Two Weeks
(Rome—Pompeii—Hilltowns of Tuscany & Umbria [Orvieto, San Gimignano, Siena, Pisa]—Cinque Terre—Florence—Venice—Verona—Lake Garda—Milan) ![]()
Sane two-week Italy itineraries
The Sane Whirlwind: Italy's Greatest Hits in Two Weeks—Amalfi Coast edition
(Rome—Naples—Pompeii—Amalfi Coast—Capri—Siena—Florence—Pisa—Cinque Terre—Venice—Milan)
The Sane Whirlwind: Italy's Greatest Hits in Two Weeks—Lakes edition
(Rome—Pompeii—Pisa—Florence—Venice—Lake Garda—Lake Como—Milan) ![]()
The Sane Whirlwind: Italy's Greatest Hits in Two Weeks—Tuscan Hilltowns edition
(Rome—Pompeii—Hilltowns of Tuscany (Siena, San Gimignano, Pisa)—Cinque Terre—Florence—Venice—Milan) ![]()
The Perfect 10 Days in Sicily
(Palermo, Monreale, Segesta, Erice, Marsala— Selinute—Agrigento—Piazza Armerina or Caltagirone or Ragusa—Siracusa—Noto or Etna—Taormina—Cefalù)
* Add a few days at the beginning and end in Rome and you've got two weeks total
Related pages
- If you have one week...
- City & regional itineraries
- How to use these itineraries
- The countdown calendar:
- When to go to Italy
- The trip countdown calendar - How far in advance to book the stages of your trip
- Time to budget for each city
- General daily itinerary tips
This material was last updated December 2010. All information was accurate at the time.
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Copyright © 2008–2012 by Reid Bramblett. Author: Reid Bramblett





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