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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

Tours from our trusted partners

Intrepid Travel
Intrepid Travel 2011 Italy trips
Best of ItalyPartner (15 days; Rome, Florence, Pisa, Lucca, biking Tuscany, Cinque Terre, Portofino/Italian Riviera, wines of Piemonte, Milan, Lake Como, Venice)
Italy UncoveredPartner (15 days; Venice, Gubbio, Assisi, Spello, Rome, Naples, Pompeii, Sorrento, Amalfi Coast)
Italy ExperiencePartner (15 days; Venice, Modena, Cinque Terre, Pisa, Florence, Perugia, Spello, Naples, Pompeii, Sorrento, Rome) *
Classic ItalyPartner (21 days; Rome, Florence, Luca, Pisa, Cinque Terre, Portofino/Italian Riviera, wines of Piemonte, Milan, Lake Como, Venice, Gubbio, Assisi, Spello)
Italy Family AdventurePartner (14 days; Rome, Lucca, Pisa, Florence, Levanto, Cinque Terre, Lake Maggiore, Venice) *
* Also available as GLBT OUT trip

Gap Adventures
G Adventures 2011 Italy trips
• Ultimate ItalyPartner (Rome, Siena, Florence, Pisa, Lucca, Cinque Terre, Asti, Lake Como, Venice; 13 days)
• Italy Culture and History Explored (Rome, Siena, Florence, Venice; 9 days)
• Italy Family AdventurePartner (Rome, Perugia, Florence, Modena, Verona, Venice; 10 days)

iExplore
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) Full story

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) Full story

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) Full story

The Sane Whirlwind: Italy's Greatest Hits in Two Weeks—Lakes edition
(Rome—Pompeii—Pisa—Florence—Venice—Lake Garda—Lake Como—Milan) Full story

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) Full story

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) Full story
* Add a few days at the beginning and end in Rome and you've got two weeks total

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This material was last updated December 2010. All information was accurate at the time.

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