Ultimate Italy: The Insane 2-Week Whirlwind

A perfect two-week itinerary in Italy that includes just about everything: Rome, Florence, Venice, Tuscan & Umbrian hilltowns (including Siena, Pisa, and Assisi), the Amalfi Coast, Pompeii, the Cinque Terre, the Italian Lakes, and Milan

Two week ultimate Italy itinerary

Itinerary highlights

This is the quick, just-the-facts-ma'am version of the itinerary, laid out as if on a calendar (which is why the "Day 1" is placed where Saturday would be, assuming most folks will be flying over to Italy on a Friday night; click here for more such foolish assumptions about how these itineraries work).

If you want a longer, text version of the daily plan—complete with transportation details and descriptions of (and how much time to spend at) each of the sights and destinations, click on either the "Day #" at the top of any given day or the "" at the bottom. (Or you can just scroll through the whole thing at once on this page.)

					Day 0 FLYING THERE Fly to Italy in the evening (it's an overnight flight)	Day 1 ROME AM: [arriving, getting downtown] Lunch: [Quick] PM: Piazza Navona, Sant'Agostino, San Luigi dei Francesi, Sant'Ivo alla Sapienza, Pantheon, gelato, SM Sopra Minerva, Galleria Borghese, Villa Borghese, Spanish Steps, Santa Maria del Popolo, passeggiata Dinner: [Old city] Stay: Rome
Day 2 ROME AM: Roman Forum, San Pietro in Vincoli Lunch: Cavour 313 PM: Colosseum, San Clemente, Campidoglio, Capitoline Museums Dinner: [Old city] Stay: Rome	Day 3 ROME AM: Vatican Museums, Sistine Chapel Lunch: [snack] PM: St. Peters, Castel Sant'Angelo, Trastevere Dinner: [Trastevere] Stay: Rome	Day 4 POMPEII/AMALFI COAST ALL-DAY TOUR: Pompeii, Amalfi Coast, Capri Stay: Rome or Amalfi Coast	Day 5 ROME AM: Free [sleep, shop, sightsee, whatever] Lunch: [Rome] PM: Villa Borghese, Galleria Borghese, Trastevere, Trevi Fountain Dinner:[Trastevere] Stay: Rome	Day 6 FLORENCE AM: Getting to Florence, Duomo, Brunelleschi's Dome, Baptistery Lunch: I Fratellini PM: Piazza della Signoria, Uffizi Dinner: Il Latini Stay: Florence	Day 7 TUSCANY ALL-DAY TOUR: Siena, Monteriggioni, The Chianti, San Gimignano, Pisa Dinner: [Florence] Stay: Florence	Day 8 FLORENCE AM:Accademia/ Michelangelo's David, Santa Maria Novella Lunch: [Florence] PM: Santa Croce, gelato at Vivoli, Ponte Vecchio, Pitti Palace Dinner: [Oltrarno] Stay: Florence
Day 9 UMBRIAN HILLTOWNS ALL-DAY TOUR: Perugia, Assisi. Dinner: [Florence] Stay: Florence	Day 10 CINQUE TERRE ALL-DAY: Hiking the Cinque Terre Dinner: [depends] Stay: Cinque Terre or Florence	Day 11 VENICE AM: Getting to Venice Lunch: [on the go] PM: Grand Canal, Accademia Gallery, Peggy Guggenheim, gondola ride Dinner: [Venice] Stay: Venice	Day 12 VENICE AM: Piazza San Marco, St. Mark's Cathedral, Bell tower, Doge's Palace Lunch: [Venice] PM: Free time [shopping, Ca' d'Oro, getting lost, etc.] Dinner: [Venice] Stay: Venice	Day 13 VENICE or VERONA & LAKE GARDA: OPT #1: Stay in Venice and tour the outlying islands - Murano, Burano, and Torcello) OPT#2: AM: Verona (ancient Arena and Romeo & Juliet sights); PM: Sirmione on Lake Garda. Stay: Venice or Sirmione or Verona	Day 14 MILAN AM: Transport to Milan Lunch: [Milan] PM: Da Vinci's Last Supper, Duomo, Pinacoteca di Brera, Pinacoteca Ambrosiana, La Scala, Navigli Dinner: [Navigli] Stay: Milan	Day 15 LAKE COMO ALL DAY TOUR: Varenna, Bellagio, Como. Dinner: Como or Milan Stay: Milan or Como
*Day 16* FLYING HOME AM: Flying home Lunch: Airline food (sorry) PM: Still flying home, getting to your house, deciding to leave the unpacking until tomorrow Dinner: Order take-out Stay: Your own bed

The full version of this itinerary
The main sections for: Rome, Pompeii, Amalfi Coast, Capri, San Gimignano, Siena, Pisa, Cinque Terre, Florence, Venice, Milan
More two-week itineraries
One-week itineraries
Getting the best deal on airfares
Getting about Italy by train
Renting a car in Italy and money-saving tips
Hotels & other lodging options in Italy
Sights you need to book ahead of time
How this itinerary is designed to work

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This material was last updated January 2011. All information was accurate at the time.

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

One week
• Umbrian Discovery (8 days; Venice, Gubbio, Assisi, Spello, Rome)
• Highlights of Italy (8 days; Venice, Cinque Terre, Florence, Rome)
• Rome to Amalfi (8 days; Rome, Naples, Pompeii, Sorrento, Amalfi Coast)
• Tuscan Express (7 days; Pisa, Siena, San Gimignano, Chianti, Flroence)
• Southern Italy Family (8 days; Sorrento, Pompeii, Paestum, Capri)

Self-guided walks:
• Amafi Coast-5 days
• Amafi Coast-8 days
• Cinque Terre-5 days
• Cinque Terre-8 days

Gap Adventures 2011 Italy trips
• Ultimate Italy (Rome, Siena, Florence, Pisa, Lucca, Cinque Terre, Asti, Lake Como, Venice; 13 days)
• Italy Culture and History Explored (Rome, Siena, Florence, Venice; 9 days)
• Cinque Terre Coastal Walk (5 days)
• The Taste of Tuscany (Florence, Chanti, Lucca, Pisa, Siena; 8 days)
• Amalfi Coast (Sorrento, Pompeii, Amalfi, Ravello, Positano, Capri; 8 days)
• Venice to Rome Adventure (Venice, Cinque Terre, Florence, Rome; 8 days)
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• Sicilian Volcano Trail (Aeolian Islands [Lipari, Vulcano, Stromboli], Catania, Mt. Etna; 8 days)
• Italy Family Adventure (Rome, Perugia, Florence, Modena, Verona, Venice; 10 days)

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)
• Splendors of Italy & Southern France (16 days)

Tuscany & Umbria
• Tuscan Delights (8 days)
• Magical Tuscany & Portofino Peninsula (10 days)
• Walking in Tuscany (hikes in the Garfagnana and Apuan Alps near Lucca/Pisa; 8 days)
• Tuscany: Pisa And Pasta - Family Holiday (8 days; Parco dell'Orecchiella, bike Serchio River, Garfagana, Castelnuovo, Pisa, Grotta del Vento, Barga)
• Chianti: Walking & Wine (8 days; Chianti, San Gimignano, Siena, Monteriggioni, Florence, Volterra, Pisa)
• Colors of Tuscany (8 days; Florence, Siena, agriturismo, San Gimignano, Colle di Val d'Elsa, Volterra, Calanchi, Montecatini, Monte Voltraio, several country walks)
• Tuscan Trails (self guided) (8 days; following the Via Francigena, staying in agriturismi; Colle Val d'Elsa, Bibbiano, San Gimignano, Monteriggioni, Siena, Asciano, Monte Oliveto Maggiore, Chiusure, Buonconvento, Montalcino, San Quirico d'Orcia, Montepulciano, Monticchiello, Pienza)
• Umbria Unveiled (self guided) (8 days; Spoleto, walk on Monteluco, walk the Alberina, Abbey of San Pietro in Valle, Marmore waterfalls, Poreta, walk the "Olive Trail," Clitunno River, Trevi, Spello, Assisi)
• Cycle Through Siena & Chianti (8 days; Florence, Impruneta, Greve in Chianti, Castellina in Chianti, San Gimignano, Monteriggioni, Brolio, Siena, Le Crete Senesi, San Quirico, Val d'Orcia, Montepulciano, Pienza, Bagno Vignoni, Pisa)
• Tuscany Singletrack (8 days; Biking in the Garfagnana north of Lucca)

Cinque Terre
• Jewels of Liguria, Cinque Terre & Portovenere (7 days; Levanto, Monterosso al Mare, Riomaggiore, Manarola, Corniglia, Vernazza, Campiglia, Portovenere, Palmaria)

Southern Italy
• Southern Italy Experience (9 days; Rome, Naples, Pompeii, Sorrento, Capri, Amalfi, Positano, Ravello)
• The Amalfi Coast (8 days; Amalfi, Postiano, Pompeii, Valle del Ferriero park, Bomerano, various hikes, optionals: Mt. Vesivius, Capri, Naples, Ravello, Herculaneum)
• Spirit Of Amalfi (11 days; Naples, Pompeii, Conca dei Marini, hike to Positano, Amalfi, Atrani, hike to Ravello, Capri, Valle dei Mulini)
• Amalfi Coast & Bay Of Naples (8 days; Amalfi, Ravello, Naples, Positano, Pompeii, Herculaneum, Mt. Vesuvius, Capri)
• Around the Bay of Naples (8 days; Sorrento, Herculaneum, Capri, Pompeii, pizza lesson, Mt. Vesuvius, Naples)
• Colors of Amalfi (8 days; Naples, Pompeii, Mt. Vesivius, Agerola, Sentiero degli Dei, Positano, Amalfi, canoeing, Ravello, hiking, Atrani)
• Amalfi Coast & Capri (7 days; Naples, Pompeii, Ravello, hikes, Amalfi, Sentiero degli Dei, Positano, Capri, Sorrento, Colli di San Pietro)
• Pathways of the Amalfi Coast (8 days; Self-guided walks around Ravello, Atrani, Amalfi, Scala, Positano, and Capri)
• Highlights of Southern Italy (10 days; Campania & Calabria: Naples, Paestum, Cliento National Park, Padula, Pisticci, Matera, Sibari, Rossano, Pollino National Park, Civita, Lao River, Morano Calabro, Scalea)
• Cycle Cliento & Amalfi (8 days; Cliento National Park, Paestum, Amalfi, Ravello)
• Puglia & Basilicata (7 days; Lecce, Otranto, Parco Regionale Porto Selvagio, Matera, Valle d'Itria, Alberobello, Ostuni, Brindisi)
• Puglia: Cycle The Heel Of Italy (8 days; Alberobello, Valle d'Itria, Ostuni, Torre Guaceto nature reserve, Gallipoli, Santa Maria di Leuca, Otranto, Lecce)

Sicily
• Splendors of Italy & Southern France (16 days)
• Spirit of Sicily (11 days; Palermo, Monreale, Zingaro Nature Reserve, Scopello, Cefalù, Tindari, Montalbano, Moio dell'Acantara, Castelmola, Taormina, Mt. Etna, Sortino, Ragusa, Modica, Noto, Siracusa)
• Treasures Of Sicily (9 days; Catania, Mt. Enta, Siracusa, Palazzolo Acireide, Noto, Ragusa, Agrigento, Selinute, Marsala, Erice, Trapani, Zingaro Natural Reserve, Segesta, Palermo, Monreale, Cefalù, Taromina)
• Sicily: Land of Volcanoes (8 days; Siracusa, Alcantara Gorge, Cassabile Canyon, climb Mt. Etna)
• Sicilian Volcanoes (8 days; Aoelian Islands: Lipari, Vulcano, Stromboli, Catania, trek to Mt. Enta crater)
• Wonders of Sicily (8 days; Catania, Mt. Etna, Stromboli, Panarea, Taormina, Siracusa)

Northern Italy
• Italian Lakes Discovery (8 days; Milan; Lake Como: Como, Menaggio, Bellagio, Villa Carlotta, Varenna; St. Moritz; Bernina Express train; Lake Garda: Riva del Garda, Limone, Singol Valley, San Vigilio; Verona)
• Walking the Italian Lakes (8 days; Lake Orta, Val Grande, Lake Maggiore, Lake Como)

Ultimate Italy: The Insane 2-Week Whirlwind

Itinerary highlights

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