Italy in two weeks: The sane whirlwind (Tuscany & Cinque Terre edition) - in brief

A perfect two-week itinerary in Italy that includes stops in Rome, Florence, and Venice, Tuscan & Umbrian hilltowns (including Siena, Pisa, and Assisi), and a hike in the Cinque Terre

A map of the sane two-week Italy itinerary: Tuscany edition

Itinerary highlights

Here is an itinerary that takes in Rome and Pompeii, Florence and the hilltowns of Tuscany (Siena, San Gimignano, Pienza, Pisa) and Umbria (Orvieto, Assisi), the Cinque Terre fishing villages at the tip of the Italian Riviera, Venice, and (if you're interested) Milan.

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 "» more" 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

» more
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

» more
Day 3
ROME

AM: Vatican Museums, Sistine Chapel
Lunch: [snack]
PM: St. Peters, Castel Sant'Angelo, Trastevere
Dinner: [Trastevere]
Stay: Rome

» more
Day 4
POMPEII
/AMALFI COAST

ALL-DAY TOUR:
Pompeii, Amalfi Coast, Capri
Stay: Rome or Amalfi Coast

» more
Day 5
ROME
AM:
Free [sleep, shop, sightsee, whatever]
Lunch:
[Rome]
PM:
Villa Borghese, Galleria Borghese, Trastevere, Trevi Fountain
Dinner:[Trastevere]
Stay: Rome

» more
Day 6
UMBRIA
AM:
Orvieto
Lunch: Orvieto
PM: Assisi
Stay: Assisi

» more
Day 7
TUSCANY
AM:
Pienza
Lunch: Pienza
PM: Siena
Stay: Siena

» more

Day 8
TUSCANY

AM: San Gimignano
Lunch: Chianti
PM: Chianti
Stay: Florence

» more

Day 9
FLORENCE
AM: Duomo, Brunelleschi's Dome, Baptistery
Lunch: I Fratellini
PM:
Piazza della Signoria, Uffizi
Dinner: Il Latini
Stay: Florence

» more
Day 10
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


» more
Day 11
PISA & CINQUE TERRE
AM:
Pisa
Lunch: [Pisa]
PM: Cinque Terre
Dinner: [Cinque Terre]
Stay: Cinque Terre

» more
Day 12
CINQUE TERRE

ALL-DAY: Hiking the Cinque Terre
Dinner: [depends]
Stay: Cinque Terre

» more
Day 13
VENICE
AM:
Getting to Venice
Lunch: [on the go]
PM: Grand Canal, Accademia Gallery, Peggy Guggenheim, gondola ride
Dinner: [Venice]
Stay: Venice

» more
Day 14
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

» more
Day 15
VENICE or MILAN
OPT #1:
Stay in Venice and tour the outlying islands - Murano, Burano, and Torcello)
OPT#2: AM: Transport to Milan
Lunch: [Milan]
PM: Da Vinci's Last Supper, Duomo, Pinacoteca di Brera, Pinacoteca Ambrosiana, La Scala, Navigli
Dinner: [Milan]
Stay: Venice or Milan

» more

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

» more

           

Tips & links

Consider a tour
Useful links
How it all fits into 2 weeks
What you need to do before you leave home
How to use this itinerary
Don't overplan

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Highlights
  • Reliving the ROME of the Caesars at the Colosseum and Roman Forum (Day 2)
  • St Peter's, The Sistine Chapel, & the Vatican Museums in ROME (Day 3)
  • ROME's Pantheon, Trevi Fountain, and the Spanish Steps (Day 1)
  • The ancient ghost city of POMPEII (Day 4)
  • Capri & the AMALFI COAST (Day 4)
  • Boticelli's Birth of Venus at the Uffizi in FLORENCE (Day 6)
  • Climbing Brunelleschi's Dome on the cathedral of FLORENCE (Day 6)
  • Sipping wine in the CHIANTI (Day 7)
  • Climbing the Leaning Tower of PISA (Day 7)
  • Touring that Medieval Manhattan town of towers SAN GIMIGNANO (Day 7)
  • Michelangelo's David at the Accademia in FLORENCE (Day 8)
  • Giotto's frescoes in ASSISI (Day 9)
  • Hiking the Cinque Terre on THE ITALIAN RIVIERA (Day 10)
  • Crusing the Grand Canal of VENICE (Day 11)
  • The glittering cathedral of St. Mark's VENICE (Day 12)
  • Leonardo da Vinci's Last Supper in MILAN (Day 14)
  • A day on LAKE COMO (Day 15)
 


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