Eli - I do not think you need to be "sad" about spending 5 days in Rome... As it's now my hometown I'll take up for it. Rome is in Italy, it's NOT Italy - Rome... is ROME! What to do for 5 days – you just need to know what to look for!
Here are some things that could fill up 5 WEEKS in Rome: The Colosseum, Forum, Palatine Hill, Circo Maximus, the Pantheon, Theatre of Marcellus, Campidoglio, The Vittoriano, 934 unique Churches, the Jewish Ghetto, an evening in Trastevere, walking the Corso, shopping the Condotti, Nazionale, or Rienzo, the Quiranale, the Trevi Fountain, Villa Borghese, the Pincio Gardens, Palazzo Barberini and Piazza Barberini, Janiculum Hill overlooking Rome, seeing the Pope on Wednesday, touring St. Peter’s Basilica, taking the Scavi tour UNDER St. Peter’s Basilica, or climbing the Dome to be OVER St. Peter’s Basilica, seeing the Sistine Chapel and the Raphael Rooms in the Vatican Museum – finding Raphael’s Ascension – tucked away in the back wing, walking a street market at Ponte Milvio or Andrea Doria, spending a weekend “haggling” for deals at Porta Portese, eating gelato at San Crispino’s, Giolitti’s and Della Palma (but NOT all in the same day!),early morning at the Campo de’ Fiori, relaxing in Piazza Navona, Climbing the ramparts at Castel Sant’ Angelo, coffee Italian style at either – or each of – Tazza D’Oro, Sant'Eustachio, or Antico Caffe' Greco, getting creeped out in the catacombs, visiting the “BONE” Church, walking the Baths of Caracalla – or The Baths of Diocletian, Hard Rock for the T-shirt, ride a bus to nowhere or take a Hop-On Hop Off bus and see it all, see an opera at many different venues, Go on a fountain excursion to see Rome’s many tributes to water, See all the Caravaggio’s in town – 3 just in the San Luigi dei Francesi church!, for fun follow the “Roman Holiday” sites – like the Boca de Veritas, Sunday Brunch at Gusto’s,
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