14 days in Italy Itinerary

14 days in Italy Itinerary

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Route & dates

14 days in Italy Itinerary

Start: Cairo
Fly:  6​h 45​min
1
Milan
— Few hours
train:  2​h 30​min
2
Venice
— 1 night
train:  2​h 15​min
3
Florence
— 2 nights
train:  1​h
4
Pisa
— 2 nights
train:  2​h
5
Siena
— 2 nights
bus:  1​h 15​min
6
San Gimignano
— 3 nights
Drive:  3​h
7
Rome
— 3 nights
Fly:  7​h
End: Cairo

few
hours
Milan

Milan ©
In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Kick off your visit on the 1st (Sat): appreciate the extensive heritage of Piazza del Duomo and then take in the spiritual surroundings of Duomo di Milano.

For more things to do, traveler tips, other places to visit, and tourist information, you can read our Milan trip builder tool .

Cairo, Egypt to Milan is an approximately 7-hour flight. You can also drive; or do a combination of car and ferry. Due to the time zone difference, you'll gain 1 hour traveling from Cairo to Milan. Expect cooler temperatures when traveling from Cairo in December; daily highs in Milan reach 9°C and lows reach 1°C. Finish up your sightseeing early on the 1st (Sat) so you can catch the train to Venice.

Things to do in Milan

Historic Sites
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Piazza del Duomo ©
Piazza del Duomo

1
night
Venice

Venice ©
Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Start off your visit on the 2nd (Sun): get to know the fascinating history of Piazza San Marco, contemplate the long history of Ponte dei Sospiri, examine the collection at Doge's Palace, then take in the exciting artwork at Giudecca 795 Art Gallery, and finally wander the streets of Campo del Ghetto.

To see other places to visit, traveler tips, reviews, and more tourist information, go to the Venice trip itinerary site .

You can take a train from Milan to Venice in 2.5 hours. Other options are to drive; or do a combination of flight and train. In December, daily temperatures in Venice can reach 11°C, while at night they dip to 1°C. Wrap up your sightseeing on the 2nd (Sun) early enough to take a train to Florence.

Things to do in Venice

Historic Sites Museums Shopping
Highlights from your plan
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace
Ponte dei Sospiri ©
Ponte dei Sospiri

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Start off your visit on the 3rd (Mon): explore the world behind art at Pitti Palace, get great views at Piazzale Michelangelo, and then learn about winemaking at Castello del Trebbio. On the next day, appreciate the extensive heritage of Piazza del Duomo, take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, admire the masterpieces at Gallerie Degli Uffizi, then view the masterpieces at M.G. Design, and finally see the interesting displays at Academy Of Florence Art Gallery.

To find ratings, other places to visit, where to stay, and more tourist information, refer to the Florence trip planner .

Getting from Venice to Florence by train takes about 2.5 hours. Other options: drive; or take a bus. When traveling from Venice in December, plan for a bit warmer days in Florence, with highs around 15°C, while nights are about the same with lows around 4°C. Cap off your sightseeing on the 4th (Tue) early enough to catch the train to Pisa.

Things to do in Florence

Museums Wineries Historic Sites

Side Trip

Castello del Trebbio
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

2
nights
Pisa

Pisa ©
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Kick off your visit on the 5th (Wed): take in the architecture and atmosphere at Duomo di Pisa, stroll the grounds of Camposanto, stop by Al Gusto Giusto, then view the masterpieces at PALP Palazzo Pretorio, then take in the spiritual surroundings of Santuario Della Madonna del Ghisallo - Museo Del Ciclismo, and finally contemplate the long history of Le mura di Lucca. On the next day, enjoy breathtaking views from Leaning Tower of Pisa, then don't miss a visit to Piazza dei Miracoli, then contemplate in the serene atmosphere at Battistero, and finally admire the masterpieces at Museo delle Sinopie.

To see more things to do, ratings, where to stay, and other tourist information, use the Pisa vacation maker website .

You can take a train from Florence to Pisa in an hour. Other options are to take a bus; or drive. In December, plan for daily highs up to 15°C, and evening lows to 4°C. Finish your sightseeing early on the 6th (Thu) so you can take a train to Siena.

Things to do in Pisa

Historic Sites Museums Shopping

Side Trips

Pontedera, Madonna del Ghisallo, Le mura di Lucca
Highlights from your plan
Duomo di Pisa ©
Duomo di Pisa
Leaning Tower of Pisa ©
Leaning Tower of Pisa
Madonna del Ghisallo ©
Madonna del Ghisallo

2
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Start off your visit on the 7th (Fri): take a stroll around San Quirico d'Orcia, get a sense of history and politics at Palazzo Pubblico and Museo Civico, then take in the exciting artwork at Bianco e Nero di Sonia Staccioli , then pause for some serene contemplation at Duomo di Siena, and finally take in the exciting artwork at Silvia Tanganelli. Get ready for a full day of sightseeing on the next day: contemplate in the serene atmosphere at Abbazia di San Galgano, then contemplate the long history of Battistero di San Giovanni, and then contemplate the long history of Centro Storico di Siena.

To find reviews, more things to do, other places to visit, and other tourist information, read Siena road trip site .

You can take a train from Pisa to Siena in 2 hours. Alternatively, you can drive; or take a bus. In December, daily temperatures in Siena can reach 16°C, while at night they dip to 5°C. Wrap up your sightseeing on the 8th (Sat) to allow time to drive to San Gimignano.

Things to do in Siena

Historic Sites Museums Shopping

Side Trips

San Quirico d'Orcia, Abbazia di San Galgano
Highlights from your plan
San Quirico d'Orcia ©
San Quirico d'Orcia
Duomo di Siena ©
Duomo di Siena
Palazzo Pubblico and Museo Civico ©
Palazzo Pubblico and Museo Civico

3
nights
San Gimignano

San Gimignano ©
A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Deepen your sense of the past at sights like Duomo di San Gimignano and Historic Centre of San Gimignano. Do some cultural sightseeing at Guardastelle Vineyard and Torre e Casa Campatelli. You'll find plenty of places to visit near San Gimignano: Museo Leonardiano di Vinci (in Vinci), Parco Naturalistico Le Biancane (in Monterotondo Marittimo) and Museo Etrusco Guarnacci (in Volterra). The adventure continues: take a stroll around Comune Di Certaldo, get engrossed in the history at Museo della Tortura di San Gimignano, appreciate the extensive heritage of San Gimignano 1300, and make a trip to San Gimignano Bell Tower.

To see maps, photos, traveler tips, and more tourist information, read San Gimignano route builder app .

You can drive from Siena to San Gimignano in an hour. Other options are to take a bus; or do a combination of train and bus. Expect a daytime high around 15°C in December, and nighttime lows around 4°C. Wrap up your sightseeing on the 11th (Tue) to allow time to drive to Rome.

Things to do in San Gimignano

Historic Sites Museums Wineries

Side Trips

Parco Naturalistico Le Biancane, Museo Leonardiano di Vinci, Museo Etrusco Guarnacci, Comune Di Certaldo
Highlights from your plan
Historic Centre of San Gimignano ©
Duomo di San Gimignano ©
Duomo di San Gimignano
Torre e Casa Campatelli ©
Torre e Casa Campatelli

3
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 12th (Wed): take a stroll through Via Condotti, get to know the fascinating history of Piazza Navona, then explore the ancient world of Pantheon, then get a taste of the local shopping with ALEFBET, and finally explore the ancient world of Colosseum. On the 13th (Thu), you'll have a packed day of sightseeing: don't miss a visit to Vatican Museums, contemplate the long history of St. Peter's Basilica, and then delve into the distant past at Palatine Hill.

To see photos, reviews, other places to visit, and tourist information, read Rome trip builder .

Getting from San Gimignano to Rome by car takes about 3 hours. Other options: take a train; or take a bus. In December, plan for daily highs up to 16°C, and evening lows to 4°C. Wrap up your sightseeing by early afternoon on the 14th (Fri) to allow time for travel back home.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Highlights from your plan
Piazza Navona ©
Piazza Navona
St. Peter's Basilica ©
St. Peter's Basilica
Vatican Museums
Vatican Museums

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