18 days in Italy Itinerary

18 days in Italy Itinerary

Created using Inspirock Italy sightseeing planner

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Route & dates

18 days in Italy Itinerary

Start: Rio de Janeiro
Fly:  14​h 30​min
1
Rome
— 4 nights
bus:  3​h
2
Siena
— 1 night
Drive:  1​h
3
Montalcino
— 1 night
Drive:  30​min
4
San Gimignano
— 1 night
Drive:  30​min
5
Florence
— 3 nights
train:  1​h 30​min
6
Cinque Terre
— 2 nights
train:  3​h 30​min
7
Milan
— 1 night
train:  2​h 30​min
8
Venice
— 3 nights
Fly:  16​h 45​min
End: Rio de Janeiro

4
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your day-by-day itinerary now includes Colosseum, Museo Nazionale di Castel Sant'Angelo, Basilica di San Pietro in Vincoli, and other attractions you added. Get some cultural insight at Pantheon and Palatine Hill. Popular historic sites such as St. Peter's Basilica and Roman Forum are in your itinerary. The adventure continues: appreciate the extensive heritage of Piazza Navona, make a trip to Trevi Fountain, and admire the masterpieces at Galleria Borghese.

To find more things to do, ratings, where to stay, and more tourist information, read Rome online vacation planner .

Rio de Janeiro, Brazil to Rome is an approximately 15-hour flight. You can also do a combination of flight and train. The time zone difference when traveling from Rio de Janeiro to Rome is 4 hours. Expect a bit cooler temperatures when traveling from Rio de Janeiro in October; daily highs in Rome reach 73°F and lows reach 55°F. On the 13th (Sun), you'll have the morning to explore before heading off to Siena.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Highlights from your plan
Palatine Hill ©
Palatine Hill
St. Peter's Basilica ©
St. Peter's Basilica
Vatican Museums
Vatican Museums

1
night
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
You've added Piazza del Campo, Torre del Mangia, San Francesco, and other attractions to your itinerary. Start off your visit on the 13th (Sun): pause for some serene contemplation at Duomo di Siena, make a trip to Facciatone, then enjoy breathtaking views from Torre del Mangia, then don't miss a visit to Piazza del Campo, and finally pause for some serene contemplation at San Francesco.

To find reviews, photos, ratings, and tourist information, read Siena tour itinerary planner.

Getting from Rome to Siena by car takes about 2.5 hours. Other options: take a bus; or take a train. In October, plan for daily highs up to 73°F, and evening lows to 56°F. Wrap up your sightseeing by early afternoon on the 14th (Mon) to allow time for the car ride to Montalcino.

Things to do in Siena

Historic Sites

Side Trip

Piazza Grande a Montepulciano
Highlights from your plan
Duomo di Siena ©
Duomo di Siena
Torre del Mangia ©
Torre del Mangia
Piazza del Campo ©
Piazza del Campo

1
night
Montalcino

Montalcino ©
In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
You've added Chiesa della Madonna del Soccorso, Cattedrale Del Santissimo Salvatore, Fortezza di Montalcino, and other attractions to your itinerary. On the 14th (Mon), enjoy breathtaking views from Fortezza di Montalcino, then take in the architecture and atmosphere at Cattedrale Del Santissimo Salvatore, then contemplate in the serene atmosphere at Chiesa della Madonna del Soccorso, and finally cozy up to a beverage at Poggio Antico Vineyards.

To find maps, where to stay, more things to do, and more tourist information, read our Montalcino road trip website .

You can drive from Siena to Montalcino in an hour. Other options are to do a combination of train and bus; or take a bus. In October, plan for daily highs up to 73°F, and evening lows to 56°F. On the 15th (Tue), wrap the sightseeing up by early afternoon so you can drive to San Gimignano.

Things to do in Montalcino

Nightlife Wineries Historic Sites
Highlights from your plan
Chiesa della Madonna del Soccorso ©
Chiesa della Madonna del Soccorso
Fortezza di Montalcino ©
Fortezza di Montalcino

1
night
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.
Your day-by-day itinerary now includes Rocca di Castellina. Start off your visit on the 15th (Tue): steep yourself in history at Historic Centre of San Gimignano, contemplate the long history of Torre Grossa, and then admire the striking features of Mura di San Gimignano.

To see traveler tips, ratings, other places to visit, and tourist information, use the San Gimignano holiday planning tool .

You can drive from Montalcino to San Gimignano in 1.5 hours. Other options are to do a combination of bus and train; or take a bus. Expect a daytime high around 71°F in October, and nighttime lows around 54°F. Finish your sightseeing early on the 16th (Wed) to allow enough time to drive to Florence.

Things to do in San Gimignano

Historic Sites

Side Trip

Rocca di Castellina
Highlights from your plan
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Rocca di Castellina ©
Rocca di Castellina
Mura di San Gimignano ©
Mura di San Gimignano

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You've added Campanile di Giotto, Piazza del Duomo, Leaning Tower of Pisa, and other attractions to your itinerary. Let the collections at Gallerie Degli Uffizi and Academy Of Florence Art Gallery capture your imagination. Satisfy your inner culture vulture at Cathedral of Santa Maria del Fiore and Piazzale Michelangelo. There's much more to do: get engrossed in the history at Basilica di Santa Croce, ponder the world of politics at Palazzo Vecchio, don't miss a visit to Piazza della Signoria, and admire the striking features of Loggia dei Lanzi.

For maps, where to stay, ratings, and more tourist information, go to the Florence trip planning tool .

Traveling by car from San Gimignano to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. In October in Florence, expect temperatures between 71°F during the day and 54°F at night. On the 19th (Sat), wrap the sightseeing up by early afternoon so you can drive to Cinque Terre.

Things to do in Florence

Historic Sites Museums

Side Trip

Leaning Tower of Pisa
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

2
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Your day-by-day itinerary now includes Castello di Riomaggiore as well as Castello Doria. On the 19th (Sat), explore the historical opulence of Castello Doria.

For photos, where to stay, traveler tips, and more tourist information, you can read our Cinque Terre tour itinerary builder site .

Getting from Florence to Cinque Terre by car takes about 2.5 hours. Other options: take a train. In October, plan for daily highs up to 71°F, and evening lows to 54°F. You'll have a few hours on the 21st (Mon) to wrap things up before traveling to Milan.

Things to do in Cinque Terre

Historic Sites
Highlights from your plan
Castello Doria ©
Castello Doria
Castello di Riomaggiore ©
Castello di Riomaggiore

1
night
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.
On the 21st (Mon), pause for some serene contemplation at Duomo di Milano and then get to know the fascinating history of Piazza del Duomo.

To see photos, other places to visit, reviews, and more tourist information, read our Milan online holiday planner .

You can take a train from Cinque Terre to Milan in 3 hours. Another option is to drive. When traveling from Cinque Terre in October, plan for little chillier days in Milan, with highs around 65°F, while nights are about the same with lows around 52°F. Wrap up your sightseeing by early afternoon on the 22nd (Tue) to allow enough time to take a train to Venice.

Things to do in Milan

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

3
nights
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.
Your day-by-day itinerary now includes New Murano Gallery as well as Alex Hai Gondola Tours. On your second day here, appreciate the extensive heritage of Piazza San Marco, admire the landmark architecture of Basilica di San Marco, examine the collection at Doge's Palace, snap pictures at Ponte dei Sospiri, then snap pictures at Ponte di Rialto, and finally take a tour by water with Alex Hai Gondola Tours.

You can plan Venice trip in no time by asking Inspirock to help create your itinerary.

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 October, plan for daily highs up to 66°F, and evening lows to 51°F. You'll have a few hours on the 25th (Fri) to wrap things up before traveling home.

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

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