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:  16​h
1
Rome
— 4 nights
2
Siena
— 1 night
Drive:  1​h
3
Montalcino
— 1 night
Drive:  1​h 30​min
4
San Gimignano
— 1 night
Drive:  1​h 15​min
5
Florence
— 3 nights
train:  3​h
6
Cinque Terre
— 2 nights
train:  1​h 15​min
7
Genoa
— 1 night
Drive:  4​h
8
Venice
— 3 nights
Fly:  18​h
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 Circus Maximus, Bocca della Verita, Colle Capitolino, and other attractions you added. Get some cultural insight at Palatine Hill and Pantheon. Let the collections at Vatican Museums and Galleria Borghese capture your imagination. Next up on the itinerary: delve into the distant past at Colosseum, appreciate the extensive heritage of Piazza Navona, make a trip to St. Peter's Basilica, and steep yourself in history at Roman Forum.

To find more things to do, where to stay, and tourist information, read Rome trip maker site .

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. Traveling from Rio de Janeiro in October, things will get little chillier in Rome: highs are around 73°F and lows about 55°F. You will leave for Siena on the 13th (Sun).

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Find places to stay Oct 9 — 13:
Highlights from your plan
Colosseum ©
Colosseum
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 San Francesco, Siena Cathedral, Complesso Museale Santa Maria della Scala, and other attractions to your itinerary. On the 13th (Sun), pause for some serene contemplation at San Francesco, take in the architecture and atmosphere at Siena Cathedral, then explore the galleries of Complesso Museale Santa Maria della Scala, then don't miss a visit to Piazza del Campo, and finally make a trip to Facciatone.

To see ratings, reviews, and other tourist information, read Siena trip itinerary planning website .

You can drive from Rome to Siena in 2.5 hours. Other options are to take a bus; or take a train. In October in Siena, expect temperatures between 73°F during the day and 56°F at night. You will have some time to spend on the 14th (Mon) before leaving for Montalcino.

Things to do in Siena

Historic Sites Museums
Find places to stay Oct 13 — 14:
Highlights from your plan
Siena Cathedral ©
Siena Cathedral
Basilica di San Domenico ©
Basilica di San Domenico
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.
On the 14th (Mon), do a tasting at Mate Winery, learn about winemaking at Podere Il Cocco, steep yourself in history at Abbazia di Sant'Antimo, take in the spiritual surroundings of La Collegiata di San Quirico, then learn about winemaking at Ciacci Piccolomini d'Aragona, and finally take in the exciting artwork at Art Studio di Adelina Quadri.

To find maps, other places to visit, where to stay, and tourist information, read Montalcino trip itinerary website .

Drive from Siena to Montalcino in an hour. Alternatively, you can do a combination of train and bus; or take a bus. In October, daily temperatures in Montalcino can reach 73°F, while at night they dip to 56°F. Finish your sightseeing early on the 15th (Tue) so you can drive to San Gimignano.

Things to do in Montalcino

Wineries Historic Sites Shopping

Side Trips

San Quirico d'Orcia, Torre Grossa, Art Studio di Adelina Quadri
Find places to stay Oct 14 — 15:
Highlights from your plan
Abbazia di Sant'Antimo ©
Abbazia di Sant'Antimo
Ciacci Piccolomini d'Aragona ©
Ciacci Piccolomini d'Aragona
Cappella della Madonna di Vitaleta ©

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.
On the 15th (Tue), learn about winemaking at Poggio Rubino. Get ready for a full day of sightseeing on the 16th (Wed): admire the striking features of Mura di San Gimignano, get a taste of the local shopping with Galleria Gagliardi, then get to know the fascinating history of San Gimignano 1300, then take in the exciting artwork at La Bottega del Sale di Duccio Nacci photographer, and finally don't miss a visit to Historic Centre of San Gimignano.

To find ratings, more things to do, where to stay, and other tourist information, go to the San Gimignano trip planner .

Drive from Montalcino to San Gimignano in 1.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. In October, plan for daily highs up to 71°F, and evening lows to 54°F. Cap off your sightseeing on the 16th (Wed) early enough to go by car to Florence.

Things to do in San Gimignano

Historic Sites Museums Shopping

Side Trip

Poggio Rubino
Find places to stay Oct 15 — 16:
Highlights from your plan
San Gimignano 1300 ©
San Gimignano 1300
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Poggio Rubino ©
Poggio Rubino

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You've added Leaning Tower of Pisa, Basilica San Miniato al Monte, Ponte Vecchio, and other attractions to your itinerary. Kick off your visit on the 17th (Thu): appreciate the extensive heritage of Piazza del Duomo, take in panoramic vistas at Campanile di Giotto, take in the architecture and atmosphere at Cathedral of Santa Maria del Fiore, then take in the spiritual surroundings of The Baptistery of St. John, then see the interesting displays at Academy Of Florence Art Gallery, and finally get to know the fascinating history of Piazza della Signoria. On your second day here, admire the masterpieces at Uffizi Galleries, get engrossed in the history at Museo Galileo - Institute and Museum of the History of Science, get engrossed in the history at Basilica di Santa Croce, take in the views from Ponte Vecchio, then take some stellar pictures from Basilica San Miniato al Monte, and finally don't miss a visit to Piazzale Michelangelo.

To see other places to visit, where to stay, photos, and tourist information, go to the Florence road trip planning app .

You can drive from San Gimignano to Florence in 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 71°F in October, and nighttime lows around 54°F. 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 Childrens Museums

Side Trip

Leaning Tower of Pisa
Find places to stay Oct 16 — 19:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Uffizi Galleries ©
Uffizi Galleries
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 Doria as well as Castello di Riomaggiore. On the next day, step into the grandiose world of Castello Doria.

To see reviews, traveler tips, maps, and more tourist information, refer to the Cinque Terre trip builder site .

You can drive from Florence to Cinque Terre in 2.5 hours. Alternatively, you can take a train. In October, plan for daily highs up to 71°F, and evening lows to 54°F. Wrap up your sightseeing by early afternoon on the 21st (Mon) to allow time for the train ride to Genoa.

Things to do in Cinque Terre

Historic Sites
Find places to stay Oct 19 — 21:
Highlights from your plan
Castello Doria ©
Castello Doria
Chiesa di San Lorenzo ©
Chiesa di San Lorenzo
Santa Margherita di Antiochia Church ©

1
night
Genoa

Genoa ©
Once the most important harbor in the Mediterranean Sea, Genoa has a long history as a rich and powerful trade center in northern Italy.
Your list of things to see and do now includes Piazza della Vittoria, Via Garibaldi, La Casa di Colombo, and other attractions. On the 12th (Sat), make a trip to Piazza della Vittoria, appreciate the extensive heritage of Torri di Porta Soprana, then admire the landmark architecture of La Casa di Colombo, then don't miss a visit to Piazza Raffaele De Ferrari, and finally contemplate in the serene atmosphere at Cattedrale di San Lorenzo - Duomo di Genova.

To find maps, reviews, more things to do, and other tourist information, read Genoa trip maker tool .

Getting from Venice to Genoa by car takes about 4 hours. Other options: take a train; or fly. Plan for a bit warmer nights when traveling from Venice in October since evenings lows in Genoa dip to 59°F. You'll have a few hours on the 13th (Sun) to wrap things up before traveling to Cinque Terre.

Things to do in Genoa

Historic Sites Museums
Find places to stay Oct 21 — 22:
Highlights from your plan
D'Albertis Castle ©
D'Albertis Castle
Via Garibaldi ©
Via Garibaldi

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 Artistic Murano Glass Gallery as well as Alex Hai Gondola Tours. On your second day here, appreciate the extensive heritage of St. Mark's Square, admire the landmark architecture of Basilica di San Marco, admire the landmark architecture of 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.

To find maps, where to stay, more things to do, and other tourist information, refer to the Venice route builder tool .

Rio de Janeiro, Brazil to Venice is an approximately 18-hour flight. You can also do a combination of flight and train; or do a combination of flight and shuttle. Traveling from Rio de Janeiro to Venice, you'll lose 4 hours due to the time zone difference. Plan for slightly colder temperatures traveling from Rio de Janeiro in October, with highs in Venice at 66°F and lows at 51°F. On the 12th (Sat), you'll have the morning to explore before heading off to Genoa.

Things to do in Venice

Historic Sites Museums Shopping
Find places to stay Oct 22 — 25:
Highlights from your plan
St. Mark's Square ©
St. Mark's Square
Doge's Palace ©
Doge's Palace