18 days in Italy Itinerary

18 days in Italy Itinerary

Created using Inspirock Italy sightseeing planner

Plan created by another user. Make it yours

Route & dates

1
Rome
— 4 nights
2
Siena
— 1 night
3
Montalcino
— 1 night
4
San Gimignano
— 1 night
5
Florence
— 3 nights
6
Cinque Terre
— 2 nights
7
Milan
— 1 night
8
Venice
— 3 nights

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. Pantheon and Roman Forum are good opportunities to explore the local culture. Your inner history buff will appreciate St. Peter's Basilica and Piazza Navona. Next up on the itinerary: contemplate the long history of Palatine Hill, admire the masterpieces at Galleria Borghese, and ponder the design of Trevi Fountain.

To see reviews, photos, other places to visit, and tourist information, go to the Rome journey planner.

Rio de Janeiro, Brazil to Rome is an approximately 15.5-hour flight. You'll lose 4 hours traveling from Rio de Janeiro to Rome due to the time zone difference. Expect slightly colder temperatures when traveling from Rio de Janeiro in October; daily highs in Rome reach °F and lows reach °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
Find places to stay Oct 9 — 13:
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. On the 13th (Sun), take in the architecture and atmosphere at Duomo di Siena, make a trip to Facciatone, thentake in panoramic vistas at Torre del Mangia, thenmake a trip to Piazza del Campo, and finally take in the spiritual surroundings of San Francesco.

For maps, photos, and other tourist information, you can read our Siena holiday planner.

You can drive from Rome to Siena in 2.5 hours. Other options are to take a bus; or take a train. In October, daytime highs in Siena are °F, while nighttime lows are °F. On the 14th (Mon), wrap the sightseeing up by early afternoon so you can drive to Montalcino.

Things to do in Siena

Historic Sites

Side Trip

Piazza Grande a Montepulciano
Find places to stay Oct 13 — 14:
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.
Your day-by-day itinerary now includes Chiesa della Madonna del Soccorso, Cattedrale Del Santissimo Salvatore, Fortezza di Montalcino, and other attractions you added. On the 14th (Mon), take in panoramic vistas at Fortezza di Montalcino, thentake in the architecture and atmosphere at Cattedrale Del Santissimo Salvatore, thentake in the spiritual surroundings of Chiesa della Madonna del Soccorso, and finally join in the after-dark buzz at Poggio Antico Vineyards.

For reviews, photos, other places to visit, and other tourist information, go to the Montalcino vacation app.

Traveling by car from Siena to Montalcino takes an hour. Alternatively, you can take a bus; or do a combination of train and bus. In October in Montalcino, expect temperatures between °F during the day and °F at night. 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
Find places to stay Oct 14 — 15:
Highlights from your plan
Poggio Antico Vineyards ©
Poggio Antico Vineyards
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.
You've now added Rocca di Castellina to your itinerary. Start off your visit on the 15th (Tue): make a trip to Historic Centre of San Gimignano, contemplate the long history of Torre Grossa, and then steep yourself in history at Mura di San Gimignano.

To see reviews, other places to visit, maps, and other tourist information, read San Gimignano travel route builder website.

You can 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 °F, and evening lows to °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

Side Trip

Rocca di Castellina
Find places to stay Oct 15 — 16:
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.
Your day-by-day itinerary now includes Campanile di Giotto, Piazza del Duomo, Leaning Tower of Pisa, and other attractions you added. Your cultural itinerary includes sights like Cathedral of Santa Maria del Fiore and Florence Academy of Fine Arts. Popular historic sites such as Loggia dei Lanzi and Piazza della Signoria are in your itinerary. There's much more to do: explore the world behind art at Gallerie Degli Uffizi, make a trip to Piazzale Michelangelo, take in the architecture and atmosphere at Basilica of Santa Croce, and get a sense of history and politics at Palazzo Vecchio.

For photos, reviews, ratings, and more tourist information, use the Florence trip website.

You can drive from San Gimignano to Florence in 1.5 hours. Other options are to take a bus; or take a train. Expect a daytime high around °F in October, and nighttime lows around °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

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
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts

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), step into the grandiose world of Castello Doria.

Plan my day in Cinque Terre using traveler tips and tourist information provided by Inspirock.

You can drive from Florence to Cinque Terre in 2.5 hours. Another option is to take a train. October in Cinque Terre sees daily highs of °F and lows of °F at night. You will have some time to spend on the 21st (Mon) before leaving for Milan.

Things to do in Cinque Terre

Historic Sites
Find places to stay Oct 19 — 21:
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.
Start off your visit 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 other places to visit, ratings, maps, and other tourist information, read our Milan trip builder website.

Drive from Cinque Terre to Milan in 3 hours. Alternatively, you can take a train. When traveling from Cinque Terre in October, plan for a bit cooler days and about the same nights in Milan: temperatures range from °F by day to °F at night. Wrap up your sightseeing by early afternoon on the 22nd (Tue) to allow time for the car ride to Venice.

Things to do in Milan

Historic Sites
Find places to stay Oct 21 — 22:
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 the 23rd (Wed), you'll have a packed day of sightseeing: get to know the fascinating history 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, thensnap pictures at Ponte di Rialto, and finally take a tour by water with Alex Hai Gondola Tours.

To find other places to visit, more things to do, photos, and other tourist information, read Venice trip builder app.

Traveling by car from Milan to Venice takes 3 hours. Alternatively, you can take a train; or fly. In October, daytime highs in Venice are °F, while nighttime lows are °F. On the 25th (Fri), you'll have the morning to explore before heading back home.

Things to do in Venice

Historic Sites Museums Shopping
Find places to stay Oct 22 — 25:
Highlights from your plan
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace
Basilica di Santa Maria Gloriosa dei Frari ©

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