18 days in Italy Itinerary

18 days in Italy Itinerary

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Route & dates

18 days in Italy Itinerary

Start: Rio de Janeiro
Fly:  16​h
1
Rome
— 4 nights
Bus:  3​h
2
Siena
— 1 night
Drive:  1​h 30​min
3
Montalcino
— 1 night
Drive:  30​min
4
San Gimignano
— 1 night
Drive:  30​min
5
Florence
— 3 nights
Train:  3​h
6
Cinque Terre
— 2 nights
Train:  1​h 30​min
7
Genoa
— 1 night
Drive:  4​h
8
Venice
— 3 nights
Fly:  19​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.
You've added Colle Capitolino, Bocca della Verita, Arcibasilica di San Giovanni in Laterano, and other attractions to your itinerary. Vatican Museums and Galleria Borghese will appeal to museum buffs. Your cultural itinerary includes sights like Colosseum and Piazza Navona. And it doesn't end there: steep yourself in history at Palatine Hill, don't miss a visit to Roman Forum, take in the architecture and atmosphere at St. Peter's Basilica, and admire the local landmark of Trevi Fountain.

To see more things to do, maps, other places to visit, and more tourist information, go to the Rome trip itinerary site .

Rio de Janeiro, Brazil to Rome is an approximately 15-hour flight. You can also do a combination of flight and train. You'll lose 4 hours traveling from Rio de Janeiro to Rome due to the time zone difference. Prepare for little chillier weather when traveling from Rio de Janeiro in October: high temperatures in Rome hover around 26°C and lows are around 15°C. On the 14th (Mon), 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 10 — 14:
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.
Your list of things to see and do now includes Complesso Museale Santa Maria della Scala, Facciatone, Duomo di Siena, and other attractions. Kick off your visit on the 14th (Mon): pause for some serene contemplation at Duomo di Siena, don't miss a visit to Facciatone, then browse the exhibits of Complesso Museale Santa Maria della Scala, then make a trip to Piazza del Campo, and finally contemplate in the serene atmosphere at San Francesco.

To see maps, photos, traveler tips, and other tourist information, read our Siena route planning tool .

Drive from Rome to Siena in 2.5 hours. Alternatively, you can take a bus; or take a train. In October, daily temperatures in Siena can reach 26°C, while at night they dip to 15°C. Wrap up your sightseeing by early afternoon on the 15th (Tue) to allow enough time to drive to Montalcino.

Things to do in Siena

Historic Sites Museums

Side Trip

Piazza Grande a Montepulciano
Find places to stay Oct 14 — 15:
Highlights from your plan
Duomo di Siena ©
Duomo di Siena
Piazza del Campo ©
Piazza del Campo
San Francesco ©
San Francesco

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 Fortezza di Montalcino, Cattedrale Del Santissimo Salvatore, Chiesa della Madonna del Soccorso, and other attractions you added. Kick off your visit on the 15th (Tue): take in panoramic vistas at Fortezza di Montalcino, pause for some serene contemplation at Cattedrale Del Santissimo Salvatore, then contemplate in the serene atmosphere at Chiesa della Madonna del Soccorso, and finally unwind over a drink at Poggio Antico Vineyards.

Use Inspirock's suggestions to plan your Montalcino trip and find the best activities and attractions for your vacation.

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 in Montalcino, expect temperatures between 26°C during the day and 15°C at night. Wrap up your sightseeing by early afternoon on the 16th (Wed) to allow enough time to drive to San Gimignano.

Things to do in Montalcino

Historic Sites Nightlife Wineries
Find places to stay Oct 15 — 16:
Highlights from your plan
Chiesa della Madonna del Soccorso ©
Chiesa della Madonna del Soccorso
Fortezza di Montalcino ©
Fortezza di Montalcino
Poggio Antico Vineyards ©
Poggio Antico Vineyards

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.
Kick off your visit on the 16th (Wed): 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 find reviews, where to stay, photos, and more tourist information, read our San Gimignano route 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. In October, daytime highs in San Gimignano are 25°C, while nighttime lows are 14°C. On the 17th (Thu), you'll have the morning to explore before heading off to Florence.

Things to do in San Gimignano

Historic Sites
Find places to stay Oct 16 — 17:
Highlights from your plan
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Mura di San Gimignano ©
Mura di San Gimignano
Torre Grossa ©
Torre Grossa

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your list of things to see and do now includes Leaning Tower of Pisa, Basilica San Miniato al Monte, Ponte Vecchio, and other attractions. Satisfy your inner culture vulture at Gallerie Degli Uffizi and Piazzale Michelangelo. You'll explore and learn at Academy Of Florence Art Gallery and Basilica di Santa Croce. Next up on the itinerary: contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, admire the landmark architecture of Loggia dei Lanzi, get a sense of history and politics at Palazzo Vecchio, and get to know the fascinating history of Piazza della Signoria.

For photos, more things to do, ratings, and other tourist information, refer to the Florence road trip planner .

You can drive from San Gimignano to Florence in 1.5 hours. Other options are to take a bus; or take a train. October in Florence sees daily highs of 25°C and lows of 14°C at night. On the 20th (Sun), 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 17 — 20:
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 21st (Mon), you'll have a packed day of sightseeing: explore the historical opulence of Castello Doria and then step into the grandiose world of Castello di Riomaggiore.

For photos, more things to do, reviews, and more tourist information, go to the Cinque Terre trip itinerary planner .

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 25°C, and evening lows to 14°C. On the 22nd (Tue), wrap the sightseeing up by early afternoon so you can take a train to Genoa.

Things to do in Cinque Terre

Historic Sites
Find places to stay Oct 20 — 22:
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 day-by-day itinerary now includes Piazza Raffaele De Ferrari, Christopher Columbus' House, Piazza della Vittoria, and other attractions you added. On the 22nd (Tue), take in the spiritual surroundings of Cattedrale di San Lorenzo - Duomo di Genova, make a trip to Piazza della Vittoria, then appreciate the extensive heritage of Porta Soprana, then take an in-depth tour of Christopher Columbus' House, and finally don't miss a visit to Piazza Raffaele De Ferrari.

For more things to do, photos, maps, and other tourist information, read our Genoa trip itinerary planner.

You can take a train from Cinque Terre to Genoa in 1.5 hours. Other options are to drive; or take a bus. Expect a daytime high around 24°C in October, and nighttime lows around 17°C. You'll have a few hours on the 23rd (Wed) to wrap things up before traveling to Venice.

Things to do in Genoa

Historic Sites Museums
Find places to stay Oct 22 — 23:
Highlights from your plan
D'Albertis Castle ©
D'Albertis Castle
Via Giuseppe Garibaldi ©
Via Giuseppe 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 New Murano Gallery as well as Alex Hai Gondola Tours. Get ready for a full day of sightseeing on the next day: appreciate the extensive heritage of Piazza San Marco, admire the striking features of Basilica di San Marco, admire the landmark architecture of Doge's Palace, then take in the views from Ponte dei Sospiri, then snap pictures at Ponte di Rialto, and finally take a tour by water with Alex Hai Gondola Tours.

To see traveler tips, more things to do, other places to visit, and tourist information, read our Venice tour itinerary builder website .

Traveling by car from Genoa to Venice takes 4 hours. Alternatively, you can take a train; or fly. Traveling from Genoa in October, expect a bit cooler with lows of 12°C in Venice. You will have some time to spend on the 26th (Sat) before leaving for home.

Things to do in Venice

Historic Sites Museums Shopping
Find places to stay Oct 23 — 26:
Highlights from your plan
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace

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