16 days in Italy Itinerary

16 days in Italy Itinerary

Created using Inspirock Italy attractions planner

Plan created by another user. Make it yours
1
Venice
— 2 nights
2
Milan
— 1 night
3
Brescia
— Few hours
4
Verona
— 1 night
5
Cinque Terre
— 3 nights
6
Pisa
— Few hours
7
Florence
— 1 night
8
Lucca
— 1 night
9
Siena
— 1 night
10
Cortona
— 1 night
11
Rome
— 3 nights

S M T W T F S
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24

2
nights
Venice

Venice ©

City of Romance

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.
Kick off your visit on the 9th (Fri): explore the activities along Canal Grande. Keep things going the next day: admire the landmark architecture of Doge's Palace, get to know the fascinating history of Piazza San Marco, pause for some serene contemplation at Basilica di San Marco, then browse for treasures at Gioielleria Eredi Jovon, then snap pictures at Ponte di Rialto, and finally look for gifts at Oreficeria Boscolo Gioie.

To find more things to do, traveler tips, photos, and other tourist information, use the Venice trip app.

Singapore, Singapore to Venice is an approximately 19-hour flight. The time zone difference moving from Singapore Standard Time (SGT) to Central European Standard Time (CET) is minus 7 hours. In October, Venice is much colder than Singapore - with highs of 22°C and lows of 12°C. Finish your sightseeing early on the 11th (Sun) to allow enough time to drive to Milan.

Things to do in Venice

Side Trips

Find places to stay Oct 9 — 11:
Highlights from your trip
©
Must see
Canal Grande
4.8
©
Must see
Doge's Palace
4.7
©
Historic Walking Area
Piazza San Marco
4.4

1
night
Milan

Milan

Fashion Capital of World

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.
To see traveler tips, maps, and other tourist information, go to the Milan trip planner.

Getting from Venice to Milan by car takes about 3 hours. Other options: take a train; or fly. Expect a daytime high around 21°C in October, and nighttime lows around 13°C. You'll set off for Brescia on the 12th (Mon).

Things to do in Milan

Find places to stay Oct 11 — 12:

few
hours
Brescia

Brescia ©

Lioness of Italy

As the second largest city in Lombardy after Milan, Brescia has served as an important hub of commerce and culture since pre-Roman times.
Start off your visit on the 12th (Mon): revel in the low prices at Franciacorta Village, then take in the architecture and atmosphere at Duomo Vecchio di Brescia, and then step into the grandiose world of Brescia Castle.

For maps, reviews, photos, and tourist information, you can read our Brescia itinerary maker website.

Traveling by train from Milan to Brescia takes 1.5 hours. Alternatively, you can drive. October in Brescia sees daily highs of 22°C and lows of 11°C at night. Finish your sightseeing early on the 12th (Mon) to allow enough time to drive to Verona.

Things to do in Brescia

Side Trip

Find places to stay Oct 12 — 13:
Highlights from your trip
©
Castle
Brescia Castle
4.6
©
Factory Outlet
Franciacorta Village
3.5

1
night
Verona

Verona ©

City of Romeo and Juliet

The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
Kick off your visit on the 12th (Mon): take in the spiritual surroundings of Basilica di San Zeno Maggiore.

To find maps, ratings, photos, and tourist information, refer to the Verona holiday planner.

Drive from Brescia to Verona in an hour. Alternatively, you can drive; or take a shuttle; or take a train. In October, daily temperatures in Verona can reach 22°C, while at night they dip to 11°C. Finish your sightseeing early on the 13th (Tue) so you can drive to Cinque Terre.

Things to do in Verona

Find places to stay Oct 12 — 13:
Highlights from your trip
©
World heritage site
Basilica di San Zeno Maggiore
4.7

3
nights
Cinque Terre

Cinque Terre ©

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Visiting Enjoy Cinqueterre Boat Tours and Cinque Terre Trails will get you outdoors. Satisfy your inner culture vulture at Museo di Palazzo Reale and Boccadasse. Explore Cinque Terre's surroundings by going to Sestri Levante (Basilica di Santa Maria di Nazareth & Baia del Silenzio) and Genoa (Palazzi dei Rolli, Via Giuseppe Garibaldi, &more). There's more to do: take a stroll around Vernazza and trek along Footpath Monterosso - Vernazza.

To see photos, traveler tips, more things to do, and other tourist information, read our Cinque Terre day trip planning website.

You can drive from Verona to Cinque Terre in 3.5 hours. Alternatively, you can take a train; or do a combination of bus and train. In October in Cinque Terre, expect temperatures between 25°C during the day and 14°C at night. Wrap up your sightseeing on the 16th (Fri) early enough to drive to Pisa.

Things to do in Cinque Terre

Outdoors · Historic Sites · Parks · Trails

Side Trips

Find places to stay Oct 13 — 16:
Highlights from your trip

few
hours
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.
Start off your visit on the 16th (Fri): stroll the grounds of Camposanto, then contemplate in the serene atmosphere at Duomo di Pisa, then appreciate the extensive heritage of Knights’ Square, and finally take in panoramic vistas at Leaning Tower of Pisa.

To see ratings, reviews, photos, and more tourist information, read Pisa vacation builder site.

You can drive from Cinque Terre to Pisa in 2 hours. Alternatively, you can take a train; or do a combination of train and bus. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Wrap up your sightseeing on the 16th (Fri) early enough to drive to Florence.

Things to do in Pisa

Find places to stay Oct 16 — 17:
Highlights from your trip
©
Historic Walking Area
Knights’ Square
4.2
©
World heritage site
Leaning Tower of Pisa
4.5
©
World heritage site
Duomo di Pisa
4.7

1
night
Florence

Florence ©

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 16th (Fri), appreciate the extensive heritage of Piazza del Duomo.

To see maps, other places to visit, ratings, and other tourist information, go to the Florence trip planner.

You can drive from Pisa to Florence in 1.5 hours. Other options are to drive; or take a train; or take a bus. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Finish up your sightseeing early on the 17th (Sat) so you can go by car to Lucca.

Things to do in Florence

Find places to stay Oct 16 — 17:
Highlights from your trip
©
Historic Walking Area
Piazza del Duomo
4.8

1
night
Lucca

Lucca ©

City of a Hundred Churches

Lucca, famous for its intact Renaissance-era city walls, remained an independent city-state until the end of the 18th century.
Kick off your visit on the 17th (Sat): take in the architecture and atmosphere at Basilica of San Frediano, steep yourself in history at Le mura di Lucca, then explore the galleries of Fondazione Centro Studi sull Arte Licia e Carlo Ludovico Ragghianti, then contemplate the long history of St Martin Cathedral, and finally take in the spiritual surroundings of San Michele in Foro.

For ratings, where to stay, and tourist information, refer to the Lucca trip itinerary planning site.

You can drive from Florence to Lucca in 1.5 hours. Alternatively, you can drive; or take a bus; or take a train. October in Lucca sees daily highs of 25°C and lows of 14°C at night. Finish your sightseeing early on the 18th (Sun) so you can drive to Siena.

Things to do in Lucca

Find places to stay Oct 17 — 18:
Highlights from your trip
©
Religious Site
San Michele in Foro
4.6
©
Historic Site
Le mura di Lucca
4.8
©
Architectural Building
St Martin Cathedral
4.5

1
night
Siena

Siena ©

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Kick off your visit on the 18th (Sun): surround yourself with nature on a nature and wildlife tour, take in the exciting artwork at Bianco e Nero di Sonia Staccioli , take in the architecture and atmosphere at Duomo di Siena, take in the spiritual surroundings of Battistero di San Giovanni, then step into the grandiose world of Castello di Monteriggioni, and finally contemplate in the serene atmosphere at Chiesa di Santa Maria Assunta.

To see other places to visit, ratings, traveler tips, and more tourist information, you can read our Siena online trip planner.

Traveling by car from Lucca to Siena takes 2 hours. Alternatively, you can drive; or take a train; or take a bus. In October, daytime highs in Siena are 26°C, while nighttime lows are 15°C. Finish up your sightseeing early on the 19th (Mon) so you can go by car to Cortona.

Things to do in Siena

Historic Sites · Outdoors · Wildlife · Tours

Side Trip

Find places to stay Oct 18 — 19:
Highlights from your trip
©
World heritage site
Duomo di Siena
4.8
©
Religious Site
Battistero di San Giovanni
4.5
©
Nature / Wildlife Tour
Nature & Wildlife Tours
4.6

1
night
Cortona

Cortona ©

City of Art

The hilltop town of Cortona gained international attention as the subject of the 2003 film "Under the Tuscan Sun." With the Chiana Valley and Lake Trasimeno as its backdrop, Cortona is one of Tuscany's hotspots for art and culture.
Kick off your visit on the 19th (Mon): take an in-depth tour of MAEC - Museo dell'Accademia Etrusca, look for gifts at Silvia Taccola Vanni - Laboratorio Stilistico, make a trip to Piazza della Repubblica, see the interesting displays at Museo Diocesano, then take in the architecture and atmosphere at Santa Margherita, Cortona, and finally make a trip to Eremo Le Celle.

Planning Cortona trip won't be overwheling when you use's Insprock itinerary maker.

You can drive from Siena to Cortona in 1.5 hours. Other options are to drive; or take a train; or do a combination of bus and train. Wrap up your sightseeing on the 20th (Tue) to allow time to drive to Rome.

Things to do in Cortona

Historic Sites · Museums · Shopping
Find places to stay Oct 19 — 20:
Highlights from your trip
©
Religious Site
Eremo Le Celle
4.8
©
Specialty Museum
Museo Diocesano
4.5

3
nights
Rome

Rome ©

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Escape the urban bustle at Catacombs of Saint Callixtus and Parco Natura e Fattoria Didattica Voloalto. Your cultural itinerary includes sights like Colosseum and Palatine Hill. There's still lots to do: explore the world behind art at Vatican Museums, contemplate the long history of St. Peter's Basilica, make a trip to Roman Forum, and explore the ancient world of Pantheon.

For reviews, where to stay, traveler tips, and other tourist information, read Rome trip itinerary website.

Traveling by car from Cortona to Rome takes 2.5 hours. Alternatively, you can take a train. October in Rome sees daily highs of 26°C and lows of 15°C at night. Cap off your sightseeing on the 23rd (Fri) early enough to travel back home.

Things to do in Rome

Side Trip

Find places to stay Oct 20 — 23:
Highlights from your trip
©
Must see
Colosseum
4.7
©
Must see
Pantheon
4.8

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