31 days in Northwest Italy & Southern Italy Itinerary

31 days in Northwest Italy & Southern Italy Itinerary

Created using Inspirock Italy route maker

Make it your trip
1
Florence
— 4 nights
Drive
2
Siena
— 3 nights
Drive
3
Rome
— 4 nights
Train
4
Naples
— 5 nights
Drive
5
Positano
— 5 nights
Fly
6
Venice
— 4 nights
Drive
7
Verona
— 3 nights
Drive
8
Milan
— 2 nights
Train

S M T W T F S
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30

Florence

— 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Explore Florence's surroundings by going to Castello del Trebbio (in Santa Brigida) and Leaning Tower of Pisa (in Pisa). And it doesn't end there: admire the masterpieces at Florence Academy of Fine Arts, get to know the fascinating history of Piazza del Duomo, don't miss a visit to Piazzale Michelangelo, and awaken your taste buds at Scenic wine tours in Tuscany.

To see traveler tips, ratings, maps, and tourist information, use the Florence trip itinerary builder website.

The Route module shows you travel options from your home to Florence. Expect a daytime high around 30°C in September, and nighttime lows around 17°C. Finish your sightseeing early on the 28th (Tue) so you can drive to Siena.

Things to do in Florence

Historic Sites · Wineries · Tours · Museums

Side Trips

Find places to stay Sep 24 — 28:

Siena

— 3 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Venture out of the city with trips to San Gimignano (Guardastelle Vineyard & Podere La Marronaia- Sosta Alle Colonne). There's lots more to do: gain insight at Scuola di Cucina di Lella, contemplate in the serene atmosphere at San Francesco, explore the world behind art at Museo dell'Opera Metropolitana, and indulge your senses at some of the top wineries in the area.

To find maps, reviews, where to stay, and tourist information, you can read our Siena trip planning website.

You can drive from Florence to Siena in 1.5 hours. Other options are to take a bus; or take a train. In September, plan for daily highs up to 32°C, and evening lows to 19°C. Finish your sightseeing early on the 1st (Fri) so you can drive to Rome.

Things to do in Siena

Wineries · Historic Sites · Tours · Museums

Side Trip

Find places to stay Sep 28 — Oct 1:

Rome

— 4 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, and museums. Your trip includes some of its best attractions: pause for some serene contemplation at St. Peter's Basilica, explore the ancient world of Pantheon, get to know the fascinating history of Piazza Navona, and don't miss a visit to Trevi Fountain.

To see ratings, reviews, and tourist information, use the Rome visit site.

Traveling by car from Siena to Rome takes 2.5 hours. Alternatively, you can take a bus; or take a train. In October, plan for daily highs up to 26°C, and evening lows to 15°C. Wrap up your sightseeing on the 5th (Tue) to allow time to take a train to Naples.

Things to do in Rome

Side Trip

Find places to stay Oct 1 — 5:

Naples

— 5 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll find plenty of places to visit near Naples: Paestum Ruins (in Paestum), Pompeii (Anfiteatro Romano, Forum Baths, &more) and Salerno (Speed Boats Tours & Duomo di Salerno). There's much more to do: steep yourself in history at Pompeii Archaeological Park, explore the world behind art at Museo Cappella Sansevero, stroll the grounds of Catacombe di San Gennaro, and examine the collection at Museo Archeologico Nazionale di Napoli.

Plan my Naples trip by asking Inspirock to come up with tips and suggestions.

You can take a train from Rome to Naples in 2 hours. Other options are to drive; or fly. Expect a daytime high around 27°C in October, and nighttime lows around 17°C. Finish up your sightseeing early on the 10th (Sun) so you can go by car to Positano.

Things to do in Naples

Historic Sites · Transportation · Tours · Outdoors

Side Trips

Find places to stay Oct 5 — 10:

Positano

— 5 nights
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Explore Positano's surroundings by going to Ravello (Villa Cimbrone Gardens, Duomo di Ravello, &more), Fiordo di Furore (in Furore) and Amalfi (Amalfi Coast Drive, Duomo di Sant'Andrea, &more). There's still lots to do: take a tour by water with Boat Tours & Water Sports, Head underground at Cave of Smeraldo, learn about winemaking at Societa Agricola Tenuta San Francesco - S.R.L., and take some stellar pictures from Il Sentiero Degli Dei.

For other places to visit, more things to do, traveler tips, and other tourist information, go to the Positano travel itinerary planner.

Traveling by car from Naples to Positano takes 1.5 hours. Alternatively, you can take a bus. In October, plan for daily highs up to 26°C, and evening lows to 20°C. Wrap up your sightseeing on the 15th (Fri) to allow time to fly to Venice.

Things to do in Positano

Outdoors · Tours · Parks · Historic Sites

Side Trips

Find places to stay Oct 10 — 15:

Venice

— 4 nights

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.
Change things up with these side-trips from Venice: Scrovegni Chapel (in Padua) and PDC Cartizze (in Valdobbiadene). The adventure continues: contemplate the waterfront views at Canal Grande, take in panoramic vistas at St Mark's Campanile, steep yourself in history at Doge's Palace, and take in the architecture and atmosphere at San Giorgio Maggiore.

To find photos, maps, where to stay, and more tourist information, you can read our Venice online holiday builder.

You can fly from Positano to Venice in 3 hours. Alternatively, you can drive; or do a combination of bus and train. In October, Venice is a bit cooler than Positano - with highs of 22°C and lows of 12°C. Finish up your sightseeing early on the 19th (Tue) so you can go by car to Verona.

Things to do in Venice

Historic Sites · Tours · Museums · Wineries

Side Trips

Find places to stay Oct 15 — 19:

Verona

— 3 nights

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.
Venture out of the city with trips to Basilica di Sant'Andrea di Mantova (in Mantua) and Gardaland Park (in Castelnuovo del Garda). And it doesn't end there: experience the emotional art of opera at Arena di Verona, admire the landmark architecture of Arche Scaligere, explore the galleries of Casa di Giulietta, and don't miss a visit to Piazza Bra.

For maps, more things to do, reviews, and other tourist information, read our Verona trip itinerary builder app.

Drive from Venice to Verona in 1.5 hours. Alternatively, you can take a shuttle; or take a train. October in Verona sees daily highs of 22°C and lows of 11°C at night. Wrap up your sightseeing on the 22nd (Fri) to allow time to drive to Milan.

Things to do in Verona

Historic Sites · Theme Parks · Nightlife · Neighborhoods

Side Trips

Find places to stay Oct 19 — 22:

Milan

— 2 nights

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.
Kick off your visit on the 23rd (Sat): explore the historical opulence of Castello Sforzesco, stroll the grounds of Monumental Cemetery, and then see La Casa Maledetta. Here are some ideas for day two: browse the different shops at Galleria Vittorio Emanuele II, then pause for some serene contemplation at Duomo di Milano, then see the interesting displays at Civic Archaeological Museum, and finally get engrossed in the history at Pinacoteca Ambrosiana.

To see photos, more things to do, where to stay, and tourist information, use the Milan trip maker site.

You can drive from Verona to Milan in 2 hours. Alternatively, you can take a train. Expect a daytime high around 21°C in October, and nighttime lows around 13°C. Cap off your sightseeing on the 24th (Sun) early enough to catch the train back home.

Things to do in Milan

Find places to stay Oct 22 — 24: