27 days in Italy Itinerary

27 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner

Make it your trip
Drive
1
Palermo
— 3 nights
Fly
2
Paestum
— 2 nights
Drive
3
Naples
— 2 nights
Train
4
Rome
— 2 nights
Train
5
Florence
— 3 nights
Drive
6
Valbrevenna
— 6 nights
Drive
7
Bellagio
— 2 nights
Ferry
8
Varenna
— 2 nights
Drive
9
Milan
— 4 nights

S M T W T F S
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20

Palermo

— 3 nights
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Start off your visit on the 20th (Wed): make a trip to Quattro Canti, pause for some serene contemplation at Santa Maria dell'Ammiraglio, let your taste buds guide you at a local gastronomic tour, then make a trip to Palazzo Pretorio, Municipio di Palermo, and finally admire the local landmark of Fontana della Vergogna (Fontana Pretoria). On the next day, take in the architecture and atmosphere at Chiesa Del Gesu, don't miss a visit to Palazzo Conte Federico, admire the striking features of Norman Palace, take in the architecture and atmosphere at Cattedrale di Palermo, then stroll the grounds of Catacombe dei Cappuccini, and finally admire the masterpieces at Museum of tiles Stanze al Genio.

To find maps, traveler tips, reviews, and more tourist information, use the Palermo trip itinerary planning site.

Castiglione di Sicilia to Palermo is an approximately 3.5-hour car ride. Finish your sightseeing early on the 22nd (Fri) so you can fly to Paestum.

Things to do in Palermo

Historic Sites · Tours · Museums
Find places to stay Oct 19 — 22:

Paestum

— 2 nights
Kick off your visit on the 22nd (Fri): don't miss a visit to Agropoli, explore the historical opulence of Borgo Medievale di Agropoli, then enjoy the sand and surf at Baia di Trentova, and finally pause for some serene contemplation at Parrocchia Ss. Annunziata. Here are some ideas for day two: get to know the fascinating history of Le Mura, get a taste of the local shopping with Tenuta Vannulo, then get to know the fascinating history of Paestum Ruins, and finally make a trip to Anfiteatro Romano di Paestum.

To find traveler tips, where to stay, reviews, and other tourist information, go to the Paestum sightseeing planning app.

Traveling by flight from Palermo to Paestum takes 3 hours. Alternatively, you can do a combination of car and ferry; or do a combination of train and ferry. In October, daily temperatures in Paestum can reach 73°F, while at night they dip to 63°F. Cap off your sightseeing on the 24th (Sun) early enough to go by car to Naples.

Things to do in Paestum

Historic Sites · Outdoors · Shopping · Parks

Side Trips

Find places to stay Oct 22 — 24:

Naples

— 2 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Kick off your visit on the 24th (Sun): delve into the distant past at Villa di Poppea, delve into the distant past at Pompeii Archaeological Park, contemplate the long history of Lupanar, then don't miss a visit to Via San Gregorio Armeno, then explore the galleries of The Neapolis Buried, and finally admire the masterpieces at Museo Cappella Sansevero. Get ready for a full day of sightseeing on the next day: appreciate the extensive heritage of Underground Naples, then delve into the distant past at Parco Acheologico di Ercolano, then delve into the distant past at Teatro Grande, and finally examine the collection at Museo Archeologico Nazionale di Napoli.

To see other places to visit, more things to do, traveler tips, and other tourist information, read our Naples online trip itinerary planner.

Getting from Paestum to Naples by car takes about 1.5 hours. Other options: take a train; or take a bus. Traveling from Paestum in October, expect slightly colder with lows of 58°F in Naples. Cap off your sightseeing on the 26th (Tue) early enough to catch the train to Rome.

Things to do in Naples

Historic Sites · Museums

Side Trips

Find places to stay Oct 24 — 26:

Rome

— 2 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 26th (Tue): explore the world behind art at Vatican Museums, then take in the architecture and atmosphere at St. Peter's Basilica, and then contemplate the long history of Colosseum. Get ready for a full day of sightseeing on the 27th (Wed): delve into the distant past at Palatine Hill, take in the architecture and atmosphere at Church of St. Louis of the French, appreciate the extensive heritage of Piazza Navona, then delve into the distant past at Pantheon, and finally don't miss a visit to Trevi Fountain.

To find reviews, ratings, maps, and tourist information, you can read our Rome online itinerary planner.

Traveling by train from Naples to Rome takes 2 hours. Alternatively, you can drive; or fly. In October in Rome, expect temperatures between 73°F during the day and 55°F at night. Wrap up your sightseeing on the 28th (Thu) early enough to take a train to Florence.

Things to do in Rome

Historic Sites · Museums

Side Trip

Find places to stay Oct 26 — 28:

Florence

— 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Venture out of the city with trips to Siena (Piazza del Campo, Battistero di San Giovanni, &more). There's lots more to do: admire the masterpieces at Florence Academy of Fine Arts, examine the collection at Pitti Palace, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and take in nature's colorful creations at The Boboli Gardens.

To find where to stay, more things to do, traveler tips, and more tourist information, you can read our Florence trip itinerary maker app.

Traveling by train from Rome to Florence takes 2.5 hours. Alternatively, you can fly; or drive. In October, plan for daily highs up to 71°F, and evening lows to 54°F. Wrap up your sightseeing on the 31st (Sun) to allow time to travel to Valbrevenna.

Things to do in Florence

Historic Sites · Museums · Parks

Side Trip

Find places to stay Oct 28 — 31:

Valbrevenna

— 6 nights
Valbrevenna is a comune (municipality) in the Metropolitan City of Genoa in the Italian region Liguria, located about 15km northeast of Genoa. Get out of town with these interesting Valbrevenna side-trips: Lago del Brugneto (in Torriglia), Villa Serra (in Sant'Olcese) and Chiesa Parrocchiale di San Rocco (in Zerba). Spend the 1st (Mon) exploring nature at Parco del Beigua. And it doesn't end there: appreciate the extensive heritage of Borgo di Senarega, stop by Pentema, don't miss a visit to Casa Natale Di Fausto Coppi, and pause for some serene contemplation at Chiesa di San Giorgio a Bosmenso.

To see more things to do, where to stay, traveler tips, and more tourist information, use the Valbrevenna route maker app.

Getting from Florence to Valbrevenna by car takes about 3.5 hours. Plan for a bit cooler temperatures traveling from Florence in October, with highs in Valbrevenna at 59°F and lows at 49°F. Wrap up your sightseeing on the 6th (Sat) to allow time to travel to Bellagio.

Things to do in Valbrevenna

Parks · Historic Sites · Nature · Outdoors

Side Trips

Find places to stay Oct 31 — Nov 6:

Bellagio

— 2 nights

Pearl of Lake Como

Known as the pearl of Lake Como for its luxury accommodations, high-end shops, and fine dining options, Bellagio serves as the lake's premiere resort town.
On the 7th (Sun), admire the natural beauty at I Giardini di Villa Melzi, stroll around Parco di Villa Serbelloni, then walk around La Punta Spartivento, then take in the architecture and atmosphere at Basilica di San Giacomo, and finally pause for some serene contemplation at Chiesa di S. Leonardo. Keep things going the next day: don't miss a visit to Piazza Cavour, take in the architecture and atmosphere at Cathedral of Como (Duomo), then appreciate the history behind Life Electric, then take in the spiritual surroundings of Basilica di Sant'Abbondio, and finally appreciate the history behind Monumento alla Resistenza Europea.

To see where to stay, other places to visit, reviews, and other tourist information, use the Bellagio online trip planner.

You can drive from Valbrevenna to Bellagio in 3 hours. In November in Bellagio, expect temperatures between 53°F during the day and 40°F at night. Wrap up your sightseeing on the 8th (Mon) to allow time to ride a ferry to Varenna.

Things to do in Bellagio

Parks · Historic Sites

Side Trips

Find places to stay Nov 6 — 8:

Varenna

— 2 nights
Varenna is a comune (municipality) on Lake Como in the Province of Lecco in the Italian region Lombardy, located about 60km north of Milan and about 20km northwest of Lecco.Varenna was founded by local fishermen in 769, and was later allied of the commune of Milan. Start off your visit on the 9th (Tue): take in the spiritual surroundings of Chiesa di S. Giorgio, admire the striking features of Villa del Balbianello, then examine the collection at Casa dei Presepi, then contemplate the waterfront views at Lago di Como, and finally take in the exciting artwork at Paul DEMARIA - The Open Lake & Landscape Studio d’Arte. Here are some ideas for day two: explore the world behind art at Villa Carlotta, take in the architecture and atmosphere at Chiesa di San Giorgio, then admire the striking features of Villa Monastero, then take in the architecture and atmosphere at S. Giovanni Battista, and finally view the masterpieces at Il Tornio.

To see reviews, maps, where to stay, and other tourist information, you can read our Varenna trip builder app.

You can ride a ferry from Bellagio to Varenna in an hour. Expect a daytime high around 53°F in November, and nighttime lows around 40°F. Finish your sightseeing early on the 10th (Wed) to allow enough time to drive to Milan.

Things to do in Varenna

Parks · Museums · Nature · Historic Sites

Side Trips

Find places to stay Nov 8 — 10:

Milan

— 4 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.
Change things up with these side-trips from Milan: Verona (Torre dei Lamberti, Piazza delle Erbe, &more). There's still lots to do: take in the spiritual surroundings of Duomo di Milano, get engrossed in the history at Basilica di Sant'Ambrogio, take in the architecture and atmosphere at Chiesa di San Maurizio al Monastero Maggiore, and stroll the grounds of Monumental Cemetery.

To see ratings, where to stay, photos, and other tourist information, read our Milan travel planning app.

You can drive from Varenna to Milan in 1.5 hours. Alternatively, you can take a train. November in Milan sees daily highs of 55°F and lows of 42°F at night. Finish your sightseeing early on the 14th (Sun) so you can travel back home.

Things to do in Milan

Historic Sites · Museums · Tours · Shopping

Side Trip

Find places to stay Nov 10 — 14:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.

Province of Salerno travel guide

4.3
Beaches · Landmarks · Sacred & Religious Sites
Salerno is a city and comune in Campania (south-western Italy) and is the capital of the province of the same name. It is located on the Gulf of Salerno on the Tyrrhenian Sea. The city is divided into three distinct zones: the medieval sector, the 19th century sector and the more densely populated post-war area, with its several apartment blocks.Salerno was an independent Lombard principality, Principality of Salerno, in the early Middle Ages. During this time, the Schola Medica Salernitana, the first medical school in the world, was founded. In the 16th century, under the Sanseverino family, among the most powerful feudal lords in southern Italy, the city became a great centre of learning, culture and the arts, and the family hired several of the greatest intellectuals of the time. Later, in 1694, the city was struck by several catastrophic earthquakes and plagues. After a period of Spanish rule which would last until the 18th century, Salerno became part of the Parthenopean Republic.In recent history the city hosted Victor Emmanuel III, the King of Italy, who moved from Rome in 1943 after Italy negotiated a peace with the Allies in World War II, making Salerno the home of the "government of the South" (Regno del Sud) and therefore capital of Italy for some months. Some of the Allied landings during Operation Avalanche (the invasion of Italy) occurred near Salerno. Today Salerno is an important cultural centre in Campania and Italy.

Source

Province of Genoa travel guide

4.2
Spas · Specialty Museums · Landmarks

Lake Como travel guide

4.2
Gardens · Architectural Buildings · Churches
A favorite vacation spot for more than a century, Lake Como was once an exclusive retreat for local aristocrats and wealthy people. It is not only one of Europe's most beautiful lakes, but also one of the deepest at more than 400 m (1,300 ft). Surrounded by elegant villas, the lake has become a popular holiday destination for tourists because of its range of attractions, from landscapes, wildlife, and spas, to activities like sailing, windsurfing, and kite-surfing. The area has been an inspiration for artists since Roman times. English poet Percy Bysshe Shelley wrote, "This lake exceeds anything I ever beheld in beauty…It is long and narrow and has the appearance of a mighty river winding among the mountains and the forests."