33 days in Italy Itinerary

33 days in Italy Itinerary

Created using Inspirock Italy travel planner

Make it your trip
Fly
1
Naples
— 2 nights
Drive
2
San Sebastiano al Vesuvio
Drive
3
Palinuro
— 1 night
Drive
4
Maratea
— 1 night
Drive
5
Vibo Marina
— 1 night
Drive
6
Messina
— 1 night
Drive
7
Catania
— 2 nights
Drive
8
Marsala
— 2 nights
Drive
9
San Vito lo Capo
Drive
10
Palermo
— 2 nights
Drive
11
Milazzo
— 1 night
+2
Drive to Catania-Fontanarossa Airport, Fly to Lamezia Terme Airport, Drive to Crotone
12
Crotone
— 2 nights
Drive
13
Matera
— 2 nights
Drive
14
Manduria
— 2 nights
Drive
15
Lecce
Drive
16
Foggia
— 2 nights
Drive
17
Vieste
— 1 night
Drive
18
Vasto
— 2 nights
Drive
19
Santo Stefano di Sessanio
— 1 night
Drive
20
Opi
— 1 night
Drive
21
Rome
— 2 nights
Fly

S M T W T F S
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31
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Naples

— 2 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll discover tucked-away gems like Chiesa di San Gregorio Armeno and Monumental Complex Donnaregina - Diocesan Museum of Naples. Visit Cattedrale di Pozzuoli and Acquaquiglia del Pozzaro for their historical value. Explore Naples' surroundings by going to Kayaking & Canoeing (in Positano) and Stabilimento Balneare Bagni Salvatore (in Sorrento). There's lots more to do: steep yourself in history at Decumani di Napoli, make a trip to Miglio Sacro, and take in the spiritual surroundings of Chiesa di Santa Chiara.

To see ratings, traveler tips, reviews, and other tourist information, refer to the Naples journey site.

Auckland, New Zealand to Naples is an approximately 29-hour flight. Due to the time zone difference, you'll gain 11 hours traveling from Auckland to Naples. When traveling from Auckland in May, plan for a bit warmer days in Naples, with highs around 27°C, while nights are about the same with lows around 17°C. Cap off your sightseeing on the 13th (Wed) early enough to go by car to San Sebastiano al Vesuvio.

Things to do in Naples

Historic Sites · Outdoors · Tours · Adventure

Side Trips

San Sebastiano al Vesuvio

San Sebastiano al Vesuvio is a comune in the Metropolitan City of Naples, located on the western slopes of Mount Vesuvius. To find more things to do, other places to visit, reviews, and tourist information, refer to the San Sebastiano al Vesuvio trip itinerary tool.

San Sebastiano al Vesuvio is just a short distance from Naples. Expect a daytime high around 27°C in May, and nighttime lows around 17°C. You will leave for Palinuro on the 13th (Wed).

Things to do in San Sebastiano al Vesuvio

Nightlife · Historic Sites · Fun & Games · Outdoors

Palinuro

— 1 night
Palinuro is an Italian small town, the most populated civil parish of Centola, Province of Salerno, in the Campania region. Kick off your visit on the 14th (Thu): get outside with Da Poldo Gita Alle Grotte Di Palinuro, then enjoy the sand and surf at Ficocella Beach, and then see the interesting displays at Antiquarium - Museo Archeologico.

For traveler tips, other places to visit, and other tourist information, read our Palinuro day trip tool.

Getting from San Sebastiano al Vesuvio to Palinuro by car takes about 2.5 hours. Finish your sightseeing early on the 15th (Fri) to allow enough time to drive to Maratea.

Things to do in Palinuro

Outdoors · Parks · Beaches · Museums

Maratea

— 1 night
Maratea is a town and comune of Basilicata, in the province of Potenza. On the 15th (Fri), take in the architecture and atmosphere at Chiesa dell'Annunziata, don't miss a visit to Piazzetta Buraglia, then take in the architecture and atmosphere at Chiesa di Santa Maria Maggiore, then take your sightseeing to a higher altitude at Monte San Biagio, and finally enjoy the sand and surf at Fiumicello Spiaggia. Get ready for a full day of sightseeing on the next day: kick back and relax at A' Gnola and then take in the architecture and atmosphere at Chiesa dell'Immacolata.

For where to stay, more things to do, maps, and other tourist information, go to the Maratea tour planner.

You can drive from Palinuro to Maratea in 1.5 hours. Another option is to do a combination of bus and train. On the 16th (Sat), wrap the sightseeing up by early afternoon so you can travel to Vibo Marina.

Things to do in Maratea

Parks · Outdoors · Beaches · Historic Sites

Vibo Marina

— 1 night
On the 16th (Sat), explore the historical opulence of Castello Normanno Svevo.

Quickly create a custom-made itinerary for Vibo Marina using our trip planner.

Getting from Maratea to Vibo Marina by car takes about 3 hours. In May, plan for daily highs up to 26°C, and evening lows to 15°C. Finish your sightseeing early on the 17th (Sun) to allow enough time to drive to Messina.

Things to do in Vibo Marina

Historic Sites

Side Trip

Highlights from your trip

Messina

— 1 night
Messina is the capital of the Italian Metropolitan City of Messina. On the 17th (Sun), step into the grandiose world of Castello Rufo Ruffo, head outdoors with Colli San Rizzo, and then don't miss a visit to Basilica Santuario S.Antonio. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Cala di Rovaglioso.

For photos, maps, other places to visit, and other tourist information, you can read our Messina road trip app.

You can drive from Vibo Marina to Messina in 2 hours. Expect somewhat warmer evenings in Messina when traveling from Vibo Marina in May, with lows around 19°C. Wrap up your sightseeing by early afternoon on the 18th (Mon) to allow time for the car ride to Catania.

Things to do in Messina

Outdoors · Historic Sites · Parks · Beaches

Side Trips

Catania

— 2 nights

Black Pearl of Ionian Sea

The landscape surrounding Catania, a medieval city on Sicily's eastern coast, is dominated by Mount Etna, the tallest active volcano in Europe.
Start off your visit on the 18th (Mon): enjoy the sand and surf at Faro Sant'Anna.

To see photos, ratings, other places to visit, and other tourist information, go to the Catania trip maker site.

Drive from Messina to Catania in 1.5 hours. Alternatively, you can take a bus; or take a train. Traveling from Messina in May, you can expect nighttime temperatures to be slightly colder in Catania, with lows of 13°C. Wrap up your sightseeing on the 20th (Wed) to allow time to drive to Marsala.

Things to do in Catania

Parks · Historic Sites · Nature · Outdoors

Side Trips

Marsala

— 2 nights
Marsala is an Italian town located in the Province of Trapani in the westernmost part of Sicily. On the 20th (Wed), pause for some serene contemplation at Chiesa di San Domenico, get a sense of history and politics at Palazzo VII Aprile, pause for some serene contemplation at Chiesa Madre di Marsala, then do a tasting at CANTINA MARTINEZ dal 1866, and finally do a tasting at Cantine Pellegrino. Get ready for a full day of sightseeing on the next day: get outside with Lido Boeo Marsala and then do a tasting at Marco de Bartoli.

To find photos, maps, and other tourist information, use the Marsala route planning tool.

You can drive from Catania to Marsala in 4 hours. Other options are to fly; or take a bus. In May, daytime highs in Marsala are 27°C, while nighttime lows are 16°C. Wrap up your sightseeing on the 22nd (Fri) early enough to drive to San Vito lo Capo.

Things to do in Marsala

Outdoors · Historic Sites · Wineries

Side Trip

San Vito lo Capo

A vacation in San Vito lo Capo offers a chance to enjoy a sheltered bay and a town with distinctive Arab-Norman architecture.
Kick off your visit on the 22nd (Fri): stop by Enoteca Dioniso, then take in the architecture and atmosphere at Santuario Di San Vito, then head outdoors with YMCA San Vito Climbing House, and finally contemplate in the serene atmosphere at Cappella di Santa Crescenzia.

Plan my day in San Vito lo Capo using traveler tips and tourist information provided by Inspirock.

You can drive from Marsala to San Vito lo Capo in 1.5 hours. Other options are to do a combination of train and taxi; or take a bus. May in San Vito lo Capo sees daily highs of 25°C and lows of 18°C at night. Wrap up your sightseeing on the 22nd (Fri) to allow time to drive to Palermo.

Things to do in San Vito lo Capo

Outdoors · Historic Sites · Shopping

Palermo

— 2 nights
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
On the 22nd (Fri), contemplate in the serene atmosphere at Cappella Di San Giuseppe Dei Falegnami, Facolta Di Giurisprudenza, Universita Di Palermo.

To find other places to visit, ratings, traveler tips, and other tourist information, you can read our Palermo driving holiday planner.

Drive from San Vito lo Capo to Palermo in 2 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Cap off your sightseeing on the 24th (Sun) early enough to go by car to Milazzo.

Things to do in Palermo

Historic Sites · Wildlife · Parks

Side Trip

Milazzo

— 1 night
Milazzo is a town in the Metropolitan City of Messina, Sicily, southern Italy; it is the largest commune in the Metropolitan City after Messina and Barcellona Pozzo di Gotto. On the 24th (Sun), take in the architecture and atmosphere at Chiesa Santo Stefano Protomartire, examine the collection at Antiquarium D. Ryolo, then enjoy the sand and surf at Lido Playa Mignon, and finally kick back and relax at Lido La Fenice a Milazzo. On the 25th (Mon), you'll have a packed day of sightseeing: stop by Libreria Incantastorie, then take in the exciting artwork at Cantieri Zeta, and then contemplate the long history of Chiesa di San Giovanni Battista.

To find traveler tips, more things to do, reviews, and other tourist information, read our Milazzo tour itinerary planner.

You can drive from Palermo to Milazzo in 2.5 hours. Other options are to take a train; or take a bus. In May, daytime highs in Milazzo are 26°C, while nighttime lows are 19°C. Wrap up your sightseeing by early afternoon on the 25th (Mon) to allow enough time to travel to Crotone.

Things to do in Milazzo

Outdoors · Parks · Beaches · Shopping

Side Trip

Crotone

— 2 nights
Crotone is a city and comune in Calabria. Kick off your visit on the 26th (Tue): tour the pleasant surroundings at Spiagge Rosse, then get to know the fascinating history of Centro Storico, then steep yourself in history at Piazza Campo, and finally take in the architecture and atmosphere at Cattedrale di Santa Anastasia. Get ready for a full day of sightseeing on the next day: make a trip to Centro Storico, take in the architecture and atmosphere at Chiesa Santa Maria Assunta e San Dionigi l'Areopagita, step into the grandiose world of Castello di Carlo V, delve into the distant past at Tempio di Hera Lacinia, then take in the spiritual surroundings of Santuario Madonna di Capocolonna, and finally take in the pleasant sights at Torre Nao.

For traveler tips, reviews, maps, and tourist information, you can read our Crotone vacation planner.

Explore your travel options from Milazzo to Crotone with the Route module. Wrap up your sightseeing on the 27th (Wed) to allow time to travel to Matera.

Things to do in Crotone

Historic Sites · Outdoors · Parks · Beaches

Side Trips

Matera

— 2 nights

Subterranean City

Famous for its resemblance to the ancient settlements of Jerusalem and Cappadocia, Matera remains one of the oldest inhabited cities in the world.
On the 28th (Thu), see the interesting displays at MOOM Matera Olive Oil Museum, contemplate in the serene atmosphere at Convicinio Di Sant' Antonio, get great views at Belvedere Pascoli, then don't miss a visit to Casa Cisterna Sotterranea, then make a trip to Piazza Duomo, and finally contemplate in the serene atmosphere at Chiesa del Purgatorio. On the 29th (Fri), you'll have a packed day of sightseeing: take in the spiritual surroundings of Chiesa dei Quattro Evangelisti, steep yourself in history at Piazza San Pietro Caveoso, then don't miss a visit to Antica Matera Casa Grotta, and finally contemplate in the serene atmosphere at Chiesa San Rocco.

To find ratings, where to stay, photos, and more tourist information, you can read our Matera attractions planning tool.

Traveling by car from Crotone to Matera takes 3.5 hours. Expect a daytime high around 25°C in May, and nighttime lows around 13°C. Finish your sightseeing early on the 29th (Fri) to allow enough time to drive to Manduria.

Things to do in Matera

Historic Sites · Museums

Side Trips

Manduria

— 2 nights
Manduria is a city and comune of Apulia, Italy, in the province of Taranto. Keep things going the next day: brush up on your knowledge of spirits at Societa' Coop. Cantina Sociale Di Manduria, then stroll around Parco Archeologico Manduria, then get to know the fascinating history of Ghetto Ebraico, and finally pause for some serene contemplation at Duomo di Manduria.

Find out how to plan Manduria trip without stress by asking Inspirock to help create an itinerary.

You can drive from Matera to Manduria in 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Matera in May, Manduria is somewhat warmer at night with lows of 20°C. Wrap up your sightseeing on the 31st (Sun) early enough to drive to Lecce.

Things to do in Manduria

Outdoors · Historic Sites · Parks · Beaches

Side Trips

Lecce

Florence of the South

Known as the Florence of the South, Lecce is distinguished for its elaborate Baroque monuments.
Planning Lecce trip won't be overwhelming when you use Inspirock's itinerary maker.

Getting from Manduria to Lecce by car takes about an hour. Other options: take a bus; or take a train. Traveling from Manduria in May, you can expect nighttime temperatures to be little chillier in Lecce, with lows of 15°C. On the 31st (Sun), you're off to Foggia.

Things to do in Lecce

Outdoors · Historic Sites · Parks · Beaches

Foggia

— 2 nights
Foggia is a city and comune of Apulia, in southern Italy, capital of the province of Foggia. Start off your visit on the 1st (Mon): don't miss a visit to Ipogeo Urbano 3, make a trip to Chiesa di Santa Maria della Misericordia, then take in the architecture and atmosphere at Chiesa di San Domenico, then don't miss a visit to Chiesa dell'Addolorata, and finally contemplate in the serene atmosphere at Abbazia di San Leonardo in lama volara. On the 2nd (Tue), you'll have a packed day of sightseeing: explore the world behind art at Museo Civico e Pinacoteca, learn about winemaking at Borgo Turrito wines, then put a fun spin on your tour with Escape Room Intrappola.TO - Foggia, then steep yourself in history at Stazione di Foggia, and finally take in the architecture and atmosphere at Chiesa Gesu e Maria.

For traveler tips, other places to visit, more things to do, and tourist information, you can read our Foggia tour itinerary planning app.

Drive from Lecce to Foggia in 3 hours. Plan for somewhat warmer nights when traveling from Lecce in May since evenings lows in Foggia dip to 20°C. Finish up your sightseeing early on the 2nd (Tue) so you can go by car to Vieste.

Things to do in Foggia

Historic Sites · Museums · Fun & Games · Wineries

Side Trip

Vieste

— 1 night
Vieste is a town, comune and former Catholic bishopric in the province of Foggia, in the Apulia region of southeast Italy. On the 3rd (Wed), enjoy the sand and surf at Spiaggia di Scialmarino, identify plant and animal life at Oasi Archeologica-Naturalistica Necropoli - La Salata, steep yourself in history at Cattedrale di Santa Maria Assunta, then pause for some photo ops at Chianca Amara, and finally get to know the fascinating history of Piazzetta Petrone.

To find photos, reviews, maps, and other tourist information, refer to the Vieste trip itinerary maker.

Drive from Foggia to Vieste in 1.5 hours. Traveling from Foggia in June, you can expect nighttime temperatures to be little chillier in Vieste, with lows of 19°C. Finish your sightseeing early on the 3rd (Wed) to allow enough time to drive to Vasto.

Things to do in Vieste

Historic Sites · Parks · Outdoors · Beaches

Vasto

— 2 nights
The Città del Vasto or Vasto is a town and comune on the Adriatic coast of the Province of Chieti in southern Abruzzo, Italy. Kick off your visit on the 4th (Thu): stroll through Spiaggia di Mottagrossa, enjoy the sand and surf at Spiaggia di San Nicola, then take in the architecture and atmosphere at Chiesa di Santa Maria Stella Maris, then take some stellar pictures from Belvedere San Michele, and finally take in the architecture and atmosphere at Chiesa di San Michele Arcangelo. On the next day, take in the spiritual surroundings of Chiesa di Santa Maria Maggiore, then step into the grandiose world of Castello Marchesale, and then contemplate in the serene atmosphere at Chiesa di Santa Maria o del Purgatorio.

For where to stay, more things to do, reviews, and tourist information, you can read our Vasto trip itinerary planning tool.

Drive from Vieste to Vasto in 2.5 hours. Alternatively, you can do a combination of bus and train; or do a combination of ferry and train. Finish your sightseeing early on the 5th (Fri) so you can drive to Santo Stefano di Sessanio.

Things to do in Vasto

Historic Sites · Outdoors · Parks · Beaches

Side Trips

Santo Stefano di Sessanio

— 1 night
Santo Stefano di Sessanio is a comune and hill town in the province of L'Aquila in the Abruzzo region of southern Italy. To find other places to visit, where to stay, maps, and tourist information, you can read our Santo Stefano di Sessanio journey maker tool.

Getting from Vasto to Santo Stefano di Sessanio by car takes about 2 hours. You'll set off for Opi on the 6th (Sat).

Things to do in Santo Stefano di Sessanio

Historic Sites · Parks · Outdoors · Nature

Opi

— 1 night
On the 6th (Sat), explore the historical opulence of Castello Cantelmo, then contemplate in the serene atmosphere at Basilica di Santa Maria Assunta, then appreciate the extensive heritage of Borgo Medievale di Barrea, and finally wander the streets of Centro storico di Opi. Keep things going the next day: contemplate in the serene atmosphere at Chiesa di Santa Maria Assunta and then explore the wealth of natural beauty at Sentiero F2 di Val Fondillo.

To see reviews and more tourist information, use the Opi online road trip planner.

Drive from Santo Stefano di Sessanio to Opi in 2.5 hours. In June, daily temperatures in Opi can reach 33°C, while at night they dip to 18°C. Wrap up your sightseeing by early afternoon on the 7th (Sun) to allow enough time to travel to Rome.

Things to do in Opi

Historic Sites · Nature · Outdoors · Trails

Side Trips

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.
On the 7th (Sun), take in nature's colorful creations at Monte Pincio. Keep things going the next day: delve into the distant past at Mercati di Traiano - Museo dei Fori Imperiali, then explore the ancient world of Forum of Augustus, then explore the ancient world of Foro di Cesare, and finally pause for some serene contemplation at Basilica di Santa Prassede.

To find more things to do, reviews, traveler tips, and more tourist information, use the Rome attractions planning app.

Traveling by car from Opi to Rome takes 2.5 hours. Expect a daytime high around 34°C in June, and nighttime lows around 21°C. Cap off your sightseeing on the 9th (Tue) early enough to catch the flight back home.

Things to do in Rome

Historic Sites · Museums · Parks · Nature

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
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.

Vibo Valentia travel guide

3.9
Castles · Outdoor Activities · Bars & Clubs
Vibo Valentia is a city and comune (municipality) in the Calabria region of southern Italy, near the Tyrrhenian Sea. It is the capital of the province of Vibo Valentia, and is an agricultural, commercial and tourist center (the most famous places nearby are Tropea, Ricadi and Pizzo). There are also several large manufacturing industries, including the tuna district of Maierato. Very important for the local economy is Vibo Marina's harbour.HistoryVibo Valentia was originally the Greek colony of Hipponion. It was founded, probably around the late 7th century BC, by inhabitants of Locri, a principal city of the Italian Magna Graecia, south of Vibo Valentia on the Ionian Sea. Diodorus Siculus reports that the city was taken in 388 BC by Dionysius the Elder tyrant of Syracuse, who deported all the population. The population came back in 378 BC, with the help of the Carthaginians. In the following years Hipponion came under the dominion of the Bruttii, who controlled most of Calabria. After the town fell to Rome, the name was Latinized to Hipponium. The town became a Roman colony in 194 BC with the name of Vibo Valentia. After a phase of prosperity during the late Republic and early Empire, the town was almost completely abandoned after the fall of the Western Roman Empire.

Source

Sicily travel guide

4.5
Beaches · Ruins · Churches
The largest island in the Mediterranean Sea, Sicily is a ruggedly attractive land. The island has a long history of foreign domination and has been controlled by the Greeks, Romans, Arabs, and Normans. The result is a distinct culture blending elements from all of those areas and featuring an intriguing dialect. This is a huge island with plenty of small villages to tour, each with its own treasures. Beyond the popular coastal areas, Sicily's inland attractions include an unspoiled landscape of mountains, hills, and villages that sometimes seem frozen in time. While the natural environment is its biggest draw, Sicily's greatest asset may be its people. They are proud of their traditions and incredibly hospitable to visitors.

Puglia travel guide

4.1
Beaches · Landmarks · Churches
Situated at the southeastern tip of the country, Puglia forms the heel on the "boot" of Italy. First colonized by Mycenaean Greeks, the region flourished during Roman times as a major producer of grain and oil. Today, Puglia remains a predominantly agricultural part of the country, though its warm and sunny coastal weather makes it a favorite holiday destination with an ever-increasing number of tourists. The long coastline features attractions like sun-kissed beaches and lively resorts, many of which are overlooked by limestone cliffs. Deeper inland, Puglia is largely flat, a land of charming villages and world-class cuisine. Here, you'll find olive oil, grapes, tomatoes, peppers, mushrooms, and fresh seafood to give you sustenance as you continue sightseeing. Despite its reputation as a producer of some Italy's best food and wines, Puglia still has numerous rural corners that most tourists have yet to explore.

Abruzzo travel guide

4.3
Landmarks · Churches · Beaches
The western border of Abruzzo lies only 80 km (50 mi) from Rome, making this central region an accessible and easily explored holiday destination. One of the most sparsely populated regions on the Italian peninsula, Abruzzo has historically been a wild and rather empty part of the country. But it's a growing favorite with vacationers eager to experience an authentic taste of unspoiled Italy. The region, where the north of Italy meets the south, is bordered by the Apennines to the west and fringed by the Adriatic Sea on the east. Among numerous places to visit, you could journey across Abruzzo's valleys and tour its abandoned hill towns for days, encountering only a few other tourists along the way. The region's coastline is much more touristy, featuring many beach resorts and pristine natural areas.