33 days in Italy Itinerary

33 days in Italy Itinerary

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Route & dates

33 days in Italy Itinerary

Start: Auckland
Fly:  31​h
1
Naples
— 2 nights
Drive:  30​min
2
San Sebastiano al Vesuvio
— Few hours
Drive:  3​h
3
Palinuro
— 1 night
Drive:  1​h 15​min
4
Maratea
— 1 night
Drive:  2​h 45​min
5
Vibo Marina
— 1 night
Drive:  2​h
6
Messina
— 1 night
Train:  1​h 15​min
7
Catania
— 2 nights
Drive:  3​h 45​min
8
Marsala
— 2 nights
Train + Taxi:  1​h 15​min
9
San Vito lo Capo
— Few hours
Drive:  1​h 45​min
10
Palermo
— 2 nights
Drive:  2​h 15​min
11
Milazzo
— 1 night
+2
Drive + Fly + Drive:  8​h 15​min
12
Crotone
— 2 nights
Drive:  3​h 30​min
13
Matera
— 2 nights
Drive:  2​h
14
Manduria
— 2 nights
Drive:  1​h
15
Lecce
— Few hours
+2
Drive + Fly + Drive:  3​h
16
Foggia, Province of Foggia
— 2 nights
Drive:  1​h 45​min
17
Vieste, Province of Foggia
— 1 night
Drive:  2​h 15​min
18
Vasto
— 2 nights
Drive:  2​h
19
Santo Stefano di Sessanio
— 1 night
Drive:  2​h 15​min
20
Opi
— 1 night
Drive:  2​h 30​min
21
Rome
— 2 nights
Fly:  30​h
End: Auckland

2
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Your inner history buff will appreciate Cattedrale di Pozzuoli and Acquaquiglia del Pozzaro. Get outdoors at Stabilimento Balneare Bagni Salvatore and Kayaking & Canoeing. There's still lots to do: don't miss a visit to Miglio Sacro, admire the masterpieces at Museo Diocesano Napoli - Complesso Monumentale Donnaregina, take in the architecture and atmosphere at Chiesa di Santa Chiara, and contemplate in the serene atmosphere at Chiesa di San Gregorio Armeno.

For maps, where to stay, more things to do, and other tourist information, read Naples trip itinerary planner.

Auckland, New Zealand to Naples is an approximately 31-hour flight. You can also do a combination of flight and train. Traveling from Auckland to Naples, you'll gain 11 hours due to the time zone difference. While traveling from Auckland, expect a bit warmer days and about the same nights in Naples, ranging from highs of 27°C to lows of 17°C. Finish your sightseeing early on the 13th (Wed) to allow enough time to drive to San Sebastiano al Vesuvio.

Things to do in Naples

Historic Sites Outdoors Adventure

Side Trips

Stabilimento Balneare Bagni Salvatore, Cattedrale di Pozzuoli, Kayaking & Canoeing
Highlights from your plan
Acquaquiglia del Pozzaro ©
Acquaquiglia del Pozzaro
Chiesa di San Gregorio Armeno ©
Chiesa di San Gregorio Armeno
Kayaking & Canoeing

few
hours
San Sebastiano al Vesuvio

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 see more things to do, maps, other places to visit, and other tourist information, use the San Sebastiano al Vesuvio day trip planning tool .

San Sebastiano al Vesuvio is just a short distance from Naples. In May, daily temperatures in San Sebastiano al Vesuvio can reach 27°C, while at night they dip to 17°C. You will leave for Palinuro on the 13th (Wed).

Things to do in San Sebastiano al Vesuvio

Historic Sites Nightlife Outdoors

1
night
Palinuro

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

To find where to stay, photos, other places to visit, and other tourist information, go to the Palinuro holiday planner .

You can drive from San Sebastiano al Vesuvio to Palinuro in 2.5 hours. Cap off your sightseeing on the 15th (Fri) early enough to go by car to Maratea.

Things to do in Palinuro

Outdoors Beaches Parks
Highlights from your plan
Ficocella Beach ©
Ficocella Beach
Antiquarium - Museo Archeologico ©
Antiquarium - Museo Archeologico

1
night
Maratea

Maratea ©
Maratea is a town and comune of Basilicata, in the province of Potenza. Start off your visit on the 15th (Fri): take in the architecture and atmosphere at Chiesa dell'Annunziata, make a trip to Piazzetta Buraglia, pause for some serene contemplation at Chiesa di Santa Maria Maggiore, then take in the awesome beauty at Monte San Biagio, and finally kick back and relax 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.

To see maps, more things to do, where to stay, and more tourist information, you can read our Maratea road trip app .

Getting from Palinuro to Maratea by car takes about 1.5 hours. Other options: take a train; or do a combination of bus and train. Wrap up your sightseeing by early afternoon on the 16th (Sat) to allow time for travel to Vibo Marina.

Things to do in Maratea

Parks Beaches Outdoors
Highlights from your plan
Fiumicello  Spiaggia ©
Fiumicello Spiaggia
Chiesa dell'Annunziata ©
Chiesa dell'Annunziata
Chiesa di Santa Maria Maggiore ©
Chiesa di Santa Maria Maggiore

1
night
Vibo Marina

Vibo Marina ©
Start off your visit on the 16th (Sat): steep yourself in history at Castello Normanno Svevo.

Before you visit Vibo Marina, use our trip planner to discover what you can do and see there.

You can drive from Maratea to Vibo Marina in 3 hours. In May in Vibo Marina, expect temperatures between 26°C during the day and 15°C at night. Cap off your sightseeing on the 17th (Sun) early enough to go by car to Messina.

Things to do in Vibo Marina

Historic Sites

Side Trip

Castello Normanno Svevo
Highlights from your plan
Castello Normanno Svevo ©
Castello Normanno Svevo

1
night
Messina

Messina ©
Messina is the capital of the Italian Metropolitan City of Messina. On the 17th (Sun), step into the grandiose world of Castello Rufo Ruffo, identify plant and animal life at Pineta di Savoca, then get outside with Colli San Rizzo, and finally pause for some serene contemplation at Basilica Santuario S.Antonio. Keep things going the next day: enjoy the sand and surf at Cala di Rovaglioso.

For maps, photos, and other tourist information, you can read our Messina trip itinerary app .

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

Things to do in Messina

Outdoors Historic Sites Parks

Side Trips

Pineta di Savoca, Cala di Rovaglioso, Castello Rufo Ruffo
Highlights from your plan
Castello Rufo Ruffo ©
Castello Rufo Ruffo
Basilica Santuario S.Antonio ©
Basilica Santuario S.Antonio

2
nights
Catania

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

For more things to do, reviews, photos, and other tourist information, use the Catania road trip site .

Traveling by train from Messina to Catania takes 1.5 hours. Alternatively, you can drive; or take a bus. Expect a bit cooler evenings in Catania when traveling from Messina in May, with lows around 13°C. Cap off your sightseeing on the 20th (Wed) early enough to go by car to Marsala.

Things to do in Catania

Parks Historic Sites Beaches

Side Trips

Faro Sant'Anna, Chiesa Madre Santa Maria La Cava e Sant'Alfio, Craters Silvestri of Mount Etna
Highlights from your plan
Craters Silvestri of Mount Etna ©
Craters Silvestri of Mount Etna
Chiesa San Benedetto ©
Chiesa San Benedetto
Chiesa di San Francesco Borgia ©
Chiesa di San Francesco Borgia

2
nights
Marsala

Marsala ©
Marsala is an Italian town located in the Province of Trapani in the westernmost part of Sicily. Start off your visit on the 20th (Wed): pause for some serene contemplation at Chiesa di San Domenico, ponder the world of politics at Palazzo VII Aprile, take in the architecture and atmosphere at Chiesa Madre di Marsala, then do a tasting at CANTINA MARTINEZ dal 1866, and finally do a tasting at Cantine Pellegrino. Here are some ideas for day two: head outdoors with Lido Boeo Marsala and then learn about winemaking at Marco de Bartoli.

To see maps, more things to do, photos, and tourist information, read Marsala trip site .

You can drive from Catania to Marsala in 4 hours. Other options are to take a bus; or fly. In May in Marsala, expect temperatures between 27°C during the day and 16°C at night. Cap off your sightseeing on the 22nd (Fri) early enough to travel to San Vito lo Capo.

Things to do in Marsala

Outdoors Historic Sites Wineries

Side Trip

Chiesa di San Domenico
Highlights from your plan
Chiesa di San Domenico ©
Chiesa di San Domenico
Cantine Pellegrino ©
Cantine Pellegrino
Lido Boeo Marsala ©
Lido Boeo Marsala

few
hours
San Vito lo Capo

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.
On the 22nd (Fri), stop by Enoteca Dioniso, then take in the spiritual surroundings of Santuario Di San Vito, then get outside with YMCA San Vito Climbing House, and finally contemplate in the serene atmosphere at Cappella di Santa Crescenzia.

To find reviews, ratings, photos, and tourist information, read our San Vito lo Capo attractions planner.

You can do a combination of train and taxi from Marsala to San Vito lo Capo in 1.5 hours. Other options are to drive; or take a bus. In May, daily temperatures in San Vito lo Capo can reach 25°C, while at night they dip to 18°C. Finish your sightseeing early on the 22nd (Fri) so you can drive to Palermo.

Things to do in San Vito lo Capo

Outdoors Historic Sites Shopping
Highlights from your plan
Santuario Di San Vito ©
Santuario Di San Vito
Cappella di Santa Crescenzia ©
Cappella di Santa Crescenzia
Enoteca Dioniso ©
Enoteca Dioniso

2
nights
Palermo

Palermo ©
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 see where to stay, photos, more things to do, and other tourist information, read our Palermo route app .

You can drive from San Vito lo Capo to Palermo in 2 hours. Alternatively, you can do a combination of car 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 Parks Wildlife

Side Trip

Riserva Naturale Orientata - Capo Rama
Highlights from your plan
Villino Florio ©
Villino Florio
Chiesa Santa Maria della Pieta' ©
Chiesa Santa Maria della Pieta'

1
night
Milazzo

Milazzo ©
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. Kick off your visit on the 24th (Sun): take in the architecture and atmosphere at Chiesa Santo Stefano Protomartire, then examine the collection at Antiquarium D. Ryolo, then stroll through Lido Playa Mignon, and finally tour the pleasant surroundings at Lido La Fenice a Milazzo. On your second day here, stop by Libreria Incantastorie, then view the masterpieces at Cantieri Zeta, and then pause for some serene contemplation at Chiesa di San Giovanni Battista.

For maps, more things to do, other places to visit, and more tourist information, use the Milazzo online holiday planner .

Drive from Palermo to Milazzo in 2.5 hours. Alternatively, you can take a train; or take a bus. In May in Milazzo, expect temperatures between 26°C during the day and 19°C at night. Wrap up your sightseeing by early afternoon on the 25th (Mon) to allow enough time to travel to Crotone.

Things to do in Milazzo

Beaches Outdoors Parks

Side Trip

Chiesa di San Giovanni Battista
Highlights from your plan
Chiesa Santo Stefano Protomartire ©
Chiesa Santo Stefano Protomartire
Chiesa di San Giovanni Battista ©
Chiesa di San Giovanni Battista
Antiquarium D. Ryolo ©
Antiquarium D. Ryolo

2
nights
Crotone

Crotone ©
Crotone is a city and comune in Calabria. Kick off your visit on the 26th (Tue): kick back and relax at Spiagge Rosse, appreciate the extensive heritage of Centro Storico, then contemplate the long history of Piazza Campo, and finally pause for some serene contemplation at Cattedrale di Santa Anastasia. On the next day, appreciate the extensive heritage of Centro Storico, pause for some serene contemplation at Santa Maria Assunta e san Dionigi l'Areopagita, explore the historical opulence of Castello di Carlo V, then explore the ancient world of Tempio di Hera Lacinia, then take in the spiritual surroundings of Santuario Madonna di Capocolonna, and finally take in panoramic vistas at Torre Nao.

For traveler tips, maps, where to stay, and tourist information, you can read our Crotone road trip tool .

The Route module can help you plan travel from Milazzo to Crotone. Cap off your sightseeing on the 27th (Wed) early enough to travel to Matera.

Things to do in Crotone

Historic Sites Beaches Outdoors

Side Trips

Santa Severina, Spiagge Rosse
Highlights from your plan
Cattedrale di Santa Anastasia ©
Cattedrale di Santa Anastasia
Castello di Carlo V ©
Castello di Carlo V
Santuario Madonna di Capocolonna ©
Santuario Madonna di Capocolonna

2
nights
Matera

Matera ©
Famous for its resemblance to the ancient settlements of Jerusalem and Cappadocia, Matera remains one of the oldest inhabited cities in the world.
Kick off your visit on the 28th (Thu): see the interesting displays at MOOM Matera Olive Oil Museum, explore the ancient world of Convicinio Di Sant' Antonio, take some stellar pictures from Belvedere Pascoli, contemplate the long history of Casa Cisterna Sotterranea, then don't miss a visit to Piazza Duomo, and finally take in the architecture and atmosphere at Chiesa del Purgatorio. Get ready for a full day of sightseeing on the next day: pause for some serene contemplation at Chiesa dei Quattro Evangelisti, make a trip to Piazza San Pietro Caveoso, then contemplate the long history of Antica Matera Casa Grotta, and finally take in the spiritual surroundings of Chiesa San Rocco.

To find reviews, ratings, more things to do, and other tourist information, refer to the Matera trip planning tool .

Traveling by car from Crotone to Matera takes 3.5 hours. In May, plan for daily highs up to 25°C, and evening lows to 13°C. Cap off your sightseeing on the 29th (Fri) early enough to go by car to Manduria.

Things to do in Matera

Historic Sites Museums

Side Trips

Gravina in Puglia - Cattedrale, La Cantina Frrud - Museo del Vino
Highlights from your plan
La Cantina Frrud - Museo del Vino ©
La Cantina Frrud - Museo del Vino
Gravina in Puglia - Cattedrale ©
Gravina in Puglia - Cattedrale
Chiesa del Purgatorio ©
Chiesa del Purgatorio

2
nights
Manduria

Manduria ©
Manduria is a city and comune of Apulia, Italy, in the province of Taranto. Here are some ideas for day two: sample the fine beverages at Societa' Coop. Cantina Sociale Di Manduria, 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.

To find maps, reviews, photos, and tourist information, read our Manduria day trip planner.

Getting from Matera to Manduria by car takes about 2 hours. Other options: take a bus; or take a train. Traveling from Matera in May, expect a bit warmer with lows of 20°C in Manduria. Finish your sightseeing early on the 31st (Sun) so you can drive to Lecce.

Things to do in Manduria

Outdoors Historic Sites Parks

Side Trips

Maruggio, Spiaggia di Serrone
Highlights from your plan
Spiaggia di Serrone ©
Spiaggia di Serrone
Spiaggia D'Ayala ©
Spiaggia D'Ayala

few
hours
Lecce

Lecce
Known as the Florence of the South, Lecce is distinguished for its elaborate Baroque monuments.
Kick off your visit on the 1st (Mon): admire the landmark architecture of Il Sedile, appreciate the history behind Colonna di Sant'Oronzo, make a trip to Porta Napoli, then don't miss a visit to Porta Rudiae, then take in the architecture and atmosphere at Basilica di S. Giovanni Battista al Rosario, and finally test your problem-solving skills at popular escape rooms. Here are some ideas for day two: make a trip to Fontana dell’Armonia, don't miss a visit to Porta San Biagio, take an in-depth tour of Jewish Museum Lecce, see the interesting displays at Museo Fantasy, then pause for some serene contemplation at Gesuiti Chiesa del Gesu', and finally contemplate the long history of Torre del Parco.

To see maps, traveler tips, other places to visit, and other tourist information, use the Lecce itinerary maker app .

You can drive from Manduria to Lecce in an hour. Alternatively, you can take a train; or take a bus. Traveling from Manduria in May, you can expect nighttime temperatures to be little chillier in Lecce, with lows of 15°C. Finish up your sightseeing early on the 2nd (Tue) so you can travel to Foggia.

Things to do in Lecce

Outdoors Historic Sites Parks

2
nights
Foggia, Province of Foggia

Foggia ©
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): make a trip to Ipogeo Urbano 3, make a trip to Chiesa di Santa Maria della Misericordia, then pause for some serene contemplation 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. Get ready for a full day of sightseeing on the next day: get engrossed in the history at Museo Civico e Pinacoteca, learn about winemaking at Borgo Turrito wines, partake in some friendly competition at 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 maps, other places to visit, photos, and more tourist information, go to the Foggia trip app .

You can drive from Lecce to Foggia in 3 hours. Traveling from Lecce in May, Foggia is a bit warmer at night with lows of 20°C. Wrap up your sightseeing on the 2nd (Tue) early enough to drive to Vieste.

Things to do in Foggia

Historic Sites Fun & Games Museums

Side Trip

Abbazia di San Leonardo in lama volara
Highlights from your plan
Chiesa di San Domenico ©
Chiesa di San Domenico
Chiesa Gesu e Maria ©
Chiesa Gesu e Maria

1
night
Vieste, Province of Foggia

Vieste ©
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, Head underground at Oasi Archeologica-Naturalistica Necropoli - La Salata, take in the architecture and atmosphere 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.

For traveler tips, more things to do, reviews, and more tourist information, refer to the Vieste trip planner .

Getting from Foggia to Vieste by car takes about 2 hours. Traveling from Foggia in June, Vieste is little chillier at night 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 Beaches
Highlights from your plan
Chianca Amara ©
Chianca Amara
Spiaggia di Scialmarino ©
Spiaggia di Scialmarino

2
nights
Vasto

Vasto ©
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): enjoy the sand and surf at Spiaggia di Mottagrossa, enjoy the sand and surf at Spiaggia di San Nicola, 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. Get ready for a full day of sightseeing on the 5th (Fri): take in the spiritual surroundings of Chiesa di Santa Maria Maggiore, explore the historical opulence of Castello Marchesale, and then contemplate in the serene atmosphere at Chiesa di Santa Maria o del Purgatorio.

To see where to stay, maps, and tourist information, refer to the Vasto trip planner.

You can drive from Vieste to Vasto in 2.5 hours. Other options are to take a bus; or do a combination of ferry and train. Wrap up your sightseeing on the 5th (Fri) to allow time to drive to Santo Stefano di Sessanio.

Things to do in Vasto

Historic Sites Beaches Outdoors

Side Trips

Chiesa di Santa Maria o del Purgatorio, Castello Marchesale
Highlights from your plan
Chiesa di Santa Maria Stella Maris ©
Castello Marchesale ©
Castello Marchesale

1
night
Santo Stefano di Sessanio

Santo Stefano di Sessanio
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, more things to do, and more tourist information, use the Santo Stefano di Sessanio travel planner .

Traveling by car from Vasto to Santo Stefano di Sessanio takes 2 hours. On the 6th (Sat), you're off toOpi.

Things to do in Santo Stefano di Sessanio

Historic Sites Parks Outdoors

1
night
Opi

Opi ©
Start off your visit 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. Get ready for a full day of sightseeing on the next day: take in the spiritual surroundings of Chiesa di Santa Maria Assunta and then explore the striking landscape of Sentiero F2 di Val Fondillo.

To find maps, other places to visit, traveler tips, and more tourist information, refer to the Opi vacation planner.

Traveling by car from Santo Stefano di Sessanio to Opi takes 2.5 hours. In June, plan for daily highs up to 33°C, and evening lows to 18°C. Wrap up your sightseeing by early afternoon on the 7th (Sun) to allow time for travel to Rome.

Things to do in Opi

Historic Sites Trails Outdoors

Side Trips

Borgo Medievale di Barrea, Castello Cantelmo, Basilica di Santa Maria Assunta
Highlights from your plan
Borgo Medievale di Barrea ©
Borgo Medievale di Barrea
Castello Cantelmo ©
Castello Cantelmo
Chiesa di Santa Maria Assunta ©
Chiesa di Santa Maria Assunta

2
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Start off your visit on the 7th (Sun): admire the natural beauty at Monte Pincio. Get ready for a full day of sightseeing on the 8th (Mon): contemplate the long history of Mercati di Traiano - Museo dei Fori Imperiali, delve into the distant past at 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 see photos, other places to visit, traveler tips, and more tourist information, use the Rome driving holiday planning app .

You can drive from Opi to Rome in 2.5 hours. In June in Rome, expect temperatures between 34°C during the day and 21°C at night. Finish up your sightseeing early on the 9th (Tue) so you can travel back home.

Things to do in Rome

Historic Sites Museums Childrens Museums
Highlights from your plan
Basilica di Santa Prassede ©
Basilica di Santa Prassede
Foro di Cesare ©
Foro di Cesare
Colle Aventino ©
Colle Aventino

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