21 days in Italy Itinerary

21 days in Italy Itinerary

Created using Inspirock Italy Trip Planner

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Route & dates

21 days in Italy Itinerary

Start: San Francisco
Fly:  20​h 45​min
1
Bologna
— 2 nights
Fly + bus:  4​h 45​min
2
Matera
— 2 nights
3
Agropoli
— 2 nights
Drive:  1​h 30​min
4
Palinuro
— 2 nights
Drive:  2​h 15​min
5
Pompeii
— 2 nights
Drive:  1​h 30​min
6
Capri, Island of Capri
— 2 nights
Drive:  45​min
7
Naples
— 1 night
Fly:  3​h 15​min
8
Catania
— 3 nights
9
Palermo
— 2 nights
Fly:  22​h
End: San Francisco

2
nights
Bologna

Bologna ©
A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
On the 22nd (Thu), do some rugged touring at local off-road trails, then get to know the fascinating history of Le Mura, and then take in the architecture and atmosphere at Cattedrale di San Pietro. On the 23rd (Fri), you'll have a packed day of sightseeing: appreciate the extensive heritage of Piazza Grande, then steep yourself in history at Piazza Maggiore, and then contemplate in the serene atmosphere at Santuario di Santa Maria della Vita.

To see photos, maps, ratings, and other tourist information, read Bologna custom trip planner.

San Francisco, USA to Bologna is an approximately 21-hour flight. The time zone changes from Pacific Standard Time to Central European Time, which is usually a 9 hour difference. Traveling from San Francisco in June, expect Bologna to be a bit warmer, temps between 83°F and 63°F. Finish your sightseeing early on the 24th (Sat) so you can travel to Matera.

Things to do in Bologna

Historic Sites

Side Trips

Le Mura, Piazza Grande
Find places to stay Jun 22 — 24:
Highlights from your plan
Le Mura ©
Le Mura
Chiesa di Santa Maria della Vita ©
Chiesa di Santa Maria della Vita
Piazza Grande ©
Piazza Grande

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.
Start off your visit on the 24th (Sat): pause for some serene contemplation at Cattedrale Maria SS. Assunta, then take in the architecture and atmosphere at Cattedrale Bitonto, then take in the architecture and atmosphere at Cattedrale di Conversano, and finally explore the striking landscape at Grotta del Trullo. Here are some ideas for day two: take in the spiritual surroundings of Chiesa del Purgatorio, take a peaceful walk through Oasi WWF Policoro Herakleia, and then contemplate in the serene atmosphere at Santuario Santa Maria di Anglona.

For ratings, photos, reviews, and more tourist information, refer to the Matera vacation trip planner.

You can do a combination of flight and bus from Bologna to Matera in 5 hours. Other options are to drive; or take a train. In June, daily temperatures in Matera can reach 81°F, while at night they dip to 60°F. On the 26th (Mon), wrap the sightseeing up by early afternoon so you can travel to Agropoli.

Things to do in Matera

Historic Sites Nature Parks

Side Trips

Santuario Santa Maria di Anglona, Cattedrale di Conversano, Grotta del Trullo, Cattedrale di Bitonto, Oasi WWF Policoro Herakleia
Find places to stay Jun 24 — 26:
Highlights from your plan
Sassi di Matera ©
Sassi di Matera
Cattedrale di Bitonto ©
Cattedrale di Bitonto
Grotta del Trullo ©
Grotta del Trullo

2
nights
Agropoli

Agropoli ©
Agropoli is a town and comune, former bishopric and present Latin Catholic titular see located in the Cilento area of the province of Salerno, Campania, Italy. On the 26th (Mon), take in the architecture and atmosphere at Basilica Pontificia Santa Maria de Gulia.

To find traveler tips, other places to visit, where to stay, and other tourist information, refer to the Agropoli travel itinerary creator.

Drive from Matera to Agropoli in 3 hours. Traveling from Matera in June, plan for somewhat warmer nights in Agropoli, with lows around 71°F. Wrap up your sightseeing on the 28th (Wed) to allow time to travel to Palinuro.

Things to do in Agropoli

Historic Sites Museums

Side Trips

Paestum, Basilica Pontificia Santa Maria de Gulia, Santuario della "Madonna del Granato"
Find places to stay Jun 26 — 28:
Highlights from your plan
Paestum Ruins ©
Paestum Ruins
Museo Archeologico Nazionale di Paestum ©

2
nights
Palinuro

Palinuro ©
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 28th (Wed): kick back and relax at Afrodite Sabbia & Mare, then get to know the fascinating history of Centro Storico de Roccagloriosa, and then take in the architecture and atmosphere at Santuario della Madonna del Monte Sacro di Novi Velia. Here are some ideas for day two: have some family-friendly fun at Villaggio Turistico Black Marlin Club, then discover the deep blue sea with a scuba or snorkeling tour, then explore the striking landscape at Grotte Marine di Capo Palinuro - Palinuro Porto, and finally examine the collection at Antiquarium - Museo Archeologico.

To see where to stay, ratings, maps, and tourist information, you can read our Palinuro trip itinerary maker.

You can drive from Agropoli to Palinuro in 1.5 hours. In June in Palinuro, expect temperatures between 79°F during the day and 71°F at night. Cap off your sightseeing on the 30th (Fri) early enough to go by car to Pompeii.

Things to do in Palinuro

Outdoors Parks Wildlife

Side Trips

Marina di Camerota, Centro Storico de Roccagloriosa, Santuario della Madonna del Monte Sacro di Novi Velia
Find places to stay Jun 28 — 30:
Highlights from your plan
Grotte Marine di Capo Palinuro ©
Grotte Marine di Capo Palinuro
Scuba & Snorkeling

2
nights
Pompeii

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
Kick off your visit on the 30th (Fri): delve into the distant past at Gli Scavi Archeologici di Pompei, steep yourself in history at Ruins of Herculaneum, and then contemplate in the serene atmosphere at Sanctuary of the Madonna of the Rosary. Keep things going the next day: contemplate the long history of Forum, enjoy the sand and surf at Fornillo, then explore the historical opulence of Villa Rufolo, and finally tour the pleasant surroundings at Villa Cimbrone Gardens.

To see more things to do, where to stay, ratings, and more tourist information, read our Pompeii trip builder.

Traveling by car from Palinuro to Pompeii takes 2.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. Expect little chillier evenings in Pompeii when traveling from Palinuro in June, with lows around 65°F. Wrap up your sightseeing on the 2nd (Sun) early enough to travel to Capri.

Things to do in Pompeii

Historic Sites Parks Beaches

Side Trips

Ravello, Fornillo, Parco Acheologico di Ercolano
Find places to stay Jun 30 — Jul 2:
Highlights from your plan

2
nights
Capri, Island of Capri

Capri
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
On the 2nd (Sun), explore the fascinating underground world of White Grotta, then don't miss a visit to Chiesa di santo Stefano, then hike along Fortini Coastal Walk, and finally get to know the fascinating history of Scala Fenicia (Phoenician Steps). Get ready for a full day of sightseeing on the 3rd (Mon): take in the awesome beauty at Monte Solaro, choose your vessel at Capri Boat Service, then don't miss a visit to I Faraglioni, and finally take in the dramatic natural features at Blue Grotto.

To find where to stay, photos, ratings, and more tourist information, refer to the Capri trip generator.

Do a combination of train and ferry from Pompeii to Capri in 1.5 hours. Alternatively, you can do a combination of bus and ferry. In July in Capri, expect temperatures between 89°F during the day and 72°F at night. Wrap up your sightseeing on the 4th (Tue) early enough to ride a ferry to Naples.

Things to do in Capri

Parks Outdoors Transportation

Side Trip

Anacapri
Find places to stay Jul 2 — 4:
Highlights from your plan
I Faraglioni
I Faraglioni
Monte Solaro ©
Monte Solaro
Fortini Coastal Walk ©
Fortini Coastal Walk

1
night
Naples

Naples ©
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 4th (Tue): delve into the distant past at Parco Archeologico Pausilypon, then get to know the fascinating history of Via Caracciolo e Lungomare di Napoli, then delve into the distant past at San Lorenzo Maggiore, and finally contemplate the long history of Underground Naples. On the 5th (Wed), you'll have a packed day of sightseeing: step into the grandiose world of La Reggia di Caserta and then explore the world behind art at Museo Cappella Sansevero.

To find other places to visit, maps, more things to do, and tourist information, read Naples tour planner.

Traveling by ferry from Capri to Naples takes an hour. In July in Naples, expect temperatures between 86°F during the day and 70°F at night. Wrap up your sightseeing on the 5th (Wed) early enough to travel to Catania.

Things to do in Naples

Historic Sites Museums Parks

Side Trip

Reggia di Caserta
Find places to stay Jul 4 — 5:
Highlights from your plan
Via Caracciolo e Lungomare di Napoli ©
The Neapolis Buried ©
The Neapolis Buried
Parco Archeologico Pausilypon ©
Parco Archeologico Pausilypon

3
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 6th (Thu), don't miss a visit to Piazza IX Aprile, listen to music at Greek Theatre, then steep yourself in history at Villa Comunale, and finally admire the landmark architecture of Duomo di Catania. Get ready for a full day of sightseeing on the 7th (Fri): take in the architecture and atmosphere at Diocesi Di Acireale, then take in the architecture and atmosphere at Duomo di Taormina, then step into the grandiose world of Castillo de Castelmola, and finally immerse yourself in nature at Gole Alcantara Terralcantara.

To find maps, where to stay, traveler tips, and tourist information, go to the Catania itinerary builder.

Traveling by combination of flight and bus from Naples to Catania takes 3.5 hours. Alternatively, you can take a train; or ride a ferry. In July in Catania, expect temperatures between 87°F during the day and 66°F at night. On the 8th (Sat), wrap the sightseeing up by early afternoon so you can drive to Palermo.

Things to do in Catania

Historic Sites Nightlife

Side Trips

Taormina, Castillo de Castelmola, I Faraglioni Di Acitrezza, Castello Normanno, Diocesi Di Acireale
Find places to stay Jul 5 — 8:
Highlights from your plan
Castello Normanno
Castello Normanno
Duomo di Taormina ©
Duomo di Taormina

2
nights
Palermo

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Start off your visit on the 8th (Sat): take in the spiritual surroundings of Chiesa del Gesù. On the 9th (Sun), you'll have a packed day of sightseeing: step into the grandiose world of Palazzo dei Normanni e Cappella Palatina, step off the mainland to explore Ustica, and then step into the grandiose world of Castello di Caccamo.

To see where to stay, reviews, ratings, and more tourist information, read our Palermo itinerary maker.

Drive from Catania to Palermo in 2.5 hours. Alternatively, you can take a bus; or take a train. Traveling from Catania in July, you can expect nighttime temperatures to be somewhat warmer in Palermo, with lows of 73°F. Finish your sightseeing early on the 10th (Mon) so you can travel back home.

Things to do in Palermo

Historic Sites Nature Parks

Side Trip

Castello di Caccamo
Find places to stay Jul 8 — 10:
Highlights from your plan
Santuario Santa Rosalia ©
Santuario Santa Rosalia
Castello di Caccamo ©
Castello di Caccamo
Chiesa del Gesu ©
Chiesa del Gesu

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