53 days in Italy, Greece & City of San Marino Itinerary

53 days in Italy, Greece & City of San Marino Itinerary

Created using Inspirock Europe tour itinerary planner
Make it your trip
1
Venice, Italy
— 5 nights
Drive
2
Ravenna, Italy
— 2 nights
Drive
3
City of San Marino, San Marino
— 2 nights
Drive
4
Assisi, Italy
— 2 nights
Drive
5
L'Aquila, Italy
— 2 nights
Drive
6
Manfredonia, Italy
— 1 night
Drive
7
Brindisi, Italy
— 2 nights
Fly to Ioannis Kapodistrias International Airport, Drive to Corfu Town
8
Corfu Town, Greece
— 3 nights
Fly
9
Athens, Greece
— 2 nights
Drive
10
Patras, Greece
— 3 nights
Drive
11
Brindisi, Italy
— 2 nights
Fly
12
Palermo, Italy
— 2 nights
Drive
13
Marsala, Italy
— 2 nights
Drive
14
Catania, Italy
— 2 nights
Drive
15
Messina, Italy
— 2 nights
Ferry to Villa San Giovanni, Drive to Cosenza
16
Cosenza, Italy
— 1 night
Drive
17
Naples, Italy
— 2 nights
Drive
18
Perugia, Italy
— 2 nights
Drive
19
Bologna, Italy
— 2 nights
Train
20
Milan, Italy
— 2 nights
Drive
21
Pisa, Italy
— 2 nights
Drive
22
Florence, Italy
— 2 nights
Train
23
Rome, Italy
— 2 nights
Drive
24
Civitavecchia, Italy
— 1 night

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Venice, Italy — 5 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.
Explore Venice's surroundings by going to Verona (Museo di Castelvecchio, Piazza delle Erbe, &more) and Padua (Padua Botanical Garden - World Heritage Site, Basilica of St. Anthony, &more). There's still lots to do: contemplate the waterfront views at Canal Grande, make a trip to St Mark's Campanile, snap pictures at Ponte di Rialto, and admire the masterpieces at Gallerie dell'Accademia.

For other places to visit, where to stay, more things to do, and tourist information, read our Venice trip itinerary builder.

If you are flying in from United States, the closest major aiports are Venice Marco Polo Airport, Treviso-Sant'Angelo Airport and Trieste–Friuli Venezia Giulia Airport. In April, daily temperatures in Venice can reach 65°F, while at night they dip to 49°F. Finish your sightseeing early on the 5th (Fri) to allow enough time to drive to Ravenna.
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Side Trips
Find places to stay Apr 30 — May 5:

Ravenna, Italy — 2 nights

City of Mosaics

Famous for its wealth of original mosaics, Ravenna is a hub of artistic and cultural heritage.
On the 6th (Sat), find something for the whole family at Mirabilandia, take in the spiritual surroundings of Basilica Di Sant'Apollinare In Classe, contemplate in the serene atmosphere at Battistero Neoniano (Battistero degli Ortodossi), then see the interesting displays at Domus dei Tappeti di Pietra, then take in the spiritual surroundings of Basilica di San Vitale, and finally don't miss a visit to Mausoleo di Galla Placidia. Here are some ideas for day two: take an in-depth tour of Marino Moretti, make a trip to Porto Turistico Cesenatico, take in the architecture and atmosphere at Basilica di San Francesco, examine the collection at Archiepiscopal Museum, then make a trip to Basilica di Sant'Apollinare Nuovo, and finally appreciate the history behind Dante's tomb and Quadrarco of Braccioforte.

For other places to visit, traveler tips, photos, and more tourist information, you can read our Ravenna trip site.

Getting from Venice to Ravenna by car takes about 2.5 hours. Other options: take a train; or do a combination of train and bus. Expect a daytime high around 73°F in May, and nighttime lows around 58°F. Finish up your sightseeing early on the 7th (Sun) so you can go by car to City of San Marino.
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Historic Sites · Museums · Theme Parks
Side Trips
Find places to stay May 5 — 7:

City of San Marino, San Marino — 2 nights

The capital of one of the world's smallest and oldest republics, the hillside city of San Marino boasts a World Heritage-listed old town that's known for its winding cobblestone streets and sweeping views of the surrounding countryside.
Start off your visit on the 8th (Mon): contemplate the long history of Cesta Tower, take your sightseeing to a higher altitude at Mount Titan, get a sense of history and politics at Palazzo Pubblico, then explore the historical opulence of Guaita, then see the interesting displays at Museo Della Totura, and finally contemplate the long history of Piazza della Liberta. Here are some ideas for day two: find something for the whole family at San Marino Adventures.

To find other places to visit, ratings, where to stay, and tourist information, use the City of San Marino vacation planner.

You can drive from Ravenna to City of San Marino in 1.5 hours. Another option is to do a combination of train and car. Expect slightly colder temperatures when traveling from Ravenna in May; daily highs in City of San Marino reach 68°F and lows reach 53°F. Wrap up your sightseeing on the 9th (Tue) to allow time to drive to Assisi.
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Side Trip
Find places to stay May 7 — 9:

Assisi, Italy — 2 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 10th (Wed): contemplate the long history of Basilica di Santa Chiara, take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, then take in the architecture and atmosphere at Chiesa di San Giacomo De Muro Rotto, then explore the historical opulence of Rocca Maggiore, and finally take in the architecture and atmosphere at San Damiano. Get ready for a full day of sightseeing on the next day: learn about winemaking at Tili Vini Societa Agricola, do a tasting at Montioni Frantoio e Cantina, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, then see the interesting displays at Museo della Porziuncola, and finally contemplate the long history of Eremo delle Carceri.

To find traveler tips, ratings, and more tourist information, go to the Assisi trip planning app.

Getting from City of San Marino to Assisi by car takes about 2.5 hours. Other options: do a combination of bus and train; or take a bus. Expect a daytime high around 72°F in May, and nighttime lows around 52°F. Finish your sightseeing early on the 11th (Thu) to allow enough time to drive to L'Aquila.
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Historic Sites · Wineries · Museums
Side Trip
Find places to stay May 9 — 11:

L'Aquila, Italy — 2 nights

L'Aquila is a city and comune in Southern Italy, both the capital city of the Abruzzo region and of the Province of L'Aquila., it has a population of 70,967 inhabitants. Kick off your visit on the 12th (Fri): take an in-depth tour of National Museum of Abruzzo - MUNDA, explore the fascinating underground world of Grotte di Stiffe, then explore the ancient world of Rocca Calascio, and finally take in the architecture and atmosphere at Chiesa di Santa Maria della Pieta. Get ready for a full day of sightseeing on the 13th (Sat): pause for some serene contemplation at Chiesa di Santa Maria del Suffragio, then pause for some serene contemplation at Basilica di San Bernardino, then make a trip to Basilica di Santa Maria di Collemaggio e Porta Santa, and finally admire the local landmark of Fontana delle 99 cannelle.

To see photos, ratings, reviews, and tourist information, read our L'Aquila tour itinerary maker website.

Traveling by car from Assisi to L'Aquila takes 2.5 hours. Alternatively, you can take a train; or take a bus. May in L'Aquila sees daily highs of 77°F and lows of 54°F at night. Wrap up your sightseeing on the 13th (Sat) to allow time to drive to Manfredonia.
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Historic Sites · Museums · Parks · Nature
Side Trips
Find places to stay May 11 — 13:

Manfredonia, Italy — 1 night

Manfredonia is a town and comune of Apulia, Italy, in the province of Foggia, from which it is 35km northeast by rail. On the 14th (Sun), make a trip to Abbazia ed eremi di Pulsano, delve into the lush surroundings at Foresta Umbra, and then take in the spiritual surroundings of Santuario di San Michele Arcangelo. Here are some ideas for day two: get engrossed in the history at Museo Storico dei Pompieri e della Croce Rossa Italiana, make a trip to Basilica di S. Maria di Siponto, then take in the waterfront at Marina del Gargano - Porto Turistico di Manfredonia (FG), and finally pause for some serene contemplation at Church of Saint Pio of Pietrelcina.

For reviews, more things to do, ratings, and tourist information, read our Manfredonia online trip maker.

You can drive from L'Aquila to Manfredonia in 3.5 hours. Another option is to drive. In May, plan for daily highs up to 76°F, and evening lows to 54°F. Finish your sightseeing early on the 15th (Mon) to allow enough time to drive to Brindisi.
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Historic Sites · Parks · Museums · Nature
Side Trips
Find places to stay May 13 — 15:

Brindisi, Italy — 2 nights

Brindisi is a city in the region of Apulia in southern Italy, the capital of the province of Brindisi, on the coast of the Adriatic Sea. Kick off your visit on the 16th (Tue): appreciate the history behind Monumento al Marinaio d'Italia, then surround yourself with nature on a nature and wildlife tour, then make a trip to Colonne Terminali della Via Appia, and finally don't miss a visit to Portico dei Cavalieri Templari. Keep things going the next day: take an in-depth tour of Museo Archeologico Provinciale Francesco Ribezzo and then take in the architecture and atmosphere at Tempio di San Giovanni al Sepolcro.

For where to stay, ratings, and tourist information, read Brindisi road trip planning app.

Traveling by car from Manfredonia to Brindisi takes 3 hours. Alternatively, you can drive. Expect a daytime high around 72°F in May, and nighttime lows around 58°F. Wrap up your sightseeing by early afternoon on the 17th (Wed) to allow enough time to travel to Corfu Town.
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Tours · Wildlife · Outdoors · Museums
Find places to stay May 15 — 17:

Corfu Town, Greece — 3 nights

Often called "Kastropolis" because of its majestic Venetian castle, Corfu Town once featured such extensive fortifications that a force of over 20,000 soldiers defended them.
Take a break from Corfu Town with a short trip to Paleokastritsa Beach in Paleokastritsa, about 36 minutes away. The adventure continues: admire the landmark architecture of Corfu Museum of Asian Art, see the interesting displays at Casa Parlante, explore the ancient world of Old Fortress Corfu, and browse the exhibits of Achilleion Museum.

To see other places to visit, photos, reviews, and other tourist information, go to the Corfu Town online trip itinerary builder.

The Route module can help you plan travel from Brindisi to Corfu Town. Due to the time zone difference, you'll lose 1 hour traveling from Brindisi to Corfu Town. In May, daytime highs in Corfu Town are 76°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 20th (Sat) early enough to fly to Athens.
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Side Trips
Find places to stay May 17 — 20:

Athens, Greece — 2 nights

The Birthplace of Democracy

One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
Kick off your visit on the 21st (Sun): pause for some photo ops at Temple of Olympian Zeus, then take an in-depth tour of Acropolis Museum, then don't miss a visit to Plateia Syntagmatos, and finally admire the masterpieces at National Archaeological Museum. On the 22nd (Mon), you'll have a packed day of sightseeing: contemplate the long history of Acropolis of Athens, explore the ancient world of Ancient Agora of Athens, then visit Plaka, and finally take in nature's colorful creations at National Garden.

To see where to stay and tourist information, read our Athens trip itinerary website.

You can fly from Corfu Town to Athens in 2.5 hours. Alternatively, you can take a bus; or do a combination of ferry and car. Plan for somewhat warmer nights when traveling from Corfu Town in May since evenings lows in Athens dip to 64°F. Wrap up your sightseeing on the 22nd (Mon) early enough to drive to Patras.
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Museums · Historic Sites · Neighborhoods · Parks
Find places to stay May 20 — 22:

Patras, Greece — 3 nights

Patras is Greece's third-largest city and the regional capital of Western Greece, in the northern Peloponnese, 215km west of Athens. Start off your visit on the 23rd (Tue): step into the grandiose world of Rio Castle, snap pictures at Rio-Antirrio Bridge (Charilaos Trikoupis), then do a tasting at Achaia Clauss Winery, and finally awaken your taste buds at Guide me in Greece tours. Get ready for a full day of sightseeing on the 24th (Wed): pause for some serene contemplation at Ekklisia Tou Agiou Andrea, take an in-depth tour of Archaeological Museum of Patras, and then witness the site of a historic battle at Nafpaktos Old Port.

For reviews, traveler tips, other places to visit, and tourist information, go to the Patras trip itinerary planner.

You can drive from Athens to Patras in 2.5 hours. Traveling from Athens in May, expect slightly colder with lows of 56°F in Patras. Wrap up your sightseeing by early afternoon on the 25th (Thu) to allow time for the car ride to Brindisi.
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Side Trips
Find places to stay May 22 — 25:

Brindisi, Italy — 2 nights

Kick off your visit on the 26th (Fri): pause for some serene contemplation at Tempio di San Giovanni al Sepolcro, then do sightseeing your way with Private Tours, then don't miss a visit to Colonne Terminali della Via Appia, and finally don't miss a visit to Portico dei Cavalieri Templari. On your second day here, pause for some photo ops at Monumento al Marinaio d'Italia, get engrossed in the history at Masseria Brancati, then take in the architecture and atmosphere at Pontificia Basilica Cattedrale, and finally get engrossed in the history at Museo Archeologico Provinciale Francesco Ribezzo.

To find more things to do, photos, maps, and more tourist information, read Brindisi road trip tool.

Traveling by car from Patras to Brindisi takes 12.5 hours. The time zone changes from Eastern European Standard Time (EET) to Central European Standard Time (CET), which is usually a -1 hour difference. Finish up your sightseeing early on the 28th (Sun) so you can catch the flight to Palermo.
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Museums · Historic Sites · Tours · Wildlife
Side Trip
Find places to stay May 25 — 28:

Palermo, Italy — 2 nights

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Start off your visit on the 28th (Sun): take in the architecture and atmosphere at Church of San Cataldo, pause for some serene contemplation at Santa Maria dell'Ammiraglio, steep yourself in history at Palazzo Conte Federico, take in the architecture and atmosphere at Cattedrale di Palermo, then make a trip to Palazzo Pretorio, Municipio di Palermo, and finally make a trip to Piazza Pretoria. Get ready for a full day of sightseeing on the next day: admire the landmark architecture of Norman Palace, then contemplate the long history of Catacombe dei Cappuccini, then take in the architecture and atmosphere at Duomo di Monreale, and finally let your taste buds guide you at a local gastronomic tour.

For other places to visit, traveler tips, more things to do, and more tourist information, you can read our Palermo tour itinerary maker site.

Traveling by flight from Brindisi to Palermo takes 3 hours. Alternatively, you can do a combination of car and ferry; or take a bus. Wrap up your sightseeing on the 30th (Tue) to allow time to drive to Marsala.
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Historic Sites · Tours
Side Trip
Find places to stay May 28 — 30:

Marsala, Italy — 2 nights

Marsala is an Italian town located in the Province of Trapani in the westernmost part of Sicily. Start off your visit on the 30th (Tue): learn about winemaking at Baglio Baiata Alagna, admire the landmark architecture of Baluardo Velasco, then step off the mainland to explore Isola di Mozia (Mothia)/ San Pantaleo, then look for all kinds of wild species at SEI - Saline Ettore E Infersa, and finally learn about winemaking at Cantine Pellegrino. On the 31st (Wed), you'll have a packed day of sightseeing: don't miss a visit to Porta Garibaldi and then explore the ancient world of Tempio di Segesta.

For traveler tips, photos, more things to do, and tourist information, read our Marsala holiday builder site.

Traveling by car from Palermo to Marsala takes 2 hours. Alternatively, you can take a bus; or take a train. In May, daytime highs in Marsala are 74°F, while nighttime lows are 57°F. Finish your sightseeing early on the 1st (Thu) to allow enough time to drive to Catania.
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Historic Sites · Parks · Wineries · Wildlife
Side Trip
Find places to stay May 30 — Jun 1:

Catania, Italy — 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 1st (Thu): get engrossed in the history at Monastero dei Benedettini, steep yourself in history at Piazza del Duomo, and then see Off-Road Tours. Keep things going the next day: take a tour by water with Boat Tours & Water Sports, head off the coast to Isola Bella, then walk around Villa Comunale, and finally test your problem-solving skills at popular escape rooms.

For more things to do, other places to visit, reviews, and other tourist information, read Catania day trip website.

Drive from Marsala to Catania in 4 hours. Alternatively, you can fly; or take a bus. Finish your sightseeing early on the 3rd (Sat) so you can drive to Messina.
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Outdoors · Tours · Parks · Museums
Side Trips
Find places to stay Jun 1 — 3:

Messina, Italy — 2 nights

Messina is the capital of the Italian Metropolitan City of Messina. Start off your visit on the 3rd (Sat): don't miss a visit to Tempio Votivo di Cristo Re, make a trip to Bell Tower and Astronomical Clock (Orologio Astronomico), take in the architecture and atmosphere at Duomo di Messina, then take a stroll through Colli San Rizzo, and finally ponder the design of Fontana di Orione. Here are some ideas for day two: take in the pleasant sights at Piazza IX Aprile, then don't miss a visit to Corso Umberto, then delve into the distant past at Ancient Theatre of Taormina, and finally look for all kinds of wild species at Blue Sea Diving Center.

For other places to visit, traveler tips, more things to do, and more tourist information, you can read our Messina trip itinerary site.

Traveling by car from Catania to Messina takes 1.5 hours. Alternatively, you can take a bus; or take a train. In June, daytime highs in Messina are 80°F, while nighttime lows are 69°F. Finish your sightseeing early on the 5th (Mon) so you can travel to Cosenza.
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Tours · Historic Sites · Wildlife · Outdoors
Side Trip
Find places to stay Jun 3 — 5:

Cosenza, Italy — 1 night

Cosenza is a city in the Calabria region of Southern Italy. On the 5th (Mon), take in the architecture and atmosphere at Chiesa di San Francesco D'Assisi, explore the fascinating underground world of Grotta di Sant'Angelo, and then see the interesting displays at Museo all'aperto Bilotti (Mab). Here are some ideas for day two: take in the architecture and atmosphere at Saint Francesco of Paola, look for all kinds of wild species at I Giganti Della Sila, then admire the striking features of Centro Storico, and finally contemplate in the serene atmosphere at Duomo di Cosenza.

To see other places to visit and more tourist information, use the Cosenza trip planner.

Traveling by combination of ferry and car from Messina to Cosenza takes 3 hours. Alternatively, you can take a bus; or do a combination of ferry and train. Traveling from Messina in June, plan for a bit cooler nights in Cosenza, with lows around 63°F. Finish your sightseeing early on the 6th (Tue) to allow enough time to drive to Naples.
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Historic Sites · Parks · Museums · Wildlife
Side Trips
Find places to stay Jun 5 — 6:

Naples, Italy — 2 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Start off your visit on the 7th (Wed): delve into the distant past at Pompeii Archaeological Park, explore the different monuments and memorials at Catacombe di San Gennaro, then don't miss a visit to Via San Gregorio Armeno, and finally take in the pleasant sights at Lungomare Caracciolo. On the 8th (Thu), you'll have a packed day of sightseeing: get to know the fascinating history of Underground Naples, then take in the spiritual surroundings of Museo Cappella Sansevero, then examine the collection at Museo Archeologico Nazionale di Napoli, and finally explore the world behind art at Museo e Real Bosco di Capodimonte.

To find traveler tips, ratings, and tourist information, you can read our Naples trip builder tool.

Traveling by car from Cosenza to Naples takes 3.5 hours. Alternatively, you can take a train; or take a bus. In June, daytime highs in Naples are 82°F, while nighttime lows are 66°F. Wrap up your sightseeing on the 8th (Thu) to allow time to drive to Perugia.
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Historic Sites · Museums
Side Trip
Find places to stay Jun 6 — 8:

Perugia, Italy — 2 nights

Green Heart of Italy

Though it features Etruscan defensive walls and a medieval town center, Perugia is perhaps best known for its fine chocolate and annual chocolate festival.
On the 9th (Fri), step into the grandiose world of Rocca Paolina, don't miss a visit to Piazza IV Novembre, then get a dose of the wild on Wild Foods Italy, then wander the streets of City Centre, and finally explore the world behind art at Galleria Nazionale dell'Umbria. Get ready for a full day of sightseeing on the next day: ponder the world of politics at Palazzo dei Consoli and Museo Civico, make a trip to Piazza Grande, then do a tasting at Vineria del Carmine, and finally contemplate in the serene atmosphere at Eremo Le Celle.

For ratings, photos, other places to visit, and other tourist information, read Perugia trip planner.

Traveling by car from Naples to Perugia takes 4 hours. Alternatively, you can do a combination of train and bus; or take a bus. Plan for a bit cooler nights when traveling from Naples in June since evenings lows in Perugia dip to 60°F. Finish up your sightseeing early on the 10th (Sat) so you can go by car to Bologna.
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Museums · Historic Sites · Tours · Wineries
Side Trips
Find places to stay Jun 8 — 10:

Bologna, Italy — 2 nights

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
On the 11th (Sun), take in the architecture and atmosphere at Chiesa di San Giacomo Maggiore, take in the architecture and atmosphere at Basilica - Santuario di Santo Stefano, pause for some serene contemplation at Basilica di San Petronio, take in the spiritual surroundings of Chiesa di Santa Maria della Vita, then steep yourself in history at Piazza Maggiore, and finally enjoy breathtaking views from Le Due Torri Torre degli Asinell. Get ready for a full day of sightseeing on the 12th (Mon): brush up on your knowledge of spirits at Acetaia Villa San Donnino, catch all the local highlights with Sightseeing Tours, then examine the collection at Museo Ferrari, and finally take in the spiritual surroundings of Duomo di Modena.

To see photos, maps, more things to do, and other tourist information, read Bologna online road trip planner.

You can drive from Perugia to Bologna in 3 hours. Another option is to take a train. June in Bologna sees daily highs of 84°F and lows of 62°F at night. Finish your sightseeing early on the 12th (Mon) so you can take a train to Milan.
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Historic Sites · Breweries & Distilleries · Museums · Tours
Side Trips
Find places to stay Jun 10 — 12:

Milan, Italy — 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 13th (Tue): admire the landmark architecture of Galleria Vittorio Emanuele II, then steep yourself in history at Castello Sforzesco, then get engrossed in the history at Basilica di Sant'Ambrogio, and finally admire the masterpieces at Pinacoteca Ambrosiana. Here are some ideas for day two: take in the architecture and atmosphere at Basilica di Santa Tecla, contemplate in the serene atmosphere at Duomo di Milano, then get to know the fascinating history of Piazza del Duomo, then explore the different monuments and memorials at Monumental Cemetery, and finally contemplate the long history of Il Cenacolo.

To see photos, maps, and other tourist information, go to the Milan online vacation planner.

Take a train from Bologna to Milan in 2 hours. Alternatively, you can drive; or take a bus. In June, daily temperatures in Milan can reach 83°F, while at night they dip to 64°F. Wrap up your sightseeing on the 14th (Wed) early enough to drive to Pisa.
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Historic Sites · Museums · Shopping
Find places to stay Jun 12 — 14:

Pisa, Italy — 2 nights

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Kick off your visit on the 15th (Thu): appreciate the extensive heritage of Knights’ Square, take in the spiritual surroundings of Battistero di San Giovanni, stroll the grounds of Camposanto, then take in the spiritual surroundings of Duomo di Pisa, then don't miss a visit to Piazza dei Miracoli, and finally admire the striking features of Leaning Tower of Pisa. On your second day here, contemplate in the serene atmosphere at San Michele in Foro, contemplate the long history of St Martin Cathedral, make a trip to Le mura di Lucca, make a trip to Piazza Anfiteatro, then enjoy breathtaking views from Torre Guinigi, and finally make a trip to Torre delle Ore.

To see photos, traveler tips, more things to do, and other tourist information, you can read our Pisa trip site.

Traveling by car from Milan to Pisa takes 3 hours. Alternatively, you can take a train; or fly. In June, daily temperatures in Pisa can reach 81°F, while at night they dip to 60°F. Cap off your sightseeing on the 16th (Fri) early enough to go by car to Florence.
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Historic Sites
Side Trip
Find places to stay Jun 14 — 16:

Florence, Italy — 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Start off your visit on the 17th (Sat): take in nature's colorful creations at The Boboli Gardens, don't miss a visit to Piazzale Michelangelo, enjoy breathtaking views from Campanile di Giotto, then contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and finally contemplate in the serene atmosphere at The Baptistery of St. John. On the 18th (Sun), you'll have a packed day of sightseeing: get to know the fascinating history of Piazza del Duomo, take in the views from Ponte Vecchio, admire the masterpieces at Florence Academy of Fine Arts, then steep yourself in history at Basilica of Santa Croce, and finally see the interesting displays at Pitti Palace.

To find reviews, photos, where to stay, and more tourist information, go to the Florence holiday planner.

Drive from Pisa to Florence in 1.5 hours. Alternatively, you can take a bus; or take a train. In June in Florence, expect temperatures between 83°F during the day and 65°F at night. Cap off your sightseeing on the 18th (Sun) early enough to catch the train to Rome.
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Historic Sites · Museums · Parks
Find places to stay Jun 16 — 18:

Rome, Italy — 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 19th (Mon), admire the masterpieces at Museo Nazionale di Castel Sant'Angelo, then explore the world behind art at Vatican Museums, then contemplate the long history of St. Peter's Basilica, and finally appreciate the history behind La Pieta. Get ready for a full day of sightseeing on the next day: ponder the design of Trevi Fountain, delve into the distant past at Pantheon, make a trip to Piazza Navona, then contemplate the long history of Palatine Hill, and finally contemplate the long history of Colosseum.

To see reviews, photos, more things to do, and more tourist information, go to the Rome road trip site.

Traveling by train from Florence to Rome takes 2.5 hours. Alternatively, you can fly; or drive. In June, daily temperatures in Rome can reach 84°F, while at night they dip to 65°F. Finish up your sightseeing early on the 20th (Tue) so you can go by car to Civitavecchia.
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Historic Sites · Museums
Side Trip
Find places to stay Jun 18 — 20:

Civitavecchia, Italy — 1 night

Civitavecchia is a town and comune of the Metropolitan City of Rome in the central Italian region of Lazio. Kick off your visit on the 21st (Wed): cool off at Aquafelix.

To find maps, traveler tips, other places to visit, and other tourist information, read Civitavecchia trip planner.

Drive from Rome to Civitavecchia in 1.5 hours. Alternatively, you can take a bus; or take a train. Traveling from Rome in June, you can expect nighttime temperatures to be little chillier in Civitavecchia, with lows of 59°F. Wrap up your sightseeing on the 21st (Wed) early enough to travel back home.
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Theme Parks
Find places to stay Jun 20 — 21:
Highlights from your trip

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.
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Greece travel guide

4.2
Beaches · Ruins · Nightlife
Few places manage to capture the world's imagination quite like Greece, a land of sun-kissed coastlines, tranquil whitewashed villages, lively seaside towns, and well-preserved ancient sites. One of the world's top tourist destinations since ancient times, the country draws nearly 20 million visitors each year. Athens, the birthplace of Western civilization, continues to attract the biggest crowds and serves as a base for exploring the country and its 227 inhabited islands. Away from its cities, Greece features a picturesque countryside of olive groves, vineyards, and tiny settlements nestled against rolling hills and rugged mountain ranges. Explore the old mainland on foot and discover the islands on a guided boat or ferry tour.
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