38 days in Italy Itinerary

38 days in Italy Itinerary

Created using Inspirock Europe trip itinerary builder

Plan created by another user. Make it yours
Fly
1
Rome
— 4 nights
Drive
2
Ravello
— 1 night
Ferry
3
Capri, Island of Capri
— 4 nights
Ferry
4
Sorrento
— 3 nights
Fly
5
Palermo
— 8 nights
Fly
6
Siena
— 2 nights
Drive
7
Florence
— 4 nights
Train
8
Bologna
— 2 nights
Train
9
Milan
— 4 nights
Drive
10
Verona
— 1 night
Drive
11
Venice
— 2 nights
Fly

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4
nights
Rome

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, and museums. Your plan includes some of its best attractions: steep yourself in history at St. Peter's Basilica, admire the masterpieces at Galleria Borghese, explore the ancient world of Palatine Hill, and don't miss a visit to Roman Forum.

To find photos, ratings, traveler tips, and tourist information, refer to the Rome tour itinerary builder website.

San Jose, Costa Rica to Rome is an approximately 18-hour flight. The time zone difference moving from Central Standard Time (CST) to Central European Standard Time (CET) is 7 hours. In June, daytime highs in Rome are 34°C, while nighttime lows are 21°C. Finish your sightseeing early on the 6th (Mon) so you can drive to Ravello.

Things to do in Rome

Historic Sites · Museums

Side Trip

Find places to stay Jun 2 — 6:

1
night
Ravello

Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Kick off your visit on the 6th (Mon): stroll through Ravello - Atrani Walk, stop by Ceramiche Cosmolena di Margherita di Palma, admire the natural beauty at Villa Cimbrone Gardens, then admire the landmark architecture of Villa Rufolo, then don't miss a visit to Le Ville di Ravello, and finally take in the spiritual surroundings of Duomo di Ravello. Get ready for a full day of sightseeing on the 7th (Tue): get a new perspective on things with Boat Tours & Water Sports, take in the architecture and atmosphere at Chiesa di San Pancrazio Martire, ponder the design of Fontana sant'Andrea, take in the spiritual surroundings of Duomo di Sant'Andrea, then cruise along Amalfi Coast, and finally examine the collection at Museo della Carta.

To find traveler tips, where to stay, ratings, and more tourist information, refer to the Ravello online tour itinerary builder.

Traveling by car from Rome to Ravello takes 3.5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. While traveling from Rome, expect little chillier days and somewhat warmer nights in Ravello, ranging from highs of 30°C to lows of 26°C. Finish your sightseeing early on the 7th (Tue) so you can ride a ferry to Capri.

Things to do in Ravello

Outdoors · Historic Sites · Parks · Museums

Side Trips

Find places to stay Jun 6 — 7:

4
nights
Capri, Island of Capri

The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Capri is known for nature, parks, and historic sites. Your plan includes some of its best attractions: see some colorful creatures with Capri Island Tour, surround yourself with nature on Nesea Capri, pause for some photo ops at Natural Arch, and take in nature's colorful creations at Giardini di Augusto.

Discover how to plan a Capri trip in just a few steps with Inspirock's itinerary builder.

Traveling by ferry from Ravello to Capri takes 1.5 hours. Alternatively, you can do a combination of taxi and ferry; or do a combination of bus and ferry. June in Capri sees daily highs of 32°C and lows of 23°C at night. Cap off your sightseeing on the 11th (Sat) early enough to catch the ferry to Sorrento.

Things to do in Capri

Outdoors · Tours · Wildlife · Parks

Side Trip

Find places to stay Jun 7 — 11:

3
nights
Sorrento

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Explore the numerous day-trip ideas around Sorrento: Positano (Fornillo & Il Sentiero Degli Dei). Dedicate the 13th (Mon) to wine at some of the top wineries in the area. There's much more to do: let your taste buds guide you at a local gastronomic tour, contemplate in the serene atmosphere at Chiesa dei Santi Ciro e Giovanni, take a memorable tour with Tours, and make a trip to Piazza Tasso.

For more things to do, ratings, where to stay, and more tourist information, refer to the Sorrento holiday maker site.

Ride a ferry from Capri to Sorrento in an hour. Expect a daytime high around 32°C in June, and nighttime lows around 23°C. Cap off your sightseeing on the 14th (Tue) early enough to travel to Palermo.

Things to do in Sorrento

Tours · Wineries · Outdoors · Parks

Side Trips

Find places to stay Jun 11 — 14:

8
nights
Palermo

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Explore the numerous day-trip ideas around Palermo: Riserva Naturale Dello Zingaro (in Castellammare del Golfo), Zagare & Gelsomini Transfer (in San Vito lo Capo) and Tempio di Segesta (in Calatafimi-Segesta). There's much more to do: make a trip to Cattedrale di Palermo, pause for some serene contemplation at Chiesa Inferiore della Cappella Palatina, steep yourself in history at Palazzo Conte Federico, and identify plant and animal life at Escursioni Team Shark Lanzafame.

Plan a Palermo trip in moments using our itinerary builder.

You can fly from Sorrento to Palermo in 6 hours. Other options are to fly; or take a train; or ride a ferry. Cap off your sightseeing on the 22nd (Wed) early enough to travel to Siena.

Things to do in Palermo

Historic Sites · Wildlife · Parks · Outdoors

Side Trips

Find places to stay Jun 14 — 22:

2
nights
Siena

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 23rd (Thu), indulge your taste buds at Food & Drink and then make a trip to Piazza del Campo. Here are some ideas for day two: take in the architecture and atmosphere at Duomo di Siena, then don't miss a visit to Centro Storico di Siena, then take in panoramic vistas at Torre del Mangia, and finally explore the historical opulence of Castello di Monteriggioni.

To find photos, ratings, where to stay, and more tourist information, refer to the Siena sightseeing site.

Traveling by flight from Palermo to Siena takes 6 hours. Alternatively, you can take a train; or do a combination of ferry and car. Expect a daytime high around 34°C in June, and nighttime lows around 19°C. Finish up your sightseeing early on the 24th (Fri) so you can go by car to Florence.

Things to do in Siena

Historic Sites · Wineries · Tours

Side Trip

Find places to stay Jun 22 — 24:

4
nights
Florence

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Change things up with these side-trips from Florence: Pisa (Leaning Tower of Pisa & Piazza dei Miracoli). There's much more to do: explore the world behind art at Florence Academy of Fine Arts, pause for some photo ops at Campanile di Giotto, get to know the fascinating history of Piazza del Duomo, and take in nature's colorful creations at The Boboli Gardens.

For where to stay, traveler tips, other places to visit, and more tourist information, refer to the Florence day trip planning site.

Traveling by car from Siena to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. In June, plan for daily highs up to 33°C, and evening lows to 21°C. Wrap up your sightseeing on the 28th (Tue) to allow time to take a train to Bologna.

Things to do in Florence

Historic Sites · Museums · Shopping · Parks

Side Trips

Find places to stay Jun 24 — 28:

2
nights
Bologna

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Kick off your visit on the 29th (Wed): don't miss a visit to Le Due Torri Torre degli Asinell, don't miss a visit to Piazza Maggiore, contemplate in the serene atmosphere at Chiesa di Santa Maria della Vita, take in the spiritual surroundings of Basilica di San Domenico, then pause for some serene contemplation at Basilica - Santuario di Santo Stefano, and finally contemplate the long history of Basilica di San Petronio.

To find more things to do, maps, ratings, and more tourist information, you can read our Bologna visit planning website.

Traveling by train from Florence to Bologna takes 1.5 hours. Alternatively, you can drive; or take a bus. In June, daily temperatures in Bologna can reach 34°C, while at night they dip to 19°C. Cap off your sightseeing on the 30th (Thu) early enough to catch the train to Milan.

Things to do in Bologna

Historic Sites
Find places to stay Jun 28 — 30:

4
nights
Milan

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.
Get out of town with these interesting Milan side-trips: Tremezzina (Villa Carlotta & Villa del Balbianello), Varenna (Il Giardino Botanico - Hotel Villa Cipressi, Villa Monastero, &more) and Campanile di San Nicolo (in Lecco). Next up on the itinerary: take in the architecture and atmosphere at Duomo di Milano, contemplate in the serene atmosphere at Il Cenacolo, stroll the grounds of Monumental Cemetery, and explore the world behind art at Pinacoteca Ambrosiana.

To find traveler tips, other places to visit, photos, and tourist information, refer to the Milan trip itinerary website.

Traveling by train from Bologna to Milan takes 2 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 33°C in June, and nighttime lows around 20°C. Finish your sightseeing early on the 4th (Mon) so you can drive to Verona.

Things to do in Milan

Historic Sites · Museums · Parks · Outdoors

Side Trips

Find places to stay Jun 30 — Jul 4:

1
night
Verona

City of Romeo and Juliet

The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
Kick off your visit on the 5th (Tue): step into the grandiose world of Museo di Castelvecchio, take in the spiritual surroundings of Basilica di San Zeno Maggiore, snap pictures at Ponte Scaligero (Ponte di Castelvecchio), then see the grandeur of opera at Arena di Verona, then hunt for treasures at Piazza delle Erbe, and finally take in panoramic vistas at Torre dei Lamberti.

To find ratings, other places to visit, more things to do, and tourist information, read our Verona trip planner.

You can drive from Milan to Verona in 2 hours. Alternatively, you can take a train. July in Verona sees daily highs of 36°C and lows of 22°C at night. Cap off your sightseeing on the 5th (Tue) early enough to go by car to Venice.

Things to do in Verona

Historic Sites · Shopping · Neighborhoods · Nightlife
Find places to stay Jul 4 — 5:

2
nights
Venice

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.
On the 6th (Wed), make a trip to Chiesa di San Zaccaria, admire the landmark architecture of Basilica di San Marco, don't miss a visit to St Mark's Campanile, steep yourself in history at Ponte dei Sospiri, then appreciate the extensive heritage of Piazza San Marco, and finally browse the exhibits of Doge's Palace. Get ready for a full day of sightseeing on the 7th (Thu): explore the activities along Canal Grande, then snap pictures at Ponte di Rialto, and then take in panoramic vistas at Torre dell'Orologio.

To see where to stay, traveler tips, maps, and tourist information, go to the Venice tour itinerary planner.

Traveling by car from Verona to Venice takes 1.5 hours. Alternatively, you can take a shuttle; or take a bus. In July in Venice, expect temperatures between 36°C during the day and 22°C at night. Cap off your sightseeing on the 7th (Thu) early enough to travel back home.

Things to do in Venice

Historic Sites · Museums · Parks · Nature
Find places to stay Jul 5 — 7:

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.

Sicily travel guide

4.4
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.

Province of Siena travel guide

4.4
Landmarks · Wineries & Vineyards · Churches
Siena is a city in Tuscany, Italy. It is the capital of the province of Siena.The historic centre of Siena has been declared by UNESCO a World Heritage Site. It is one of the nation's most visited tourist attractions, with over 163,000 international arrivals in 2008. Siena is famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year.HistorySiena, like other Tuscan hill towns, was first settled in the time of the Etruscans (c. 900–400 BC) when it was inhabited by a tribe called the Saina. The Etruscans were a tribe of advanced people who changed the face of central Italy through their use of irrigation to reclaim previously unfarmable land, and their custom of building their settlements in well-defended hill forts. A Roman town called Saena Julia was founded at the site in the time of the Emperor Augustus. Some archaeologists assert that Siena was controlled for a period by a Gaulish tribe called the Senones.According to local legend, Siena was founded by Senius and Aschius, two sons of Remus and thus nephews of Romulus, after whom Rome was named. Supposedly after their father's murder by Romulus, they fled Rome, taking with them the statue of the she-wolf suckling the infants (Capitoline Wolf), thus appropriating that symbol for the town. Additionally they rode white and black horses, giving rise to the Balzana, or coat of arms of Siena with a white band atop a dark band. Some claim the name Siena derives from Senius. Other etymologies derive the name from the Etruscan family name Saina, the Roman family name Saenii, or the Latin word senex "old" or its derived form seneo "to be old".

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