60 days in Italy, Dubrovnik & Trsteno Itinerary

Created using Inspirock Europe trip itinerary planner
Make it your trip
Fly
1
Turin, Italy
— 5 nights
Train
2
Milan, Italy
— 6 nights
Drive
3
Venice, Italy
— 9 nights
Drive
4
Pisa, Italy
— 1 night
Drive
5
Florence, Italy
— 7 nights
Train
6
Rome, Italy
— 17 nights
Train
7
Naples, Italy
— 6 nights
Drive
8
Pompeii, Italy
— 2 nights
Drive
9
Positano, Italy
— 2 nights
Ferry to Sorrento, Fly to Dubrovnik
10
Dubrovnik, Croatia
— 3 nights
Drive
11
Trsteno, Croatia
— 1 night

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Turin, Italy — 5 nights

City of Magic

A city of technology and industry, Turin is in northwestern Italy, a one-hour drive from the French border and slightly more than that from the Mediterranean Sea.
Your list of things to see and do now includes Church of San Lorenzo, Santuario della Consolata, Porta Praetoria, and other attractions. Visit Cattedrale di San Donato and Torino Centro Storico for their historical value. Step out of Turin with an excursion to Santuario della Madre della Divina Grazia in Pinerolo--about 54 minutes away.

To find photos, reviews, more things to do, and tourist information, you can read our Turin route maker app.

Chicago, USA to Turin is an approximately 14-hour flight. Traveling from Chicago to Turin, you'll lose 7 hours due to the time zone difference. Traveling from Chicago in February, plan for a bit warmer nights in Turin, with lows around 33°F. Cap off your sightseeing on the 5th (Sun) early enough to catch the train to Milan.
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Historic Sites · Museums
Side Trips
Find places to stay Feb 28 — Mar 5:

Milan, Italy — 6 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.
Your day by day itinerary now includes Civico Planetario Ulrico Hoepli, Beyond the Castle, Casa degli Omenoni, and other attractions you added. You'll explore the less-touristy side of things at Palazzo Clerici and Museo Pieta Rondanini. The adventure continues: take in the architecture and atmosphere at Chiesa di Sant'Alessandro in Zebedia and admire the natural beauty at La Vigna Di Leonardo.

For where to stay, more things to do, other places to visit, and tourist information, refer to the Milan trip planner.

Getting from Turin to Milan by train takes about 1.5 hours. Other options: drive; or take a bus. Expect a bit warmer weather when traveling from Turin in March: highs in Milan hover around 57°F, while lows dip to 40°F. Wrap up your sightseeing on the 11th (Sat) to allow time to drive to Venice.
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Museums · Historic Sites · Childrens Museums · Fun & Games
Side Trip
Find places to stay Mar 5 — 11:

Venice, Italy — 9 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.
Your day by day itinerary now includes Museo di Castelvecchio, Verona's Cathedral (Duomo), Ponte Scaligero, and other attractions you added. Deepen your sense of the past at sights like Centro Storico di Venezia and Basilica di Santa Maria Gloriosa dei Frari. Step off the beaten path and head to Cannaregio and Dorsoduro. There's still lots to do: steep yourself in history at Basilica dei Santi Giovanni e Paolo (San Zanipolo).

For other places to visit, where to stay, ratings, and other tourist information, go to the Venice trip site.

Getting from Milan to Venice by car takes about 3 hours. Other options: take a train; or take a bus. In March, daily temperatures in Venice can reach 58°F, while at night they dip to 41°F. Finish your sightseeing early on the 20th (Mon) so you can drive to Pisa.
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Historic Sites · Museums · Neighborhoods · Shopping
Side Trip
Find places to stay Mar 11 — 20:

Pisa, Italy — 1 night

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Your list of things to see and do now includes Costiera di Calafuria, Duomo di Pisa, Battistero di San Giovanni, and other attractions. Start off your visit on the 20th (Mon): explore the different monuments and memorials at Camposanto, take in the spiritual surroundings of Duomo di Pisa, contemplate in the serene atmosphere at Battistero di San Giovanni, then explore the gorgeous colors at Costiera di Calafuria, and finally pause for some serene contemplation at Chiesa Santa Caterina da Siena. On the 21st (Tue), you'll have a packed day of sightseeing: take in the spiritual surroundings of Chiesa di Santo Stefano dei Cavalieri, examine the collection at Museo Nazionale di San Matteo, make a trip to San Piero a Grado, then steep yourself in history at Palazzo dell'Orologio, and finally admire the striking features of Palazzo della Carovana.

To see other places to visit, maps, where to stay, and more tourist information, read Pisa driving holiday planning tool.

Drive from Venice to Pisa in 3.5 hours. Alternatively, you can take a train; or fly. In March, daytime highs in Pisa are 60°F, while nighttime lows are 42°F. Cap off your sightseeing on the 21st (Tue) early enough to go by car to Florence.
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Historic Sites · Wildlife · Parks · Museums
Side Trip
Find places to stay Mar 20 — 21:

Florence, Italy — 7 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You've added Perseus Statue, Collezione d’Arte dell’Ente Cassa di Risparmio di Firenze, Museo Nazionale del Bargello, and other attractions to your itinerary. Let the collections at Corridoio Vasariano and Cappella Brancacci capture your imagination. Discover out-of-the-way places like Battistero di San Giovanni and Basilica della Santissima Annunziata - Chiesa di Santa Maria della Scala.

For where to stay, traveler tips, and more tourist information, you can read our Florence route maker app.

Getting from Pisa to Florence by car takes about 1.5 hours. Other options: take a bus; or take a train. In March, daytime highs in Florence are 59°F, while nighttime lows are 42°F. Cap off your sightseeing on the 28th (Tue) early enough to catch the train to Rome.
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Historic Sites · Museums · Childrens Museums
Side Trips
Find places to stay Mar 21 — 28:

Rome, Italy — 17 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your day by day itinerary now includes Duomo di Orvieto, Basilica Papale di Santa Maria Maggiore, Chiesa di Santa Maria del Popolo, and other attractions you added. Explore hidden gems such as Cupola di San Pietro and Basilica di Santa Maria degli Angeli e dei Martiri. You'll explore and learn at Le Domus Romane di Palazzo Valentini and Museum and Crypt of Capuchins. Explore the numerous day-trip ideas around Rome: Tivoli (Villa Adriana, Parco Villa Gregoriana, &more), Parco Archeologico di Ostia Antica (in Ostia Antica) and Giardino di Ninfa (in Cisterna di Latina). There's much more to do: take in the spiritual surroundings of Abbey of St. Paul Outside the Walls, take in the architecture and atmosphere at Santa Maria Sopra Minerva, make a trip to Piazza Venezia, and explore the ancient world of Forum of Augustus.

To find where to stay, maps, photos, and tourist information, read our Rome journey website.

You can take a train from Florence to Rome in 2.5 hours. Alternatively, you can fly; or drive. In March, daily temperatures in Rome can reach 61°F, while at night they dip to 45°F. On the 14th (Fri), you'll travel to Naples.
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Historic Sites · Museums · Parks · Nature
Side Trips
Find places to stay Mar 28 — Apr 14:

Naples, Italy — 6 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Your list of things to see and do now includes Santuario dell'Addolorata di Castelpetroso, Parco Archeologico di Cuma, Museo Archeologico Nazionale di Napoli, and other attractions. Change things up with a short trip to Antro della Sibilla in Pozzuoli (about 42 minutes away).

Planning Naples trip won't be overwhelming when you use Inspirock's itinerary maker.

Getting from Rome to Naples by train takes about 2 hours. Other options: drive; or fly. In April, daily temperatures in Naples can reach 68°F, while at night they dip to 52°F. You'll set off for Pompeii on the 20th (Thu).
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Historic Sites · Museums
Side Trips
Find places to stay Apr 14 — 20:

Pompeii, Italy — 2 nights

Underground City

Pompeii has been a tourist destination for more than 250 years.
Your day by day itinerary now includes Tempio di Hera II, Temple of Athena, Museo Archeologico Nazionale di Paestum, and other attractions you added. Start off your visit on the 21st (Fri): admire the landmark architecture of Tempio di Hera II, then explore the ancient world of Temple of Athena, then delve into the distant past at Museo Archeologico Nazionale di Paestum, and finally delve into the distant past at Archaeological Park of Paestum. On the 22nd (Sat), you'll have a packed day of sightseeing: explore the ancient world of House of Menander (Casa del Menandro), explore the ancient world of Casa del Fauno, take in the spiritual surroundings of Temple of Apollo, then steep yourself in history at Villa dei Misteri, and finally delve into the distant past at Termopolio di Vetuzio Placido.

To find traveler tips, more things to do, and other tourist information, use the Pompeii day trip planner.

Pompeii is just a short distance from Naples. In April, plan for daily highs up to 68°F, and evening lows to 52°F. Finish up your sightseeing early on the 22nd (Sat) so you can go by car to Positano.
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Historic Sites · Museums
Side Trip
Find places to stay Apr 20 — 22:

Positano, Italy — 2 nights

Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Valle delle Ferriere has been added to your itinerary. On the 23rd (Sun), admire the sheer force of Valle delle Ferriere and then take in the spiritual surroundings of Church of Santa Maria Assunta.

For other places to visit, maps, reviews, and other tourist information, you can read our Positano vacation planner.

Traveling by car from Pompeii to Positano takes 1.5 hours. Alternatively, you can take a bus. In April, daily temperatures in Positano can reach 67°F, while at night they dip to 55°F. Cap off your sightseeing on the 24th (Mon) early enough to travel to Dubrovnik.
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Nature · Wildlife · Parks · Historic Sites
Side Trip
Find places to stay Apr 22 — 24:

Dubrovnik, Croatia — 3 nights

Pearl of the Adriatic

Along the Dalmation Coast, the city of Dubrovnik has become famous for its pedestrian-only Old Town surrounded by fortress walls, and its historical heft has earned it World Heritage Site status.
Your list of things to see and do now includes Dominican Monastery, Speed Boats Tours, Dance Beach, and other attractions. Get some historical perspective at Prijeko street and Church of Saint Blaise. Eschew the tourist crowds and head to Red History Museum and Church of St Joseph. Explore the numerous day-trip ideas around Dubrovnik: Cavtat (Church of Our Lady of the Snow & Cavtat Cemetery). Next up on the itinerary: take in panoramic vistas at Upper Corner Tower Foundry Museum, examine the collection at Love Stories Museum, and take in the spiritual surroundings of Church of St Mary of the Castle.

To see where to stay, traveler tips, reviews, and more tourist information, you can read our Dubrovnik journey maker app.

Getting from Positano to Dubrovnik by combination of ferry and flight takes about 5.5 hours. Other options: do a combination of car and ferry; or do a combination of ferry and bus. Plan for a bit cooler nights when traveling from Positano in April since evenings lows in Dubrovnik dip to 50°F. Finish up your sightseeing early on the 27th (Thu) so you can go by car to Trsteno.
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Historic Sites · Outdoors · Tours · Beaches
Side Trip
Find places to stay Apr 24 — 27:

Trsteno, Croatia — 1 night

You've now added Ston Old Town to your itinerary. Kick off your visit on the 28th (Fri): explore the ancient world of Ston Old Town.

For more things to do, traveler tips, reviews, and more tourist information, go to the Trsteno day trip website.

Trsteno is very close to Dubrovnik. In April, daily temperatures in Trsteno can reach 64°F, while at night they dip to 50°F. Wrap up your sightseeing by early afternoon on the 28th (Fri) to allow time for travel back home.
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Historic Sites
Side Trip
Find places to stay Apr 27 — 28:
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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