59 days in Italy Itinerary

59 days in Italy Itinerary

Created using Inspirock Italy journey planner

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Route & dates

59 days in Italy Itinerary

Start: Chicago
Fly:  14​h
1
Turin
— 5 nights
Fly:  4​h 30​min
2
Palermo, Sicily
— 3 nights
Fly:  3​h 45​min
3
Naples
— 7 nights
Drive:  1​h 15​min
4
Ravello
— 5 nights
subway + train:  3​h
5
Rome
— 8 nights
train:  1​h
6
Orvieto
— 3 nights
Drive:  1​h 30​min
7
Assisi
— 6 nights
Drive:  2​h 15​min
8
Florence
— 7 nights
train:  1​h 45​min
9
Verona
— 6 nights
bus:  1​h 30​min
10
Venice
— 7 nights
Fly:  12​h 30​min
End: Chicago

5
nights
Turin

Turin ©
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.
Eschew the tourist crowds and head to Museo Nazionale dell'Automobile and Armeria Reale. Get some cultural insight at Duomo di Milano and Galata Museo del Mare. Venture out of the city with trips to Castello di Fenis (in Fenis), Teatro Romano (in Aosta) and Forte di Bard (in Bard). There's much more to do: take a stroll through Boccadasse, admire the landmark architecture of Palazzo Reale, appreciate the extensive heritage of Via Giuseppe Garibaldi, and take in the spiritual surroundings of Cattedrale di San Lorenzo - Duomo di Genova.

To find ratings, where to stay, reviews, and other tourist information, read Turin journey maker tool .

Chicago, USA to Turin is an approximately 14-hour flight. You can also do a combination of flight and train. Due to the time zone difference, you'll lose 7 hours traveling from Chicago to Turin. Traveling from Chicago in March, Turin is a bit warmer at night with lows of 40°F. Finish your sightseeing early on the 7th (Sat) so you can travel to Palermo.

Things to do in Turin

Historic Sites Museums Neighborhoods

Side Trips

Genoa, Castello di Fenis, Forte di Bard, Duomo di Milano, Basilica of Superga
Find places to stay Mar 2 — 7:
Highlights from your plan
Armeria Reale ©
Armeria Reale
Duomo di Milano ©
Duomo di Milano
Forte di Bard ©
Forte di Bard

3
nights
Palermo, Sicily

Palermo ©
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Get some historical perspective at Duomo di Monreale and Santa Maria dell'Ammiraglio. Your cultural itinerary includes sights like Selinunte Archaeological Park and Duomo di Cefalu. Go for a jaunt from Palermo to Cefalu to see Cefalu Coast about 1h 05 min away. There's lots more to do: pause for some serene contemplation at Chiesa del Gesu, contemplate the long history of Norman Palace, and don't miss a visit to Cattedrale di Palermo.

To see where to stay, maps, photos, and other tourist information, you can read our Palermo road trip planning site .

You can fly from Turin to Palermo in 4.5 hours. Other options are to do a combination of train and flight; or do a combination of flight and bus. Finish your sightseeing early on the 10th (Tue) to allow enough time to travel to Naples.

Things to do in Palermo

Historic Sites Neighborhoods

Side Trips

Cefalu, Duomo di Monreale, Selinunte Archaeological Park
Find places to stay Mar 7 — 10:
Highlights from your plan
Duomo di Monreale ©
Duomo di Monreale
Selinunte Archaeological Park ©
Selinunte Archaeological Park
Santa Maria dell'Ammiraglio ©
Santa Maria dell'Ammiraglio

7
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Museum-lovers will appreciate Galleria Borbonica and Villa San Michele. Deepen your sense of the past at sights like Underground Naples and Parco Acheologico di Ercolano. Change things up with these side-trips from Naples: Paestum Ruins (in Paestum), Vietri sul Mare (Museo provinciale della Ceramica & Sol’Art Ceramiche) and Castello Aragonese d'Ischia (in Ischia). The adventure continues: take in the spiritual surroundings of Monte Cassino, engage your brain at MUSA - Museo Universitario delle Scienze e delle Arti, explore the world behind art at Museo e Real Bosco di Capodimonte, and stroll the grounds of Catacombe di San Gennaro.

For maps, photos, where to stay, and other tourist information, read Naples trip tool .

Fly from Palermo to Naples in 4 hours. Alternatively, you can do a combination of bus and flight; or ride a ferry. In March, plan for daily highs up to 61°F, and evening lows to 46°F. Wrap up your sightseeing on the 17th (Tue) to allow time to drive to Ravello.

Things to do in Naples

Historic Sites Museums Shopping

Side Trips

Vietri sul Mare, Pompeii Archaeological Park, Villa San Michele, Monte Cassino, Parco Acheologico di Ercolano
Find places to stay Mar 10 — 17:
Highlights from your plan
Castello Aragonese d'Ischia ©
Castello Aragonese d'Ischia
Galleria Borbonica ©
Galleria Borbonica
Monte Cassino ©
Monte Cassino

5
nights
Ravello

Ravello ©
Your cultural itinerary includes sights like Duomo di Ravello and Villa Cimbrone Gardens. Kundry Bottega d'Arte and Museo Diocesano will appeal to museum buffs. Explore the numerous day-trip ideas around Ravello: Societa Agricola Tenuta San Francesco - S.R.L. (in Tramonti) and Chiesa San Pietro Apostolo (in Cetara).

To find more things to do, where to stay, photos, and tourist information, you can read our Ravello online road trip planner .

You can drive from Naples to Ravello in 1.5 hours. Alternatively, you can do a combination of subway and taxi; or take a bus. Traveling from Naples in March, plan for somewhat warmer nights in Ravello, with lows around 54°F. Wrap up your sightseeing on the 22nd (Sun) early enough to travel to Rome.

Things to do in Ravello

Historic Sites Museums Parks

Side Trips

Amalfi, Scala, Minori, Societa Agricola Tenuta San Francesco - S.R.L., Chiesa San Pietro Apostolo
Find places to stay Mar 17 — 22:
Highlights from your plan
Duomo di Ravello ©
Duomo di Ravello
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea

8
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Discover out-of-the-way places like Arcibasilica di San Giovanni in Laterano and Centro Storico Associazione Centro Storico. Get a sense of the local culture at Colosseum and Piazza Navona. Explore Rome's surroundings by going to Tivoli (Villa d'Este & Villa Adriana) and Parco Archeologico di Ostia Antica (in Ostia Antica). Next up on the itinerary: take in the architecture and atmosphere at Church of St. Louis of the French, admire the masterpieces at Galleria Borghese, contemplate the long history of Roman Forum, and have fun and explore at Welcome to Rome.

For where to stay, photos, traveler tips, and other tourist information, go to the Rome itinerary planner.

You can do a combination of subway and train from Ravello to Rome in 3 hours. Other options are to drive; or do a combination of bus and train. Expect little chillier evenings in Rome when traveling from Ravello in March, with lows around 45°F. Wrap up your sightseeing on the 30th (Mon) early enough to take a train to Orvieto.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trips

Vatican City, Tivoli, Parco Archeologico di Ostia Antica
Find places to stay Mar 22 — 30:
Highlights from your plan
Pantheon ©
Pantheon
Vatican Museums
Vatican Museums
St. Peter's Basilica ©
St. Peter's Basilica

3
nights
Orvieto

Orvieto ©
The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
Explore hidden gems such as Duomo di Orvieto and Civita di Bagnoregio. Satisfy your inner culture vulture at Abbazia di Sant'Antimo and Pozzo di San Patrizio. Venture out of the city with trips to Pitigliano Centro Storico (in Pitigliano), Giardino dei Tarocchi (in Pescia Fiorentina) and Cascate del Mulino (in Saturnia). There's still lots to do: do a tasting at Winery Solaria Patrizia Cencioni.

To find other places to visit, reviews, more things to do, and other tourist information, use the Orvieto online attractions planner .

You can take a train from Rome to Orvieto in an hour. Other options are to take a bus; or drive. In March, daily temperatures in Orvieto can reach 58°F, while at night they dip to 41°F. Finish your sightseeing early on the 2nd (Thu) so you can drive to Assisi.

Things to do in Orvieto

Historic Sites Parks Neighborhoods

Side Trips

Montalcino, Giardino dei Tarocchi, Pitigliano Centro Storico, Civita di Bagnoregio, Cascate del Mulino
Find places to stay Mar 30 — Apr 2:
Highlights from your plan
Civita di Bagnoregio ©
Civita di Bagnoregio
Duomo di Orvieto ©
Duomo di Orvieto
Pitigliano Centro Storico ©
Pitigliano Centro Storico

6
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Palazzo Ducale di Urbino and Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti will appeal to museum buffs. Eschew the tourist crowds and head to Basilica di Santa Maria degli Angeli - Porziuncola and San Damiano. Explore Assisi's surroundings by going to Santuario Della Santa Casa (in Loreto), Cattedrale di Santa Maria Assunta Spoleto (in Spoleto) and Paper and Watermark Museum Fabriano (in Fabriano). And it doesn't end there: see the interesting displays at Museo della Porziuncola, pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, contemplate in the serene atmosphere at Eremo delle Carceri, and step into the grandiose world of Rocca Paolina.

To see traveler tips, photos, where to stay, and other tourist information, read Assisi visit site .

Traveling by car from Orvieto to Assisi takes 1.5 hours. Alternatively, you can take a train; or take a bus. April in Assisi sees daily highs of 67°F and lows of 45°F at night. Cap off your sightseeing on the 8th (Wed) early enough to go by car to Florence.

Things to do in Assisi

Historic Sites Wineries Museums

Side Trips

Perugia, Cattedrale di Santa Maria Assunta Spoleto, Santuario Della Santa Casa, Palazzo Ducale di Urbino, Paper and Watermark Museum Fabriano
Find places to stay Apr 2 — 8:
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
San Damiano ©
San Damiano

7
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Museum-lovers will appreciate Academy Of Florence Art Gallery and Pitti Palace. Explore hidden gems such as Historic Centre of San Gimignano and Centro Storico. Get out of town with these interesting Florence side-trips: Torre Grossa (in San Gimignano), Basilica San Vitale (in Ravenna) and Portovenere (in Porto Venere). There's much more to do: take in the spiritual surroundings of Basilica - Santuario di Santo Stefano, take in panoramic vistas at Campanile di Giotto, pause for some serene contemplation at Abbazia di San Galgano, and steep yourself in history at The Baptistery of St. John.

To find photos, reviews, ratings, and other tourist information, go to the Florence trip maker tool .

Traveling by car from Assisi to Florence takes 2.5 hours. Alternatively, you can take a train. In April, daytime highs in Florence are 67°F, while nighttime lows are 50°F. Finish your sightseeing early on the 15th (Wed) to allow enough time to take a train to Verona.

Things to do in Florence

Historic Sites Museums Neighborhoods

Side Trips

Pisa, San Gimignano, Basilica - Santuario di Santo Stefano, Portovenere, Basilica San Vitale
Find places to stay Apr 8 — 15:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Abbazia di San Galgano ©
Abbazia di San Galgano

6
nights
Verona

Verona ©
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.
Step off the beaten path and head to La Citta Alta and Palazzo Te. Appreciate the collections at Castello del Buonconsiglio Monumenti e Collezioni Provinciali and MUSE - Museo delle Scienze. Explore Verona's surroundings by going to Piazza Duomo (in Trento), Basilica di Sant'Andrea di Mantova (in Mantua) and Sirmione (Grotte di Catullo & Castello Scaligero). There's lots more to do: get to know the fascinating history of Borghetto sul Mincio, contemplate in the serene atmosphere at Cattedrale di Parma, wander the streets of Piazza delle Erbe, and browse the exhibits of Casa di Giulietta.

For reviews, more things to do, where to stay, and more tourist information, you can read our Verona travel planner.

Take a train from Florence to Verona in 2 hours. Alternatively, you can drive; or take a bus. In April, daytime highs in Verona are 68°F, while nighttime lows are 47°F. Finish up your sightseeing early on the 21st (Tue) so you can catcht the bus to Venice.

Things to do in Verona

Historic Sites Museums Childrens Museums

Side Trips

Trento, Mantua, Parma, Sirmione, Borghetto sul Mincio
Find places to stay Apr 15 — 21:
Highlights from your plan
Palazzo Te ©
Palazzo Te
La Citta Alta ©
La Citta Alta

7
nights
Venice

Venice
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.
Piazza San Marco and Basilica di San Marco are good opportunities to explore the local culture. Museum-lovers will appreciate Doge's Palace and Peggy Guggenheim Collection. Explore Venice's surroundings by going to Castello di Miramare - Museo Storico (in Trieste), Padua (Chiesa degli Eremitani, Scrovegni Chapel, & more) and Castello Estense (in Ferrara). The adventure continues: pause for some serene contemplation at Scuola Grande di San Rocco, explore the activities along Canal Grande, make a trip to Basilica dei Santi Giovanni e Paolo (San Zanipolo), and admire the striking features of Scala Contarini del Bovolo.

To find photos, traveler tips, more things to do, and more tourist information, use the Venice journey planner.

You can take a bus from Verona to Venice in 1.5 hours. Other options are to drive; or take a shuttle. In April, plan for daily highs up to 65°F, and evening lows to 49°F. Wrap up your sightseeing by early afternoon on the 28th (Tue) to allow time for travel back home.

Things to do in Venice

Historic Sites Museums Parks

Side Trips

Padua, Castello Estense, Castello di Miramare - Museo Storico
Find places to stay Apr 21 — 28:
Highlights from your plan
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

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