31 days in Italy Itinerary

31 days in Italy Itinerary

Created using Inspirock Italy itinerary builder

Make it your trip
Fly
1
Naples
— 2 nights
Drive
2
Ravello
— 2 nights
Drive
3
Rome
— 5 nights
Drive
4
Assisi
— 2 nights
Drive
5
Siena
— 3 nights
Drive
6
Florence
— 4 nights
Drive
7
Cinque Terre
— 4 nights
Drive
8
Ravenna
— 1 night
Drive
9
Verona
— 4 nights
Drive
10
Venice
— 3 nights
Fly

S M T W T F S
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Naples

— 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 2nd (Sun): explore the world behind art at Museo Cappella Sansevero, then delve into the distant past at Parco Acheologico di Ercolano, and then explore the ancient world of Pompeii Archaeological Park. Get ready for a full day of sightseeing on the 3rd (Mon): pause for some serene contemplation at Duomo di Napoli, engage your brain at MUSA - Museo Universitario delle Scienze e delle Arti, explore the different monuments and memorials at Catacombe di San Gennaro, then explore the world behind art at Museo e Real Bosco di Capodimonte, and finally see the interesting displays at Museo Archeologico Nazionale di Napoli.

To find where to stay, more things to do, ratings, and more tourist information, go to the Naples road trip website.

New York City, USA to Naples is an approximately 13.5-hour flight. Due to the time zone difference, you'll lose 6 hours traveling from New York City to Naples. Expect a daytime high around 74°F in May, and nighttime lows around 58°F. Wrap up your sightseeing on the 3rd (Mon) early enough to drive to Ravello.

Things to do in Naples

Historic Sites · Museums · Childrens Museums

Side Trips

Find places to stay May 1 — 3:

Ravello

— 2 nights
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Kick off your visit on the 4th (Tue): take in the spiritual surroundings of Duomo di Ravello, steep yourself in history at Villa Rufolo, then take in nature's colorful creations at Villa Cimbrone Gardens, and finally admire the sheer force of Valle delle Ferriere. Keep things going the next day: examine the collection at Museo della Carta, contemplate in the serene atmosphere at Duomo di Sant'Andrea, contemplate in the serene atmosphere at Cloister del Paradiso, then enjoy the sand and surf at Fornillo, and finally get a new perspective on things with Boat Tours & Water Sports.

To see more things to do, maps, traveler tips, and other tourist information, read our Ravello online visit planner.

You can drive from Naples to Ravello in 1.5 hours. Alternatively, you can take a bus. Expect a bit warmer evenings in Ravello when traveling from Naples in May, with lows around 65°F. Cap off your sightseeing on the 5th (Wed) early enough to go by car to Rome.

Things to do in Ravello

Parks · Historic Sites · Nature · Wildlife

Side Trips

Find places to stay May 3 — 5:

Rome

— 5 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Appreciate the collections at Vatican Museums and Vatican Grottoes. You'll explore the less-touristy side of things at Arcibasilica di San Giovanni in Laterano and Pozzo di San Patrizio. Explore the numerous day-trip ideas around Rome: Duomo di Orvieto (in Orvieto) and Borgo Roccalvecce (in Roccalvecce). There's lots more to do: delve into the distant past at Pantheon, take in the architecture and atmosphere at St. Peter's Basilica, appreciate the extensive heritage of Piazza Navona, and explore the world behind art at Galleria Borghese.

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

Traveling by car from Ravello to Rome takes 3.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Traveling from Ravello in May, Rome is a bit cooler at night with lows of 58°F. Cap off your sightseeing on the 10th (Mon) early enough to go by car to Assisi.

Things to do in Rome

Historic Sites · Museums · Neighborhoods

Side Trips

Find places to stay May 5 — 10:

Assisi

— 2 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 11th (Tue), pause for some serene contemplation at Basilica di Santa Chiara, pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, then see the interesting displays at Museo della Porziuncola, and finally explore the historical opulence of Rocca Maggiore. Get ready for a full day of sightseeing on the next day: learn about winemaking at Tili Vini Societa Agricola, take in the architecture and atmosphere at Cattedrale di Santa Maria Assunta Spoleto, then pause for some serene contemplation at San Damiano, and finally take in the spiritual surroundings of Eremo delle Carceri.

To see more things to do, reviews, and more tourist information, read Assisi trip planner.

You can drive from Rome to Assisi in 2.5 hours. Other options are to take a train; or take a bus. Traveling from Rome in May, Assisi is slightly colder at night with lows of 52°F. Finish your sightseeing early on the 12th (Wed) so you can drive to Siena.

Things to do in Assisi

Historic Sites · Wineries · Museums

Side Trip

Find places to stay May 10 — 12:

Siena

— 3 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
You'll discover tucked-away gems like Historic Centre of San Gimignano and Palazzo Pubblico and Museo Civico. Abbazia di Sant'Antimo and Piazza del Campo are good opportunities to explore the local culture. Change things up with these side-trips from Siena: Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate) and Winery Solaria Patrizia Cencioni (in Montalcino). Next up on the itinerary: awaken your taste buds at some of the top wineries in the area and enjoy breathtaking views from Torre del Mangia.

To find where to stay, more things to do, traveler tips, and other tourist information, use the Siena trip itinerary maker website.

Getting from Assisi to Siena by car takes about 2 hours. Other options: take a bus; or take a train. Expect a daytime high around 74°F in May, and nighttime lows around 53°F. Cap off your sightseeing on the 15th (Sat) early enough to go by car to Florence.

Things to do in Siena

Wineries · Historic Sites · Tours · Museums

Side Trips

Find places to stay May 12 — 15:

Florence

— 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Step off the beaten path and head to Pitti Palace and Museum of Opera of Saint Maria of Fiore. Satisfy your inner culture vulture at Piazzale Michelangelo and Cathedral of Santa Maria del Fiore. Dedicate the 18th (Tue) to wine at some of the top wineries in the area. There's much more to do: contemplate in the serene atmosphere at The Baptistery of St. John, admire the masterpieces at Florence Academy of Fine Arts, appreciate the history behind Campanile di Giotto, and get to know the fascinating history of Piazza del Duomo.

For more things to do, where to stay, traveler tips, and other tourist information, use the Florence trip itinerary builder.

Drive from Siena to Florence in 1.5 hours. Alternatively, you can take a bus; or take a train. In May, plan for daily highs up to 71°F, and evening lows to 52°F. Finish your sightseeing early on the 19th (Wed) so you can drive to Cinque Terre.

Things to do in Florence

Historic Sites · Tours · Wineries · Museums
Find places to stay May 15 — 19:

Cinque Terre

— 4 nights

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Deepen your sense of the past at sights like Via Giuseppe Garibaldi and Santa Margherita di Antiochia Church. You'll discover tucked-away gems like Vernazza and Galata Museo del Mare. Change things up with these side-trips from Cinque Terre: Genoa (Piazza Raffaele De Ferrari, Cattedrale di San Lorenzo - Duomo di Genova, &more), Baia del Silenzio (in Sestri Levante) and Porto Venere (San Pietro Church & Portovenere). There's still lots to do: hike along Footpath Monterosso - Vernazza and look for all kinds of wild species at Enjoy Cinqueterre Boat Tours.

To find photos, ratings, and more tourist information, use the Cinque Terre planner.

Traveling by car from Florence to Cinque Terre takes 2.5 hours. Alternatively, you can take a train. In May in Cinque Terre, expect temperatures between 71°F during the day and 52°F at night. Cap off your sightseeing on the 23rd (Sun) early enough to go by car to Ravenna.

Things to do in Cinque Terre

Neighborhoods · Historic Sites · Outdoors · Parks

Side Trips

Find places to stay May 19 — 23:

Ravenna

— 1 night

City of Mosaics

Famous for its wealth of original mosaics, Ravenna is a hub of artistic and cultural heritage.
Start off your visit on the 24th (Mon): make a trip to Mausoleo di Galla Placidia, steep yourself in history at Basilica San Vitale, pause for some serene contemplation at Basilica di San Francesco, then take in the architecture and atmosphere at Basilica di Sant'Apollinare in Classe, then take in the spiritual surroundings of Basilica di Sant'Apollinare Nuovo, and finally take in the spiritual surroundings of Battistero Neoniano (Battistero degli Ortodossi).

To see ratings, traveler tips, where to stay, and more tourist information, go to the Ravenna trip itinerary site.

Traveling by car from Cinque Terre to Ravenna takes 3.5 hours. Alternatively, you can take a train; or do a combination of train and bus. Plan for somewhat warmer nights when traveling from Cinque Terre in May since evenings lows in Ravenna dip to 58°F. Finish up your sightseeing early on the 24th (Mon) so you can go by car to Verona.

Things to do in Ravenna

Historic Sites

Side Trip

Find places to stay May 23 — 24:

Verona

— 4 nights

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.
Satisfy your inner culture vulture at La Citta Alta and Museo di Castelvecchio. Get some historical perspective at Borghetto sul Mincio and Basilica di Santa Maria Maggiore. Explore Verona's surroundings by going to Lago di Garda (in Garda), Basilica di Sant'Andrea di Mantova (in Mantua) and Mountbaldo (in Malcesine). And it doesn't end there: pause for some serene contemplation at Basilica di Santa Anastasia, contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, delve into the distant past at Grotte di Catullo, and contemplate the long history of Piazza delle Erbe.

For reviews, traveler tips, maps, and more tourist information, you can read our Verona online vacation planner.

You can drive from Ravenna to Verona in 2.5 hours. Alternatively, you can take a train. Traveling from Ravenna in May, you can expect nighttime temperatures to be a bit cooler in Verona, with lows of 53°F. Wrap up your sightseeing on the 28th (Fri) to allow time to drive to Venice.

Things to do in Verona

Historic Sites · Nature · Parks · Neighborhoods

Side Trips

Find places to stay May 24 — 28:

Venice

— 3 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 hidden gems such as Basilica of St. Anthony and Scrovegni Chapel. Piazza San Marco and Basilica di San Marco are good opportunities to explore the local culture. There's still lots to do: contemplate in the serene atmosphere at Scuola Grande di San Rocco, snap pictures at Ponte dei Sospiri, explore the activities along Canal Grande, and visit Cannaregio.

For other places to visit and tourist information, refer to the Venice travel route builder.

Traveling by car from Verona to Venice takes 1.5 hours. Alternatively, you can take a shuttle; or take a bus. Expect a daytime high around 72°F in May, and nighttime lows around 55°F. Wrap up your sightseeing on the 31st (Mon) to allow time to travel back home.

Things to do in Venice

Historic Sites · Museums · Nature · Parks

Side Trip

Find places to stay May 28 — 31:

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.