36 days in Italy Itinerary

36 days in Italy Itinerary

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Route & dates

36 days in Italy Itinerary

Start: New York City
+3
Bus + Fly + Bus + Train:  12 h 45 min
1
Verona
— 3 nights
Drive:  2 h 15 min
2
Bellagio
— 3 nights
Drive:  4 h
3
Cinque Terre
— 2 nights
Drive:  2 h 30 min
4
Florence
— 3 nights
Bus:  1 h 15 min
5
Siena
— 3 nights
Drive:  1 h 45 min
6
Assisi
— 3 nights
Drive:  2 h 15 min
7
Rome
— 3 nights
Train:  1 h 15 min
8
Naples
— 2 nights
Bus:  30 min
9
Salerno
— 3 nights
Ferry:  1 h 30 min
10
Positano
— 3 nights
Ferry:  30 min
11
Sorrento
— 3 nights
Drive:  3 h
12
Capri, Island of Capri
— 3 nights
+3
Ferry + Shuttle + Fly + Bus:  13 h 45 min
End: New York City

3
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.
Get a sense of the local culture at Arena di Verona and Casa di Giulietta. Get some historical perspective at Basilica di San Zeno Maggiore and Basilica di Santa Anastasia. Change things up with these side-trips from Verona: Al Corno Beach (in Garda), Spiaggia per Cani (in Val Maria-Pur) and Spiaggia Castelletto di Brenzone (in Castelletto). There's lots more to do: steep yourself in history at Museo di Castelvecchio, pause for some serene contemplation at Chiesa di San Procolo, kick back and relax at Spiaggia Fonte Torrente San Giovanni, and step into the grandiose world of Piazzale Castel San Pietro.

For maps, more things to do, other places to visit, and tourist information, read Verona tour itinerary planner.

New York City, USA to Verona is an approximately 13-hour combination of bus, flight, and train. You can also do a combination of flight and train; or fly. Traveling from New York City to Verona, you'll lose 6 hours due to the time zone difference. Plan for little chillier nights when traveling from New York City in August since evenings lows in Verona dip to 64°F. Cap off your sightseeing on the 1st (Tue) early enough to go by car to Bellagio.

Things to do in Verona

Parks Outdoors Beaches

Side Trips

Al Corno Beach, Spiaggia Castelletto di Brenzone, Lago di Ledro, Spiaggia Fonte Torrente San Giovanni, Spiaggia per Cani
Highlights from your plan
Parco Naturalistico delle Cascate-Family ©
Arena di Verona ©
Arena di Verona
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore

3
nights
Bellagio

Bellagio ©
Known as the pearl of Lake Como for its luxury accommodations, high-end shops, and fine dining options, Bellagio serves as the lake's premiere resort town.
Take a break from the city and head to Spiaggia Tranquilla and Sentiero 6 - Valbasca. Castello di Vezio and Cathedral of Como (Duomo) will appeal to history buffs. Explore Bellagio's surroundings by going to Riva Bianca Beach (in Lierna) and Tremezzina (Villa Carlotta & Villa del Balbianello). The adventure continues: admire the natural beauty at i Giardini di Villa Melzi, head outdoors with Bellagio Mountains, stop by Azalea - Silk of Como, and do a tasting at Enoteca Principessa.

For more things to do, traveler tips, photos, and other tourist information, read our Bellagio trip itinerary planning app .

You can drive from Verona to Bellagio in 2.5 hours. Alternatively, you can take a train; or take a bus. In September, plan for daily highs up to 76°F, and evening lows to 57°F. Wrap up your sightseeing on the 4th (Fri) to allow time to drive to Cinque Terre.

Things to do in Bellagio

Parks Outdoors Museums

Side Trips

Como, Tremezzina, Spiaggia Tranquilla, Riva Bianca Beach, Castello di Vezio
Highlights from your plan
i Giardini di Villa Melzi ©
i Giardini di Villa Melzi
Castello di Vezio ©
Castello di Vezio
Riva Bianca Beach ©
Riva Bianca Beach

2
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Get some cultural insight at Cinque Terre Trails and Chiesa Di San Pietro. Visiting Parco Nazionale Cinque Terre and Isola Palmaria will get you outdoors. Explore the numerous day-trip ideas around Cinque Terre: Cattedrale di San Lorenzo - Duomo di Genova (in Genoa), Portovenere (in Porto Venere) and Baia del Silenzio (in Sestri Levante). There's still lots to do: hike along Footpath Monterosso - Vernazza, appreciate the extensive heritage of Borgo Storico di Corniglia, get into the urban bustle at Vernazza, and pause for some serene contemplation at Santuario di Nostra Signora di Montenero.

To find reviews, other places to visit, maps, and other tourist information, you can read our Cinque Terre attractions planner.

Drive from Bellagio to Cinque Terre in 4 hours. Alternatively, you can take a train. In September in Cinque Terre, expect temperatures between 78°F during the day and 59°F at night. Finish up your sightseeing early on the 7th (Mon) so you can go by car to Florence.

Things to do in Cinque Terre

Parks Nature Historic Sites

Side Trips

Porto Venere, Cattedrale di San Lorenzo - Duomo di Genova, Baia del Silenzio
Highlights from your plan
Baia del Silenzio ©
Baia del Silenzio
Parco Nazionale Cinque Terre ©
Parco Nazionale Cinque Terre
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Take a break from the city and head to Stand-Up Paddleboarding and Easy Living - Spiaggia sull'Arno. Your inner history buff will appreciate Cathedral of Santa Maria del Fiore and The Baptistery of St. John. Venture out of the city with trips to Bagno Maurizio (in Viareggio) and Leaning Tower of Pisa (in Pisa). There's lots more to do: don't miss a visit to Piazzale Michelangelo, explore the world behind art at Pitti Palace, get to know the fascinating history of Piazza del Duomo, and take an in-depth tour of Basilica di Santa Croce.

To find traveler tips, maps, other places to visit, and other tourist information, you can read our Florence trip planner.

You can drive from Cinque Terre to Florence in 2.5 hours. Another option is to take a train. In September, daytime highs in Florence are 78°F, while nighttime lows are 59°F. Finish up your sightseeing early on the 10th (Thu) so you can catch the bus to Siena.

Things to do in Florence

Historic Sites Outdoors Parks

Side Trips

Bagno Maurizio, Leaning Tower of Pisa
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

3
nights
Siena

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Get a sense of the local culture at Duomo di Siena and Palazzo Pubblico and Museo Civico. Take a break from the city and head to Nature & Wildlife Tours and Fosso Bianco - Bagni San Filippo. Change things up with these side-trips from Siena: Abbazia di San Galgano (in Chiusdino) and Historic Centre of San Gimignano (in San Gimignano). And it doesn't end there: make a trip to Piazza del Campo, steep yourself in history at Battistero di San Giovanni, enjoy breathtaking views from Torre del Mangia, and awaken your taste buds at some of the top wineries in the area.

To find traveler tips, where to stay, photos, and more tourist information, use the Siena holiday builder tool .

Getting from Florence to Siena by bus takes about 1.5 hours. Other options: drive; or take a train. In September, daily temperatures in Siena can reach 81°F, while at night they dip to 61°F. Wrap up your sightseeing on the 13th (Sun) early enough to drive to Assisi.

Things to do in Siena

Historic Sites Tours Museums

Side Trips

Fosso Bianco - Bagni San Filippo, Abbazia di San Galgano, Historic Centre of San Gimignano
Highlights from your plan
Wine Tours & Tastings
Duomo di Siena ©
Duomo di Siena
Piazza del Campo ©
Piazza del Campo

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Deepen your sense of the past at sights like Basilica Papale e Sacro Convento di San Francesco d'Assisi and San Damiano. Do some cultural sightseeing at Eremo delle Carceri and Tili Vini Societa Agricola. Explore the numerous day-trip ideas around Assisi: Cascata delle Marmore (in Marmore), Orvieto (Duomo di Orvieto & Tenuta Le Velette) and Civita di Bagnoregio (in Civita di Bagnoregio). And it doesn't end there: explore the historical opulence of Rocca Maggiore, pause for some serene contemplation at Cattedrale di San Rufino, look for all kinds of wild species at Bosco di San Francesco, and examine the collection at Museo della Porziuncola.

To find more things to do, maps, traveler tips, and more tourist information, read Assisi road trip planning app .

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. In September, daytime highs in Assisi are 78°F, while nighttime lows are 57°F. Cap off your sightseeing on the 16th (Wed) early enough to go by car to Rome.

Things to do in Assisi

Historic Sites Wineries Parks

Side Trips

Orvieto, Civita di Bagnoregio, Cascata delle Marmore
Highlights from your plan
Eremo delle Carceri ©
Eremo delle Carceri
Rocca Maggiore ©
Rocca Maggiore

3
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Get in touch with nature at Catacombe di San Callisto and Scuba & Snorkeling. You'll get in some beach time at V Lounge Beach Club and Stabilimento Balneare le Palme. There's lots more to do: get to know the fascinating history of Piazza Navona, ponder the design of Trevi Fountain, visit Trastevere, and contemplate the long history of Roman Forum.

To see other places to visit, topicsMoreInfo.option.ratings, maps, and tourist information, use the Rome sightseeing planner.

Getting from Assisi to Rome by car takes about 2.5 hours. Other options: take a train; or take a bus. Expect a daytime high around 81°F in September, and nighttime lows around 60°F. Cap off your sightseeing on the 19th (Sat) early enough to catch the train to Naples.

Things to do in Rome

Historic Sites Outdoors Parks

Side Trip

St. Peter's Basilica
Highlights from your plan
Trevi Fountain ©
Trevi Fountain
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

2
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Kick off your visit on the 20th (Sun): explore the galleries of Museo Cappella Sansevero, take a stroll through Piazza dei Martiri, look for all kinds of wild species at Parco Sommerso di Gaiola - Area Marina Protetta, then enjoy the sand and surf at Il Gabbiano, then brush up on your military savvy at Galleria Borbonica, and finally delve into the distant past at Parco Acheologico di Ercolano. Keep things going the next day: see the interesting displays at Museo Archeologico Nazionale di Napoli, contemplate the long history of Underground Naples, take advantage of the amenities at Bagno Elena, enjoy the sand and surf at Riva Fiorita, then explore the gorgeous colors at Posillipo, and finally get to know the fascinating history of Via Caracciolo e Lungomare di Napoli.

To find photos, maps, where to stay, and tourist information, read Naples route maker app .

You can take a train from Rome to Naples in 1.5 hours. Other options are to drive; or take a bus. Expect a daytime high around 80°F in September, and nighttime lows around 64°F. Wrap up your sightseeing on the 21st (Mon) to allow time to take a bus to Salerno.

Things to do in Naples

Historic Sites Parks Museums

Side Trip

Parco Acheologico di Ercolano
Highlights from your plan
Galleria Borbonica ©
Galleria Borbonica
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano
Museo Cappella Sansevero ©
Museo Cappella Sansevero

3
nights
Salerno

Salerno ©
While often overshadowed by the Amalfi Coast's array of quaint villages, Salerno has become one of the region's main areas for culture and entertainment, while remaining relatively unmarked by tourism.
Do some cultural sightseeing at Paestum Ruins and Villa Romana e Antiquarium. Visiting Spiaggia di castiglione and Spiaggia di Marina d'Albori will get you outdoors. Get out of town with these interesting Salerno side-trips: Spiaggia Lannio (in Cetara), Castello di San Nicola de Thoro-Plano (in Maiori) and Ravello (Ceramiche Cosmolena di Margherita di Palma & Ravello - Atrani Walk). And it doesn't end there: kick back and relax at Marina Di Vietri, take in the architecture and atmosphere at Duomo di Salerno, don't miss a visit to Promenade Trieste, and get a new perspective on things with Boat Tours & Water Sports.

To find topicsMoreInfo.option.ratings, more things to do, photos, and other tourist information, you can read our Salerno trip builder.

Salerno is just a short distance from Naples. Traveling from Naples in September, Salerno is a bit warmer at night with lows of 70°F. Wrap up your sightseeing on the 24th (Thu) early enough to ride a ferry to Positano.

Things to do in Salerno

Outdoors Parks Beaches

Side Trips

Ravello, Villa Romana e Antiquarium, Spiaggia di Marina d'Albori, Paestum Ruins, Castello di San Nicola de Thoro-Plano
Highlights from your plan
Spiaggia di castiglione ©
Spiaggia di castiglione
Paestum Ruins ©
Paestum Ruins

3
nights
Positano

Positano ©
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.
Get in touch with nature at Fornillo and Lido di Ravello. Visit Bagni d'Arienzo Beach Club, Positano and Spiaggia Grande for some beach relaxation. Explore the numerous day-trip ideas around Positano: Amalfi (Valle delle Ferriere & Duomo di Sant'Andrea) and Ravello (Villa Cimbrone Gardens, Duomo di Ravello, &more). Next up on the itinerary: take some stellar pictures from Il Sentiero Degli Dei, contemplate the long history of Church of Santa Maria Assunta, look for gifts at Artigianato Rallo, and pause for some serene contemplation at Cloister del Paradiso.

To see photos, where to stay, traveler tips, and tourist information, you can read our Positano route planning site .

Getting from Salerno to Positano by ferry takes about 1.5 hours. Other options: do a combination of train and taxi; or drive. Expect a daytime high around 80°F in September, and nighttime lows around 68°F. Cap off your sightseeing on the 27th (Sun) early enough to catch the ferry to Sorrento.

Things to do in Positano

Parks Outdoors Beaches

Side Trips

Ravello, Amalfi
Highlights from your plan
Duomo di Ravello ©
Duomo di Ravello
Fornillo ©
Fornillo
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

3
nights
Sorrento

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
You'll get in some beach time at Villa di Pollio Felice - Bagni della Regina Giovanna and Baia di Ieranto. Do some cultural sightseeing at Basilica di Sant'Antonino and Il Vallone dei Mulini. There's much more to do: see what you can catch with a fishing tour, appreciate the extensive heritage of Corso Italia, kick back and relax at Leonelli's Beach, and indulge in some culinary diversions at a local gastronomic tour.

For maps, where to stay, reviews, and tourist information, go to the Sorrento journey planner.

Sorrento is just a stone's throw from Positano. September in Sorrento sees daily highs of 80°F and lows of 68°F at night. Finish your sightseeing early on the 30th (Wed) so you can drive to Capri.

Things to do in Sorrento

Tours Outdoors Parks

Side Trip

Baia di Ieranto
Highlights from your plan
Wine Tours & Tastings
Fishing Charters & Tours

3
nights
Capri, Island of Capri

Capri ©
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Kick off your visit on the 1st (Thu): take an in-depth tour of Villa San Michele, explore the ancient world of Villa Jovis, look for all kinds of wild species at Parco Astarita, then tour the pleasant surroundings at Marina Grande Public Beach, then explore the striking landscape at I Faraglioni, and finally cruise along Via Krupp. Keep things going the next day: pause for some serene contemplation at Chiesa San Michele, take some stellar pictures from Belvedere Cannone, take in nature's colorful creations at Giardini di Augusto, don't miss a visit to Chiesa di santo Stefano, then make a trip to Piazza Umberto I, and finally make a trip to Via Camerelle.

To see reviews, traveler tips, and other tourist information, go to the Capri online trip maker .

Traveling by car from Sorrento to Capri takes 3 hours. September in Capri sees daily highs of 80°F and lows of 68°F at night. On the 3rd (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Capri

Parks Historic Sites Nature

Side Trip

Anacapri
Highlights from your plan
Marina Grande Public Beach ©
Marina Grande Public Beach
I Faraglioni
I Faraglioni
White Grotta ©
White Grotta

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