60 days in Italy Itinerary

60 days in Italy Itinerary

Created using Inspirock Italy trip itinerary planner

Plan created by another user. Make it yours

Route & dates

1
Venice
— 5 nights
2
Lecce
— 6 nights
3
Paestum
— 6 nights
4
Positano
— 6 nights
5
Pompeii
— 3 nights
6
Castellammare del Golfo, Sicily
— 5 nights
7
Rome
— 6 nights
8
Assisi
— 5 nights
9
Florence
— 6 nights
10
Cinque Terre
— 5 nights
11
Milan
— 6 nights

5
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.
Venture out of the city with trips to Padua (Basilica of St. Anthony & Scrovegni Chapel). The adventure continues: contemplate the waterfront views at Canal Grande, take in the architecture and atmosphere at San Giorgio Maggiore, make a trip to Basilica di San Marco, and snap pictures at Ponte dei Sospiri.

To see photos, maps, and tourist information, read Venice day trip planning website.

Tehran, Iran to Venice is an approximately 11.5-hour flight. You can also drive; or take a bus. The time zone difference when traveling from Tehran to Venice is minus 2.5 hours. Traveling from Tehran in September, expect Venice to be a bit cooler, temps between 29°C and 17°C. Finish up your sightseeing early on the 6th (Sun) so you can travel to Lecce.

Things to do in Venice

Historic Sites · Tours · Museums

Side Trip

Padua
Highlights from your plan
Canal Grande ©
Canal Grande
Piazza San Marco ©
Piazza San Marco
Basilica di San Marco
Basilica di San Marco

6
nights
Lecce

Lecce ©
Known as the Florence of the South, Lecce is distinguished for its elaborate Baroque monuments.
Get out of town with these interesting Lecce side-trips: Diving Service (in Torre Vado), Parco Naturale Regionale Costa Otranto - Santa Maria di Leuca e Bosco di Tricase (in Gagliano del Capo) and Presicce (Antichi Frantoi Ipogei & Agricole Negro Valiani). There's much more to do: look and learn at Sidereus, Head underground at Grotta del Soffio, explore the historical opulence of Castello Aragonese, and identify plant and animal life at Jonian Dolphin Conservation.

To find where to stay, ratings, photos, and tourist information, you can read our Lecce trip itinerary builder.

You can fly from Venice to Lecce in 4.5 hours. Other options are to drive; or take a train. In September in Lecce, expect temperatures between 32°C during the day and 19°C at night. Finish your sightseeing early on the 12th (Sat) to allow enough time to drive to Paestum.

Things to do in Lecce

Outdoors · Parks · Wildlife

Side Trips

Taranto, Santa Maria di Leuca, Presicce, Basilica di Santa Caterina d'Alessandria, Guglia di Raimondello
Highlights from your plan
Circolo Ippico Malepezza ©
Circolo Ippico Malepezza
Jonian Dolphin Conservation ©
Jonian Dolphin Conservation
Discovery Quad ©
Discovery Quad

6
nights
Paestum

Paestum ©
Explore Paestum's surroundings by going to Rocca San Felice (in Rocca San Felice), Oasi Valle della Caccia (in Senerchia) and Il Mirto Solarium Bar (in Maratea).

For traveler tips, reviews, and other tourist information, refer to the Paestum tour builder.

You can drive from Lecce to Paestum in 4.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. Traveling from Lecce in September, plan for a bit warmer nights in Paestum, with lows around 24°C. Wrap up your sightseeing on the 18th (Fri) to allow time to drive to Positano.

Things to do in Paestum

Outdoors · Parks · Beaches

Side Trips

Rocca San Felice, Belvedere di via C. Rossi, Oasi Valle della Caccia, Il Mirto Solarium Bar, Spiaggia della Molara
Highlights from your plan
Cooperativa Rosa dei Venti ©
Cooperativa Rosa dei Venti
Paestum Ruins ©
Paestum Ruins
Oasi Valle della Caccia ©
Oasi Valle della Caccia

6
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.
Venture out of the city with trips to Amalfi (Duomo di Sant'Andrea, Museo della Carta, &more), Vicoli, scale e archi (in Atrani) and Lido di Ravello (in Castiglione). There's still lots to do: take advantage of the amenities at Fornillo, get outside with Spiaggia della Gavitella, make a trip to Villa Rufolo, and steep yourself in history at Villa Cimbrone Gardens.

Ask Inspirock to suggest an itinerary and make planning a trip to Positano fast, fun, and easy.

Getting from Paestum to Positano by car takes about 2.5 hours. Other options: do a combination of train and taxi. In September, daytime highs in Positano are 31°C, while nighttime lows are 23°C. Finish up your sightseeing early on the 24th (Thu) so you can go by car to Pompeii.

Things to do in Positano

Parks · Outdoors · Beaches

Side Trips

Amalfi, Ravello, Praiano, Vicoli, scale e archi, Amalfi Coast
Highlights from your plan
Fornillo ©
Fornillo
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei

3
nights
Pompeii

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
Get out of town with these interesting Pompeii side-trips: Salerno (Centro Storico Salerno, Lavorazione Artigianale Savastano, &more), Amalfi Boat Tour (in Maiori) and Monte Finestra (in Tramonti). And it doesn't end there: explore the ancient world of Pompeii Archaeological Park, steep yourself in history at Parco Acheologico di Ercolano, do a tasting at Bosco de Medici Winery, and admire the striking features of Villa dei Misteri.

To see other places to visit, where to stay, traveler tips, and tourist information, refer to the Pompeii trip itinerary planner.

You can drive from Positano to Pompeii in 1.5 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 31°C, and evening lows to 20°C. Finish your sightseeing early on the 27th (Sun) so you can travel to Castellammare del Golfo.

Things to do in Pompeii

Outdoors · Historic Sites · Wildlife

Side Trips

Salerno, Amalfi Boat Tour, Parco Acheologico di Ercolano, Monte Finestra
Highlights from your plan
Cilento ©
Cilento
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Monte Finestra ©
Monte Finestra

5
nights
Castellammare del Golfo, Sicily

Castellammare del Golfo ©
Castellammare del Golfo is a town and comune in the Trapani Province of Sicily. Get out of town with these interesting Castellammare del Golfo side-trips: San Vito lo Capo (Spiaggia di San Vito lo Capo & Zagare & Gelsomini Transfer), Riserva Naturale Orientata - Capo Rama (in Terrasini) and Marsala (Cafe Blanc & Redfish). Spend the 30th (Wed) surrounded by wildlife at Riserva Naturale Dello Zingaro. There's still lots to do: explore the ancient world of Tempio di Segesta and see the interesting displays at Museum Of Optical Illusions.

For maps, ratings, reviews, and tourist information, use the Castellammare del Golfo online trip itinerary maker.

Getting from Pompeii to Castellammare del Golfo by flight takes about 4 hours. Other options: do a combination of car and ferry; or do a combination of train, ferry, and bus. Expect a bit warmer evenings in Castellammare del Golfo when traveling from Pompeii in September, with lows around 24°C. Finish your sightseeing early on the 2nd (Fri) so you can travel to Rome.

Things to do in Castellammare del Golfo

Parks · Outdoors · Wildlife

Side Trips

San Vito lo Capo, Marsala, Tempio di Segesta, Riserva Naturale Orientata - Capo Rama, Museum Of Optical Illusions
Highlights from your plan
Redfish ©
Redfish
Riserva Naturale Dello Zingaro ©
Riserva Naturale Dello Zingaro
Spiaggia di San Vito lo Capo ©
Spiaggia di San Vito lo Capo

6
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Change things up with these side-trips from Rome: Tivoli (Villa Adriana & Villa d'Este). There's much more to do: delve into the distant past at Colosseum, don't miss a visit to Trevi Fountain, admire the masterpieces at Galleria Borghese, and steep yourself in history at Palatine Hill.

To see where to stay, photos, ratings, and tourist information, you can read our Rome visit planner.

Fly from Castellammare del Golfo to Rome in 4.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Castellammare del Golfo in October, expect little chillier with lows of 15°C in Rome. Finish your sightseeing early on the 8th (Thu) so you can drive to Assisi.

Things to do in Rome

Historic Sites · Museums · Tours

Side Trips

Vatican City, Tivoli
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

5
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Explore Assisi's surroundings by going to Azienda Agraria Guerrieri (in Piagge) and Parco Avventura Ca' di Gianni (in Bagno di Romagna). And it doesn't end there: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, explore the historical opulence of Rocca Maggiore, learn about winemaking at Azienda Agraria Saio, and take in the spiritual surroundings of San Damiano.

To find maps, more things to do, and more tourist information, you can read our Assisi trip itinerary planning tool.

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. In October, daytime highs in Assisi are 24°C, while nighttime lows are 12°C. Finish your sightseeing early on the 13th (Tue) so you can drive to Florence.

Things to do in Assisi

Historic Sites · Outdoors · Tours

Side Trips

Wakeland, Azienda Agraria Guerrieri, Balloon Adventures Italy, Parco Avventura Ca' di Gianni
Highlights from your plan
Parco Avventura Ca' di Gianni ©
Parco Avventura Ca' di Gianni
Azienda Agraria Guerrieri ©
Azienda Agraria Guerrieri

6
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Explore Florence's surroundings by going to Pisa (Piazza dei Miracoli & Leaning Tower of Pisa) and Siena (Centro Storico di Siena, Duomo di Siena, &more). There's still lots to do: pause for some serene contemplation at Cathedral of Santa Maria del Fiore, appreciate the extensive heritage of Piazza del Duomo, contemplate the long history of Basilica of Santa Croce, and admire the masterpieces at Florence Academy of Fine Arts.

To find other places to visit, ratings, more things to do, and more tourist information, go to the Florence trip maker tool.

You can drive from Assisi to Florence in 2.5 hours. Alternatively, you can take a train. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Finish your sightseeing early on the 19th (Mon) so you can drive to Cinque Terre.

Things to do in Florence

Historic Sites · Museums · Tours

Side Trips

Siena, Pisa
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts
Piazzale Michelangelo ©
Piazzale Michelangelo

5
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.
Change things up with these side-trips from Cinque Terre: Liguria Escursioni Quad (in Sestri Levante), Aquarium of Genoa (in Genoa) and Stretti di Giaredo (in Pontremoli). There's much more to do: get a new perspective on things with Enjoy Cinqueterre Boat Tours, hike along Sentiero Monterosso - Vernazza, tour the pleasant surroundings at Footpath Monterosso - Vernazza, and pause for some serene contemplation at Convento dei Cappuccini e Chiesa di San Francesco.

To see traveler tips, ratings, reviews, and tourist information, use the Cinque Terre trip planner.

Traveling by car from Florence to Cinque Terre takes 2.5 hours. Alternatively, you can take a train. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. Cap off your sightseeing on the 24th (Sat) early enough to go by car to Milan.

Things to do in Cinque Terre

Outdoors · Parks · Historic Sites

Side Trips

Liguria Escursioni Quad, Aquarium of Genoa, Stretti di Giaredo
Highlights from your plan
Enjoy Cinqueterre Boat Tours ©
Enjoy Cinqueterre Boat Tours
Aquarium of Genoa ©
Aquarium of Genoa
Liguria Escursioni Quad ©
Liguria Escursioni Quad

6
nights
Milan

Milan ©
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: Villa Monastero (in Varenna), Verona (Casa di Giulietta, Piazza delle Erbe, &more) and I Giardini di Villa Melzi (in Bellagio). Pack the 28th (Wed) with family-friendly diversions at Gardaland Park. The adventure continues: contemplate in the serene atmosphere at Duomo di Milano, get outside with Aero Club Monte Cornizzolo, admire the landmark architecture of Villa del Balbianello, and buy something for everyone on your list at Galleria Vittorio Emanuele II.

For where to stay, traveler tips, maps, and tourist information, refer to the Milan trip itinerary planner.

You can drive from Cinque Terre to Milan in 3 hours. Alternatively, you can take a train. Expect a bit cooler weather when traveling from Cinque Terre in October: highs in Milan hover around 21°C, while lows dip to 13°C. On the 30th (Fri), you'll travel back home.

Things to do in Milan

Historic Sites · Theme Parks · Outdoors

Side Trips

Verona, Villa Monastero, Boat2Go, I Giardini di Villa Melzi, Aero Club Monte Cornizzolo
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Arena di Verona ©
Arena di Verona
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II

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