55 days in Italy Itinerary

55 days in Italy Itinerary

Created using Inspirock Italy tour planner

Plan created by another user. Make it yours
1
Rome
— 6 nights
2
Florence
— 5 nights
3
Venice
— 5 nights
4
Naples
— 6 nights
5
Siena
— 5 nights
6
Milan
— 6 nights
7
Bologna
— 5 nights
8
Genoa
— 5 nights
9
Pisa
— 5 nights
10
Turin
— 5 nights

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.
Step out of Rome with an excursion to Villa Adriana in Tivoli--about 36 minutes away. The adventure continues: steep yourself in history at Colosseum, don't miss a visit to Roman Forum, appreciate the extensive heritage of Piazza Navona, and admire the local landmark of Trevi Fountain.

To see ratings, reviews, traveler tips, and tourist information, refer to the Rome trip planner.

Tehran, Iran to Rome is an approximately 9.5-hour flight. You can also drive; or take a bus. The time zone difference moving from Iran Standard Time to Central European Standard Time is minus 2.5 hours. Plan for little chillier temperatures traveling from Tehran in September, with highs in Rome at 32°C and lows at 18°C. Cap off your sightseeing on the 7th (Mon) early enough to catch the train to Florence.

Things to do in Rome

Historic Sites · Museums · Neighborhoods

Side Trips

Vatican City, Villa Adriana
Find places to stay Sep 1 — 7:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

5
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Dedicate the 12th (Sat) to wine at some of the top wineries in the area. The adventure continues: take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, admire the masterpieces at Pitti Palace, don't miss a visit to Piazzale Michelangelo, and pause for some serene contemplation at Basilica of Santa Croce.

To find where to stay, reviews, and more tourist information, refer to the Florence tour itinerary maker app.

Traveling by train from Rome to Florence takes 2.5 hours. Alternatively, you can drive; or fly. In September in Florence, expect temperatures between 30°C during the day and 17°C at night. Wrap up your sightseeing on the 12th (Sat) to allow time to drive to Venice.

Things to do in Florence

Tours · Wineries · Historic Sites
Find places to stay Sep 7 — 12:
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
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 Discover Burano (in Burano), Padua (Centro Storico, Basilica of St. Anthony, &more) and Asd Sport Montegrappa (in Borso del Grappa). Next up on the itinerary: explore the activities along Canal Grande, admire the masterpieces at Gallerie dell'Accademia, steep yourself in history at Ponte dei Sospiri, and browse the exhibits of Peggy Guggenheim Collection.

For ratings, maps, and tourist information, read our Venice day trip planning app.

Traveling by car from Florence to Venice takes 3 hours. Alternatively, you can take a train; or fly. In September in Venice, expect temperatures between 29°C during the day and 17°C at night. Wrap up your sightseeing on the 17th (Thu) early enough to travel to Naples.

Things to do in Venice

Historic Sites · Museums · Tours

Side Trips

Padua, Discover Burano, Asd Sport Montegrappa
Find places to stay Sep 12 — 17:
Highlights from your plan
Canal Grande ©
Canal Grande
Piazza San Marco ©
Piazza San Marco
Basilica di San Marco
Basilica di San Marco

6
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Get out of town with these interesting Naples side-trips: Collegiate Santa Maria Maddalena (in Atrani), Amalfi (Pontile Marina Coppola, Valle delle Ferriere, &more) and Positano (Art & Craft Gallery, Fornillo, &more). There's lots more to do: get to know the fascinating history of Paestum Ruins, delve into the distant past at Pompeii Archaeological Park, head outdoors with Monte Finestra, and admire the landmark architecture of Villa Rufolo.

For maps, photos, traveler tips, and other tourist information, read our Naples trip itinerary planner.

You can fly from Venice to Naples in 3.5 hours. Alternatively, you can take a train; or drive. In September, daytime highs in Naples are 31°C, while nighttime lows are 20°C. Finish up your sightseeing early on the 23rd (Wed) so you can go by car to Siena.

Things to do in Naples

Historic Sites · Parks · Outdoors

Side Trips

Amalfi, Ravello, Paestum, Positano, Pompeii
Find places to stay Sep 17 — 23:
Highlights from your plan
Paestum Ruins ©
Paestum Ruins
Fornillo ©
Fornillo
Pompeii Archaeological Park ©
Pompeii Archaeological Park

5
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Change things up with these side-trips from Siena: Tuscany Adventure (in Asciano), San Gimignano (Torre e Casa Campatelli, Azienda Agricola San Quirico, &more) and Castiglion del Bosco (in Montalcino). The adventure continues: don't miss a visit to Piazza del Campo, steep yourself in history at Castello delle Quattro Torri, ponder the world of politics at Palazzo Pubblico and Museo Civico, and head outdoors with 43parallelo.

Plan my day in Siena using traveler tips and tourist information provided by Inspirock.

You can drive from Naples to Siena in 4.5 hours. Alternatively, you can take a train; or take a bus. In September in Siena, expect temperatures between 32°C during the day and 19°C at night. Finish up your sightseeing early on the 28th (Mon) so you can catch the train to Milan.

Things to do in Siena

Historic Sites · Outdoors · Wineries

Side Trips

San Gimignano, Il Destriero, Tuscany Adventure, Val d'Orcia, Castiglion del Bosco
Find places to stay Sep 23 — 28:
Highlights from your plan
Guardastelle Vineyard ©
Guardastelle Vineyard
Piazza del Campo ©
Piazza del Campo
Duomo di Siena ©
Duomo di Siena

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: Varenna (S. Giovanni Battista & Villa Monastero), AC Boat (in Menaggio) and Aero Club Monte Cornizzolo (in Suello). There's much more to do: take in the spiritual surroundings of Duomo di Milano, make a trip to Faro voltiano, admire the masterpieces at Pinacoteca di Brera, and admire the striking features of Villa del Balbianello.

To see traveler tips, ratings, maps, and other tourist information, refer to the Milan trip maker website.

You can take a train from Siena to Milan in 4 hours. Other options are to drive; or take a bus. Expect slightly colder weather when traveling from Siena in September: highs in Milan hover around 28°C, while lows dip to 16°C. Wrap up your sightseeing on the 4th (Sun) to allow time to take a train to Bologna.

Things to do in Milan

Historic Sites · Museums · Tours

Side Trips

Varenna, Tremezzina, Como, Faro voltiano, AC Boat
Find places to stay Sep 28 — Oct 4:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
AC Boat ©
AC Boat

5
nights
Bologna

Bologna ©
A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Venture out of the city with trips to Verona (Torre dei Lamberti, Piazza delle Erbe, &more), Parco Avventura Ca' di Gianni (in Bagno di Romagna) and Ravenna (Mausoleo di Galla Placidia & Basilica San Vitale). Next up on the itinerary: take in the architecture and atmosphere at Basilica - Santuario di Santo Stefano, get outside with Fondazione Marco Simoncelli, explore the historical opulence of Castello di Gradara, and ponder the world of politics at Palazzo Comunale.

To see reviews, photos, other places to visit, and more tourist information, go to the Bologna driving holiday app.

Getting from Milan to Bologna by train takes about 2 hours. Other options: drive; or take a bus. In October in Bologna, expect temperatures between 22°C during the day and 13°C at night. Finish your sightseeing early on the 9th (Fri) to allow enough time to take a train to Genoa.

Things to do in Bologna

Historic Sites · Outdoors · Adventure

Side Trips

Verona, Riccione, Ravenna, Parco Avventura Ca' di Gianni, Castello di Gradara
Find places to stay Oct 4 — 9:
Highlights from your plan
Parco Avventura Ca' di Gianni ©
Parco Avventura Ca' di Gianni
Arena di Verona ©
Arena di Verona
Piazza delle Erbe ©
Piazza delle Erbe

5
nights
Genoa

Genoa ©
Once the most important harbor in the Mediterranean Sea, Genoa has a long history as a rich and powerful trade center in northern Italy.
Explore Genoa's surroundings by going to Sestri Levante (Liguria Escursioni Quad & Silentbay Charter) and Monterosso al Mare (Il Gigante, Borgo Antico, &more). The adventure continues: observe the fascinating underwater world at Aquarium of Genoa, get engrossed in the history at Museo di Palazzo Reale, stop by Boccadasse, and see the interesting displays at Palazzo Doria Tursi.

To find photos, reviews, and more tourist information, read our Genoa holiday planner.

Take a train from Bologna to Genoa in 3 hours. Alternatively, you can drive; or take a bus. Traveling from Bologna in October, plan for somewhat warmer nights in Genoa, with lows around 17°C. Wrap up your sightseeing on the 14th (Wed) to allow time to drive to Pisa.

Things to do in Genoa

Outdoors · Tours · Parks

Side Trips

Cinque Terre, Sestri Levante
Find places to stay Oct 9 — 14:
Highlights from your plan
Silentbay Charter ©
Silentbay Charter
Aquarium of Genoa ©
Aquarium of Genoa
Liguria Escursioni Quad ©
Liguria Escursioni Quad

5
nights
Pisa

Pisa ©
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Explore Pisa's surroundings by going to Macchia Della Magona (in Bibbona), Fortezza delle Verrucole - Archeopark (in San Romano in Garfagnana) and Canyon Park (in Bagni di Lucca). There's lots more to do: admire the landmark architecture of Leaning Tower of Pisa, take advantage of the amenities at Bagno La Lanterna, pause for some serene contemplation at Duomo di Pisa, and make a trip to Scalinata Lardarina.

To find maps, where to stay, and more tourist information, read our Pisa online day trip planner.

You can drive from Genoa to Pisa in 2 hours. Other options are to take a train; or take a bus. Traveling from Genoa in October, Pisa is a bit cooler at night with lows of 14°C. Finish up your sightseeing early on the 19th (Mon) so you can go by car to Turin.

Things to do in Pisa

Outdoors · Parks · Tours

Side Trips

Cinque Terre, Riserva Naturale Tombolo di Cecina, Batzella, Macchia Della Magona, St Martin Cathedral
Find places to stay Oct 14 — 19:
Highlights from your plan
Leaning Tower of Pisa ©
Leaning Tower of Pisa
Enjoy Cinqueterre Boat Tours ©
Enjoy Cinqueterre Boat Tours
Batzella ©
Batzella

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.
Explore Turin's surroundings by going to Lago di Pietra Rossa (in Morgex), Vallone di Saint-Barthelemy (in Nus) and Rafting Republic (in Aymavilles). There's much more to do: get engrossed in the history at Museo Egizio, see the interesting displays at Museo Nazionale del Cinema, tour the pleasant surroundings at Pista Ciclabile Airasca - Moretta, and take in the spiritual surroundings of Duomo di Torino e Cappella della Sacra Sindone.

To see ratings, more things to do, maps, and more tourist information, read our Turin journey builder tool.

Traveling by car from Pisa to Turin takes 3.5 hours. Alternatively, you can take a train; or fly. Expect little chillier weather when traveling from Pisa in October: highs in Turin hover around 17°C, while lows dip to 12°C. Finish up your sightseeing early on the 24th (Sat) so you can travel back home.

Things to do in Turin

Parks · Outdoors · Museums

Side Trips

Lago di Pietra Rossa, La Fabbrica dei Suoni, Parco Naturale del Monte San Giorgio, Vallone di Saint-Barthelemy, Pista Ciclabile Airasca - Moretta
Find places to stay Oct 19 — 24:
Highlights from your plan
Parco Naturale del Monte San Giorgio ©
Parco Naturale del Monte San Giorgio
Museo Egizio ©
Museo Egizio
Rafting Republic ©
Rafting Republic

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