22 days in Italy Itinerary

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.

Kick off your visit on the 31st (Thu): examine the collection at Casa Milan, contemplate in the serene atmosphere at Duomo di Milano, then contemplate the long history of Chiesa di San Bernardino alle Ossa, and finally admire the landmark architecture of Galleria Vittorio Emanuele II.

To see photos, traveler tips, ratings, and more tourist information, use the Milan online trip builder.

London, UK to Milan is an approximately 5-hour flight. You can also take a train; or do a combination of car and train. The time zone difference when traveling from London to Milan is 1 hour. Prepare for somewhat warmer weather when traveling from London in August: high temperatures in Milan hover around 34°C and lows are around 22°C. Finish up your sightseeing early on the 1st (Fri) so you can go by car to 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.

Start off your visit on the 1st (Fri): take in the architecture and atmosphere at Santuario Della Madonna delle Grazie di San Martino, don't miss a visit to Santuario Madonna del Soccorso, then go for a walk through Sacro Monte di Ossuccio, and finally don't miss a visit to Chiesa San Giorgio. Here are some ideas for day two: stroll around La Punta Spartivento, look for gifts at Azalea - Silk of Como, take in the architecture and atmosphere at Chiesa di S. Leonardo, then take in the architecture and atmosphere at Basilica di San Giacomo, then learn about winemaking at Enoteca Principessa, and finally take a stroll through Menaggio.

To see other places to visit, traveler tips, more things to do, and more tourist information, refer to the Bellagio online trip maker.

Getting from Milan to Bellagio by car takes about 2 hours. Other options: take a train. In September, daily temperatures in Bellagio can reach 28°C, while at night they dip to 16°C. Wrap up your sightseeing on the 3rd (Sun) to allow time to drive to 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.

Start off your visit on the 3rd (Sun): visit Dorsoduro, admire the striking features of Venetian Arsenal, then don't miss a visit to Piazza San Marco, and finally examine the collection at Doge's Palace. On your second day here, appreciate the extensive heritage of Centro Storico di Venezia, pause for some serene contemplation at Church of San Pantalon, contemplate in the serene atmosphere at Scuola Grande di San Rocco, appreciate the extensive heritage of Campo del Ghetto, then wander the streets of Cannaregio, and finally take in the spiritual surroundings of Basilica di Santa Maria Gloriosa dei Frari.

For where to stay, maps, traveler tips, and tourist information, read Venice trip planning app.

You can drive from Bellagio to Venice in 3.5 hours. Alternatively, you can take a train; or do a combination of bus and train. Expect a daytime high around 29°C in September, and nighttime lows around 17°C. Wrap up your sightseeing on the 5th (Tue) early enough to drive to Bologna.

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.

Get a sense of the local culture at Chiesa di Santa Maria della Vita and Acetaia Giuseppe Giusti. You'll explore and learn at Ducati Museum and International museum and library of music. Change things up with these side-trips from Bologna: Modena (Mercato Albinelli, Piazza Grande - World Heritage Site, &more). And it doesn't end there: pause for some serene contemplation at Cattedrale di San Pietro, get to know the fascinating history of Portico di San Luca, take a stroll through Quadrilatero, and steep yourself in history at Torre Prendiparte.

For where to stay, maps, reviews, and tourist information, read Bologna trip builder site.

Traveling by car from Venice to Bologna takes 2 hours. Alternatively, you can take a train. In September, daily temperatures in Bologna can reach 30°C, while at night they dip to 17°C. Wrap up your sightseeing by early afternoon on the 7th (Thu) to allow enough time to drive to La Spezia.

La Spezia, at the head of the Gulf of La Spezia in the Liguria region of Northern Italy, is the capital city of the province of La Spezia.In terms of population, La Spezia is the second city in the Liguria region, preceded just by Genoa. On the 8th (Fri), pause for some serene contemplation at Oratorio di Santa Maria in Selaa, get to know the fascinating history of Centro Storico del Paese di Tellaro, then brush up on your military savvy at Museo Tecnico Navale della Spezia, then see the interesting displays at Museo Civico Amedeo Lia, and finally trek along Monesteroli. Get ready for a full day of sightseeing on the 9th (Sat): appreciate the extensive heritage of Borgo Storico di Manarola, take in the spiritual surroundings of Chiesa di San Lorenzo, then contemplate in the serene atmosphere at Church of San Giovanni Battista, and finally take in the architecture and atmosphere at Chiesa di Nostra Signora della Neve.

For ratings and more tourist information, go to the La Spezia trip builder website.

You can drive from Bologna to La Spezia in 2.5 hours. Other options are to take a train; or take a bus. September in La Spezia sees daily highs of 30°C and lows of 17°C at night. Finish up your sightseeing early on the 10th (Sun) so you can go by car to Pisa.

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.

Kick off your visit on the 10th (Sun): admire the striking features of Leaning Tower of Pisa, take in the architecture and atmosphere at Chiesa di Santa Caterina d'Alessandria, then contemplate in the serene atmosphere at Chiesa di San Sisto in Cortevecchia, and finally take in the spiritual surroundings of Chiesa di San Michele in Borgo.

To see ratings, traveler tips, more things to do, and more tourist information, go to the Pisa vacation builder tool.

Traveling by car from La Spezia to Pisa takes 1.5 hours. Alternatively, you can take a train. In September in Pisa, expect temperatures between 30°C during the day and 17°C at night. Wrap up your sightseeing on the 10th (Sun) early enough to drive to Florence.

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 Centro Storico and Basilica San Miniato al Monte. Head to Piazza della Repubblica and Jimmy's Leather Collectionfor plenty of shopping. Next up on the itinerary: take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, take in the architecture and atmosphere at Basilica of Santa Croce, appreciate the extensive heritage of Piazza del Duomo, and admire the landmark architecture of Loggia dei Lanzi.

For where to stay, photos, other places to visit, and more tourist information, use the Florence road trip app.

Traveling by car from Pisa to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Finish up your sightseeing early on the 13th (Wed) so you can go by car to San Gimignano.

A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.

Start off your visit on the 14th (Thu): contemplate the long history of Torre Grossa, take in the architecture and atmosphere at Duomo di San Gimignano, contemplate the long history of Historic Centre of San Gimignano, view the masterpieces at La Bottega del Sale di Duccio Nacci photographer, then browse the exhibits of Torre e Casa Campatelli, and finally admire the striking features of Mura di San Gimignano.

To find maps, more things to do, and tourist information, you can read our San Gimignano trip itinerary planner.

Traveling by car from Florence to San Gimignano takes 1.5 hours. Alternatively, you can take a train; or take a bus. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Wrap up your sightseeing on the 15th (Fri) early enough to drive to Siena.

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.

Start off your visit on the 15th (Fri): contemplate the long history of Loggia della Mercanzia, take in the spiritual surroundings of Cappella di Piazza, pause for some serene contemplation at Basilica di San Clemente in Santa Maria dei Servi, then take in the architecture and atmosphere at Duomo di Siena, and finally make a trip to Centro Storico di Siena.

To find other places to visit, traveler tips, reviews, and other tourist information, refer to the Siena road trip planning tool.

You can drive from San Gimignano to Siena in an hour. Other options are to take a train; or take a bus. September in Siena sees daily highs of 32°C and lows of 19°C at night. Finish up your sightseeing early on the 15th (Fri) so you can go by car to Montepulciano.

Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.

Start off your visit on the 16th (Sat): appreciate the extensive heritage of Centro storico, do a tasting at Gattavecchi Winery, then get to know the fascinating history of Via di Gracciano nel Corso, then do a tasting at Icario Winery, and finally learn about winemaking at Cantina Fattoria della Talosa. Get ready for a full day of sightseeing on the next day: get a taste of the local shopping with Artemisia Gallery, then contemplate the long history of Corso il Rossellino, then appreciate the extensive heritage of Labirinto di Porsenna - Chiusi, and finally examine the collection at Museo Civico.

To find traveler tips, where to stay, ratings, and tourist information, you can read our Montepulciano sightseeing planner.

Traveling by car from Siena to Montepulciano takes an hour. Alternatively, you can take a train; or take a bus. In September, plan for daily highs up to 32°C, and evening lows to 19°C. Finish your sightseeing early on the 17th (Sun) so you can drive to Rome.

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.

Step off the beaten path and head to Centro Storico Associazione Centro Storico and Abbey of St. Paul Outside the Walls. You'll explore and learn at Museo Nazionale Romano - Palazzo Massimo alle Terme and Le Domus Romane di Palazzo Valentini. There's still lots to do: steep yourself in history at St. Peter's Basilica, admire the landmark architecture of Villa Borghese, take in the spiritual surroundings of Cupola di San Pietro, and delve into the distant past at Pantheon.

For traveler tips, maps, other places to visit, and other tourist information, refer to the Rome trip app.

Drive from Montepulciano to Rome in 2 hours. Alternatively, you can take a train; or take a bus. In September, daily temperatures in Rome can reach 32°C, while at night they dip to 18°C. Finish your sightseeing early on the 21st (Thu) to allow enough time to fly back home.