33 days in Italy Itinerary

33 days in Italy Itinerary

Created using Inspirock Italy trip builder
Make it your trip
Fly
1
Bologna
— 8 nights
Train
2
Florence
— 2 nights
Drive
3
Pisa
— 2 nights
Drive
4
Volterra
— 2 nights
Drive
5
Siena
— 2 nights
Drive
6
Naples
— 3 nights
Drive
7
Amalfi
— 2 nights
Drive
8
Sorrento
— 2 nights
Ferry
9
Capri
— 2 nights
Ferry to Municipio, Train to Rome
10
Rome
— 6 nights
Fly

S M T W T F S
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10
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18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
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4
5
6
7
8
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10
11
12
13
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18
19

Bologna — 8 nights

Heart of Italian Cuisine

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 Venice (Squero di San Trovaso, Cannaregio, &more) and Verona (Piazza delle Erbe, Casa di Giulietta, &more). The adventure continues: enjoy breathtaking views from Le Due Torri Torre degli Asinell, examine the collection at Museo per la Memoria di Ustica, steep yourself in history at Piazza Maggiore, and get engrossed in the history at Museo Civico Medievale.

To see reviews, ratings, maps, and other tourist information, refer to the Bologna trip planner.

Dubai, United Arab Emirates to Bologna is an approximately 10-hour flight. The time zone difference when traveling from Dubai to Bologna is minus 3 hours. In October, Bologna is much colder than Dubai - with highs of 22°C and lows of 13°C. Finish your sightseeing early on the 23rd (Sun) so you can take a train to Florence.
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Historic Sites · Museums · Neighborhoods · Parks
Side Trips
Find places to stay Oct 15 — 23:

Florence — 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 24th (Mon), contemplate the long history of Basilica of Santa Croce, admire the masterpieces at Church and Museum of Orsanmichele, take in the spiritual surroundings of Campanile di Giotto, then contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, then get to know the fascinating history of Piazza del Duomo, and finally explore the historical opulence of Palazzo Vecchio. Keep things going the next day: make a trip to Piazza della Signoria, snap pictures at Ponte Vecchio, make a trip to Piazzale Michelangelo, then admire the masterpieces at Pitti Palace, and finally explore the world behind art at Florence Academy of Fine Arts.

To find other places to visit and tourist information, read our Florence vacation builder website.

Traveling by train from Bologna to Florence takes 1.5 hours. Alternatively, you can drive; or take a bus. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Wrap up your sightseeing on the 25th (Tue) early enough to drive to Pisa.
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Historic Sites · Museums
Find places to stay Oct 23 — 25:

Pisa — 2 nights

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Start off your visit on the 26th (Wed): see the interesting displays at Museo Aviotruppe Esercito Italiano, take in the spiritual surroundings of Battistero di San Giovanni, explore the different monuments and memorials at Camposanto, admire the striking features of Duomo di Pisa, then don't miss a visit to Piazza dei Miracoli, and finally take in panoramic vistas at Leaning Tower of Pisa. Get ready for a full day of sightseeing on the 27th (Thu): contemplate the long history of St Martin Cathedral, enjoy breathtaking views from Torre Guinigi, then make a trip to Piazza Anfiteatro, and finally contemplate the long history of Le mura di Lucca.

To see photos, where to stay, more things to do, and other tourist information, you can read our Pisa sightseeing planner.

Drive from Florence to Pisa in 1.5 hours. Alternatively, you can take a bus; or take a train. October in Pisa sees daily highs of 25°C and lows of 14°C at night. Wrap up your sightseeing on the 27th (Thu) to allow time to drive to Volterra.
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Historic Sites · Museums
Side Trip
Find places to stay Oct 25 — 27:

Volterra — 2 nights

Volterra is a walled mountaintop town in the Tuscany region of Italy of which its history dates to before the 7th century BC and has substantial structures from the Etruscan, Roman, and Medieval periods.HistoryVolterra, known to the ancient Etruscans as Velathri or Vlathri and to the Romans as Volaterrae, is a town and comune in the Tuscany region of Italy. On the 27th (Thu), take in the exciting artwork at L'Artista Gallery. Get ready for a full day of sightseeing on the next day: find something for the whole family at CavallinoMatto.

To see more things to do, reviews, ratings, and other tourist information, refer to the Volterra trip planner.

You can drive from Pisa to Volterra in 1.5 hours. Another option is to take a bus. In October in Volterra, expect temperatures between 25°C during the day and 14°C at night. Wrap up your sightseeing on the 29th (Sat) early enough to drive to Siena.
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Theme Parks · Historic Sites · Museums · Shopping
Side Trip
Find places to stay Oct 27 — 29:

Siena — 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 30th (Sun), savor the flavors at Food & Drink. Here are some ideas for day two: make a trip to Centro Storico di Siena, then make a trip to Piazza del Campo, and then pause for some serene contemplation at Duomo di Siena.

For photos, maps, where to stay, and tourist information, go to the Siena day trip planning website.

Traveling by car from Volterra to Siena takes an hour. Alternatively, you can do a combination of taxi and train; or take a bus. October in Siena sees daily highs of 26°C and lows of 15°C at night. Cap off your sightseeing on the 31st (Mon) early enough to go by car to Naples.
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Tours · Wineries · Historic Sites
Find places to stay Oct 29 — 31:

Naples — 3 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Explore the numerous day-trip ideas around Naples: Pompeii (Villa dei Misteri & Lupanar) and Salerno (Promenade Trieste, Giardino della Minerva, &more). There's much more to do: delve into the distant past at Pompeii Archaeological Park, get to know the fascinating history of Underground Naples, steep yourself in history at Parco Acheologico di Ercolano, and see the interesting displays at Museo Archeologico Nazionale di Napoli.

To find more things to do, where to stay, other places to visit, and tourist information, read Naples online trip maker.

Drive from Siena to Naples in 4.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 27°C in October, and nighttime lows around 17°C. Finish your sightseeing early on the 3rd (Thu) to allow enough time to drive to Amalfi.
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Historic Sites · Museums · Childrens Museums · Parks
Side Trips
Find places to stay Oct 31 — Nov 3:

Amalfi — 2 nights

Painted Town

Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
Start off your visit on the 4th (Fri): contemplate in the serene atmosphere at Duomo di Ravello, steep yourself in history at Villa Rufolo, then take in the architecture and atmosphere at Chiesa di San Pancrazio Martire, and finally get great views at Il Sentiero Degli Dei. Get ready for a full day of sightseeing on the 5th (Sat): stroll the grounds of Cimitero Monumentale, ponder the design of Fontana Cap e Ciuccio, view the masterpieces at Ceramiche Cosmolena di Margherita di Palma, tour the pleasant surroundings at Villa Cimbrone Gardens, then take in the architecture and atmosphere at La Basilica del Crocifisso, and finally contemplate in the serene atmosphere at Duomo di Sant'Andrea.

For more things to do, where to stay, and tourist information, go to the Amalfi trip itinerary planner.

You can drive from Naples to Amalfi in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Traveling from Naples in November, Amalfi is somewhat warmer at night with lows of 17°C. Finish your sightseeing early on the 5th (Sat) to allow enough time to drive to Sorrento.
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Historic Sites · Parks · Shopping · Museums
Side Trips
Find places to stay Nov 3 — 5:

Sorrento — 2 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Start off your visit on the 6th (Sun): head outdoors with Outdoor Activities, learn about winemaking at Limonoro, let your taste buds guide you at a local gastronomic tour, then contemplate in the serene atmosphere at St Francis Church and Convent, and finally don't miss a visit to Piazza Tasso. On the 7th (Mon), you'll have a packed day of sightseeing: look for gifts at Valenti, then enjoy the sand and surf at Spiaggia Grande, then pause for some serene contemplation at Chiesa di Santa Caterina, and finally enjoy the sand and surf at Fornillo.

To see traveler tips, photos, reviews, and other tourist information, go to the Sorrento attractions planning tool.

You can drive from Amalfi to Sorrento in 1.5 hours. Alternatively, you can ride a ferry; or take a bus. In November in Sorrento, expect temperatures between 20°C during the day and 15°C at night. Cap off your sightseeing on the 7th (Mon) early enough to catch the ferry to Capri.
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Outdoors · Tours · Beaches · Parks
Side Trip
Find places to stay Nov 5 — 7:

Capri — 2 nights

The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
On the 8th (Tue), take in the awesome beauty at Monte Solaro, explore the activities along Marina Piccola, enjoy the sand and surf at Marina Grande Public Beach, then get a new perspective on things with Boat Tours & Water Sports, and finally don't miss a visit to Belvedere di Tragara. Get ready for a full day of sightseeing on the 9th (Wed): trek along Fortini Coastal Walk, Head underground at Blue Grotto, steep yourself in history at Villa San Michele, then don't miss a visit to Via Krupp, then explore the striking landscape at I Faraglioni, and finally admire the natural beauty at Giardini di Augusto.

For more things to do, maps, other places to visit, and other tourist information, read Capri trip itinerary planning website.

Ride a ferry from Sorrento to Capri in an hour. November in Capri sees daily highs of 20°C and lows of 15°C at night. Wrap up your sightseeing on the 9th (Wed) to allow time to travel to Rome.
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Parks · Outdoors · Nature · Beaches
Side Trip
Find places to stay Nov 7 — 9:

Rome — 6 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, sightseeing, and nightlife. Your trip includes some of its best attractions: pause for some serene contemplation at Pantheon, admire the masterpieces at Galleria Borghese, browse the exhibits of Vatican Museums, and steep yourself in history at Roman Forum.

For ratings, other places to visit, and other tourist information, use the Rome trip planning website.

Getting from Capri to Rome by combination of ferry and train takes about 4 hours. Other options: do a combination of ferry and car; or do a combination of ferry and bus. Traveling from Capri in November, expect little chillier with lows of 9°C in Rome. Finish your sightseeing early on the 15th (Tue) so you can fly back home.
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Historic Sites · Museums · Neighborhoods · Fun & Games
Side Trip
Find places to stay Nov 9 — 15:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
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.
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Tuscany travel guide

4.4
Landmarks · Art Museums · Sacred & Religious Sites
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.
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