23 days in Italy Itinerary

23 days in Italy Itinerary

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Route & dates

23 days in Italy Itinerary

Start: Sao Paulo
Fly:  17​h 30​min
1
Venice
— 2 nights
bus:  1​h 30​min
2
Verona
— 3 nights
3
Florence
— 3 nights
Drive:  2​h 15​min
4
Assisi
— 2 nights
Drive:  4​h 45​min
5
Positano
— 3 nights
bus:  1​h 30​min
6
Naples
— 3 nights
7
Rome
— 4 nights
+2
Fly + foot + bus:  15​h
End: Sao Paulo

2
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.
Head to La Biennale di Venezia - Arsenale and Giudecca 795 Art Galleryfor some retail therapy. Appreciate the collections at Doge's Palace and Peggy Guggenheim Collection. Next up on the itinerary: pause for some serene contemplation at Basilica di San Marco, snap pictures at Ponte di Rialto, contemplate the waterfront views at Canal Grande, and get advice or help at Palazzo Cavalli-Franchetti.

To find photos, traveler tips, ratings, and more tourist information, you can read our Venice itinerary planning website .

Sao Paulo, Brazil to Venice is an approximately 17.5-hour flight. You can also do a combination of flight and train; or do a combination of bus and flight. Traveling from Sao Paulo to Venice, you'll lose 4 hours due to the time zone difference. Expect little chillier temperatures when traveling from Sao Paulo in October; daily highs in Venice reach 22°C and lows reach 12°C. Wrap up your sightseeing on the 14th (Wed) to allow time to take a bus to Verona.

Things to do in Venice

Museums Historic Sites Shopping
Find places to stay Oct 12 — 14:
Highlights from your plan
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

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 Piazza delle Erbe and Museo di Castelvecchio. Arena di Verona and Piazzale Castel San Pietro will appeal to history buffs. Explore Verona's surroundings by going to Lago di Garda (in Garda) and Mountbaldo (in Malcesine). There's lots more to do: contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, examine the collection at Casa di Giulietta, look for all kinds of wild species at Parco Naturalistico delle Cascate-Family, and enjoy breathtaking views from Torre dei Lamberti.

To see ratings, traveler tips, and other tourist information, read Verona vacation maker .

You can take a bus from Venice to Verona in 1.5 hours. Alternatively, you can drive; or take a shuttle. October in Verona sees daily highs of 22°C and lows of 11°C at night. Finish your sightseeing early on the 17th (Sat) to allow enough time to take a train to Florence.

Things to do in Verona

Nature Parks Historic Sites

Side Trips

Mountbaldo, Lago di Garda
Find places to stay Oct 14 — 17:
Highlights from your plan
Lago di Garda ©
Lago di Garda
Museo di Castelvecchio ©
Museo di Castelvecchio
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get some historical perspective at Cathedral of Santa Maria del Fiore and Piazza del Duomo. Museum-lovers will appreciate Gallerie Degli Uffizi and Academy Of Florence Art Gallery. Change things up with a short trip to Nature & Wildlife Tours in Siena (about 1h 10 min away). There's lots more to do: admire the masterpieces at Pitti Palace, appreciate the extensive heritage of Piazza della Signoria, snap pictures at Ponte Vecchio, and take some stellar pictures from Piazzale Michelangelo.

To see maps, other places to visit, and tourist information, read our Florence trip planning tool .

You can take a train from Verona to Florence in 2 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. Finish your sightseeing early on the 20th (Tue) so you can drive to Assisi.

Things to do in Florence

Museums Outdoors Wildlife

Side Trip

Nature & Wildlife Tours
Find places to stay Oct 17 — 20:
Highlights from your plan
Piazzale Michelangelo ©
Piazzale Michelangelo
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

2
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 21st (Wed), contemplate in the serene atmosphere at Basilica di Santa Chiara, pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, view the masterpieces at B.A.T. Assisi, then explore the historical opulence of Rocca Maggiore, and finally take in the exciting artwork at Assisi Galleria 6C. On the 22nd (Thu), you'll have a packed day of sightseeing: stop by Casa del Cioccolato Perugina, do a tasting at Tili Vini Societa Agricola, examine the collection at Museo della Porziuncola, then take in the spiritual surroundings of Basilica di Santa Maria degli Angeli - Porziuncola, then contemplate in the serene atmosphere at Eremo delle Carceri, and finally take in the spiritual surroundings of Cripta di San Francesco.

To find photos, reviews, maps, and tourist information, you can read our Assisi trip builder site .

You can drive from Florence to Assisi in 2.5 hours. Alternatively, you can take a train. October in Assisi sees daily highs of 24°C and lows of 12°C at night. Finish up your sightseeing early on the 22nd (Thu) so you can go by car to Positano.

Things to do in Assisi

Historic Sites Museums Shopping

Side Trip

Casa del Cioccolato Perugina
Find places to stay Oct 20 — 22:
Highlights from your plan
Museo della Porziuncola ©
Museo della Porziuncola
Eremo delle Carceri ©
Eremo delle Carceri

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 a sense of the local culture at Ceramiche Cosmolena di Margherita di Palma and Ceramiche d'Arte Carmela. Get outdoors at Fornillo and Spiaggia Grande. Explore the numerous day-trip ideas around Positano: Ravello (Villa Cimbrone Gardens, Villa Rufolo, & more) and Duomo di Sant'Andrea (in Amalfi). The adventure continues: paddle through the water with a kayaking and canoeing tour, take some stellar pictures from Il Sentiero Degli Dei, and pause for some serene contemplation at Cloister del Paradiso.

For ratings, traveler tips, maps, and tourist information, read our Positano trip planning app .

Getting from Assisi to Positano by car takes about 5 hours. Other options: do a combination of train and subway; or take a bus. Traveling from Assisi in October, Positano is somewhat warmer at night with lows of 20°C. Finish up your sightseeing early on the 25th (Sun) so you can catcht the bus to Naples.

Things to do in Positano

Outdoors Parks Beaches

Side Trips

Ravello, Amalfi
Find places to stay Oct 22 — 25:
Highlights from your plan
Fornillo ©
Fornillo
Duomo di Ravello ©
Duomo di Ravello
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

3
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Appreciate the collections at Sol’Art Ceramiche and Museo Archeologico Nazionale di Napoli. Visit Pompeii Archaeological Park and Via Caracciolo e Lungomare di Napoli for their historical value. Explore the numerous day-trip ideas around Naples: Vesuvius National Park (in Ottaviano) and Le Vigne di Raito (in Vietri sul Mare). And it doesn't end there: admire the masterpieces at Museo Cappella Sansevero, pause for some serene contemplation at Duomo di Napoli, contemplate the long history of Underground Naples, and delve into the distant past at Parco Acheologico di Ercolano.

To see traveler tips, reviews, other places to visit, and other tourist information, you can read our Naples itinerary app .

You can take a bus from Positano to Naples in 1.5 hours. Alternatively, you can drive; or do a combination of bus and subway. Traveling from Positano in October, plan for a bit cooler nights in Naples, with lows around 17°C. Cap off your sightseeing on the 28th (Wed) early enough to catch the train to Rome.

Things to do in Naples

Historic Sites Museums Nature

Side Trips

Vietri sul Mare, Vesuvius National Park, Pompeii Archaeological Park, Parco Acheologico di Ercolano
Find places to stay Oct 25 — 28:
Highlights from your plan
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Le Vigne di Raito ©
Le Vigne di Raito
Sol’Art Ceramiche ©
Sol’Art Ceramiche

4
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Do your shopping at Via Condotti and I Colori di Dentro di Maria Grazia Luffarelli. Museum-lovers will appreciate Vatican Museums and Serra. Next up on the itinerary: make a trip to Piazza Navona, view the masterpieces at Soqquadro APS, steep yourself in history at Roman Forum, and explore the ancient world of Colosseum.

For ratings, traveler tips, maps, and more tourist information, read our Rome trip planner .

You can take a train from Naples to Rome in 1.5 hours. Alternatively, you can drive; or take a bus. In October in Rome, expect temperatures between 26°C during the day and 15°C at night. On the 1st (Sun), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Rome

Historic Sites Museums Shopping

Side Trip

Vatican City
Find places to stay Oct 28 — Nov 1:
Highlights from your plan
St. Peter's Basilica ©
St. Peter's Basilica
Vatican Museums
Vatican Museums
Pantheon ©
Pantheon

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