21 days in Italy Itinerary

21 days in Italy Itinerary

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Route & dates

21 days in Italy Itinerary

Start: Cape Town
Fly:  18​h
1
Naples
— 3 nights
Bus:  1​h 30​min
2
Positano
— 4 nights
Drive:  3​h 15​min
3
Rome
— 4 nights
Train:  1​h 45​min
4
Florence
— 4 nights
Train:  2​h 15​min
5
Venice
— 4 nights
Fly:  17​h 30​min
End: Cape Town

3
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Change things up with these side-trips from Naples: Chiesa San Pietro Apostolo (in Cetara), Vietri sul Mare (Sol’Art Ceramiche & Le Vigne di Raito) and Salerno (Promenade Trieste, Centro Storico Salerno, & more). The adventure continues: delve into the distant past at Pompeii Archaeological Park, admire the masterpieces at Museo Cappella Sansevero, make a trip to Oltre I Resti, and pause for some serene contemplation at Duomo di Napoli.

To find reviews, more things to do, ratings, and tourist information, read Naples trip itinerary maker website .

Cape Town, South Africa to Naples is an approximately 18-hour flight. You can also do a combination of flight and train. Due to the time zone difference, you'll gain 1 hour traveling from Cape Town to Naples. When traveling from Cape Town in December, plan for much colder days in Naples, with highs around 17°C, while nights are slightly colder with lows around 6°C. Finish up your sightseeing early on the 25th (Wed) so you can catcht the bus to Positano.

Things to do in Naples

Historic Sites Museums Parks

Side Trips

Salerno, Vietri sul Mare, Pompeii Archaeological Park, Chiesa San Pietro Apostolo
Find places to stay Dec 21 — 25:
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Chiesa San Pietro a Corte ©
Chiesa San Pietro a Corte
Museo Cappella Sansevero ©
Museo Cappella Sansevero

4
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.
Change things up with these side-trips from Positano: Atrani (S.Maria Maddalena & Vicoli, scale e archi), Amalfi (Wine Tours & Tastings, Duomo di Sant'Andrea, & more) and Ravello (Duomo di Ravello, Ceramiche Cosmolena di Margherita di Palma, & more). The adventure continues: explore the fascinating underground world of Grotte di Suppraiano, don't miss a visit to Chiesa di San Giovanni Battista, pause for some serene contemplation at Chiesa di San Francesco, and ponder the design of Fontana Cap e Ciuccio.

You can plan Positano trip in no time by asking Inspirock to help create your itinerary.

Traveling by bus from Naples to Positano takes 1.5 hours. Alternatively, you can drive; or do a combination of subway and bus. Traveling from Naples in December, Positano is a bit warmer at night with lows of 12°C. Cap off your sightseeing on the 29th (Sun) early enough to go by car to Rome.

Things to do in Positano

Historic Sites Fun & Games Nature

Side Trips

Ravello, Amalfi, Praiano, Atrani, Chiesa di San Francesco
Find places to stay Dec 25 — 29:
Highlights from your plan
Grotte di Suppraiano ©
Grotte di Suppraiano
Tennis Al Settimo Piano ©
Tennis Al Settimo Piano

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.
Rome is known for historic sites, nightlife, museums, classes, and shopping. Your plan includes some of its best attractions: delve into the distant past at Colosseum, admire the landmark architecture of Pantheon, take a stroll through Trastevere, and make a trip to Spanish Steps.

To find where to stay, reviews, maps, and more tourist information, read Rome journey planner .

Getting from Positano to Rome by car takes about 3.5 hours. Other options: do a combination of subway and train; or take a bus. Traveling from Positano in December, you can expect nighttime temperatures to be little chillier in Rome, with lows of 4°C. Wrap up your sightseeing on the 2nd (Thu) to allow time to take a train to Florence.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay Dec 29 — Jan 2:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Step out of Florence to go to Pisa and see Leaning Tower of Pisa, which is approximately 1h 10 min away. There's still lots to do: explore the world behind art at Gallerie Degli Uffizi, examine the collection at Pitti Palace, snap pictures at Ponte Vecchio, and get to know the fascinating history of Piazza del Duomo.

Plan trip to Florence with our itinerary maker to find out where to go and what to do.

You can take a train from Rome to Florence in 2 hours. Alternatively, you can drive; or fly. In January, plan for daily highs up to 13°C, and evening lows to 3°C. Finish your sightseeing early on the 6th (Mon) so you can take a train to Venice.

Things to do in Florence

Historic Sites Museums Tours

Side Trip

Leaning Tower of Pisa
Find places to stay Jan 2 — 6:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

4
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 (Scrovegni Chapel & Basilica di Sant’Antonio). And it doesn't end there: explore the activities along Canal Grande, pause for some serene contemplation at Basilica di San Marco, admire the landmark architecture of Doge's Palace, and admire the masterpieces at Gallerie dell'Accademia.

To see ratings, traveler tips, where to stay, and tourist information, you can read our Venice trip site .

Take a train from Florence to Venice in 2.5 hours. Alternatively, you can drive; or take a bus. Plan for slightly colder temperatures traveling from Florence in January, with highs in Venice at 9°C and lows at 0°C. Cap off your sightseeing on the 10th (Fri) early enough to travel back home.

Things to do in Venice

Historic Sites Museums Nature

Side Trip

Padua
Find places to stay Jan 6 — 10:
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Doge's Palace ©
Doge's Palace

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