44 days in Italy Itinerary

44 days in Italy Itinerary

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Route & dates

44 days in Italy Itinerary

Start: Durban
Fly + Taxi:  16​h 30​min
1
San Vito lo Capo, Sicily
— 2 nights
Drive + Fly:  4​h
2
San Teodoro, Sardinia
— 3 nights
Drive:  2​h
3
Baunei, Sardinia
— 2 nights
Drive:  3​h 30​min
4
Alghero, Sardinia
— 2 nights
Fly:  4​h
5
Venice
— 4 nights
Bus:  1​h 30​min
6
Verona
— 4 nights
Train:  1​h 45​min
7
Florence
— 4 nights
Drive:  2​h 15​min
8
Assisi
— 4 nights
Drive:  1​h 30​min
9
Orvieto
— 2 nights
Train:  1​h
10
Rome
— 4 nights
Train + Subway:  3​h
11
Ravello
— 4 nights
Drive:  1​h 15​min
12
Naples
— 7 nights
Train + Fly:  14​h 45​min
End: Durban

2
nights
San Vito lo Capo, Sicily

San Vito lo Capo ©
A vacation in San Vito lo Capo offers a chance to enjoy a sheltered bay and a town with distinctive Arab-Norman architecture.
Get outdoors at Riserva Naturale Dello Zingaro and Scuba & Snorkeling. Discover out-of-the-way places like Tempio di Segesta and Riserva Naturale Saline Di Trapani E Paceco. The adventure continues: kick back and relax at Spiaggia di Macari.

For reviews, photos, more things to do, and more tourist information, you can read our San Vito lo Capo trip itinerary builder .

Durban, South Africa to San Vito lo Capo is an approximately 16.5-hour combination of taxi and flight. You can also do a combination of bus, flight, and taxi; or do a combination of taxi, flight, and bus. Due to the time zone difference, you'll gain 1 hour traveling from Durban to San Vito lo Capo. Plan for little chillier temperatures traveling from Durban in November, with highs in San Vito lo Capo at 23°C and lows at 16°C. Wrap up your sightseeing on the 26th (Tue) early enough to travel to San Teodoro.

Things to do in San Vito lo Capo

Wildlife Parks Historic Sites

Side Trips

Tempio di Segesta, Riserva Naturale Saline Di Trapani E Paceco, Riserva Naturale Dello Zingaro
Find places to stay Nov 23 — 26:
Highlights from your plan
Tempio di Segesta ©
Tempio di Segesta
Riserva Naturale Dello Zingaro ©
Riserva Naturale Dello Zingaro
Scuba & Snorkeling

3
nights
San Teodoro, Sardinia

San Teodoro ©
A chance to sip cocktails at swanky beach bars by day and experience the vibrant club scene by night makes San Tedoro vacations extremely popular.
Visiting Spiaggia La Cinta and Spiaggia Berchida will get you outdoors. Relax by the water at Lu Impostu Beach and Spiaggia Capo Coda Cavallo. Explore San Teodoro's surroundings by going to Cala Gonone (Grotta del Bue Marino & Cala Fuili Beach) and Oasi Biderosa (in Orosei). There's more to do: tour the pleasant surroundings at Porto Taverna Beach and kick back and relax at Cala Brandinchi.

Plan a San Teodoro trip in moments using our itinerary builder.

Traveling by combination of car and flight from San Vito lo Capo to San Teodoro takes 4 hours. Alternatively, you can do a combination of taxi, flight, and train; or do a combination of taxi and flight. Expect a bit cooler evenings in San Teodoro when traveling from San Vito lo Capo in November, with lows around 11°C. Finish up your sightseeing early on the 29th (Fri) so you can go by car to Baunei.

Things to do in San Teodoro

Parks Beaches Outdoors

Side Trips

Dorgali, Spiaggia Berchida, Porto Taverna Beach, Oasi Biderosa, Cala Brandinchi
Find places to stay Nov 26 — 29:
Highlights from your plan
Spiaggia La Cinta ©
Spiaggia La Cinta
Oasi Biderosa ©
Oasi Biderosa
Lu Impostu Beach ©
Lu Impostu Beach

2
nights
Baunei, Sardinia

Baunei ©
Baunei is a comune (municipality) in the Province of Nuoro in the Italian island of Sardinia.GeographyThe municipality of Baunei is located about 100km northeast of Cagliari and about 11km north of Tortolì. Start off your visit on the 30th (Sat): tour the pleasant surroundings at Cala Goloritzè, then kick back and relax at Cala Biriala, and then kick back and relax at Cala Mariolu. On the 1st (Sun), you'll have a packed day of sightseeing: tour the pleasant surroundings at Lido di Orri, kick back and relax at Cala dei Gabbiani, and then tour the pleasant surroundings at Spiaggia di Cala Luna.

For more things to do, photos, where to stay, and other tourist information, you can read our Baunei road trip planning site .

Getting from San Teodoro to Baunei by car takes about 2 hours. Other options: take a bus. In November, daytime highs in Baunei are 21°C, while nighttime lows are 14°C. Cap off your sightseeing on the 1st (Sun) early enough to go by car to Alghero.

Things to do in Baunei

Beaches Outdoors Parks

Side Trip

Lido di Orri
Find places to stay Nov 29 — Dec 1:
Highlights from your plan
Cala Goloritzè ©
Cala Goloritzè
Spiaggia di Cala Luna ©
Spiaggia di Cala Luna
Cala dei Gabbiani ©
Cala dei Gabbiani

2
nights
Alghero, Sardinia

Alghero ©
Built surrounding a 16th-century fortified port, Alghero remains one of Sardinia's most visited sites, rich in cultural and historical heritage.
On the 2nd (Mon), kick back and relax at Spiaggia di Maria Pia, then kick back and relax at Spiaggia Mugoni, then Head underground at Capo Caccia, and finally learn about winemaking at Azienda Agricola Leda' d'Ittiri. Get ready for a full day of sightseeing on the next day: get interesting insight from Tours and then get interesting insight from Tours.

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

Drive from Baunei to Alghero in 3.5 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Traveling from Baunei in December, expect a bit cooler with lows of 6°C in Alghero. Finish your sightseeing early on the 3rd (Tue) so you can travel to Venice.

Things to do in Alghero

Outdoors Tours Parks

Side Trip

Off-Road Tours
Find places to stay Dec 1 — 3:
Highlights from your plan
Spiaggia di Maria Pia ©
Spiaggia di Maria Pia
Scuba & Snorkeling
Capo Caccia ©
Capo Caccia

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.
Eschew the tourist crowds and head to Castello di Miramare - Museo Storico and Basilica di Santa Maria Gloriosa dei Frari. Piazza San Marco and Peggy Guggenheim Collection will appeal to history buffs. Change things up with these side-trips from Venice: Castello Estense (in Ferrara) and Padua (Basilica di Sant’Antonio & Scrovegni Chapel). Next up on the itinerary: pause for some serene contemplation at San Giorgio Maggiore, contemplate in the serene atmosphere at Chiesa del Santissimo Redentore, take a stroll through Cannaregio, and admire the landmark architecture of Basilica di San Marco.

To find more things to do, maps, reviews, and other tourist information, read our Venice attractions planner .

Traveling by flight from Alghero to Venice takes 4 hours. Alternatively, you can do a combination of flight and train; or do a combination of car and ferry. Plan for a bit cooler temperatures traveling from Alghero in December, with highs in Venice at 11°C and lows at 1°C. Finish up your sightseeing early on the 7th (Sat) so you can catcht the bus to Verona.

Things to do in Venice

Historic Sites Museums Parks

Side Trips

Padua, Castello di Miramare - Museo Storico, Castello Estense
Find places to stay Dec 3 — 7:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

4
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.
Appreciate the collections at MUSE - Museo delle Scienze and Palazzo Te. Explore hidden gems such as Castello Scaligero and Merano Centro Storico. Venture out of the city with trips to Castel Thun (in Ton), Mountbaldo (in Malcesine) and Piazza Duomo (in Trento). There's much more to do: pause for some serene contemplation at Santuario di San Romedio, see the grandeur of opera at Arena di Verona, and step into the grandiose world of Museo di Castelvecchio.

To find where to stay, reviews, photos, and tourist information, refer to the Verona day trip planning app .

You can take a bus from Venice to Verona in 1.5 hours. Other options are to drive; or take a shuttle. In December, daytime highs in Verona are 8°C, while nighttime lows are 0°C. Cap off your sightseeing on the 11th (Wed) early enough to catch the train to Florence.

Things to do in Verona

Historic Sites Museums Childrens Museums

Side Trips

Trento, Santuario di San Romedio, Merano Centro Storico, Palazzo Te, Castello Scaligero
Find places to stay Dec 7 — 11:
Highlights from your plan
MUSE - Science Museum ©
MUSE - Science Museum
Palazzo Te ©
Palazzo Te
Castel Thun ©
Castel Thun

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Popular historic sites such as Cathedral of Santa Maria del Fiore and Basilica San Miniato al Monte are in your itinerary. Do some cultural sightseeing at Piazzale Michelangelo and Historic Centre of San Gimignano. You'll find plenty of places to visit near Florence: Portovenere (in Porto Venere) and Pisa (Camposanto & Duomo di Pisa). Next up on the itinerary: admire the masterpieces at Pitti Palace, contemplate the long history of L’importuno di Michelangelo, examine the collection at Academy Of Florence Art Gallery, and admire the striking features of Campanile di Giotto.

To find traveler tips, reviews, ratings, and more tourist information, go to the Florence journey planner .

Traveling by train from Verona to Florence takes 2 hours. Alternatively, you can drive; or take a bus. Prepare for a bit warmer weather when traveling from Verona in December: high temperatures in Florence hover around 15°C and lows are around 4°C. Wrap up your sightseeing on the 15th (Sun) early enough to drive to Assisi.

Things to do in Florence

Historic Sites Neighborhoods Museums

Side Trips

Pisa, Historic Centre of San Gimignano, Portovenere
Find places to stay Dec 11 — 15:
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Cathedral of Santa Maria del Fiore ©

4
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Museum-lovers will appreciate Palazzo Ducale di Urbino and Museo della Porziuncola. Satisfy your inner culture vulture at Basilica di Santa Maria degli Angeli - Porziuncola and San Damiano. Get out of town with these interesting Assisi side-trips: Rocca Paolina (in Perugia), Pitigliano Centro Storico (in Pitigliano) and Cattedrale di Santa Maria Assunta Spoleto (in Spoleto). Next up on the itinerary: take in the spiritual surroundings of Basilica di Santa Chiara, take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, learn about winemaking at Tili Vini Societa Agricola, and explore the world behind art at Museo Diocesano e Cripta di San Rufino.

To see more things to do, maps, where to stay, and more tourist information, go to the Assisi trip itinerary maker website .

Traveling by car from Florence to Assisi takes 2.5 hours. Alternatively, you can take a train. While traveling from Florence, expect little chillier days and about the same nights in Assisi, ranging from highs of 11°C to lows of 2°C. Finish your sightseeing early on the 19th (Thu) so you can drive to Orvieto.

Things to do in Assisi

Historic Sites Parks Nature

Side Trips

Grotte di Frasassi, Rocca Paolina, Cascata delle Marmore, Pitigliano Centro Storico, Palazzo Ducale di Urbino
Find places to stay Dec 15 — 19:
Highlights from your plan
San Damiano ©
San Damiano
Pitigliano Centro Storico ©
Pitigliano Centro Storico
Museo della Porziuncola ©
Museo della Porziuncola

2
nights
Orvieto

Orvieto ©
The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
Kick off your visit on the 20th (Fri): do a tasting at Decugnano dei Barbi, then steep yourself in history at Pozzo di San Patrizio, then Head underground at Orvieto Sotterranea, and finally contemplate the long history of Duomo di Orvieto. Keep things going the next day: wander the streets of Civita di Bagnoregio, take in nature's colorful creations at Villa Lante, and then admire the landmark architecture of Palazzo dei Papi.

To see more things to do, other places to visit, ratings, and more tourist information, use the Orvieto travel planning tool .

Drive from Assisi to Orvieto in 1.5 hours. Alternatively, you can take a train; or take a bus. In December, daily temperatures in Orvieto can reach 13°C, while at night they dip to 3°C. Wrap up your sightseeing on the 21st (Sat) to allow time to take a train to Rome.

Things to do in Orvieto

Historic Sites Parks Neighborhoods

Side Trips

Viterbo, Civita di Bagnoregio
Find places to stay Dec 19 — 21:
Highlights from your plan
Duomo di Orvieto ©
Duomo di Orvieto
Civita di Bagnoregio ©
Civita di Bagnoregio
Pozzo di San Patrizio ©
Pozzo di San Patrizio

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.
Colosseum and Piazza Navona are good opportunities to explore the local culture. Explore hidden gems such as Church of St. Louis of the French and Santa Maria in Trastevere. And it doesn't end there: don't miss a visit to Trevi Fountain, explore the ancient world of Palatine Hill, explore the world behind art at Galleria Borghese, and explore the different monuments and memorials at Catacombe di San Callisto.

To find traveler tips, photos, and other tourist information, read Rome day trip tool .

Take a train from Orvieto to Rome in an hour. Alternatively, you can take a bus; or drive. In December in Rome, expect temperatures between 16°C during the day and 4°C at night. Cap off your sightseeing on the 25th (Wed) early enough to travel to Ravello.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay Dec 21 — 25:
Highlights from your plan
Trevi Fountain ©
Trevi Fountain
Vatican Museums
Vatican Museums
Pantheon ©
Pantheon

4
nights
Ravello

Ravello ©
Villa Cimbrone Gardens and Duomo di Sant'Andrea will appeal to history buffs. You'll enjoy a bit of beach vacationing at Fornillo and Bagni d'Arienzo Beach Club, Positano.

To see maps, ratings, reviews, and other tourist information, read our Ravello day trip website .

Traveling by combination of train and subway from Rome to Ravello takes 3 hours. Alternatively, you can drive; or do a combination of train and bus. Traveling from Rome in December, Ravello is a bit warmer at night with lows of 11°C. Cap off your sightseeing on the 29th (Sun) early enough to go by car to Naples.

Things to do in Ravello

Historic Sites Parks Nature

Side Trips

Amalfi, Scala, Positano, Parrocchia San Giovanni, Basilica of Saint Trofimena
Find places to stay Dec 25 — 29:
Highlights from your plan
Duomo di Ravello ©
Duomo di Ravello
Fornillo ©
Fornillo
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

7
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Step off the beaten path and head to Parco Acheologico di Ercolano and Castello Aragonese d'Ischia. Visit Pompeii Archaeological Park and Paestum Ruins for their historical value. Explore the numerous day-trip ideas around Naples: Villa San Michele (in Anacapri), Vesuvio National Park (in Ottaviano) and Capri (I Faraglioni & Giardini di Augusto). There's still lots to do: see the interesting displays at Monte Cassino, get engrossed in the history at Museo e Real Bosco di Capodimonte, pause for some serene contemplation at Duomo di Napoli, and steep yourself in history at Ruderi della Basilica di Sant'Eustachio.

To find more things to do, where to stay, other places to visit, and other tourist information, you can read our Naples tour itinerary builder .

Getting from Ravello to Naples by car takes about 1.5 hours. Other options: do a combination of taxi and subway; or take a bus. Traveling from Ravello in December, expect a bit cooler with lows of 6°C in Naples. Finish up your sightseeing early on the 5th (Sun) so you can travel back home.

Things to do in Naples

Historic Sites Museums Parks

Side Trips

Capri, Ruderi della Basilica di Sant'Eustachio, Sol’Art Ceramiche, Paestum Ruins, Vesuvio National Park
Find places to stay Dec 29 — Jan 5:
Highlights from your plan
Castello Aragonese d'Ischia ©
Castello Aragonese d'Ischia
Galleria Borbonica ©
Galleria Borbonica
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano

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