14 days in Italy Itinerary

14 days in Italy Itinerary

Created using Inspirock Italy route planner

Plan created by another user. Make it yours
1
Taormina, Sicily
— 1 day
2
Positano
— 1 night
3
Rome
— 2 nights
4
Assisi
— 1 night
5
Florence
— 2 nights
6
Venice
— 4 nights

S M T W T F S
27
28
29
30
31
1
2
3
4
5
6
7
8
9

1
day
Taormina, Sicily

Taormina ©
With its warm island weather and cliffside location overlooking the Ionion Sea, Taormina has been one of Sicily's most popular getaway destinations since the early 19th century.
Start off your visit on the 28th (Mon): view the masterpieces at Kerameion, take in the architecture and atmosphere at Chiesa di San Giorgio, contemplate in the serene atmosphere at Santuario Diocesano Santa Maria della Catena, take in the architecture and atmosphere at Santuario della Madonna dell'Aiuto, then view the masterpieces at Ceramiche Dell'Artigianato Siciliano Manago, and finally take a stroll around Piazza San Domenico de Guzman di Taormina.

To find more things to do, where to stay, and tourist information, you can read our Taormina trip planner.

Sydney, Australia to Taormina is an approximately 26-hour flight. The time zone difference when traveling from Sydney to Taormina is minus 9 hours. Prepare for much colder weather when traveling from Sydney in January: high temperatures in Taormina hover around 17°C and lows are around 10°C. Wrap up your sightseeing on the 28th (Mon) early enough to travel to Positano.

Things to do in Taormina

Historic Sites · Shopping · Museums

Side Trips

Highlights from your plan
Santuario Diocesano Santa Maria della Catena ©
Santuario della Madonna dell'Aiuto ©
Santuario della Madonna dell'Aiuto
Chiesa di San Giorgio ©
Chiesa di San Giorgio

1
night
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.
On the 29th (Tue), view the masterpieces at Miniaci Art Gallery, stop by Theodora Moda Positano, contemplate in the serene atmosphere at Chiesa dell'Annunziata, then take in the spiritual surroundings of Cattedrale di San Lorenzo, and finally take in the spiritual surroundings of Sanctuary of Our Lady of Sorrow (Sancturio Maria Santissima Addolorata). On the 30th (Wed), you'll have a packed day of sightseeing: take in the exciting artwork at Gallery Raffaele Celentano, pause for some serene contemplation at Cappella Sant'Angelo all'Ospedale, then take in the spiritual surroundings of San Giovanni del Toro, and finally take in the exciting artwork at Ravello Arte.

For ratings, photos, reviews, and tourist information, you can read our Positano route planner.

Traveling by combination of car and ferry from Taormina to Positano takes 7.5 hours. Alternatively, you can fly; or do a combination of train, ferry, and taxi. In January, daily temperatures in Positano can reach 15°C, while at night they dip to 10°C. Cap off your sightseeing on the 30th (Wed) early enough to go by car to Rome.

Things to do in Positano

Shopping · Historic Sites · Museums

Side Trips

Highlights from your plan
Theodora Moda Positano ©
Theodora Moda Positano
Chiesa dell'Annunziata ©
Chiesa dell'Annunziata
Cattedrale di San Lorenzo ©
Cattedrale di San Lorenzo

2
nights
Rome

Rome ©

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Start off your visit on the 31st (Thu): contemplate the long history of St. Peter's Basilica, then explore the world behind art at Vatican Museums, and then contemplate the long history of Colosseum. Here are some ideas for day two: take in the architecture and atmosphere at Arcibasilica di San Giovanni in Laterano, delve into the distant past at Palatine Hill, then don't miss a visit to Roman Forum, then don't miss a visit to Piazza Navona, and finally explore the ancient world of Pantheon.

For more things to do, reviews, ratings, and tourist information, you can read our Rome online road trip planner.

Getting from Positano to Rome by car takes about 3.5 hours. Other options: do a combination of bus and train; or take a bus. Traveling from Positano in January, plan for a bit cooler nights in Rome, with lows around 4°C. Finish your sightseeing early on the 1st (Fri) to allow enough time to drive to Assisi.

Things to do in Rome

Side Trip

Highlights from your plan
St. Peter's Basilica ©
St. Peter's Basilica
Pantheon ©
Pantheon
Colosseum ©
Colosseum

1
night
Assisi

Assisi ©

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
On the 2nd (Sat), look for gifts at la Bottega di Malastrana, view the masterpieces at B.A.T. Assisi, then pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, then contemplate in the serene atmosphere at Basilica di Santa Chiara, and finally take in the architecture and atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola.

To find ratings, where to stay, other places to visit, and other tourist information, read our Assisi travel route planner.

You can drive from Rome to Assisi in 2.5 hours. Other options are to take a train; or take a bus. In February, daytime highs in Assisi are 13°C, while nighttime lows are 4°C. Finish up your sightseeing early on the 2nd (Sat) so you can go by car to Florence.

Things to do in Assisi

Highlights from your plan

2
nights
Florence

Florence ©

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Kick off your visit on the 3rd (Sun): get to know the fascinating history of Piazza del Duomo, admire the masterpieces at Gallerie Degli Uffizi, then snap pictures at Ponte Vecchio, then make a trip to Piazzale Michelangelo, and finally explore the world behind art at Florence Academy of Fine Arts. Get ready for a full day of sightseeing on the 4th (Mon): take in panoramic vistas at Campanile di Giotto, steep yourself in history at Cathedral of Santa Maria del Fiore, then appreciate the extensive heritage of Centro Storico, and finally make a trip to The Baptistery of St. John.

For ratings, reviews, traveler tips, and other tourist information, refer to the Florence planner.

Traveling by car from Assisi to Florence takes 2.5 hours. Alternatively, you can take a train. In February, daytime highs in Florence are 14°C, while nighttime lows are 5°C. Finish your sightseeing early on the 4th (Mon) so you can drive to Venice.

Things to do in Florence

Highlights from your plan
Centro Storico ©
Centro Storico
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi

4
nights
Venice

Venice ©

City of Romance

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.
Your inner history buff will appreciate Basilica di Santa Maria Gloriosa dei Frari and Scrovegni Chapel. Explore hidden gems such as Palazzo dei Diamanti and Il Pinocchio. Explore Venice's surroundings by going to Basilica of St. Anthony (in Padua) and Castello Estense (in Ferrara). There's much more to do: appreciate the extensive heritage of Piazza San Marco, take in the exciting artwork at Galleria S.Eufemia, examine the collection at Doge's Palace, and enjoy breathtaking views from St Mark's Campanile.

To see maps, photos, where to stay, and other tourist information, read our Venice driving holiday planning app.

Traveling by car from Florence to Venice takes 3 hours. Alternatively, you can take a train; or fly. In February, daytime highs in Venice are 11°C, while nighttime lows are 3°C. Wrap up your sightseeing by early afternoon on the 8th (Fri) to allow enough time to travel back home.

Things to do in Venice

Side Trips

Highlights from your plan
Palazzo dei Diamanti ©
Palazzo dei Diamanti
Basilica di Santa Maria Gloriosa dei Frari ©
Piazza San Marco ©
Piazza San Marco

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