28 days in Italy Itinerary

28 days in Italy Itinerary

Created using Inspirock Italy trip itinerary builder
Make it your trip
Fly
1
Taormina
— 3 nights
+2
Drive to Messina Marittima, Ferry to Villa San Giovanni, Drive to Tropea
2
Tropea
— 1 night
+2
Drive to Villa San Giovanni, Ferry to Messina Marittima, Drive to Palermo
3
Palermo
— 1 night
Fly
4
Positano
— 2 nights
Drive
5
Naples
— 3 nights
Train
6
Rome
— 3 nights
Fly
7
Pisa
— 3 nights
Drive
8
Florence
— 3 nights
Train
9
Bologna
— 2 nights
Drive
10
Venice
— 3 nights
Drive
11
Milan
— 1 night
Drive
12
Como
— 1 night
Fly

S M T W T F S
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23

Taormina — 3 nights

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.
Step off the beaten path and head to Isola Bella and Villa Comunale. Relax by the water at Stockholm Beach Taormina and Lido Playa Sole Luna. The adventure continues: kick back and relax at Lido La Dolce Vita, take in the architecture and atmosphere at Duomo di Taormina, don't miss a visit to Corso Umberto, and explore the ancient world of Arab Necropolis.

To find ratings, reviews, where to stay, and tourist information, read our Taormina route planner.

Perth, Australia to Taormina is an approximately 23.5-hour flight. The time zone changes from Australian Western Standard Time (AWST) to Central European Standard Time (CET), which is usually a -7 hour difference. In August, Taormina is much warmer than Perth - with highs of 37°C and lows of 28°C. Wrap up your sightseeing on the 27th (Sun) to allow time to travel to Tropea.
more
Parks · Historic Sites · Outdoors · Beaches
Find places to stay Aug 24 — 27:

Tropea — 1 night

Tropea is a municipality located within the province of Vibo Valentia, in Calabria (southern Italy).The town is a famous bathing place, situated on a reef, in the gulf of St. On the 28th (Mon), take in the spiritual surroundings of The Sanctuary of Santa Maria dell'Isola, enjoy the sand and surf at Tropea Beach, then tour the pleasant surroundings at Capo Vaticano, and finally kick back and relax at Praia di Fuoco.

To see photos, ratings, where to stay, and more tourist information, go to the Tropea road trip app.

Traveling by combination of car and ferry from Taormina to Tropea takes 3 hours. Alternatively, you can do a combination of bus and train; or take a train. Traveling from Taormina in August, Tropea is slightly colder at night with lows of 23°C. Finish your sightseeing early on the 28th (Mon) to allow enough time to travel to Palermo.
more
Outdoors · Parks · Beaches · Historic Sites
Side Trip
Find places to stay Aug 27 — 28:

Palermo — 1 night

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
On the 29th (Tue), pause for some serene contemplation at Santa Maria dell'Ammiraglio, then admire the landmark architecture of Norman Palace, and then pause for some serene contemplation at Cattedrale di Palermo.

To find photos, traveler tips, more things to do, and tourist information, use the Palermo online holiday planner.

Getting from Tropea to Palermo by combination of car and ferry takes about 5 hours. Other options: do a combination of train and bus; or do a combination of train and ferry. Wrap up your sightseeing on the 29th (Tue) to allow time to fly to Positano.
more
Historic Sites
Find places to stay Aug 28 — 29:

Positano — 2 nights

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.
Kick off your visit on the 30th (Wed): enjoy the sand and surf at Cala di Mitigliano, then enjoy the sand and surf at Villa di Pollio Felice - Bagni della Regina Giovanna, and then take advantage of the amenities at Fornillo. Get ready for a full day of sightseeing on the 31st (Thu): admire the natural beauty at Villa Cimbrone Gardens, contemplate in the serene atmosphere at Duomo di Ravello, then admire the landmark architecture of Villa Rufolo, then take in the spiritual surroundings of Duomo di Sant'Andrea, and finally take a tour by water with Boat Tours & Water Sports.

To see maps, where to stay, other places to visit, and other tourist information, read our Positano day trip planner.

Traveling by flight from Palermo to Positano takes 2.5 hours. Alternatively, you can do a combination of train and bus; or do a combination of ferry and taxi. In August, plan for daily highs up to 36°C, and evening lows to 26°C. Wrap up your sightseeing on the 31st (Thu) early enough to drive to Naples.
more
Outdoors · Parks · Beaches · Historic Sites
Side Trips
Find places to stay Aug 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. Satisfy your inner culture vulture at Pompeii Archaeological Park and Galleria Borbonica. Eschew the tourist crowds and head to Parco Acheologico di Ercolano and Castel dell'Ovo. There's still lots to do: explore the ancient world of The Neapolis Buried, contemplate the long history of Catacombe di San Gaudioso, don't miss a visit to Gesu Nuovo Church, and explore the different monuments and memorials at Catacombe di San Gennaro.

For where to stay, ratings, photos, and other tourist information, go to the Naples online vacation maker.

Getting from Positano to Naples by car takes about 1.5 hours. Other options: take a bus. In August, plan for daily highs up to 36°C, and evening lows to 25°C. Finish your sightseeing early on the 3rd (Sun) so you can take a train to Rome.
more
Historic Sites · Museums
Side Trips
Find places to stay Aug 31 — Sep 3:

Rome — 3 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Get some cultural insight at Colosseum and Arcibasilica di San Giovanni in Laterano. Visit Pantheon and St. Peter's Basilica for their historical value. There's still lots to do: contemplate in the serene atmosphere at Basilica Papale San Paolo fuori le Mura, appreciate the extensive heritage of Piazza Navona, admire the striking features of Villa Borghese, and make a trip to Cupola di San Pietro.

To find reviews, ratings, maps, and tourist information, read Rome trip itinerary maker.

You can take a train from Naples to Rome in 2 hours. Alternatively, you can drive; or fly. Expect a daytime high around 32°C in September, and nighttime lows around 18°C. Cap off your sightseeing on the 6th (Wed) early enough to catch the flight to Pisa.
more
Historic Sites
Side Trip
Find places to stay Sep 3 — 6:

Pisa — 3 nights

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Explore hidden gems such as Duomo di Pisa and Battistero di San Giovanni. Get some cultural insight at Palazzo Pfanner and Knights’ Square. Venture out of the city with trips to San Michele in Foro (in Lucca) and Bagno Maurizio (in Viareggio). The adventure continues: contemplate in the serene atmosphere at Chiesa di Santa Maria della Spina, kick back and relax at La Tintarelleria, enjoy breathtaking views from Leaning Tower of Pisa, and stroll the grounds of Camposanto.

To see reviews, other places to visit, traveler tips, and more tourist information, read our Pisa travel planner.

Getting from Rome to Pisa by flight takes about 2.5 hours. Other options: take a train; or drive. September in Pisa sees daily highs of 30°C and lows of 17°C at night. Finish your sightseeing early on the 9th (Sat) to allow enough time to drive to Florence.
more
Parks · Outdoors · Beaches · Historic Sites
Side Trips
Find places to stay Sep 6 — 9:

Florence — 3 nights

Birthplace of the Italian Renaissance

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 Centro Storico. You'll discover tucked-away gems like Basilica San Miniato al Monte and Castello di Monteriggioni. Venture out of the city with trips to Walls of Monteriggioni (in Monteriggioni) and Siena (Centro Storico di Siena, Torre del Mangia, &more). There's much more to do: take in the spiritual surroundings of The Baptistery of St. John, appreciate the extensive heritage of Piazza del Duomo, take in the views from Ponte Vecchio, and enjoy the sand and surf at Easy Living.

For maps and more tourist information, go to the Florence trip planner.

Getting from Pisa to Florence by car takes about 1.5 hours. Other options: take a bus; or take a train. In September, plan for daily highs up to 30°C, and evening lows to 17°C. Finish your sightseeing early on the 12th (Tue) so you can take a train to Bologna.
more
Historic Sites · Neighborhoods · Shopping · Outdoors
Side Trips
Find places to stay Sep 9 — 12:

Bologna — 2 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.
Start off your visit on the 13th (Wed): contemplate in the serene atmosphere at Chiesa di Santa Maria della Vita, take in the architecture and atmosphere at Basilica di San Martino Maggiore, then pause for some serene contemplation at Santuario di Madonna di San Luca, and finally take in the architecture and atmosphere at Cattedrale di San Pietro. Keep things going the next day: take in the architecture and atmosphere at Ferrara Cathedral, get to know the fascinating history of Centro Storico Ferrara, then step into the grandiose world of Castello Estense, then get to know the fascinating history of Le Mura di Ferrara, and finally pause for some serene contemplation at Basilica - Santuario di Santo Stefano.

To see more things to do, traveler tips, and more tourist information, go to the Bologna online visit planner.

Take a train from Florence to Bologna in 1.5 hours. Alternatively, you can drive; or take a bus. In September, daytime highs in Bologna are 30°C, while nighttime lows are 17°C. Finish your sightseeing early on the 14th (Thu) to allow enough time to drive to Venice.
more
Historic Sites
Side Trip
Find places to stay Sep 12 — 14:

Venice — 3 nights

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 Piazza San Marco and Basilica di Santa Maria Gloriosa dei Frari. Satisfy your inner culture vulture at Doge's Palace and San Giorgio Maggiore. There's still lots to do: take a stroll through Cannaregio, visit Dorsoduro, appreciate the extensive heritage of Centro Storico di Venezia, and contemplate the waterfront views at Canal Grande.

To find other places to visit, where to stay, maps, and more tourist information, you can read our Venice trip planner.

Traveling by car from Bologna to Venice takes 2 hours. Alternatively, you can take a train. In September, plan for daily highs up to 29°C, and evening lows to 17°C. Finish your sightseeing early on the 17th (Sun) to allow enough time to drive to Milan.
more
Historic Sites · Museums · Parks · Nature
Find places to stay Sep 14 — 17:

Milan — 1 night

Fashion Capital of World

In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
On the 18th (Mon), get to know the fascinating history of Piazza Duca d'Aosta, then contemplate in the serene atmosphere at Duomo di Milano, then admire the striking features of Piazza di Santa Maria delle Grazie, 2, and finally contemplate the long history of Arco della Pace.

To see ratings, maps, other places to visit, and other tourist information, use the Milan trip maker website.

Drive from Venice to Milan in 3 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 28°C in September, and nighttime lows around 16°C. Wrap up your sightseeing on the 18th (Mon) early enough to drive to Como.
more
Historic Sites
Find places to stay Sep 17 — 18:

Como — 1 night

City of Silk

Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.
Kick off your visit on the 19th (Tue): pause for some serene contemplation at Basilica di San Fedele, pause for some serene contemplation at Cathedral of Como (Duomo), and then kick back and relax at Lido di Montorfano.

To see more things to do, other places to visit, ratings, and tourist information, you can read our Como route planning site.

Drive from Milan to Como in an hour. Alternatively, you can take a train; or take a bus. September in Como sees daily highs of 28°C and lows of 16°C at night. Finish your sightseeing early on the 19th (Tue) to allow enough time to fly back home.
more
Outdoors · Parks · Beaches · Historic Sites
Side Trip
Find places to stay Sep 18 — 19:

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.
more

Calabria travel guide

4.4
Beaches · Landmarks · Castles
Forming the toe of Italy's "boot," Calabria is considered the Caribbean of Europe and may very well be the country's best-kept secret. Visitors can find everything from beaches to Byzantine churches here. Hillside towns, ancient Greek temples, and medieval castles and palaces are just some of the attractions scattered around one of the country's least-developed regions. Calabria remains largely unblemished by mass tourism, with many charming places to visit like olive plantations, orange groves, waterfalls, and lakes. Because it's bordered by the Mediterranean Sea on three sides, the water plays a huge role in the region's culture and cuisine. Calabria is also an up-and-coming producer of fine wines.
more

Lake Como travel guide

4.2
Gardens · Architectural Buildings · Churches
A favorite vacation spot for more than a century, Lake Como was once an exclusive retreat for local aristocrats and wealthy people. It is not only one of Europe's most beautiful lakes, but also one of the deepest at more than 400 m (1,300 ft). Surrounded by elegant villas, the lake has become a popular holiday destination for tourists because of its range of attractions, from landscapes, wildlife, and spas, to activities like sailing, windsurfing, and kite-surfing. The area has been an inspiration for artists since Roman times. English poet Percy Bysshe Shelley wrote, "This lake exceeds anything I ever beheld in beauty…It is long and narrow and has the appearance of a mighty river winding among the mountains and the forests."
more