21 days in Italy Itinerary

21 days in Italy Itinerary

Created using Inspirock Italy trip planner

Plan created by another user.Make it yours

Route & dates

1
Sorrento
— 3 nights
2
Lecce
— 2 nights
3
Alghero
— 2 nights
4
Milan
— 4 nights
5
Portofino
— 1 night
6
Cinque Terre
— 2 nights
7
Florence
— 4 nights

3
nights
Sorrento

Sorrento ©
A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
We've included these beaches for you: Fornillo and Spiaggia di castiglione. Your inner history buff will appreciate Paestum Ruins and Duomo di Sant'Andrea. Get out of town with these interesting Sorrento side-trips: Ravello (Ceramiche Cosmolena di Margherita di Palma, Duomo di Ravello, &more), Libreria Antiquaria Vecchi Libri (in Salerno) and Lido Mediterraneo Beach (in Paestum). And it doesn't end there: enjoy the sand and surf at Lido di Ravello, shop like a local with Marcello Aversa Studio d'Arte, contemplate in the serene atmosphere at Cloister del Paradiso, and take in the exciting artwork at Miniaci Art Gallery.

Discover how to plan a Sorrento trip in just a few steps with Inspirock's itinerary builder.

Sydney, Australia to Sorrento is an approximately 26-hour flight. Traveling from Sydney to Sorrento, you'll gain 9 hours due to the time zone difference. Expect much warmer temperatures when traveling from Sydney in August; daily highs in Sorrento reach °C and lows reach °C. Wrap up your sightseeing on the 29th (Sun) to allow time to drive to Lecce.

Things to do in Sorrento

Outdoors Parks Beaches

Side Trips

Ravello, Positano, Paestum, Amalfi, Libreria Antiquaria Vecchi Libri
Highlights from your plan
Paestum Ruins ©
Paestum Ruins
Duomo di Ravello ©
Duomo di Ravello
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea

2
nights
Lecce

Lecce ©
Known as the Florence of the South, Lecce is distinguished for its elaborate Baroque monuments.
Start off your visit on the 30th (Mon): get outside with Circolo Ippico Malepezza, thenpause for some serene contemplation at Basilica di Santa Caterina d'Alessandria, and then relax in the rural setting at Olio Merico. Here are some ideas for day two: contemplate in the serene atmosphere at Cattedrale Di Otranto and then appreciate the extensive heritage of Centro Storico Otranto.

For other places to visit, photos, maps, and more tourist information, read our Lecce attractions planning website.

Traveling by car from Sorrento to Lecce takes 5 hours. Alternatively, you can do a combination of subway, train, and flight; or do a combination of subway and train. In August, plan for daily highs up to °C, and evening lows to °C. Finish your sightseeing early on the 31st (Tue) to allow enough time to travel to Alghero.

Things to do in Lecce

Historic Sites Outdoors Shopping

Side Trips

Otranto, Olio Merico, Basilica di Santa Caterina d'Alessandria, Circolo Ippico Malepezza
Highlights from your plan
Circolo Ippico Malepezza ©
Circolo Ippico Malepezza
Basilica di Santa Caterina d'Alessandria ©
Basilica di Santa Caterina d'Alessandria
Centro Storico Otranto ©
Centro Storico Otranto

2
nights
Alghero

Built surrounding a 16th-century fortified port, Alghero remains one of Sardinia's most visited sites, rich in cultural and historical heritage.
Kick off your visit on the 1st (Wed): get up close to creatures of the deep with a dolphin and whale watching tour, stroll through Spiaggia Mugoni, and then do a tasting at Azienda Agricola Leda' d'Ittiri. On the next day, see Off-Road Tours and then enjoy the sand and surf at La Pelosa Beach.

To find more things to do, other places to visit, photos, and tourist information, read Alghero online driving holiday planner.

You can fly from Lecce to Alghero in 6.5 hours. Other options are to do a combination of car and ferry; or do a combination of train, ferry, and bus. Traveling from Lecce in August, plan for slightly colder nights in Alghero, with lows around °C. Finish your sightseeing early on the 2nd (Thu) to allow enough time to travel to Milan.

Things to do in Alghero

Outdoors Tours Wildlife

Side Trip

Stintino
Highlights from your plan
Dolphin & Whale Watching
La Pelosa Beach ©
La Pelosa Beach
Off-Road Tours

4
nights
Milan

Milan ©
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.
Get some cultural insight at Duomo di Milano and Piazza delle Erbe. Deepen your sense of the past at sights like Arena di Verona and Basilica di Santa Anastasia. Explore Milan's surroundings by going to Spiaggia Tranquilla (in Dorio), Castello di Vezio (in Vezio) and La Cantina del Laghee (in San Siro). Next up on the itinerary: admire the landmark architecture of Galleria Vittorio Emanuele II, explore the historical opulence of Piazzale Castel San Pietro, steep yourself in history at Museo di Castelvecchio, and take in the spiritual surroundings of Basilica di San Zeno Maggiore.

To see where to stay, ratings, photos, and other tourist information, use the Milan trip itinerary planning site.

Getting from Alghero to Milan by flight takes about 4 hours. Other options: do a combination of car and ferry; or do a combination of taxi, ferry, and train. When traveling from Alghero in September, plan for a bit cooler days in Milan, with highs around °C, while nights are about the same with lows around °C. Wrap up your sightseeing on the 6th (Mon) early enough to drive to Portofino.

Things to do in Milan

Historic Sites Shopping Outdoors

Side Trips

Verona, Spiaggia Tranquilla, Castello di Vezio, La Cantina del Laghee, Chiesa di S. Leonardo
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore
Museo di Castelvecchio ©
Museo di Castelvecchio

1
night
Portofino

Portofino ©
Portofino is an Italian fishing village and holiday resort famous for its picturesque harbour and historical association with celebrity and artistic visitors. On the 7th (Tue), look for gifts at DiVino Emporio, enjoy the sand and surf at Bagni Marina Stabilimento Balneare, and then explore the historical opulence of Castello Brown.

To see photos, traveler tips, and tourist information, use the Portofino trip maker site.

Drive from Milan to Portofino in 2.5 hours. Alternatively, you can take a train. Traveling from Milan in September, plan for somewhat warmer nights in Portofino, with lows around °C. Wrap up your sightseeing on the 7th (Tue) early enough to take a train to Cinque Terre.

Things to do in Portofino

Outdoors Parks Beaches

Side Trips

DiVino Emporio, Bagni Marina Stabilimento Balneare
Highlights from your plan
Bagni Marina Stabilimento Balneare ©
Bagni Marina Stabilimento Balneare
Castello Brown ©
Castello Brown
DiVino Emporio ©
DiVino Emporio

2
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Start off your visit on the 8th (Wed): explore the wealth of natural beauty at Parco Nazionale Cinque Terre and then stroll through Footpath Monterosso - Vernazza. On the 9th (Thu), you'll have a packed day of sightseeing: get into the urban bustle at Vernazza, stop by Fabbrica d'Arte Monterosso, thenhike along Cinque Terre Trails, thenappreciate the extensive heritage of Borgo Storico di Corniglia, and finally take in the spiritual surroundings of Oratorio dei Disciplinati di Santa Caterina.

For ratings, where to stay, and tourist information, refer to the Cinque Terre day trip tool.

Traveling by train from Portofino to Cinque Terre takes 1.5 hours. Alternatively, you can drive. Traveling from Portofino in September, plan for slightly colder nights in Cinque Terre, with lows around °C. Cap off your sightseeing on the 9th (Thu) early enough to go by car to Florence.

Things to do in Cinque Terre

Parks Nature Historic Sites
Highlights from your plan
Parco Nazionale Cinque Terre ©
Parco Nazionale Cinque Terre
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Vernazza ©
Vernazza

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
For shopping fun, head to Art Gallery Studio Iguarnieri or M.G. Design. Popular historic sites such as Cathedral of Santa Maria del Fiore and Basilica of Santa Croce are in your itinerary. Get out of town with these interesting Florence side-trips: Siena (Silvia Tanganelli & Duomo di Siena) and Leaning Tower of Pisa (in Pisa). Next up on the itinerary: get to know the fascinating history of Piazza del Duomo, take in the views from Ponte Vecchio, contemplate in the serene atmosphere at The Baptistery of St. John, and make a trip to Piazza della Signoria.

To find more things to do, photos, other places to visit, and more tourist information, read our Florence itinerary maker tool.

You can drive from Cinque Terre to Florence in 2.5 hours. Another option is to take a train. In September in Florence, expect temperatures between °C during the day and °C at night. On the 13th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Florence

Historic Sites Museums Shopping

Side Trips

Siena, Leaning Tower of Pisa
Highlights from your plan
Ponte Vecchio ©
Ponte Vecchio
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts

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