22 days in Italy Itinerary

22 days in Italy Itinerary

Created using Inspirock Italy attractions planner

Make it your trip
Fly
1
Venice
— 3 nights
Drive
2
Florence
— 3 nights
Drive to Piombino, Ferry to Portoferraio
3
Portoferraio, Elba Island
— 2 nights
Ferry to Piombino, Drive to Siena
4
Siena
— 2 nights
Drive
5
Assisi
— 2 nights
Drive
6
Rome
— 3 nights
Drive
7
Ravello
— 2 nights
Fly
8
San Teodoro, Sardinia
— 2 nights
Fly
9
Lampedusa
— 2 nights
Fly

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

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.
Museum-lovers will get to explore Doge's Palace and Peggy Guggenheim Collection. Step off the beaten path and head to Scrovegni Chapel and San Giorgio Maggiore. Explore Venice's surroundings by going to Padua (Padua Botanical Garden & Basilica of St. Anthony). There's still lots to do: pause for some serene contemplation at Basilica di San Marco, snap pictures at Ponte di Rialto, take in the spiritual surroundings of Scuola Grande di San Rocco, and wander the streets of Cannaregio.

For maps, where to stay, traveler tips, and more tourist information, go to the Venice trip itinerary planner.

Toronto, Canada to Venice is an approximately 11.5-hour flight. You'll lose 6 hours traveling from Toronto to Venice due to the time zone difference. September in Venice sees daily highs of 29°C and lows of 17°C at night. Finish your sightseeing early on the 11th (Sat) so you can drive to Florence.

Things to do in Venice

Historic Sites · Museums · Parks · Nature

Side Trip

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.
Museum-lovers will appreciate Florence Academy of Fine Arts and Pitti Palace. Your inner history buff will appreciate Cathedral of Santa Maria del Fiore and The Baptistery of St. John. Venture out of the city with trips to Pisa (Leaning Tower of Pisa, Duomo di Pisa, &more). There's still lots to do: don't miss a visit to Piazzale Michelangelo, take in the architecture and atmosphere at Basilica of Santa Croce, appreciate the extensive heritage of Piazza del Duomo, and take in panoramic vistas at Campanile di Giotto.

For maps, other places to visit, ratings, and tourist information, read our Florence trip itinerary builder app.

Drive from Venice to Florence in 3 hours. Alternatively, you can take a train; or take a bus. In September, daily temperatures in Florence can reach 30°C, while at night they dip to 17°C. Wrap up your sightseeing on the 14th (Tue) to allow time to travel to Portoferraio.

Things to do in Florence

Historic Sites · Museums · Parks

Side Trip

Portoferraio, Elba Island

— 2 nights
Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. Kick off your visit on the 15th (Wed): tour the pleasant surroundings at Spiaggia La Sorgente, enjoy the sand and surf at Spiaggia Di Sansone, then kick back and relax at Spiaggia di Capo Bianco, and finally kick back and relax at Spiaggia delle Ghiaie. Keep things going the next day: take your sightseeing to a higher altitude at Monte Capanne, then kick back and relax at Spiaggia di Chiessi, then enjoy the sand and surf at Spiaggia di Cavoli, and finally kick back and relax at Spiaggia Della Biodola.

For traveler tips, ratings, and more tourist information, refer to the Portoferraio trip maker website.

Traveling by combination of car and ferry from Florence to Portoferraio takes 4 hours. Alternatively, you can do a combination of train and ferry. Expect a daytime high around 28°C in September, and nighttime lows around 19°C. Finish your sightseeing early on the 16th (Thu) so you can travel to Siena.

Things to do in Portoferraio

Parks · Beaches · Outdoors · Nature

Side Trips

Siena

— 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Start off your visit on the 17th (Fri): take in panoramic vistas at Torre del Mangia, then pause for some serene contemplation at Duomo di Siena, and then savor the flavors at Food & Drink. On the 18th (Sat), you'll have a packed day of sightseeing: contemplate the long history of Historic Centre of San Gimignano and then contemplate in the serene atmosphere at Abbazia di San Galgano.

For maps, traveler tips, other places to visit, and more tourist information, use the Siena trip app.

Traveling by combination of ferry and car from Portoferraio to Siena takes 3.5 hours. Alternatively, you can do a combination of ferry and train; or do a combination of ferry, train, and bus. Traveling from Portoferraio in September, expect nights in Siena to be about the same, around 19°C, while days are a bit warmer, around 32°C. Wrap up your sightseeing on the 18th (Sat) to allow time to drive to Assisi.

Things to do in Siena

Historic Sites · Wineries · Tours

Side Trips

Assisi

— 2 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Start off your visit on the 19th (Sun): take in the spiritual surroundings of Cripta di San Francesco, see the interesting displays at Museo della Porziuncola, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, then pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, then take in the spiritual surroundings of Basilica di Santa Chiara, and finally step into the grandiose world of Rocca Maggiore. On your second day here, learn about winemaking at Tili Vini Societa Agricola, then pause for some serene contemplation at Cattedrale di Santa Maria Assunta Spoleto, then take in the architecture and atmosphere at San Damiano, and finally take in the spiritual surroundings of Eremo delle Carceri.

To see photos, where to stay, other places to visit, and more tourist information, go to the Assisi road trip planner.

You can drive from Siena to Assisi in 2 hours. Other options are to take a bus; or take a train. September in Assisi sees daily highs of 30°C and lows of 16°C at night. Wrap up your sightseeing on the 20th (Mon) early enough to drive to Rome.

Things to do in Assisi

Historic Sites · Wineries · Museums

Side Trip

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.
You'll discover tucked-away gems like Arcibasilica di San Giovanni in Laterano and Church of St. Louis of the French. Visit Colosseum and Piazza Navona for their historical value. There's still lots to do: admire the masterpieces at Vatican Museums, steep yourself in history at St. Peter's Square, make a trip to St. Peter's Basilica, and take in the architecture and atmosphere at Pantheon.

For traveler tips, other places to visit, and more tourist information, you can read our Rome trip itinerary planning app.

Traveling by car from Assisi to Rome takes 2.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 32°C in September, and nighttime lows around 18°C. Wrap up your sightseeing on the 23rd (Thu) early enough to drive to Ravello.

Things to do in Rome

Historic Sites · Museums · Neighborhoods

Side Trip

Ravello

— 2 nights
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Start off your visit on the 24th (Fri): take in the architecture and atmosphere at Cloister del Paradiso, take in the spiritual surroundings of Duomo di Sant'Andrea, see the interesting displays at Museo della Carta, then shop like a local with Ceramiche Cosmolena di Margherita di Palma, then admire the natural beauty at Villa Cimbrone Gardens, and finally admire the striking features of Villa Rufolo. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Fornillo, take a tour by water with Boat Tours & Water Sports, and then kick back and relax at Lido Capo di Conca.

To see ratings, other places to visit, more things to do, and more tourist information, read our Ravello travel route builder app.

Getting from Rome to Ravello by car takes about 3.5 hours. Other options: do a combination of train and taxi; or take a bus. Traveling from Rome in September, expect a bit warmer with lows of 24°C in Ravello. Wrap up your sightseeing on the 25th (Sat) to allow time to fly to San Teodoro.

Things to do in Ravello

Parks · Outdoors · Historic Sites · Beaches

Side Trips

San Teodoro, Sardinia

— 2 nights
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.
Kick off your visit on the 26th (Sun): kick back and relax at Porto Taverna Beach, kick back and relax at Spiaggia Capo Coda Cavallo, then kick back and relax at Lu Impostu Beach, and finally stroll through Spiaggia La Cinta. Get ready for a full day of sightseeing on the next day: stroll through Spiaggia Berchida.

To see ratings, other places to visit, traveler tips, and tourist information, refer to the San Teodoro road trip tool.

You can fly from Ravello to San Teodoro in 3 hours. Alternatively, you can do a combination of taxi, train, ferry, and bus; or do a combination of bus, train, and ferry. Traveling from Ravello in September, plan for slightly colder nights in San Teodoro, with lows around 19°C. Wrap up your sightseeing on the 27th (Mon) to allow time to fly to Lampedusa.

Things to do in San Teodoro

Beaches · Parks · Outdoors

Side Trips

Lampedusa

— 2 nights
Italy's southernmost territory, Lampedusa, is known for its turquoise waters, white-sand beaches, and island charm.
Kick off your visit on the 28th (Tue): explore the gorgeous colors at Capo Ponente, kick back and relax at Cala Pulcino, then enjoy the sand and surf at Spiaggia dei Conigli, and finally kick back and relax at Cala Croce Beach. Get ready for a full day of sightseeing on the next day: take a memorable tour with Tours.

Ask Inspirock to suggest an itinerary and make planning a trip to Lampedusa fast, fun, and easy.

Fly from San Teodoro to Lampedusa in 6.5 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of bus, ferry, and train. Traveling from San Teodoro in September, expect somewhat warmer with lows of 28°C in Lampedusa. On the 29th (Wed), wrap the sightseeing up by early afternoon so you can fly back home.

Things to do in Lampedusa

Outdoors · Parks · Beaches · Tours

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
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.