23 days in Italy Itinerary

23 days in Italy Itinerary

Created using Inspirock Italy Trip Planner

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Route & dates

23 days in Italy Itinerary

Start: Toronto
Fly:  12​h 30​min
1
Venice
— 5 nights
Train:  2​h 15​min
2
Florence
— 5 nights
+4
Train + Foot + Subway + Foot + Ferry:  5​h
3
Capri, Island of Capri
— 5 nights
Ferry + Drive:  3​h 15​min
4
Rome
— 6 nights
Fly:  13​h 15​min
End: Toronto

5
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.
You'll discover tucked-away gems like Basilica di Sant’Antonio - Basilica del Santo and San Giorgio Maggiore. Venture out of the city with trips to Padua (Scrovegni Chapel & Prato della Valle). There's lots more to do: contemplate the waterfront views at Canal Grande, admire the masterpieces at Gallerie dell'Accademia, take in the architecture and atmosphere at Basilica di Santa Maria della Salute, and don't miss a visit to Basilica di San Marco.

For maps, where to stay, and more tourist information, you can read our Venice trip itinerary maker.

Toronto, Canada to Venice is an approximately 12.5-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Central European Time (CET) is 6 hours. May in Venice sees daily highs of 25°C and lows of 15°C at night. Wrap up your sightseeing on the 11th (Fri) early enough to take a train to Florence.

Things to do in Venice

Historic Sites Museums Neighborhoods

Side Trip

Padua
Find places to stay May 5 — 11:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

5
nights
Florence

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Discover out-of-the-way places like Abbazia di San Miniato al Monte and Food Tours. The adventure continues: see the interesting displays at Uffizi Gallery, enjoy breathtaking views from Campanile di Giotto, take an in-depth tour of Basilica of Santa Croce in Florence, and admire the landmark architecture of The Baptistery of St. John.

For maps, where to stay, photos, and more tourist information, read Florence tour planner.

You can take a train from Venice to Florence in 2.5 hours. Alternatively, you can drive; or fly. In May, daily temperatures in Florence can reach 28°C, while at night they dip to 13°C. Wrap up your sightseeing by early afternoon on the 16th (Wed) to allow enough time to travel to Capri.

Things to do in Florence

Tours Historic Sites Museums
Find places to stay May 11 — 16:
Highlights from your plan
Food Tours
Centro Storico ©
Centro Storico
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

5
nights
Capri, Island of Capri

Capri ©
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Explore hidden gems such as I Faraglioni and Gardens of Augustus. The adventure continues: take your sightseeing to a higher altitude at Monte Solaro, take in panoramic vistas at Belvedere di Migliara, see the interesting displays at Rubino Sergio, and tour the pleasant surroundings at Fortini Coastal Walk.

To see reviews and more tourist information, read our Capri vacation planner.

Traveling by combination of train and ferry from Florence to Capri takes 5 hours. Alternatively, you can do a combination of flight and ferry; or do a combination of bus and ferry. Traveling from Florence in May, you can expect nighttime temperatures to be a bit warmer in Capri, with lows of 19°C. Cap off your sightseeing on the 21st (Mon) early enough to travel to Rome.

Things to do in Capri

Outdoors Transportation Tours

Side Trip

Anacapri
Find places to stay May 16 — 21:
Highlights from your plan
Fortini Coastal Walk ©
Fortini Coastal Walk
Monte Solaro ©
Monte Solaro
I Faraglioni
I Faraglioni

6
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Step off the beaten path and head to Cascata delle Marmore and Santa Maria in Trastevere. Step out of Rome to go to Orvieto and see Duomo di Orvieto, which is approximately 2 hours away. The adventure continues: take in the architecture and atmosphere at St. Peter's Basilica, make a trip to Spanish Steps, delve into the distant past at Palatine Hill, and appreciate the extensive heritage of Piazza Navona.

To find photos, ratings, and other tourist information, use the Rome trip builder.

You can do a combination of ferry and train from Capri to Rome in 3.5 hours. Other options are to do a combination of ferry and flight; or do a combination of ferry and bus. May in Rome sees daily highs of 27°C and lows of 16°C at night. Finish your sightseeing early on the 27th (Sun) to allow enough time to travel back home.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trips

Vatican City, Cascata delle Marmore, Duomo di Orvieto
Find places to stay May 21 — 27:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

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