26 days in Italy Itinerary

26 days in Italy Itinerary

Created using Inspirock Italy trip planner

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Route & dates

26 days in Italy Itinerary

Start: Calgary
Fly:  15​h
1
Venice
— 5 nights
Drive:  1​h 45​min
2
Bologna
— 3 nights
train:  45​min
3
Florence
— 3 nights
train:  2​h 45​min
4
Naples
— 3 nights
train:  1​h 15​min
5
Rome
— 6 nights
Drive:  4​h 15​min
6
Ravenna
— 3 nights
Drive + Fly:  22​h 45​min
End: Calgary

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.
Natural History Museum and Museo Querini Stampalia will appeal to museum buffs. Eschew the tourist crowds and head to Piazza dei Signori and Battistero del Duomo. Venture out of the city with trips to Vicenza (Villa Valmarana ai Nani & Santuario della Madonna di Monte Berico), Treviso (Centro Storico di Treviso & Passeggiata lungo la restera) and Abbazia Benedettina Santa Maria in Silvis (in Sesto al Reghena). The adventure continues: take in the architecture and atmosphere at Santa Maria dei Miracoli, contemplate in the serene atmosphere at Abbazia di S.Maria di Praglia, explore the world behind art at Palazzo Mocenigo, and appreciate the extensive heritage of Via Garibaldi.

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

Calgary, Canada to Venice is an approximately 15-hour flight. You can also do a combination of flight and train; or do a combination of flight and shuttle. Due to the time zone difference, you'll lose 8 hours traveling from Calgary to Venice. Traveling from Calgary in May, things will get somewhat warmer in Venice: highs are around 26°C and lows about 15°C. On the 7th (Thu), you'll have the morning to explore before heading off to Bologna.

Things to do in Venice

Historic Sites Museums Parks

Side Trips

Vicenza, Treviso, Padua, Abbazia Benedettina Santa Maria in Silvis, Abbazia di S.Maria di Praglia
Find places to stay May 2 — 7:
Highlights from your plan
Passeggiata lungo la restera ©
Passeggiata lungo la restera
Natural History Museum ©
Natural History Museum

3
nights
Bologna

Bologna ©
A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Your day-by-day itinerary now includes Colonna di San Domenico. Let the collections at La Macchina del Tempo and San Colombano - Tagliavini Collection capture your imagination. Complesso Monumentale San Michele In Bosco and Chiesa di San Bartolomeo are good opportunities to explore the local culture. There's still lots to do: take in the architecture and atmosphere at Basilica di San Martino Maggiore, admire the striking features of Palazzo Re Enzo, examine the collection at Oratorio Di Santa Cecilia, and explore the galleries of Casa Morandi.

For ratings, photos, traveler tips, and other tourist information, use the Bologna journey planning app .

Traveling by car from Venice to Bologna takes 2 hours. Alternatively, you can take a train; or take a bus. In May, daytime highs in Bologna are 27°C, while nighttime lows are 14°C. Wrap up your sightseeing on the 10th (Sun) to allow time to take a train to Florence.

Things to do in Bologna

Historic Sites Museums
Find places to stay May 7 — 10:
Highlights from your plan
Chiesa di San Bartolomeo ©
Chiesa di San Bartolomeo
La Macchina del Tempo ©
La Macchina del Tempo

3
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your cultural itinerary includes sights like Palazzo Strozzi and Church and Museum of Orsanmichele. Discover out-of-the-way places like Corridoio Vasariano and Fountain of Neptune. Explore the numerous day-trip ideas around Florence: San Gimignano (San Gimignano 1300, Torre e Casa Campatelli, & more). There's still lots to do: contemplate the long history of Loggia dei Lanzi, examine the collection at Cappella Brancacci, get to know the fascinating history of Via di San Niccolo, and contemplate in the serene atmosphere at Church of Santa Felicita.

To find photos, traveler tips, more things to do, and other tourist information, refer to the Florence online driving holiday planner .

Take a train from Bologna to Florence in an hour. Alternatively, you can take a bus; or drive. In May, plan for daily highs up to 25°C, and evening lows to 13°C. Finish your sightseeing early on the 13th (Wed) to allow enough time to take a train to Naples.

Things to do in Florence

Museums Historic Sites

Side Trip

San Gimignano
Find places to stay May 10 — 13:
Highlights from your plan
San Gimignano 1300 ©
San Gimignano 1300
Palazzo Strozzi ©
Palazzo Strozzi
Corridoio Vasariano ©
Corridoio Vasariano

3
nights
Naples

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Your inner history buff will appreciate Chiesa dei Santi Filippo e Giacomo - Complesso Museale dell'Arte della Seta and Acquaquiglia del Pozzaro. Museo delle Torture and Complesso Museale Santa Maria delle Anime del Purgatorio ad Arco will appeal to museum buffs. Explore the numerous day-trip ideas around Naples: Pompeii (Casa del Fauno, Odeon - Teatro Piccolo, & more). There's lots more to do: take a stroll through Vomero, contemplate the long history of House of Menander (Casa del Menandro), contemplate in the serene atmosphere at San Domenico Maggiore, and pause for some serene contemplation at Chiesa di San Gregorio Armeno.

To find reviews, traveler tips, where to stay, and other tourist information, refer to the Naples road trip site .

You can take a train from Florence to Naples in 3 hours. Alternatively, you can do a combination of flight and train; or drive. Traveling from Florence in May, Naples is a bit warmer at night with lows of 17°C. Finish your sightseeing early on the 16th (Sat) so you can take a train to Rome.

Things to do in Naples

Historic Sites Neighborhoods Museums

Side Trip

Pompeii
Find places to stay May 13 — 16:
Highlights from your plan
Decumani di Napoli ©
Decumani di Napoli
Museo delle Torture ©
Museo delle Torture
Vomero ©
Vomero

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.
Let the collections at Welcome to Rome and National Gallery of Ancient Art in Barberini Palace capture your imagination. Do some cultural sightseeing at Monastero Di S.Benedetto and Domus Aurea. Change things up with these side-trips from Rome: Sicily Rome American Cemetery and Memorial (in Nettuno), Viterbo (Viterbo Historic Centre, Palazzo dei Papi, & more) and Cattedrale di Santa Margherita (in Montefiascone). Next up on the itinerary: contemplate in the serene atmosphere at Chiesa di Santa Maria del Popolo, take an in-depth tour of Mercati di Traiano - Museo dei Fori Imperiali, brush up on your military savvy at Museo Storico dell'Aeronautica Militare, and make a trip to Forum of Augustus.

For traveler tips, where to stay, reviews, and more tourist information, read Rome day trip planning website .

You can take a train from Naples to Rome in 1.5 hours. Other options are to drive; or take a bus. In May, daytime highs in Rome are 28°C, while nighttime lows are 17°C. You will have some time to spend on the 22nd (Fri) before leaving for home.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trips

Viterbo, Museo Storico dell'Aeronautica Militare, Monastero Di S.Benedetto, Sicily Rome American Cemetery and Memorial, Museo Archeologico Nazionale di Palestrina
Find places to stay May 16 — 22:
Highlights from your plan
Welcome to Rome ©
Welcome to Rome
Chiesa di Santa Maria del Popolo ©
Chiesa di Santa Maria del Popolo
Colle Aventino ©
Colle Aventino

3
nights
Ravenna

Ravenna ©
Famous for its wealth of original mosaics, Ravenna is a hub of artistic and cultural heritage.
Satisfy your inner culture vulture at Mar - Museo d'Arte della citta di Ravenna and Antico Porto di Classe. You'll explore and learn at Palazzo Romagnoli Forli and Museo Dantesco. Go for a jaunt from Ravenna to Forli to see Abbazia di San Mercuriale about 38 minutes away. And it doesn't end there: explore the world behind art at Museo Nazionale, take an in-depth tour of CLASSIS RAVENNA - Museo della Citta e del Territorio, examine the collection at Tamo Museo del Mosaico, and get lost in a book at Istituzione Biblioteca Classense.

For ratings, other places to visit, where to stay, and more tourist information, refer to the Ravenna trip maker site .

Getting from Rome to Ravenna by car takes about 4.5 hours. Other options: take a train; or do a combination of flight and train. In May, plan for daily highs up to 26°C, and evening lows to 17°C. On the 25th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Ravenna

Museums Historic Sites

Side Trip

Forli
Find places to stay May 22 — 25:
Highlights from your plan
Palazzo Romagnoli Forli ©
Palazzo Romagnoli Forli
Abbazia di San Mercuriale ©
Abbazia di San Mercuriale

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