19 days in Italy Itinerary

19 days in Italy Itinerary

Created using Inspirock Italy trip planner

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Route & dates

19 days in Italy Itinerary

Start: Montreal
Fly:  12​h
1
Venice
— 3 nights
train:  2​h 15​min
2
Florence
— 2 nights
Drive:  2​h 15​min
3
Assisi
— 3 nights
Drive:  4​h 30​min
4
Ravello
— 3 nights
subway + train:  3​h
5
Rome
— 3 nights
Fly:  4​h
6
San Teodoro, Sardinia
— 3 nights
Fly:  14​h 15​min
End: Montreal

3
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.
Satisfy your inner culture vulture at Piazza San Marco and Castello di Miramare - Museo Storico. You'll explore the less-touristy side of things at Basilica di Sant’Antonio and Cannaregio. Explore Venice's surroundings by going to Scrovegni Chapel (in Padua), Arena di Verona (in Verona) and Castello Scaligero (in Sirmione). There's lots more to do: admire the striking features of Doge's Palace, take in the architecture and atmosphere at Basilica di Santa Maria Gloriosa dei Frari, admire the masterpieces at Peggy Guggenheim Collection, and take in the spiritual surroundings of Chiesa di San Francesco della Vigna.

To find ratings, other places to visit, traveler tips, and tourist information, use the Venice trip planner .

Montreal, Canada to Venice is an approximately 12-hour flight. You can also do a combination of train and flight. You'll lose 6 hours traveling from Montreal 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 12th (Sat) so you can take a train to Florence.

Things to do in Venice

Historic Sites Museums Nature

Side Trips

Padua, Castello di Miramare - Museo Storico, Arena di Verona, Castello Scaligero
Find places to stay Sep 8 — 12:
Highlights from your plan
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Kick off your visit on the 13th (Sun): see the interesting displays at Academy Of Florence Art Gallery, get great views at Basilica San Miniato al Monte, then take some stellar pictures from Piazzale Michelangelo, then take in the views from Ponte Vecchio, and finally explore the world behind art at Gallerie Degli Uffizi. Get ready for a full day of sightseeing on the next day: take an in-depth tour of Basilica di Santa Croce, admire the masterpieces at Pitti Palace, appreciate the extensive heritage of Piazza del Duomo, then pause for some serene contemplation at Cathedral of Santa Maria del Fiore, then don't miss a visit to Piazza della Signoria, and finally take in the spiritual surroundings of The Baptistery of St. John.

To see where to stay, maps, ratings, and more tourist information, refer to the Florence tour itinerary builder tool .

You can take a train from Venice to Florence in 2.5 hours. Other options are to drive; or take a bus. In September in Florence, expect temperatures between 30°C during the day and 17°C at night. Wrap up your sightseeing on the 14th (Mon) to allow time to drive to Assisi.

Things to do in Florence

Museums Historic Sites
Find places to stay Sep 12 — 14:
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Cathedral of Santa Maria del Fiore ©

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Discover out-of-the-way places like Duomo di Orvieto and Grotte di Frasassi. Get some cultural insight at Civita di Bagnoregio and Basilica di Santa Maria degli Angeli - Porziuncola. You'll find plenty of places to visit near Assisi: Cattedrale di Santa Maria Assunta Spoleto (in Spoleto) and Cascata delle Marmore (in Marmore). There's still lots to do: contemplate in the serene atmosphere at Eremo delle Carceri, admire the striking features of Basilica di Santa Chiara, see the interesting displays at Museo della Porziuncola, and explore the world behind art at Museo Diocesano e Cripta di San Rufino.

To see ratings, more things to do, maps, and tourist information, refer to the Assisi online trip builder .

You can drive from Florence to Assisi in 2.5 hours. Alternatively, you can take a train. In September, daytime highs in Assisi are 30°C, while nighttime lows are 16°C. Cap off your sightseeing on the 17th (Thu) early enough to go by car to Ravello.

Things to do in Assisi

Historic Sites Nature Parks

Side Trips

Cattedrale di Santa Maria Assunta Spoleto, Cascata delle Marmore, Grotte di Frasassi, Duomo di Orvieto, Civita di Bagnoregio
Find places to stay Sep 14 — 17:
Highlights from your plan
Duomo di Orvieto ©
Duomo di Orvieto
Museo della Porziuncola ©
Museo della Porziuncola
Civita di Bagnoregio ©
Civita di Bagnoregio

3
nights
Ravello

Ravello ©
Step off the beaten path and head to Villa Cimbrone Gardens and Duomo di Sant'Andrea. Let the collections at Ceramiche Cosmolena di Margherita di Palma and Museo della Carta capture your imagination. You'll find plenty of places to visit near Ravello: Positano (Bagni d'Arienzo Beach Club, Positano & Fornillo).

Planning Ravello trip won't be overwheling when you use's Insprock itinerary maker.

You can drive from Assisi to Ravello in 4.5 hours. Alternatively, you can take a train; or do a combination of train and bus. Traveling from Assisi in September, you can expect nighttime temperatures to be a bit warmer in Ravello, with lows of 24°C. Wrap up your sightseeing on the 20th (Sun) early enough to travel to Rome.

Things to do in Ravello

Parks Outdoors Beaches

Side Trips

Amalfi, Positano
Find places to stay Sep 17 — 20:
Highlights from your plan
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Spiaggia di castiglione ©
Spiaggia di castiglione
Duomo di Ravello ©
Duomo di Ravello

3
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Do some cultural sightseeing at Colosseum and St. Peter's Basilica. You'll explore the less-touristy side of things at Santa Maria in Trastevere and Chiesa di Sant'Ignazio di Loyola. There's much more to do: explore the world behind art at Vatican Museums, ponder the design of Trevi Fountain, appreciate the extensive heritage of Piazza Navona, and wander the streets of Trastevere.

To find maps, where to stay, and more tourist information, read Rome road trip planner.

Traveling by combination of subway and train from Ravello to Rome takes 3 hours. Alternatively, you can drive; or do a combination of bus and train. Traveling from Ravello in September, Rome is a bit cooler at night with lows of 18°C. Finish your sightseeing early on the 23rd (Wed) so you can travel to San Teodoro.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay Sep 20 — 23:
Highlights from your plan
Colosseum ©
Colosseum
Vatican Museums
Vatican Museums
Pantheon ©
Pantheon

3
nights
San Teodoro, Sardinia

San Teodoro ©
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.
Get in touch with nature at Spiaggia La Cinta and Spiaggia Berchida. Step off the beaten path and head to Lu Impostu Beach and Oasi Biderosa. Change things up with a short trip to Cala Fuili Beach in Cala Gonone (about 1h 20 min away). Next up on the itinerary: enjoy the sand and surf at Spiaggia Capo Coda Cavallo and stroll through Spiaggia Isuledda.

To find maps, reviews, ratings, and other tourist information, go to the San Teodoro road trip planning tool .

You can fly from Rome to San Teodoro in 4 hours. Alternatively, you can ride a ferry; or do a combination of train and ferry. Expect a daytime high around 32°C in September, and nighttime lows around 19°C. Wrap up your sightseeing by early afternoon on the 26th (Sat) to allow time for travel back home.

Things to do in San Teodoro

Outdoors Beaches Parks

Side Trips

Spiaggia Berchida, Cala Fuili Beach, Spiaggia Isuledda, Oasi Biderosa
Find places to stay Sep 23 — 26:
Highlights from your plan
Spiaggia Capo Coda Cavallo ©
Spiaggia Capo Coda Cavallo
Spiaggia La Cinta ©
Spiaggia La Cinta
Lu Impostu Beach ©
Lu Impostu Beach

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