14 days in Italy Itinerary

14 days in Italy Itinerary

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Route & dates

14 days in Italy Itinerary

Start: Toronto
Fly:  11 h 15 min
1
Venice
— 2 nights
Train:  2 h 15 min
2
Florence
— 2 nights
Drive:  2 h 15 min
3
Assisi
— 2 nights
Drive:  4 h 30 min
4
Ravello
— 2 nights
Subway + Train:  3 h
5
Rome
— 2 nights
Fly:  4 h
6
San Teodoro, Sardinia
— 2 nights
Fly:  14 h 45 min
End: Toronto

2
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.
Piazza San Marco and Scrovegni Chapel will appeal to history buffs. Satisfy your inner culture vulture at Doge's Palace and San Giorgio Maggiore. Next up on the itinerary: contemplate the waterfront views at Canal Grande, admire the masterpieces at Peggy Guggenheim Collection, take in the architecture and atmosphere at Chiesa di Santa Maria Assunta detta I Gesuiti, and admire the landmark architecture of Basilica di San Marco.

To see reviews, more things to do, ratings, and tourist information, you can read our Venice driving holiday tool .

Toronto, Canada to Venice is an approximately 11.5-hour flight. You can also do a combination of ferry and flight; or do a combination of flight and train. The time zone difference when traveling from Toronto to Venice is 6 hours. Traveling from Toronto in June, expect nights in Venice to be about the same, around 20°C, while days are somewhat warmer, around 32°C. Finish up your sightseeing early on the 4th (Thu) so you can catch the train to Florence.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

Scrovegni Chapel
Find places to stay Jun 1 — 4:
Highlights from your plan
Scrovegni Chapel ©
Scrovegni Chapel
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 5th (Fri): take in the views from Ponte Vecchio, make a trip to Piazzale Michelangelo, then explore the world behind art at Pitti Palace, then steep yourself in history at Basilica of Santa Croce, and finally admire the masterpieces at Academy Of Florence Art Gallery. Here are some ideas for day two: contemplate in the serene atmosphere at Campanile di Giotto, pause for some serene contemplation at Cathedral of Santa Maria del Fiore, appreciate the extensive heritage of Piazza del Duomo, get a sense of history and politics at Palazzo Vecchio, then contemplate the long history of L’importuno di Michelangelo, and finally appreciate the extensive heritage of Piazza della Signoria.

For ratings, other places to visit, where to stay, and other tourist information, you can read our Florence road trip planning site .

You can take a train from Venice to Florence in 2.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 33°C in June, and nighttime lows around 21°C. Wrap up your sightseeing on the 6th (Sat) early enough to drive to Assisi.

Things to do in Florence

Historic Sites Museums
Find places to stay Jun 4 — 6:
Highlights from your plan
Piazzale Michelangelo ©
Piazzale Michelangelo
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery

2
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Kick off your visit on the 7th (Sun): contemplate in the serene atmosphere at Cripta di San Francesco, take in the spiritual surroundings of Eremo delle Carceri, appreciate the extensive heritage of Piazza Superiore di San Francesco, then take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, then get to know the fascinating history of Strada Assisi-Santa Maria degli Angeli, and finally see the interesting displays at Museo della Porziuncola. On your second day here, learn about winemaking at Tili Vini Societa Agricola, then take in the architecture and atmosphere at Cattedrale di Santa Maria Assunta Spoleto, then contemplate the long history of San Damiano, and finally step into the grandiose world of Rocca Maggiore.

To find other places to visit, traveler tips, where to stay, and other tourist information, read Assisi online trip maker .

You can drive from Florence to Assisi in 2.5 hours. Alternatively, you can take a train. Traveling from Florence in June, Assisi is a bit cooler at night with lows of 18°C. Finish up your sightseeing early on the 8th (Mon) so you can go by car to Ravello.

Things to do in Assisi

Historic Sites Wineries Museums

Side Trip

Cattedrale di Santa Maria Assunta Spoleto
Find places to stay Jun 6 — 8:
Highlights from your plan
Eremo delle Carceri ©
Eremo delle Carceri
Museo della Porziuncola ©
Museo della Porziuncola

2
nights
Ravello

Ravello ©
Kick off your visit on the 9th (Tue): enjoy the sand and surf at Lido Capo di Conca, appreciate the extensive heritage of Centro Storico, take in the spiritual surroundings of Duomo di Sant'Andrea, then take in the spiritual surroundings of Cloister del Paradiso, then take in the architecture and atmosphere at Cappella Sant'Angelo all'Ospedale, and finally look for gifts at Ceramiche Cosmolena di Margherita di Palma. Here are some ideas for day two: stroll through Lido di Ravello, then admire the natural beauty at Villa Cimbrone Gardens, and then kick back and relax at Spiaggia di castiglione.

For maps, ratings, where to stay, and other tourist information, you can read our Ravello trip maker tool .

Drive from Assisi to Ravello in 4.5 hours. Alternatively, you can take a train; or do a combination of train and bus. Plan for somewhat warmer nights when traveling from Assisi in June since evenings lows in Ravello dip to 26°C. Cap off your sightseeing on the 10th (Wed) early enough to travel to Rome.

Things to do in Ravello

Parks Outdoors Beaches

Side Trips

Amalfi, Lido Capo di Conca
Find places to stay Jun 8 — 10:
Highlights from your plan
Lido di Ravello ©
Lido di Ravello
Spiaggia di castiglione ©
Spiaggia di castiglione
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

2
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
On the 11th (Thu), admire the local landmark of Trevi Fountain, delve into the distant past at Pantheon, don't miss a visit to Piazza Navona, then steep yourself in history at St. Peter's Basilica, and finally delve into the distant past at Colosseum. Get ready for a full day of sightseeing on the 12th (Fri): explore the world behind art at Galleria Borghese, contemplate the long history of St. Peter's Square, then steep yourself in history at Roman Forum, and finally explore the ancient world of Palatine Hill.

For where to stay, other places to visit, traveler tips, and other tourist information, go to the Rome trip itinerary builder app .

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 June, expect a bit cooler with lows of 21°C in Rome. Finish up your sightseeing early on the 12th (Fri) so you can travel to San Teodoro.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Find places to stay Jun 10 — 12:
Highlights from your plan
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica
Colosseum ©
Colosseum

2
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.
Kick off your visit on the 13th (Sat): kick back and relax at Spiaggia Isuledda, enjoy the sand and surf at Porto Taverna Beach, then enjoy the sand and surf at Lu Impostu Beach, and finally tour the pleasant surroundings at Spiaggia La Cinta. On the 14th (Sun), you'll have a packed day of sightseeing: tour the pleasant surroundings at Spiaggia Capo Coda Cavallo and then kick back and relax at Cala Brandinchi.

To see photos, where to stay, reviews, and tourist information, use the San Teodoro trip itinerary builder website .

Traveling by flight from Rome to San Teodoro takes 4 hours. Alternatively, you can ride a ferry; or do a combination of train and ferry. In June, plan for daily highs up to 33°C, and evening lows to 19°C. Wrap up your sightseeing by early afternoon on the 14th (Sun) to allow enough time to travel back home.

Things to do in San Teodoro

Parks Outdoors Beaches

Side Trips

Cala Brandinchi, Spiaggia Isuledda, Porto Taverna Beach
Find places to stay Jun 12 — 14:
Highlights from your plan
Spiaggia Isuledda ©
Spiaggia Isuledda
Spiaggia La Cinta ©
Spiaggia La Cinta
Lu Impostu Beach ©
Lu Impostu Beach

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