23 days in Italy & Lisbon Itinerary

23 days in Italy & Lisbon Itinerary

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Route & dates

23 days in Italy & Lisbon Itinerary

Start: Toronto, Canada
Fly:  11​h 30​min
1
Venice, Italy
— 3 nights
train:  2​h 30​min
2
Florence, Italy
— 2 nights
bus:  1​h
3
Siena, Italy
— 5 nights
train:  3​h 30​min
4
Rome, Italy
— 4 nights
Drive:  3​h 30​min
5
Ravello, Italy
— 4 nights
Drive:  1​h
6
Naples, Italy
— 2 nights
Drive:  2​h 15​min
7
Rome, Italy
— 1 night
Fly:  6​h
8
Lisbon, Portugal
— 1 night
Fly:  9​h 45​min
End: Toronto, Canada

3
nights
Venice, Italy

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.
Your list of things to see and do now includes Gallerie dell'Accademia, Venice Free Walking Tour, Centro Storico di Venezia, and other attractions. On the 23rd (Sun), gain a rich perspective with Venice Free Walking Tour and then steep yourself in history at Centro Storico di Venezia. Get ready for a full day of sightseeing on the 24th (Mon): take in the architecture and atmosphere at Basilica di Santa Maria della Salute, take a stroll through Dorsoduro, contemplate in the serene atmosphere at Campo del Ghetto, then take in the architecture and atmosphere at San Giorgio Maggiore, then pause for some serene contemplation at Basilica di San Marco, and finally explore the world behind art at Gallerie dell'Accademia.

To see other places to visit, reviews, more things to do, and more tourist information, go to the Venice trip builder website .

Toronto, Canada to Venice is an approximately 11.5-hour flight. You can also do a combination of flight and train. Due to the time zone difference, you'll lose 6 hours traveling from Toronto to Venice. When traveling from Toronto in June, plan for somewhat warmer days and about the same nights in Venice: temperatures range from 32°C by day to 20°C at night. Wrap up your sightseeing by early afternoon on the 26th (Wed) to allow time for the train ride to Florence.

Things to do in Venice

Historic Sites Tours Museums
Highlights from your plan
Centro Storico di Venezia ©
Centro Storico di Venezia
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace

2
nights
Florence, Italy

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your list of things to see and do now includes The Boboli Gardens, Campanile di Giotto, Pitti Palace, and other attractions. Start off your visit on the 26th (Wed): examine the collection at Academy Of Florence Art Gallery, take in nature's colorful creations at The Boboli Gardens, enjoy breathtaking views from Campanile di Giotto, then appreciate the extensive heritage of Piazza della Signoria, then take in the views from Ponte Vecchio, and finally get to know the fascinating history of Centro Storico. On your second day here, make a trip to Piazzale Michelangelo, see the interesting displays at Pitti Palace, then explore the world behind art at Uffizi Galleries, and finally tour the pleasant surroundings at Spiaggia di Torre Mozza.

To see photos, ratings, more things to do, and other tourist information, refer to the Florence trip maker app .

Take a train from Venice to Florence in 2.5 hours. Alternatively, you can drive; or take a bus. In June, plan for daily highs up to 33°C, and evening lows to 21°C. Finish up your sightseeing early on the 28th (Fri) so you can go by car to Siena.

Things to do in Florence

Historic Sites Parks Outdoors

Side Trips

Siena, Spiaggia di Torre Mozza
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Centro Storico ©
Centro Storico

5
nights
Siena, Italy

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Your day-by-day itinerary now includes Cooking Classes with Nonna Ciana. Get some historical perspective at Historic Centre of San Gimignano and Palazzo Pubblico and Museo Civico. Satisfy your inner culture vulture at Siena Cathedral and Palazzo dei Priori. Venture out of the city with trips to San Gimignano (Torre Grossa & Piazza del Duomo). It doesn't end there: don't miss a visit to Piazza del Campo and take in the spiritual surroundings of Battistero di San Giovanni.

To find photos, maps, other places to visit, and more tourist information, go to the Siena tour itinerary app .

Traveling by car from Florence to Siena takes an hour. Alternatively, you can take a bus; or take a train. In June in Siena, expect temperatures between 34°C during the day and 19°C at night. On the 3rd (Wed), you'll have the morning to explore before heading off to Rome.

Things to do in Siena

Historic Sites Classes Museums

Side Trips

San Gimignano, Cooking Classes with Nonna Ciana, Palazzo dei Priori
Highlights from your plan
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano
Palazzo dei Priori ©
Palazzo dei Priori
Duomo di Siena ©
Duomo di Siena

4
nights
Rome, Italy

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your day-by-day itinerary now includes Spanish Steps as well as Roman Forum. Your inner history buff will appreciate Palatine Hill and Colosseum. Get some cultural insight at Vatican Museums and St. Peter's Basilica. Go for a jaunt from Rome to Ostia Antica to see Parco Archeologico di Ostia Antica about 48 minutes away. And it doesn't end there: admire the landmark architecture of Pantheon, make a trip to Trevi Fountain, contemplate the long history of Sistine Chapel, and admire the masterpieces at Galleria Borghese.

To see traveler tips, reviews, and tourist information, read Rome journey builder .

Traveling by car from Siena to Rome takes 2.5 hours. Alternatively, you can take a bus; or take a train. In July in Rome, expect temperatures between 37°C during the day and 24°C at night. Wrap up your sightseeing on the 7th (Sun) to allow time to travel to Ravello.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trips

Vatican City, Parco Archeologico di Ostia Antica
Highlights from your plan
Parco Archeologico di Ostia Antica ©
Pantheon ©
Pantheon
Colosseum ©
Colosseum

4
nights
Ravello, Italy

Ravello ©
Get some historical perspective at Villa Cimbrone Gardens and Centro Storico Ravello. Your cultural itinerary includes sights like Villa Rufolo and Monte Faito e Panorama. There's lots more to do: take in the spiritual surroundings of Duomo di Sant'Andrea, take in the exciting artwork at Ceramiche d'Arte Carmela, and take in the pleasant sights at Sentiero degli dei (Path of the Gods).

For reviews, other places to visit, photos, and more tourist information, go to the Ravello visit planner .

You can do a combination of train and subway from Rome to Ravello in 3 hours. Other options are to drive; or do a combination of train and bus. Expect little chillier weather when traveling from Rome in July: highs in Ravello hover around 34°C, while lows dip to 29°C. On the 11th (Thu), you'll have the morning to explore before heading off to Naples.

Things to do in Ravello

Historic Sites Parks Outdoors

Side Trips

Duomo di Sant'Andrea, Monte Faito e Panorama, Il Sentiero Degli Dei
Highlights from your plan
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea
Villa Rufolo ©
Villa Rufolo

2
nights
Naples, Italy

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Your day-by-day itinerary now includes Underground Naples. Kick off your visit on the 11th (Thu): steep yourself in history at Underground Naples. Get ready for a full day of sightseeing on the next day: take a stroll through Casertavecchia, explore the ancient world of Ruins of Herculaneum, then delve into the distant past at Pompeii Archaeological Park, then delve into the distant past at Scavi Archeologici di Ercolano, and finally don't miss a visit to Spaccanapoli.

To find traveler tips, other places to visit, maps, and tourist information, refer to the Naples driving holiday planner .

Drive from Ravello to Naples in an hour. Alternatively, you can do a combination of taxi and subway; or take a bus. Expect a bit cooler evenings in Naples when traveling from Ravello in July, with lows around 24°C. Finish your sightseeing early on the 13th (Sat) to allow enough time to take a train to Rome.

Things to do in Naples

Historic Sites Parks Museums

Side Trips

Caserta, Pompeii Archaeological Park, Parco Acheologico di Ercolano
Highlights from your plan
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano
Galleria Borbonica ©
Galleria Borbonica
Pompeii Archaeological Park ©
Pompeii Archaeological Park

1
night
Rome, Italy

Rome ©
Start off your visit on the 12th (Fri): make a trip to Piazza Venezia, make a trip to Spanish Steps, take in panoramic vistas at Museo Nazionale di Castel Sant'Angelo, then take in the architecture and atmosphere at Santa Maria in Trastevere, and finally steep yourself in history at Roman Forum. On the 13th (Sat), you'll have a packed day of sightseeing: take in the spiritual surroundings of Chiesa di Sant'Ignazio di Loyola, then explore the different monuments and memorials at Catacombe di San Callisto, and then steep yourself in history at Basilica di Santa Maria Maggiore.

For maps, ratings, and other tourist information, read Rome journey planner .

Traveling by train from Naples to Rome takes 1.5 hours. Alternatively, you can drive; or take a bus. Wrap up your sightseeing by early afternoon on the 13th (Sat) to allow enough time to travel to Lisbon.

Things to do in Rome

Historic Sites
Highlights from your plan
Catacombe di San Callisto ©
Catacombe di San Callisto
Chiesa di Sant'Ignazio di Loyola ©
Chiesa di Sant'Ignazio di Loyola

1
night
Lisbon, Portugal

Lisbon
Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Kick off your visit on the 17th (Wed): steep yourself in history at Belém Tower and then take a stroll through Alfama.

To find where to stay, more things to do, other places to visit, and other tourist information, read our Lisbon trip planner .

You can fly from Rome to Lisbon in 6 hours. Alternatively, you can do a combination of train and flight; or drive. Due to the time zone difference, you'll gain 1 hour traveling from Rome to Lisbon. Plan for a bit cooler nights when traveling from Rome in July since evenings lows in Lisbon dip to 20°C. Finish up your sightseeing early on the 17th (Wed) so you can travel back home.

Things to do in Lisbon

Tours Outdoors Nightlife

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