22 days in Portugal, Spain & Italy Itinerary

22 days in Portugal, Spain & Italy Itinerary

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Route & dates

22 days in Portugal, Spain & Italy Itinerary

Start: Toronto, Canada
Fly:  9​h 45​min
1
Lisbon, Portugal
— 2 nights
Fly:  4​h 15​min
2
Madrid, Spain
— 2 nights
train:  2​h 45​min
3
Barcelona, Spain
— 2 nights
Fly:  5​h 15​min
4
Naples, Italy
— 2 nights
Drive:  1​h 15​min
5
Ravello, Italy
— 2 nights
subway + train:  3​h
6
Rome, Italy
— 2 nights
Drive:  2​h 15​min
7
Assisi, Italy
— 2 nights
Drive:  1​h 45​min
8
Siena, Italy
— 2 nights
bus:  1​h 15​min
9
Florence, Italy
— 2 nights
train:  2​h 15​min
10
Venice, Italy
— 2 nights
Fly:  11​h 15​min
End: Toronto, Canada

2
nights
Lisbon, Portugal

Lisbon ©
Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Your cultural itinerary includes sights like Mosteiro dos Jeronimos and Park and National Palace of Pena. Give yourself a bit of retail therapy at Museu Calouste Gulbenkian and Rossio Square. Change things up with these side-trips from Lisbon: Sintra (Quinta da Regaleira & Castelo dos Mouros) and Cabo da Roca (in Colares). And it doesn't end there: step into the grandiose world of Castelo de S. Jorge, take a stroll through Belém Tower, identify plant and animal life at Wildlife Areas, and admire the masterpieces at Museu Nacional do Azulejo.

To see more things to do, photos, reviews, and other tourist information, read our Lisbon online vacation builder .

Toronto, Canada to Lisbon is an approximately 10-hour flight. You'll lose 5 hours traveling from Toronto to Lisbon due to the time zone difference. While traveling from Toronto, expect a bit warmer days and about the same nights in Lisbon, ranging from highs of 35°C to lows of 20°C. Wrap up your sightseeing on the 4th (Sun) to allow time to travel to Madrid.

Things to do in Lisbon

Historic Sites Outdoors Wildlife

Side Trips

Sintra, Cabo da Roca
Highlights from your plan
Quinta da Regaleira ©
Quinta da Regaleira
Park and National Palace of Pena ©
Mosteiro dos Jeronimos ©
Mosteiro dos Jeronimos

2
nights
Madrid, Spain

Madrid ©
Madrid is known for its cultural and artistic heritage, lively nightlife, and a dynamic culinary scene.
Kick off your visit on the 5th (Mon): take in the architecture and atmosphere at Royal Chapel of St. Anthony of La Florida, admire the masterpieces at Royal Palace of Madrid, then see the interesting displays at Museo Nacional Thyssen-Bornemisza, and finally examine the collection at Prado National Museum. Get ready for a full day of sightseeing on the next day: contemplate the long history of Casa de Campo, view the masterpieces at Rio Creative Art Center, steep yourself in history at Plaza Mayor, then hunt for treasures at Mercado San Miguel, then admire the masterpieces at Museo Lazaro Galdiano, and finally explore the world behind art at National Archaeological Museum of Spain.

To find traveler tips, reviews, more things to do, and more tourist information, use the Madrid online day trip planner .

Traveling by flight from Lisbon to Madrid takes 4.5 hours. Alternatively, you can drive; or take a bus. The time zone changes from Western European Time (WET) to Central European Time (CET), which is usually a 1 hour difference. While traveling from Lisbon, expect somewhat warmer days and about the same nights in Madrid, ranging from highs of 39°C to lows of 22°C. Finish your sightseeing early on the 6th (Tue) to allow enough time to take a train to Barcelona.

Things to do in Madrid

Museums Historic Sites Parks
Highlights from your plan
Royal Palace of Madrid ©
Royal Palace of Madrid
Prado National Museum ©
Prado National Museum
Museo Nacional Thyssen-Bornemisza ©

2
nights
Barcelona, Spain

Barcelona ©
Barcelona, the country’s second-largest city, is a cosmopolitan urban center known for its throbbing youthful energy and stellar architecture.
Start off your visit on the 7th (Wed): stroll around Parc Guell, admire the striking features of Basilica of the Sagrada Familia, then pause for some photo ops at Casa Batllo, then take a stroll through El Barri Gòtic, and finally take in the architecture and atmosphere at Barcelona Cathedral. Here are some ideas for day two: don't miss a visit to Casa Mila - La Pedrera, see the interesting displays at Carrer del Mirador del Palau Nacional, then explore the world behind art at Fundacio Joan Miro, then admire the masterpieces at Museu Picasso, and finally pick up some local products at La Boqueria.

To find where to stay, other places to visit, photos, and other tourist information, read our Barcelona trip planner .

Take a train from Madrid to Barcelona in 3 hours. Alternatively, you can fly; or drive. When traveling from Madrid in August, plan for a bit cooler days in Barcelona, with highs around 33°C, while nights are about the same with lows around 25°C. Wrap up your sightseeing on the 8th (Thu) to allow time to travel to Naples.

Things to do in Barcelona

Museums Historic Sites Parks
Highlights from your plan
Basilica of the Sagrada Familia ©
Basilica of the Sagrada Familia
Casa Batllo ©
Casa Batllo
Barcelona Cathedral ©
Barcelona Cathedral

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. Kick off your visit on the 9th (Fri): take in the architecture and atmosphere at Duomo di Napoli, explore the world behind art at Museo Cappella Sansevero, then steep yourself in history at Catacombe di San Gaudioso, then see the interesting displays at Museo Archeologico Nazionale di Napoli, and finally explore the ancient world of Pompeii Archaeological Park. Keep things going the next day: delve into the distant past at Parco Acheologico di Ercolano, brush up on your military savvy at Galleria Borbonica, pause for some serene contemplation at Cloister of Santa Chiara, then admire the masterpieces at Museo e Real Bosco di Capodimonte, and finally explore the ancient world of Parco Archeologico Pausilypon.

To find traveler tips, reviews, ratings, and more tourist information, refer to the Naples tour site .

You can fly from Barcelona to Naples in 5.5 hours. Other options are to do a combination of flight and train; or drive. In August, daily temperatures in Naples can reach 36°C, while at night they dip to 25°C. Finish up your sightseeing early on the 10th (Sat) so you can go by car to Ravello.

Things to do in Naples

Historic Sites Museums

Side Trips

Parco Acheologico di Ercolano, Pompeii Archaeological Park
Highlights from your plan
Museo Cappella Sansevero ©
Museo Cappella Sansevero
Galleria Borbonica ©
Galleria Borbonica
Pompeii Archaeological Park ©
Pompeii Archaeological Park

2
nights
Ravello, Italy

Ravello ©
Kick off your visit on the 11th (Sun): learn about winemaking at Le Vigne di Raito, take in the exciting artwork at Ravello Arte, take in the exciting artwork at Ceramiche Cosmolena di Margherita di Palma, admire the natural beauty at Villa Cimbrone Gardens, then shop like a local with Ceramiche d'Arte Carmela, and finally take in the spiritual surroundings of Duomo di Ravello. Get ready for a full day of sightseeing on the next day: take in the spiritual surroundings of Duomo di Sant'Andrea, then enjoy the sand and surf at Fornillo, and then see what you can catch with a fishing tour.

Plan my Ravello trip by asking Inpirock to come up with tips and suggestions.

You can drive from Naples to Ravello in 1.5 hours. Alternatively, you can do a combination of subway and taxi; or take a bus. August in Ravello sees daily highs of 34°C and lows of 28°C at night. Finish up your sightseeing early on the 12th (Mon) so you can travel to Rome.

Things to do in Ravello

Outdoors Wildlife Tours

Side Trips

Positano, Le Vigne di Raito, Duomo di Sant'Andrea
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Duomo di Ravello ©
Duomo di Ravello
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea

2
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.
On the 13th (Tue), pause for some serene contemplation at Pantheon, steep yourself in history at St. Peter's Basilica, admire the masterpieces at Vatican Museums, then pause for some serene contemplation at Santa Maria in Trastevere, and finally contemplate the long history of Colosseum. Get ready for a full day of sightseeing on the 14th (Wed): ponder the design of Trevi Fountain, don't miss a visit to Roman Forum, delve into the distant past at Palatine Hill, then explore the ancient world of Catacombe di San Callisto, then don't miss a visit to Piazza Navona, and finally explore the world behind art at Galleria Borghese.

To find ratings, where to stay, reviews, and more tourist information, go to the Rome trip app .

You can do a combination of subway and train from Ravello to Rome in 3 hours. Other options are to drive; or do a combination of bus and train. Traveling from Ravello in August, you can expect nighttime temperatures to be a bit cooler in Rome, with lows of 24°C. Finish your sightseeing early on the 14th (Wed) to allow enough time to drive to Assisi.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Highlights from your plan
Pantheon ©
Pantheon
Colosseum ©
Colosseum
St. Peter's Basilica ©
St. Peter's Basilica

2
nights
Assisi, Italy

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Start off your visit on the 15th (Thu): take in the spiritual surroundings of Cripta di San Francesco, examine the collection at Museo della Porziuncola, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, learn about winemaking at Tili Vini Societa Agricola, then explore the ancient world of Roman Forum and Archaeological Museum, and finally pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi. Get ready for a full day of sightseeing on the 16th (Fri): view the masterpieces at Assisi Galleria 6C, contemplate in the serene atmosphere at San Damiano, then explore the historical opulence of Rocca Maggiore, then take in the spiritual surroundings of Santa Maria delle Rose, and finally identify plant and animal life at Wild Foods Italy.

To find more things to do, ratings, and more tourist information, go to the Assisi travel planner .

Drive from Rome to Assisi in 2.5 hours. Alternatively, you can take a train; or take a bus. Traveling from Rome in August, plan for slightly colder nights in Assisi, with lows around 20°C. Finish your sightseeing early on the 16th (Fri) so you can drive to Siena.

Things to do in Assisi

Historic Sites Museums Outdoors

Side Trip

Wild Foods Italy
Highlights from your plan

2
nights
Siena, Italy

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Start off your visit on the 17th (Sat): make a trip to Piazza del Campo, then take in the architecture and atmosphere at Duomo di Siena, then contemplate in the serene atmosphere at Battistero di San Giovanni, and finally steep yourself in history at Historic Centre of San Gimignano. Here are some ideas for day two: take in the spiritual surroundings of San Francesco, ponder the world of politics at Palazzo Pubblico and Museo Civico, then stop by Bianco e Nero di Sonia Staccioli , then steep yourself in history at Centro Storico di Siena, and finally contemplate in the serene atmosphere at Abbazia di San Galgano.

To plan Siena vacation without wasting time, ask Inspirock to design an itinerary.

Getting from Assisi to Siena by car takes about 2 hours. Other options: take a bus; or take a train. In August, plan for daily highs up to 37°C, and evening lows to 22°C. Wrap up your sightseeing on the 18th (Sun) to allow time to take a bus to Florence.

Things to do in Siena

Historic Sites Museums Shopping

Side Trips

Historic Centre of San Gimignano, Abbazia di San Galgano
Highlights from your plan
Piazza del Campo ©
Piazza del Campo
Duomo di Siena ©
Duomo di Siena
Abbazia di San Galgano ©
Abbazia di San Galgano

2
nights
Florence, Italy

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 19th (Mon), examine the collection at Academy Of Florence Art Gallery, don't miss a visit to Piazzale Michelangelo, view the masterpieces at Art Gallery Studio Iguarnieri, then get engrossed in the history at Basilica di Santa Croce, then take in the exciting artwork at M.G. Design, and finally make a trip to Piazza della Signoria. On the 20th (Tue), you'll have a packed day of sightseeing: see the interesting displays at Pitti Palace, admire the masterpieces at Gallerie Degli Uffizi, take in the views from Ponte Vecchio, appreciate the extensive heritage of Piazza del Duomo, then contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and finally admire the striking features of Campanile di Giotto.

For reviews, maps, traveler tips, and more tourist information, read Florence travel planner.

Getting from Siena to Florence by bus takes about 1.5 hours. Other options: drive; or take a train. Expect a daytime high around 35°C in August, and nighttime lows around 20°C. Wrap up your sightseeing on the 20th (Tue) early enough to take a train to Venice.

Things to do in Florence

Museums Historic Sites Shopping
Highlights from your plan
Piazza della Signoria ©
Piazza della Signoria
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Piazza del Duomo ©
Piazza del Duomo

2
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.
On the 21st (Wed), get to know the fascinating history of Piazza San Marco, admire the striking features of Doge's Palace, admire the masterpieces at Peggy Guggenheim Collection, then admire the landmark architecture of Basilica di San Marco, and finally take in the architecture and atmosphere at San Giorgio Maggiore. Keep things going the next day: admire the masterpieces at Gallerie dell'Accademia, then steep yourself in history at Squero di San Trovaso, then contemplate the waterfront views at Canal Grande, and finally take in the architecture and atmosphere at Scrovegni Chapel.

For more things to do, ratings, other places to visit, and tourist information, you can read our Venice itinerary planning site .

You can take a train from Florence to Venice in 2.5 hours. Other options are to drive; or take a bus. August in Venice sees daily highs of 34°C and lows of 22°C at night. Finish your sightseeing early on the 22nd (Thu) to allow enough time to travel back home.

Things to do in Venice

Historic Sites Museums Parks

Side Trip

Scrovegni Chapel
Highlights from your plan
Doge's Palace ©
Doge's Palace
Piazza San Marco ©
Piazza San Marco
Peggy Guggenheim Collection ©
Peggy Guggenheim Collection

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