22 days in Porto, Italy & Lisbon Itinerary

22 days in Porto, Italy & Lisbon Itinerary

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Route & dates

22 days in Porto, Italy & Lisbon Itinerary

Start: Sao Paulo, Brazil
Fly:  14​h
1
Porto, Portugal
— 1 day
Fly:  6​h
2
Milan, Italy
— 3 nights
train:  1​h 45​min
3
Florence, Italy
— 1 night
train:  1​h
4
Pisa, Italy
— Few hours
train:  2​h
5
Siena, Italy
— 2 nights
Drive:  1​h
6
San Gimignano, Italy
— Few hours
Drive:  2​h 30​min
7
Saturnia, Italy
— 1 night
Drive:  2​h 15​min
8
Rome, Italy
— 2 nights
train:  1​h 15​min
9
Naples, Italy
— 2 nights
bus:  15​min
10
Pompeii, Italy
— Few hours
train:  45​min
11
Salerno, Italy
— Few hours
ferry:  1​h 30​min
12
Positano, Italy
— 1 day
Drive:  3​h 15​min
13
Capri, Italy
— 1 night
ferry + Drive:  3​h 15​min
14
Rome, Italy
— 4 nights
Fly:  6​h 15​min
15
Lisbon, Portugal
— 2 nights
Fly:  13​h 45​min
End: Sao Paulo, Brazil

1
day
Porto, Portugal

Called "Oporto" by many, the city of Porto along the Duoro River lent the country and Port wine their names. Portugal's second-largest metropolis dates back to the 4th century, representing both a rich cultural past and industrial present through its architecture and style.
On the 17th (Sun), pause for some photo ops at Monumento aos Herois da Guerra Peninsular, take in the views from Ponte de Dom Luis I, and then get the lay of the land with Walking tours.

To find maps, reviews, and tourist information, you can read our Porto tour planner .

Sao Paulo, Brazil to Porto is an approximately 14-hour flight. You can also do a combination of bus and flight; or do a combination of flight and train. The time zone difference when traveling from Sao Paulo to Porto is 3 hours. Traveling from Sao Paulo in May, things will get slightly colder in Porto: highs are around 23°C and lows about 13°C. Finish your sightseeing early on the 17th (Sun) so you can travel to Milan.

Things to do in Porto

Tours Historic Sites
Find places to stay May 17 — 18:
Highlights from your plan
Walking tours
Ponte de Dom Luis I ©
Ponte de Dom Luis I

3
nights
Milan, Italy

Milan ©
In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Start off your visit on the 18th (Mon): don't miss a visit to Galleria Vittorio Emanuele II, then pause for some serene contemplation at Duomo di Milano, then get to know the fascinating history of Piazza del Duomo, and finally explore the historical opulence of Castello Sforzesco. On the 19th (Tue), you'll have a packed day of sightseeing: admire the masterpieces at Pinacoteca di Brera, then explore the different monuments and memorials at Monumental Cemetery, and then contemplate in the serene atmosphere at Il Cenacolo.

To see more things to do, reviews, photos, and tourist information, read Milan online day trip planner .

Traveling by flight from Porto to Milan takes 6 hours. Alternatively, you can do a combination of flight and train; or drive. The time zone difference moving from Western European Time to Central European Time is 1 hour. May in Milan sees daily highs of 26°C and lows of 15°C at night. Finish up your sightseeing early on the 20th (Wed) so you can catch the train to Florence.

Things to do in Milan

Historic Sites Museums Shopping
Find places to stay May 17 — 20:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Castello Sforzesco ©
Castello Sforzesco

1
night
Florence, Italy

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 20th (Wed), examine the collection at Academy Of Florence Art Gallery, explore the world behind art at Pitti Palace, then take some stellar pictures from Piazzale Michelangelo, then take in the views from Ponte Vecchio, and finally take in the spiritual surroundings of Cathedral of Santa Maria del Fiore.

To find photos, other places to visit, and other tourist information, you can read our Florence trip itinerary maker site .

Traveling by train from Milan to Florence takes 2 hours. Alternatively, you can drive; or fly. In May, daytime highs in Florence are 25°C, while nighttime lows are 13°C. Wrap up your sightseeing on the 21st (Thu) to allow time to take a train to Pisa.

Things to do in Florence

Museums Historic Sites
Find places to stay May 20 — 21:
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo
Cathedral of Santa Maria del Fiore ©

few
hours
Pisa, Italy

Pisa
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
To see more things to do, maps, and tourist information, use the Pisa trip planner .

Traveling by train from Florence to Pisa takes 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. You'll set off for Siena on the 21st (Thu).

Things to do in Pisa

Outdoors Tours Historic Sites
Find places to stay May 20 — 21:

2
nights
Siena, Italy

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 21st (Thu): pause for some serene contemplation at Duomo di Siena, then don't miss a visit to Piazza del Campo, and then indulge your taste buds at Food & Drink. Get ready for a full day of sightseeing on the 22nd (Fri): contemplate in the serene atmosphere at Battistero di San Giovanni, browse the collection at Biblioteca Piccolomini, then take in panoramic vistas at Torre del Mangia, and finally contemplate the long history of Centro Storico di Siena.

To find more things to do, photos, ratings, and more tourist information, go to the Siena planner .

Take a train from Pisa to Siena in 2 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 27°C in May, and nighttime lows around 13°C. You'll have a few hours on the 23rd (Sat) to wrap things up before traveling to San Gimignano.

Things to do in Siena

Historic Sites Tours
Find places to stay May 21 — 23:
Highlights from your plan
Food Tours
Piazza del Campo ©
Piazza del Campo
Duomo di Siena ©
Duomo di Siena

few
hours
San Gimignano, Italy

San Gimignano ©
A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Kick off your visit on the 23rd (Sat): enjoy breathtaking views from Torre Salvucci Maggiore, steep yourself in history at Torre Grossa, pause for some serene contemplation at Duomo di San Gimignano, don't miss a visit to San Gimignano Bell Tower, then take in the exciting artwork at La Bottega del Sale di Duccio Nacci photographer, and finally don't miss a visit to Piazza della Cisterna.

For reviews, traveler tips, where to stay, and more tourist information, read San Gimignano day trip planner.

Getting from Siena to San Gimignano by car takes about an hour. Other options: take a bus; or do a combination of train and bus. Expect a daytime high around 25°C in May, and nighttime lows around 13°C. Finish your sightseeing early on the 23rd (Sat) so you can drive to Saturnia.

Things to do in San Gimignano

Historic Sites Museums Shopping
Find places to stay May 23 — 24:
Highlights from your plan
Duomo di San Gimignano ©
Duomo di San Gimignano
Torre Grossa ©
Torre Grossa
Torre e Casa Campatelli ©
Torre e Casa Campatelli

1
night
Saturnia, Italy

Saturnia ©
Kick off your visit on the 24th (Sun): don't miss a visit to Piazza del Castello di Montemerano, then witness a stunning natural landmark at Cascate del Mulino, and then take in the natural beauty of Terme di Saturnia - Le Terme.

To find where to stay, reviews, and more tourist information, read our Saturnia online trip planner .

You can drive from San Gimignano to Saturnia in 2.5 hours. Alternatively, you can do a combination of train and taxi; or take a bus. Expect a daytime high around 27°C in May, and nighttime lows around 13°C. Wrap up your sightseeing on the 24th (Sun) early enough to drive to Rome.

Things to do in Saturnia

Parks Nature Spas

Side Trip

Piazza del Castello di Montemerano
Find places to stay May 23 — 24:
Highlights from your plan
Cascate del Mulino ©
Cascate del Mulino
Piazza del Castello di Montemerano ©
Piazza del Castello di Montemerano
Terme di Saturnia - Le Terme
Terme di Saturnia - Le Terme

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.
Start off your visit on the 25th (Mon): don't miss a visit to Trevi Fountain, delve into the distant past at Pantheon, get to know the fascinating history of Piazza Navona, then contemplate the long history of St. Peter's Basilica, and finally explore the ancient world of Colosseum. Here are some ideas for day two: delve into the distant past at Palatine Hill, then explore the world behind art at Vatican Museums, and then make a trip to Spanish Steps.

For more things to do, where to stay, other places to visit, and other tourist information, read Rome online trip planner .

You can drive from Saturnia to Rome in 2.5 hours. Alternatively, you can do a combination of taxi and train. In May, daily temperatures in Rome can reach 28°C, while at night they dip to 17°C. Wrap up your sightseeing on the 26th (Tue) early enough to take a train to Naples.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Find places to stay May 24 — 26:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

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 27th (Wed): contemplate the long history of Parco Acheologico di Ercolano, then admire the masterpieces at Museo Cappella Sansevero, and then examine the collection at Museo Archeologico Nazionale di Napoli.

To see photos, reviews, maps, and other tourist information, you can read our Naples tour itinerary planner.

You can take a train from Rome to Naples in 1.5 hours. Other options are to drive; or take a bus. In May, daily temperatures in Naples can reach 27°C, while at night they dip to 17°C. Finish your sightseeing early on the 28th (Thu) so you can take a bus to Pompeii.

Things to do in Naples

Historic Sites Museums

Side Trip

Parco Acheologico di Ercolano
Find places to stay May 26 — 28:
Highlights from your plan
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano
Museo Cappella Sansevero ©
Museo Cappella Sansevero

few
hours
Pompeii, Italy

Pompeii
Pompeii has been a tourist destination for more than 250 years.
On the 28th (Thu), awaken your taste buds at some of the top wineries in the area.

To find traveler tips, photos, and tourist information, go to the Pompeii online route planner .

Pompeii is just a short distance from Naples. In May, daily temperatures in Pompeii can reach 27°C, while at night they dip to 17°C. Finish your sightseeing early on the 28th (Thu) so you can take a train to Salerno.

Things to do in Pompeii

Tours Outdoors Historic Sites
Find places to stay May 28 — 29:

few
hours
Salerno, Italy

Salerno ©
While often overshadowed by the Amalfi Coast's array of quaint villages, Salerno has become one of the region's main areas for culture and entertainment, while remaining relatively unmarked by tourism.
On the 28th (Thu), pause for some serene contemplation at Duomo di Salerno.

For more things to do, photos, other places to visit, and other tourist information, go to the Salerno travel itinerary planner.

Take a train from Pompeii to Salerno in an hour. Alternatively, you can drive; or take a bus. Expect somewhat warmer evenings in Salerno when traveling from Pompeii in May, with lows around 21°C. Wrap up your sightseeing on the 28th (Thu) early enough to ride a ferry to Positano.

Things to do in Salerno

Historic Sites
Find places to stay May 28 — 29:
Highlights from your plan
Duomo di Salerno ©
Duomo di Salerno

1
day
Positano, Italy

Positano ©
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Kick off your visit on the 29th (Fri): get great views at Il Sentiero Degli Dei, then tour the pleasant surroundings at Fornillo, and then go for a walk through Positano.

To see photos, more things to do, traveler tips, and tourist information, use the Positano trip builder tool .

Ride a ferry from Salerno to Positano in 1.5 hours. Alternatively, you can do a combination of train and taxi; or drive. Plan for a bit cooler nights when traveling from Salerno in May since evenings lows in Positano dip to 18°C. Wrap up your sightseeing on the 29th (Fri) to allow time to drive to Capri.

Things to do in Positano

Parks Beaches Outdoors
Find places to stay May 28 — 29:
Highlights from your plan
Fornillo ©
Fornillo
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei
Positano ©
Positano

1
night
Capri, Italy

Capri
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
To find where to stay, photos, maps, and more tourist information, use the Capri sightseeing app .

Drive from Positano to Capri in 3.5 hours. In May, plan for daily highs up to 27°C, and evening lows to 18°C. On the 30th (Sat), you're off toRome.

Things to do in Capri

Tours Outdoors Transportation
Find places to stay May 29 — 30:

4
nights
Rome, Italy

You'll find plenty of places to visit near Rome: Tivoli (Villa d'Este & Villa Adriana). See even more of Rome: explore the world behind art at Galleria Borghese, pause for some serene contemplation at Santa Maria in Trastevere, contemplate the long history of Basilica Papale di Santa Maria Maggiore, and explore the different monuments and memorials at Catacombe di San Callisto.

To find more things to do, other places to visit, and other tourist information, read our Rome tour planner.

Do a combination of ferry and car from Capri to Rome in 3.5 hours. Alternatively, you can do a combination of ferry and train; or do a combination of ferry, subway, and train. Finish your sightseeing early on the 3rd (Wed) so you can travel to Lisbon.

Things to do in Rome

Historic Sites Museums Tours

Side Trip

Tivoli
Find places to stay May 30 — Jun 3:
Highlights from your plan
Food Tours
Galleria Borghese
Galleria Borghese
Roman Forum ©
Roman Forum

2
nights
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 4th (Thu): make a trip to Praca do Comercio (Terreiro do Paco), then make a trip to Belém Tower, then contemplate in the serene atmosphere at Mosteiro dos Jeronimos, and finally admire nature's wide array of creatures at Lisbon Oceanarium. On the next day, explore the historical opulence of Quinta da Regaleira, then take in the views from Ponte 25 de Abril, then take a stroll through Alfama, and finally step into the grandiose world of Castelo de S. Jorge.

To find where to stay, ratings, more things to do, and more tourist information, refer to the Lisbon trip itinerary planning tool .

You can fly from Rome to Lisbon in 6.5 hours. Other options are to do a combination of train and flight; or drive. The time zone difference moving from Central European Time (CET) to Western European Time (WET) is minus 1 hour. Expect little chillier evenings in Lisbon when traveling from Rome in June, with lows around 18°C. Finish up your sightseeing early on the 5th (Fri) so you can travel back home.

Things to do in Lisbon

Historic Sites Parks Zoos & Aquariums

Side Trip

Quinta da Regaleira
Find places to stay Jun 3 — 5:
Highlights from your plan
Mosteiro dos Jeronimos ©
Mosteiro dos Jeronimos
Belém Tower ©
Belém Tower
Lisbon Oceanarium ©
Lisbon Oceanarium

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