31 days in Italy, Portugal & Spain Itinerary

31 days in Italy, Portugal & Spain Itinerary

Created using Inspirock Europe trip itinerary planner
Make it your trip
Fly
1
Lisbon, Portugal
— 5 nights
Fly to Naples, Ferry to Capri
2
Capri, Italy
— 4 nights
Ferry to Naples, Fly to Taormina
3
Taormina, Italy
— 1 night
Drive
4
Syracuse, Italy
— 1 night
Drive
5
Agrigento, Italy
— 1 night
Drive
6
Palermo, Italy
— 1 night
Fly
7
Rome, Italy
— 5 nights
Fly
8
Barcelona, Spain
— 5 nights
Fly
9
Madrid, Spain
— 5 nights
Fly
10
Porto, Portugal
— 2 nights
Fly

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Lisbon, Portugal — 5 nights

Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Your inner history buff will appreciate Park and National Palace of Pena and Mosteiro dos Jeronimos. Do some cultural sightseeing at Alfama and Quinta da Regaleira. You'll find plenty of places to visit near Lisbon: Castelo dos Mouros (in Sintra) and Evora (Capela dos Ossos & Centro Historico de Evora). There's lots more to do: visit Chiado, contemplate the long history of Castelo de S. Jorge, explore the world behind art at Museu Nacional do Azulejo, and snap pictures at Vasco da Gama Bridge.

For reviews, traveler tips, photos, and tourist information, use the Lisbon trip planning tool.

Belo Horizonte, Brazil to Lisbon is an approximately 12.5-hour flight. You'll lose 3 hours traveling from Belo Horizonte to Lisbon due to the time zone difference. Traveling from Belo Horizonte in May, you can expect nighttime temperatures to be a bit cooler in Lisbon, with lows of 15°C. Wrap up your sightseeing by early afternoon on the 6th (Fri) to allow time for travel to Capri.
Historic Sites · Neighborhoods · Parks · Shopping
Side Trips
Find places to stay May 1 — 6:

Capri, Italy — 4 nights

The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Get some historical perspective at Chiesa di Santa Sofia and Scala Fenicia (Phoenician Steps). Museum-lovers will appreciate Casa Rossa and Villa San Michele. Next up on the itinerary: explore the striking landscape at I Faraglioni, look for gifts at Ceramiche Tavassi, take in the awesome beauty at Monte Solaro, and explore the fascinating underground world of Red Grotta.

For reviews, traveler tips, other places to visit, and other tourist information, read our Capri day trip website.

You can do a combination of flight and ferry from Lisbon to Capri in 8 hours. Other options are to do a combination of car and ferry; or do a combination of bus and ferry. Due to the time zone difference, you'll lose 1 hour traveling from Lisbon to Capri. Expect a daytime high around 27°C in May, and nighttime lows around 18°C. Wrap up your sightseeing on the 10th (Tue) early enough to travel to Taormina.
Historic Sites · Parks · Nature · Museums
Side Trip
Find places to stay May 6 — 10:

Taormina, Italy — 1 night

With its warm island weather and cliffside location overlooking the Ionion Sea, Taormina has been one of Sicily's most popular getaway destinations since the early 19th century.
Kick off your visit on the 11th (Wed): discover the deep blue sea with Blue Sea Diving Center, walk around Villa Comunale, and then explore the ancient world of Ancient Theatre of Taormina.

To see where to stay, traveler tips, more things to do, and more tourist information, read Taormina vacation builder site.

Getting from Capri to Taormina by combination of ferry and flight takes about 4.5 hours. Other options: do a combination of ferry and train; or do a combination of ferry and bus. Expect a daytime high around 28°C in May, and nighttime lows around 19°C. Finish up your sightseeing early on the 11th (Wed) so you can go by car to Syracuse.
Tours · Outdoors · Wildlife · Historic Sites
Find places to stay May 10 — 11:

Syracuse, Italy — 1 night

Philosopher Cicero once described Syracuse as "the greatest Greek city and the most beautiful of them all." A powerful city-state of ancient Greece, Syracuse now is the capital of the eponymous Italian province on the eastern coast of Sicily.
Start off your visit on the 12th (Thu): take an in-depth tour of Museo Archeologico Regionale Paolo Orsi, head off the coast to Ortigia, then pause for some serene contemplation at Duomo di Siracusa, and finally Head underground at Ear of Dionysius (Orecchio di Dionisio).

To see traveler tips, other places to visit, photos, and other tourist information, you can read our Syracuse trip planner.

Traveling by car from Taormina to Syracuse takes 1.5 hours. Alternatively, you can take a train; or take a bus. Wrap up your sightseeing on the 12th (Thu) early enough to drive to Agrigento.
Parks · Nature · Historic Sites · Museums
Find places to stay May 11 — 12:

Agrigento, Italy — 1 night

Historically one of ancient Greece's leading cities, Sicily's Agrigento is home to the seven monumental temples that make up the well-preserved Valley of the Temples.
On the 13th (Fri), take in the dramatic natural features at Scala dei Turchi and then explore the ancient world of Valle dei Templi.

To see photos, where to stay, traveler tips, and tourist information, refer to the Agrigento road trip tool.

You can drive from Syracuse to Agrigento in 2.5 hours. Other options are to take a bus; or take a bus. In May in Agrigento, expect temperatures between 26°C during the day and 19°C at night. Finish your sightseeing early on the 13th (Fri) to allow enough time to drive to Palermo.
Historic Sites · Parks · Nature
Side Trip
Find places to stay May 12 — 13:

Palermo, Italy — 1 night

The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Start off your visit on the 14th (Sat): take in the architecture and atmosphere at Chiesa Inferiore della Cappella Palatina, then admire the landmark architecture of Norman Palace, then pause for some serene contemplation at Cattedrale di Palermo, and finally explore the different monuments and memorials at Catacombe dei Cappuccini.

To find where to stay, photos, ratings, and other tourist information, go to the Palermo day trip app.

Getting from Agrigento to Palermo by car takes about 2.5 hours. Other options: take a bus; or take a train. Wrap up your sightseeing on the 14th (Sat) early enough to fly to Rome.
Historic Sites
Find places to stay May 13 — 14:

Rome, Italy — 5 nights

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Get a sense of the local culture at Colosseum and St. Peter's Basilica. Museum-lovers will get to explore Vatican Museums and Galleria Borghese. Next up on the itinerary: contemplate the long history of St. Peter's Square, contemplate in the serene atmosphere at Basilica Papale di Santa Maria Maggiore, pause for some serene contemplation at Basilica di San Pietro in Vincoli, and delve into the distant past at Pantheon.

To find traveler tips, other places to visit, more things to do, and other tourist information, you can read our Rome road trip site.

You can fly from Palermo to Rome in 3 hours. Alternatively, you can take a bus; or take a train. In May, daytime highs in Rome are 28°C, while nighttime lows are 17°C. Finish your sightseeing early on the 19th (Thu) to allow enough time to fly to Barcelona.
Historic Sites · Museums
Side Trip
Find places to stay May 14 — 19:

Barcelona, Spain — 5 nights

Barcelona, the country’s second-largest city, is a cosmopolitan urban center known for its throbbing youthful energy and stellar architecture.
You'll explore and learn at Carrer del Mirador del Palau Nacional and Parc de Montjuic. Do some cultural sightseeing at Basilica de la Sagrada Familia and Basilica de Santa Maria del Mar. Change things up with these side-trips from Barcelona: Vila Vella (Old Town) (in Tossa de Mar) and Fenals Beach (in Lloret de Mar). Next up on the itinerary: awaken your taste buds at some of the top wineries in the area, admire the landmark architecture of Palau Guell, admire the masterpieces at Joan Miro Foundation, and pick up some local products at La Boqueria.

Ask Inspirock to suggest an itinerary and make planning a trip to Barcelona fast, fun, and easy.

Fly from Rome to Barcelona in 5 hours. Alternatively, you can drive; or take a train. In May in Barcelona, expect temperatures between 25°C during the day and 16°C at night. Finish your sightseeing early on the 24th (Tue) so you can fly to Madrid.
Historic Sites · Neighborhoods · Museums · Tours
Side Trips
Find places to stay May 19 — 24:

Madrid, Spain — 5 nights

Madrid is known for its cultural and artistic heritage, lively nightlife, and a dynamic culinary scene.
Explore hidden gems such as Catedral Primada and Catedral de Segovia. You'll explore and learn at Alcazar of Segovia and Museo Nacional Thyssen-Bornemisza. Get out of town with these interesting Madrid side-trips: Acueduct of Segovia (in Segovia) and Toledo (Church of Santo Tomé, Monastery of San Juan de los Reyes, &more). There's still lots to do: indulge your senses at some of the top wineries in the area, admire the masterpieces at Prado National Museum, make a trip to Puerta de Alcala, and admire the striking features of Royal Palace of Madrid.

For other places to visit, maps, traveler tips, and other tourist information, you can read our Madrid trip builder site.

You can fly from Barcelona to Madrid in 3 hours. Alternatively, you can take a train; or drive. Traveling from Barcelona in May, Madrid is little chillier at night with lows of 13°C. Cap off your sightseeing on the 29th (Sun) early enough to catch the flight to Porto.
Museums · Historic Sites · Tours · Wineries
Side Trips
Find places to stay May 24 — 29:

Porto, Portugal — 2 nights

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.
Start off your visit on the 30th (Mon): savor the flavors at Food & Drink.

To find maps, reviews, photos, and other tourist information, go to the Porto trip planner.

You can fly from Madrid to Porto in 4.5 hours. Other options are to drive; or take a bus. The time zone difference when traveling from Madrid to Porto is minus 1 hour. Traveling from Madrid in May, expect nights in Porto to be about the same, around 13°C, while days are little chillier, around 23°C. Wrap up your sightseeing by early afternoon on the 31st (Tue) to allow time for the flight back home.
Tours · Wineries · Historic Sites
Find places to stay May 29 — 31:

Portugal travel guide

4.2
Landmarks · Castles · Beaches
Small in size but rich in history, culture, and natural beauty, Portugal features contrasting landscapes that include long beaches, lush vineyards, verdant valleys, and rolling hills dotted with tiny settlements where old traditions still prevail. The country's serene interior, often overlooked by foreigners, remains largely unspoiled by mass tourism and offers visitors a chance to discover this less-trodden part of Europe at their own pace. Ripe for leisurely adventures on foot or by bicycle, Portugal's fertile countryside boasts well-preserved medieval castles and outstanding wineries, producing some of the world's finest ports. The country's cities offer a lively culinary scene known for its many award-winning restaurants, topping the itineraries of foodies from around the globe.

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.

Sicily travel guide

4.5
Beaches · Ruins · Churches
The largest island in the Mediterranean Sea, Sicily is a ruggedly attractive land. The island has a long history of foreign domination and has been controlled by the Greeks, Romans, Arabs, and Normans. The result is a distinct culture blending elements from all of those areas and featuring an intriguing dialect. This is a huge island with plenty of small villages to tour, each with its own treasures. Beyond the popular coastal areas, Sicily's inland attractions include an unspoiled landscape of mountains, hills, and villages that sometimes seem frozen in time. While the natural environment is its biggest draw, Sicily's greatest asset may be its people. They are proud of their traditions and incredibly hospitable to visitors.

Spain travel guide

4.5
Beaches · Churches · Landmarks
A colorful country known for its relaxed lifestyle, vibrant nightlife, excellent food, and world-famous folklore and festivals, Spain boasts a huge number of World Heritage Sites and other spectacular places to visit. It also deserves its reputation as a beach vacation destination; the Western edge of the Mediterranean Sea is home to some of the world’s top beaches. But Spain’s geography is so much more than just soft, sandy shores. Its landscapes are as diverse as its people, ranging from lush meadows and snowy mountains to huge marshes and sprawling deserts. The countryside bursts with unspoiled villages of timeless beauty and old-world charm, as well as vast and varied nature preserves.