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

City of Seven Hills

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 Capela dos Ossos. You'll find plenty of places to visit near Lisbon: Sintra (Quinta da Regaleira & Castelo dos Mouros) and Centro Historico de Evora (in 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.

Things to do in Lisbon

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 Villa San Michele. Take a break from the city and head to I Faraglioni and Fortini Coastal Walk. There's still lots to do: get great views at Monte Solaro, Head underground at Blue Grotto, contemplate in the serene atmosphere at Chiesa San Michele, and appreciate the extensive heritage of Scala Fenicia (Phoenician Steps).

For traveler tips, reviews, other places to visit, and other tourist information, you can read our Capri online route planner.

You can do a combination of flight and ferry from Lisbon to Capri in 8 hours. Alternatively, you can 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. In May in Capri, expect temperatures between 27°C during the day and 18°C at night. Finish your sightseeing early on the 10th (Tue) so you can travel to Taormina.

Things to do in Capri

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.

Things to do in Taormina

Tours · Wildlife · Outdoors · Historic Sites
Find places to stay May 10 — 11:

Syracuse, Italy

— 1 night

Pearl of the Mediterranean

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.

Things to do in Syracuse

Nature · Parks · Historic Sites · Museums
Find places to stay May 11 — 12:

Agrigento, Italy

— 1 night

Valley of the Temples

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.

Things to do in Agrigento

Historic Sites · Nature · Parks

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.

Things to do in Palermo

Historic Sites
Find places to stay May 13 — 14:

Rome, Italy

— 5 nights

Eternal City

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 Pantheon. Museum-lovers will get to explore Vatican Museums and Museo Nazionale di Castel Sant'Angelo. The adventure continues: take in the spiritual surroundings of Cupola di San Pietro, take in the architecture and atmosphere at St. Peter's Basilica, contemplate the long history of Palatine Hill, and explore the world behind art at Galleria Borghese.

To see photos, other places to visit, and other tourist information, read our Rome road trip website.

Traveling by flight from Palermo to Rome takes 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) so you can fly to Barcelona.

Things to do in Rome

Historic Sites · Museums

Side Trip

Find places to stay May 14 — 19:

Barcelona, Spain

— 5 nights

Jewel of the Mediterranean

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 Joan Miro Foundation. Do some cultural sightseeing at Basilica of the Sagrada Familia and El Born. Change things up with these side-trips from Barcelona: Fenals Beach (in Lloret de Mar) and Vila Vella (Old Town) (in Tossa de Mar). The adventure continues: take in the architecture and atmosphere at Basilica de Santa Maria del Mar, admire the striking features of Palau Guell, indulge your senses at some of the top wineries in the area, and stroll around Parc de Montjuic.

For reviews, maps, and other tourist information, you can read our Barcelona road trip planning website.

You can 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. Cap off your sightseeing on the 24th (Tue) early enough to catch the flight to Madrid.

Things to do in Barcelona

Historic Sites · Neighborhoods · Museums · Parks

Side Trips

Find places to stay May 19 — 24:

Madrid, Spain

— 5 nights

Cultural Capital of Spain

Madrid is known for its cultural and artistic heritage, lively nightlife, and a dynamic culinary scene.
Explore hidden gems such as Catedral Primada and Wine Tours & Tastings. You'll explore and learn at Alcazar of Segovia and Museo Nacional Thyssen-Bornemisza. Get out of town with these interesting Madrid side-trips: Toledo (Church of Santo Tomé, Monastery of San Juan de los Reyes, &more) and Segovia (Catedral de Segovia & Acueduct of Segovia). There's much more to do: admire the masterpieces at Prado National Museum, pause for some photo ops at Puerta de Alcala, get engrossed in the history at National Archaeological Museum of Spain, and admire the striking features of Royal Palace of Madrid.

For maps, reviews, ratings, and tourist information, refer to the Madrid journey builder site.

You can fly from Barcelona to Madrid in 3 hours. Alternatively, you can take a train; or drive. Expect slightly colder evenings in Madrid when traveling from Barcelona in May, with lows around 13°C. Finish your sightseeing early on the 29th (Sun) to allow enough time to fly to Porto.

Things to do in Madrid

Museums · Historic Sites · Tours · Wineries

Side Trips

Find places to stay May 24 — 29:

Porto, Portugal

— 2 nights

Unvanquished City

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.

Things to do in Porto

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
Churches · Beaches · 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.