17 days in Italy & Madrid Itinerary

17 days in Italy & Madrid Itinerary

Created using Inspirock Europe vacation planner

Make it your trip
Rome, Italy
— 3 nights
Naples, Italy
— 1 night
Florence, Italy
— 3 nights
Milan, Italy
— 3 nights
Madrid, Spain
— 4 nights


Rome, Italy

— 3 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your list of things to see and do now includes Trastevere, Piazza Barberini, Via Condotti, and other attractions. Get some historical perspective at Colosseum and Piazza Navona. Let the collections at Vatican Museums and Galleria Borghese capture your imagination. Next up on the itinerary: contemplate the long history of St. Peter's Basilica, delve into the distant past at Palatine Hill, pause for some serene contemplation at Pantheon, and don't miss a visit to Roman Forum.

To find traveler tips, photos, maps, and tourist information, you can read our Rome vacation maker tool.

Sao Paulo, Brazil to Rome is an approximately 14.5-hour flight. The time zone difference when traveling from Sao Paulo to Rome is 4 hours. Expect a daytime high around 28°C in May, and nighttime lows around 17°C. Finish up your sightseeing early on the 10th (Fri) so you can catch the train to Naples.

Things to do in Rome

Historic Sites · Museums · Neighborhoods · Shopping

Side Trip

Find places to stay May 7 — 10:

Naples, Italy

— 1 night
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You've added Castel dell'Ovo, Piazza Bellini, Via San Gregorio Armeno, and other attractions to your itinerary. Kick off your visit on the 10th (Fri): make a trip to Piazza del Plebiscito, admire the striking features of Galleria Umberto I, get a taste of the local shopping with Via Toledo, then make a trip to Via San Gregorio Armeno, then don't miss a visit to Piazza Bellini, and finally step into the grandiose world of Castel dell'Ovo.

For more things to do, traveler tips, maps, and other tourist information, refer to the Naples travel itinerary planner.

Traveling by train from Rome to Naples takes 2 hours. Alternatively, you can drive; or fly. In May, daytime highs in Naples are 27°C, while nighttime lows are 17°C. Cap off your sightseeing on the 11th (Sat) early enough to catch the train to Florence.

Things to do in Naples

Historic Sites · Shopping
Find places to stay May 10 — 11:

Florence, Italy

— 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your day by day itinerary now includes Ponte Vecchio, Piazza della Signoria, Piazza del Duomo, and other attractions you added. Satisfy your inner culture vulture at Cathedral of Santa Maria del Fiore and Gallerie Degli Uffizi. Your inner history buff will appreciate Centro Storico and Basilica of Santa Croce. There's still lots to do: explore the world behind art at Pitti Palace, make a trip to Piazzale Michelangelo, and contemplate the long history of Loggia dei Lanzi.

For traveler tips, maps, other places to visit, and other tourist information, read our Florence itinerary maker website.

You can take a train from Naples to Florence in 3 hours. Alternatively, you can drive; or do a combination of train and flight. Traveling from Naples in May, you can expect nighttime temperatures to be a bit cooler in Florence, with lows of 13°C. On the 14th (Tue), you're off to Milan.

Things to do in Florence

Historic Sites · Museums
Find places to stay May 11 — 14:

Milan, Italy

— 3 nights

Fashion Capital of World

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.
Your day by day itinerary now includes Sempione Park as well as Giardini Pubblici Indro Montanelli. There's more to do: make a trip to Galleria Vittorio Emanuele II and appreciate the extensive heritage of Piazza del Duomo.

Find out how to plan Milan trip without stress by asking Inspirock to help create an itinerary.

You can take a train from Florence to Milan in 2.5 hours. Other options are to drive; or fly. In May, daily temperatures in Milan can reach 26°C, while at night they dip to 15°C. You'll set off for Madrid on the 17th (Fri).

Things to do in Milan

Parks · Shopping · Historic Sites
Find places to stay May 14 — 17:

Madrid, Spain

— 4 nights

Cultural Capital of Spain

Madrid is known for its cultural and artistic heritage, lively nightlife, and a dynamic culinary scene.
Your day by day itinerary now includes Museo Nacional Thyssen-Bornemisza, El Rastro, Puerta de Alcala, and other attractions you added. Popular historic sites such as Royal Palace of Madrid and Plaza Mayor are in your itinerary. Get some cultural insight at Prado National Museum and Gran Via. It doesn't end there: walk around Parque del Retiro and hunt for treasures at Mercado San Miguel.

Discover how to plan a Madrid trip in just a few steps with Inspirock's itinerary builder.

Traveling by flight from Milan to Madrid takes 5.5 hours. Alternatively, you can drive; or take a train. In May in Madrid, expect temperatures between 28°C during the day and 13°C at night. On the 21st (Tue), you're off to home.

Things to do in Madrid

Museums · Historic Sites · Shopping · Parks
Find places to stay May 17 — 21:

Italy travel guide

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.