14 days in Italy & Madrid Itinerary

14 days in Italy & Madrid Itinerary

Created using Inspirock Europe trip planner

Make it your trip
Fly
1
Madrid, Spain
— 2 nights
Fly
2
Milan, Italy
— 1 night
Drive
3
Cinque Terre, Italy
— 1 night
Drive
4
Florence, Italy
— 1 night
Train
5
Rome, Italy
— 2 nights
Fly
6
Reggio Calabria, Italy
— 1 night
Ferry to Tresmestieri, Drive to Palermo
7
Palermo, Italy
— 1 night
Fly
8
Amalfi, Italy
— 1 night
Drive
9
Sorrento, Italy
— 1 night
Fly
10
Venice, Italy
— 2 nights
Fly

S M T W T F S
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31
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Madrid, Spain

— 2 nights

Cultural Capital of Spain

Madrid is known for its cultural and artistic heritage, lively nightlife, and a dynamic culinary scene.
Kick off your visit on the 30th (Sat): stroll around Parque del Retiro, then admire the masterpieces at Prado National Museum, and then don't miss a visit to Puerta del Sol. Get ready for a full day of sightseeing on the 31st (Sun): examine the collection at Museo Nacional Thyssen-Bornemisza, then steep yourself in history at Plaza Mayor, and then contemplate the long history of Royal Palace of Madrid.

Planning Madrid trip won't be overwhelming when you use Inspirock's itinerary maker.

San Juan, Puerto Rico to Madrid is an approximately 12-hour flight. Traveling from San Juan to Madrid, you'll lose 5 hours due to the time zone difference. Traveling from San Juan in October, you will find days in Madrid are a bit cooler (26°C), and nights are colder (13°C). Finish your sightseeing early on the 31st (Sun) so you can fly to Milan.

Things to do in Madrid

Museums · Historic Sites · Parks
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Milan, Italy

— 1 night

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.
Kick off your visit on the 1st (Mon): indulge your taste buds at Food & Drink, pause for some serene contemplation at Duomo di Milano, then appreciate the extensive heritage of Piazza del Duomo, then take in the architecture and atmosphere at Basilica di Santa Tecla, and finally browse the different shops at Galleria Vittorio Emanuele II.

To see photos, more things to do, reviews, and tourist information, you can read our Milan trip itinerary planning app.

Traveling by flight from Madrid to Milan takes 5.5 hours. Alternatively, you can drive; or take a train. When traveling from Madrid in October, plan for slightly colder days in Milan, with highs around 21°C, while nights are about the same with lows around 13°C. Cap off your sightseeing on the 1st (Mon) early enough to go by car to Cinque Terre.

Things to do in Milan

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Cinque Terre, Italy

— 1 night

Italian Riviera

Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
On the 2nd (Tue), explore the striking landscape of Parco Nazionale Cinque Terre, then discover the deep blue sea with Enjoy Cinqueterre Boat Tours, and then take some stellar pictures from View Point Corniglia.

To see ratings, reviews, traveler tips, and more tourist information, use the Cinque Terre tour itinerary planning tool.

Traveling by car from Milan to Cinque Terre takes 3 hours. Alternatively, you can drive; or take a train. Expect somewhat warmer weather when traveling from Milan in November: highs in Cinque Terre hover around 19°C, while lows dip to 9°C. Wrap up your sightseeing on the 2nd (Tue) to allow time to drive to Florence.

Things to do in Cinque Terre

Nature · Parks · Wildlife · Outdoors
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Florence, Italy

— 1 night

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Kick off your visit on the 3rd (Wed): steep yourself in history at Cathedral of Santa Maria del Fiore, take in the views from Ponte Vecchio, don't miss a visit to Piazzale Michelangelo, then admire the masterpieces at Pitti Palace, and finally admire the masterpieces at Florence Academy of Fine Arts.

To see where to stay, more things to do, reviews, and tourist information, use the Florence visit planner.

You can drive from Cinque Terre to Florence in 2.5 hours. Another option is to take a train. In November, daytime highs in Florence are 19°C, while nighttime lows are 9°C. Finish your sightseeing early on the 3rd (Wed) to allow enough time to take a train to Rome.

Things to do in Florence

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Rome, Italy

— 2 nights

Eternal City

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 4th (Thu): delve into the distant past at Palatine Hill, take in the architecture and atmosphere at St. Peter's Basilica, and then admire the masterpieces at Vatican Museums. Here are some ideas for day two: delve into the distant past at Colosseum, appreciate the extensive heritage of Piazza Navona, explore the ancient world of Pantheon, then admire the local landmark of Trevi Fountain, and finally take in nature's colorful creations at Vatican Gardens.

To see more things to do, photos, other places to visit, and other tourist information, you can read our Rome day trip planner.

Take a train from Florence to Rome in 2.5 hours. Alternatively, you can fly; or drive. November in Rome sees daily highs of 20°C and lows of 9°C at night. Wrap up your sightseeing on the 5th (Fri) to allow time to fly to Reggio Calabria.

Things to do in Rome

Historic Sites · Museums · Parks

Side Trip

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Reggio Calabria, Italy

— 1 night
Reggio di Calabria, commonly known as Reggio Calabria or simply Reggio in Southern Italy, is the largest city and the most populated comune of Calabria, Southern Italy. Kick off your visit on the 6th (Sat): contemplate in the serene atmosphere at Chiesa degli Ottimati, contemplate in the serene atmosphere at Chiesa di San Sebastiano al Crocefisso, get engrossed in the history at Museo del Bergamotto, then see the interesting displays at Pinacoteca Civica Di Reggio Calabria, then get to know the fascinating history of Lungomare Falcomata, and finally appreciate the history behind Monumento Dea Athena.

For other places to visit, more things to do, reviews, and other tourist information, read Reggio Calabria tour itinerary planning tool.

You can fly from Rome to Reggio Calabria in 3 hours. Alternatively, you can take a train; or drive. Traveling from Rome in November, Reggio Calabria is a bit warmer at night with lows of 16°C. Cap off your sightseeing on the 6th (Sat) early enough to travel to Palermo.

Things to do in Reggio Calabria

Museums · Historic Sites · Childrens Museums
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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 7th (Sun): steep yourself in history at Norman Palace, then admire the landmark architecture of Palazzo Conte Federico, then pause for some serene contemplation at Cattedrale di Palermo, and finally indulge in some culinary diversions at a local gastronomic tour.

To see where to stay, ratings, other places to visit, and other tourist information, go to the Palermo trip itinerary website.

You can do a combination of ferry and car from Reggio Calabria to Palermo in 4 hours. Alternatively, you can do a combination of ferry and train; or take a bus. Finish your sightseeing early on the 7th (Sun) so you can fly to Amalfi.

Things to do in Palermo

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Amalfi, Italy

— 1 night

Painted Town

Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
On the 8th (Mon), contemplate in the serene atmosphere at Duomo di Ravello, admire the striking features of Villa Rufolo, stroll through Villa Cimbrone Gardens, then take a memorable drive along Amalfi Coast, then ponder the design of Fontana sant'Andrea, and finally take in the spiritual surroundings of Duomo di Sant'Andrea.

To see reviews, other places to visit, ratings, and other tourist information, read our Amalfi tour itinerary builder.

You can fly from Palermo to Amalfi in 2.5 hours. Alternatively, you can do a combination of train and taxi; or ride a ferry. In November, daytime highs in Amalfi are 21°C, while nighttime lows are 17°C. Finish your sightseeing early on the 8th (Mon) so you can drive to Sorrento.

Things to do in Amalfi

Historic Sites · Outdoors · Parks · Scenic Drive

Side Trips

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Sorrento, Italy

— 1 night

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
Start off your visit on the 9th (Tue): experience rural life at La Masseria Farm Experience.

To see photos, where to stay, maps, and other tourist information, go to the Sorrento trip itinerary builder site.

Getting from Amalfi to Sorrento by car takes about 1.5 hours. Other options: ride a ferry; or take a bus. In November, daily temperatures in Sorrento can reach 20°C, while at night they dip to 15°C. On the 9th (Tue), wrap the sightseeing up by early afternoon so you can fly to Venice.
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Venice, Italy

— 2 nights

City of Romance

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.
Kick off your visit on the 10th (Wed): take in panoramic vistas at St Mark's Campanile, then pause for some serene contemplation at Basilica di San Marco, then appreciate the extensive heritage of Piazza San Marco, and finally admire the landmark architecture of Doge's Palace.

For reviews, maps, where to stay, and other tourist information, read Venice online trip itinerary planner.

You can fly from Sorrento to Venice in 3 hours. Alternatively, you can take a train; or drive. Traveling from Sorrento in November, things will get slightly colder in Venice: highs are around 15°C and lows about 7°C. Wrap up your sightseeing by early afternoon on the 11th (Thu) to allow enough time to fly back home.

Things to do in Venice

Historic Sites · Nature · Parks · Museums
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Italy travel guide

4.6
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.

Province of Salerno travel guide

4.3
Salerno is a city and comune in Campania (south-western Italy) and is the capital of the province of the same name. It is located on the Gulf of Salerno on the Tyrrhenian Sea. The city is divided into three distinct zones: the medieval sector, the 19th century sector and the more densely populated post-war area, with its several apartment blocks.Salerno was an independent Lombard principality, Principality of Salerno, in the early Middle Ages. During this time, the Schola Medica Salernitana, the first medical school in the world, was founded. In the 16th century, under the Sanseverino family, among the most powerful feudal lords in southern Italy, the city became a great centre of learning, culture and the arts, and the family hired several of the greatest intellectuals of the time. Later, in 1694, the city was struck by several catastrophic earthquakes and plagues. After a period of Spanish rule which would last until the 18th century, Salerno became part of the Parthenopean Republic.In recent history the city hosted Victor Emmanuel III, the King of Italy, who moved from Rome in 1943 after Italy negotiated a peace with the Allies in World War II, making Salerno the home of the "government of the South" (Regno del Sud) and therefore capital of Italy for some months. Some of the Allied landings during Operation Avalanche (the invasion of Italy) occurred near Salerno. Today Salerno is an important cultural centre in Campania and Italy.

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