15 days in Italy & San Marino Itinerary

15 days in Italy & San Marino Itinerary

Created using Inspirock Europe trip itinerary planner

Make it your trip
Drive
1
Milan, Italy
— 4 nights
Drive
2
Cinque Terre, Italy
— 1 night
Train
3
Pisa, Italy
— 1 night
Drive
4
Siena, Italy
— 2 nights
Drive
5
City of San Marino, San Marino
— 2 nights
Drive
6
Florence, Italy
— 4 nights
Fly

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Milan, Italy

— 4 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.
Kids will appreciate attractions like Duomo di Milano and Piazza delle Erbe. Change things up with these side-trips from Milan: Verona (Basilica di San Zeno Maggiore, Casa di Giulietta, &more). There's much more to do: admire the landmark architecture of Galleria Vittorio Emanuele II, get the lay of the land with Walking tours, pause for some serene contemplation at Chiesa di San Maurizio al Monastero Maggiore, and explore the world behind art at Museo Poldi Pezzoli.

For other places to visit, ratings, reviews, and tourist information, go to the Milan tour itinerary builder.

Brussels, Belgium to Milan is an approximately 4.5-hour flight. You can also drive; or take a train. In April, Milan is a bit warmer than Brussels - with highs of 22°C and lows of 9°C. Wrap up your sightseeing on the 7th (Wed) early enough to drive to Cinque Terre.

Things to do in Milan

Historic Sites · Museums · Tours · Childrens Museums

Side Trip

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.
Kick off your visit on the 8th (Thu): gain insight with Angelo's Boat Tours, hike along Footpath Monterosso - Vernazza, and then take a stroll around Vernazza.

To find reviews, traveler tips, photos, and other tourist information, use the Cinque Terre trip planner.

You can drive from Milan to Cinque Terre in 3 hours. Another option is to take a train. April in Cinque Terre sees daily highs of 22°C and lows of 9°C at night. Finish your sightseeing early on the 8th (Thu) to allow enough time to take a train to Pisa.

Things to do in Cinque Terre

Outdoors · Wildlife · Tours · Trails

Pisa, Italy

— 1 night
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Start off your visit on the 9th (Fri): enjoy breathtaking views from Leaning Tower of Pisa, then don't miss a visit to Piazza dei Miracoli, then admire the striking features of St Martin Cathedral, and finally make a trip to Le mura di Lucca.

To find photos, other places to visit, reviews, and other tourist information, you can read our Pisa tour planner.

Traveling by train from Cinque Terre to Pisa takes 2 hours. Alternatively, you can drive. In April, daily temperatures in Pisa can reach 22°C, while at night they dip to 9°C. Wrap up your sightseeing on the 9th (Fri) to allow time to drive to Siena.

Things to do in Pisa

Historic Sites

Side Trip

Siena, Italy

— 2 nights

Cultural Heart of Tuscany

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 10th (Sat): take in panoramic vistas at Torre del Mangia, take in the architecture and atmosphere at Basilica Cateriniana San Domenico, contemplate in the serene atmosphere at San Francesco, then explore the world behind art at Museo dell'Opera Metropolitana, then contemplate the long history of Battistero di San Giovanni, and finally make a trip to Piazza del Campo. Get ready for a full day of sightseeing on the next day: contemplate the long history of Centro Storico di Siena, pause for some serene contemplation at Duomo di Siena, and then ponder the world of politics at Palazzo Pubblico and Museo Civico.

To find maps, ratings, photos, and other tourist information, you can read our Siena trip maker tool.

Traveling by car from Pisa to Siena takes 2 hours. Alternatively, you can take a train; or take a bus. April in Siena sees daily highs of 23°C and lows of 9°C at night. Finish up your sightseeing early on the 11th (Sun) so you can go by car to City of San Marino.

Things to do in Siena

Historic Sites · Museums

City of San Marino, San Marino

— 2 nights
The capital of one of the world's smallest and oldest republics, the hillside city of San Marino boasts a World Heritage-listed old town that's known for its winding cobblestone streets and sweeping views of the surrounding countryside.
On the 12th (Mon), get in on the family fun at San Marino Adventures. On the 13th (Tue), you'll have a packed day of sightseeing: appreciate the history behind Girolamo Gozi Monument, appreciate the history behind Children of Beslan Statue, make a trip to Cesta Tower, take your sightseeing to a higher altitude at Mount Titan, then get a sense of history and politics at Palazzo Pubblico, and finally don't miss a visit to Cava dei Balestrieri.

To find other places to visit, photos, traveler tips, and tourist information, read our City of San Marino tour planner.

Drive from Siena to City of San Marino in 3 hours. Alternatively, you can do a combination of train and bus; or take a bus. When traveling from Siena in April, plan for slightly colder days and about the same nights in City of San Marino: temperatures range from 19°C by day to 10°C at night. Finish up your sightseeing early on the 13th (Tue) so you can go by car to Florence.

Things to do in City of San Marino

Theme Parks · Historic Sites · Nature · Parks

Side Trip

Florence, Italy

— 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Kids will enjoy Cathedral of Santa Maria del Fiore and Ponte Vecchio. There's lots more to do: explore the world behind art at Florence Academy of Fine Arts, take in panoramic vistas at Campanile di Giotto, contemplate the long history of Basilica of Santa Croce, and appreciate the extensive heritage of Piazza del Duomo.

For more things to do, traveler tips, other places to visit, and more tourist information, you can read our Florence trip builder.

Traveling by car from City of San Marino to Florence takes 2.5 hours. Alternatively, you can do a combination of bus and train; or do a combination of bus and shuttle. In April, daily temperatures in Florence can reach 22°C, while at night they dip to 11°C. Wrap up your sightseeing on the 17th (Sat) to allow time to travel back home.

Things to do in Florence

Historic Sites · Museums · Shopping · Parks

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.

Tuscany travel guide

4.4
Landmarks · Art Museums · Sacred & Religious Sites
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.

San Marino travel guide

3.4
Historic Sites · Specialty Museums · Castles
San Marino is a country characterized by its architecture--namely, the three towers that adorn the country's flag and coat of arms. As a result, most of the tourist attractions here center around the structures protruding from the hill of the country. The third-smallest nation in Europe, it is surprising that San Marino managed to gain independence from robust Italy. This status has created great pride among the Sanmarinese, although Italian culture is still quite influential as the country is completely surrounded by Italy. And while its size has obvious disadvantages, the advantages for tourism strongly outweigh them. Visitors don't need to travel to get a sense of the country (there isn't far to go!), and this generates an intimacy and friendliness among locals that is lost in most larger countries.