15 days in Italy & San Marino Itinerary

15 days in Italy & San Marino Itinerary

Created using Inspirock Europe trip planner

Make it your trip
Drive
1
Milan, Italy
— 4 nights
Drive
2
Cinque Terre, Italy
— 1 night
Drive
3
Pisa, Italy
— 1 night
Drive
4
Siena, Italy
— 2 nights
Drive
5
City of San Marino, San Marino
— 2 nights
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Florence, Italy
— 3 nights
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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.
You'll visit kid-friendly attractions like Duomo di Milano and Basilica di San Zeno Maggiore. Explore the numerous day-trip ideas around Milan: Verona (Casa di Giulietta, Arena di Verona, &more). Next up on the itinerary: admire the landmark architecture of Galleria Vittorio Emanuele II, get to know the fascinating history of Piazza del Duomo, take in the architecture and atmosphere at Chiesa di San Maurizio al Monastero Maggiore, and explore the historical opulence of Castello Sforzesco.

To see maps, where to stay, ratings, and other tourist information, use the Milan trip planning website.

Brussels, Belgium to Milan is an approximately 4.5-hour flight. You can also drive; or take a train. Prepare for a bit warmer weather when traveling from Brussels in April: high temperatures in Milan hover around 22°C and lows are around 9°C. Finish up your sightseeing early on the 7th (Wed) so you can go by car to Cinque Terre.

Things to do in Milan

Historic Sites · Museums · Childrens Museums · Shopping

Side Trip

Find places to stay Apr 3 — 7:

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 8th (Thu), explore the striking landscape of Parco Nazionale Cinque Terre, get great views at View Point Corniglia, and then stroll through Footpath Monterosso - Vernazza.

To find more things to do, ratings, maps, and more tourist information, read Cinque Terre attractions planner.

Traveling by car from Milan to Cinque Terre takes 3 hours. Alternatively, you can take a train. Expect a daytime high around 22°C in April, and nighttime lows around 9°C. Wrap up your sightseeing on the 8th (Thu) early enough to take a train to Pisa.

Things to do in Cinque Terre

Parks · Nature · Trails · Outdoors
Find places to stay Apr 7 — 8:

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.
On the 9th (Fri), enjoy breathtaking views from Leaning Tower of Pisa, don't miss a visit to Piazza dei Miracoli, then steep yourself in history at St Martin Cathedral, and finally steep yourself in history at Le mura di Lucca.

Before you visit Pisa, use our trip planner to discover what you can do and see there.

You can take a train from Cinque Terre to Pisa in 2 hours. Another option is to drive. In April, daytime highs in Pisa are 22°C, while nighttime lows are 9°C. Wrap up your sightseeing on the 9th (Fri) early enough to drive to Siena.

Things to do in Pisa

Historic Sites

Side Trip

Find places to stay Apr 8 — 9:

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.
On the 10th (Sat), make a trip to Piazza del Campo, explore the world behind art at Palazzo Pubblico and Museo Civico, admire the masterpieces at Museo dell'Opera Metropolitana, then contemplate in the serene atmosphere at Battistero di San Giovanni, and finally pause for some serene contemplation at Basilica Cateriniana San Domenico. On the 11th (Sun), you'll have a packed day of sightseeing: explore the world behind art at Complesso Museale Santa Maria della Scala, contemplate the long history of Centro Storico di Siena, then take in the architecture and atmosphere at Duomo di Siena, and finally take in panoramic vistas at Torre del Mangia.

To see photos, ratings, and tourist information, read our Siena travel route planner.

Traveling by car from Pisa to Siena takes 2 hours. Alternatively, you can take a train; or take a bus. In April, plan for daily highs up to 23°C, and evening lows to 9°C. Wrap up your sightseeing on the 11th (Sun) to allow time to drive to City of San Marino.

Things to do in Siena

Historic Sites · Museums
Find places to stay Apr 9 — 11:

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), find something for the whole family at San Marino Adventures. Get ready for a full day of sightseeing on the next day: appreciate the history behind Girolamo Gozi Monument, appreciate the history behind Children of Beslan Statue, contemplate the long history of Cesta Tower, take your sightseeing to a higher altitude at Mount Titan, then ponder the world of politics at Palazzo Pubblico, and finally don't miss a visit to Cava dei Balestrieri.

To find ratings, photos, maps, and tourist information, refer to the City of San Marino online driving holiday planner.

You can drive from Siena to City of San Marino in 3 hours. Other options are to do a combination of train and bus; or take a bus. Expect little chillier weather when traveling from Siena in April: highs in City of San Marino hover around 19°C, while lows dip to 10°C. Finish your sightseeing early on the 13th (Tue) to allow enough time to drive to Florence.

Things to do in City of San Marino

Theme Parks · Historic Sites · Nature · Parks

Side Trip

Find places to stay Apr 11 — 13:

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.
Family-friendly places like Cathedral of Santa Maria del Fiore and Piazzale Michelangelo will thrill your kids. The adventure continues: admire the masterpieces at Florence Academy of Fine Arts, see the interesting displays at Pitti Palace, steep yourself in history at Basilica of Santa Croce, and appreciate the extensive heritage of Piazza del Duomo.

To find ratings, photos, maps, and more tourist information, read our Florence travel planning website.

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, daytime highs in Florence are 22°C, while nighttime lows are 11°C. Wrap up your sightseeing on the 16th (Fri) early enough to travel back home.

Things to do in Florence

Historic Sites · Museums · Shopping · Parks
Find places to stay Apr 13 — 16:

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.