50 days in Italy & City of San Marino Itinerary

50 days in Italy & City of San Marino Itinerary

Created using Inspirock Europe trip maker

Make it your trip
Drive
1
Naples, Italy
— 5 nights
Train
2
Rome, Italy
— 4 nights
Train
3
Trieste, Italy
— 2 nights
Drive
4
Venice, Italy
— 4 nights
Shuttle
5
Padua, Italy
— 1 night
Drive
6
Vicenza, Italy
— 1 day
Train
7
Florence, Italy
— 2 nights
Drive
8
Siena, Italy
— 2 nights
Drive
9
Pisa, Italy
— 2 nights
Train
10
Bologna, Italy
— 2 nights
Drive
11
City of San Marino, San Marino
— 2 nights
Drive
12
Pesaro, Italy
— 2 nights
Drive
13
Forli, Italy
— 1 night
Drive
14
Parma, Italy
— 2 nights
Drive
15
Piacenza, Italy
— 1 night
Drive
16
Milan, Italy
— 4 nights
Drive
17
Biella, Italy
— 2 nights
Drive
18
Turin, Italy
— 2 nights
Drive
19
Genoa, Italy
— 2 nights
Train
20
Palermo, Italy
— 2 nights
Drive
21
Messina, Italy
— 1 night
Ferry to Villa San Giovanni, Drive to Bari
22
Bari, Italy
— 3 nights
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Naples, Italy

— 5 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. You'll find plenty of places to visit near Naples: Amalfi (Fontana sant'Andrea & Duomo di Sant'Andrea), Positano (Artigianato Rallo, Fornillo, &more) and Torre di Grado (in Praiano). There's much more to do: take in nature's colorful creations at Villa Cimbrone Gardens, get curious at MUSA - Museo Universitario delle Scienze e delle Arti, see the interesting displays at Museo Archeologico Nazionale di Napoli, and contemplate in the serene atmosphere at Duomo di Ravello.

To see ratings, other places to visit, traveler tips, and more tourist information, read Naples tour itinerary planner.

Potenza to Naples is an approximately 2-hour car ride. In July, daily temperatures in Naples can reach 36°C, while at night they dip to 24°C. Wrap up your sightseeing on the 6th (Tue) early enough to take a train to Rome.

Things to do in Naples

Historic Sites · Museums · Parks · Outdoors

Side Trips

Rome, Italy

— 4 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, and museums. Your plan includes some of its best attractions: steep yourself in history at Colosseum, admire the local landmark of Trevi Fountain, explore the ancient world of Palatine Hill, and admire the landmark architecture of Pantheon.

To find ratings, traveler tips, maps, and other tourist information, you can read our Rome day trip app.

You can take a train from Naples to Rome in 2 hours. Other options are to drive; or fly. Expect a daytime high around 37°C in July, and nighttime lows around 24°C. Wrap up your sightseeing by early afternoon on the 10th (Sat) to allow time for travel to Trieste.

Things to do in Rome

Historic Sites · Museums · Neighborhoods

Side Trip

Trieste, Italy

— 2 nights

Pearl of the Adriatic

Trieste is a charming old town with a quiet atmosphere often compared to eastern European cities.
On the 11th (Sun), head outdoors with Grotta Gigante, ponder the world of politics at Palazzo del Municipio, make a trip to Molo Audace, then appreciate the history behind Le Ragazze di Trieste, then make a trip to Piazza dell'Unita d'Italia, and finally explore the activities along Canale Grande.

For reviews, maps, and other tourist information, you can read our Trieste itinerary planner.

Fly from Rome to Trieste in 4 hours. Alternatively, you can take a train; or drive. July in Trieste sees daily highs of 34°C and lows of 24°C at night. You'll have a few hours on the 12th (Mon) to wrap things up before traveling to Venice.

Things to do in Trieste

Parks · Outdoors · Nature · Historic Sites

Side Trip

Venice, Italy

— 4 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.
Venice is known for historic sites, museums, and nature. Your plan includes some of its best attractions: explore the activities along Canal Grande, take in the architecture and atmosphere at San Giorgio Maggiore, admire the masterpieces at Peggy Guggenheim Collection, and admire the striking features of Basilica di San Marco.

To see traveler tips, more things to do, photos, and other tourist information, read Venice trip builder app.

Drive from Trieste to Venice in 2 hours. Alternatively, you can drive; or take a shuttle; or take a train. July in Venice sees daily highs of 36°C and lows of 22°C at night. Wrap up your sightseeing by early afternoon on the 16th (Fri) to allow enough time to take a shuttle to Padua.

Things to do in Venice

Historic Sites · Museums · Parks · Nature

Padua, Italy

— 1 night

Holy City

Padua is a picturesque city with a dense network of arcaded streets opening into large communal piazze (squares).
Kick off your visit on the 16th (Fri): pause for some serene contemplation at Basilica of St. Anthony, then make a trip to Prato della Valle, then pause for some serene contemplation at Chiesa degli Eremitani, and finally take in the architecture and atmosphere at Scrovegni Chapel.

To find maps, other places to visit, where to stay, and more tourist information, read Padua vacation builder website.

Traveling by shuttle from Venice to Padua takes an hour. Alternatively, you can take a shuttle; or drive; or take a train. Traveling from Venice in July, expect a bit warmer with lows of 26°C in Padua. You'll have a few hours on the 17th (Sat) to wrap things up before traveling to Vicenza.

Things to do in Padua

Historic Sites

Vicenza, Italy

— 1 day

City of Palladio

Famous for its abundance of 16th-century architecture designed by Andrea Palladio, Vicenza was coined the City of Palladio.
Kick off your visit on the 17th (Sat): pause for some serene contemplation at Santuario della Madonna di Monte Berico, then admire the landmark architecture of Basilica Palladiana, then get engrossed in the history at Palazzo da Schio, Ca' d'Oro, and finally admire the striking features of Villa La Rotonda by Andrea Palladio.

To see ratings, reviews, where to stay, and other tourist information, go to the Vicenza trip planner.

Traveling by car from Padua to Vicenza takes an hour. Alternatively, you can take a shuttle; or take a train. In July, daily temperatures in Vicenza can reach 33°C, while at night they dip to 26°C. Finish up your sightseeing early on the 17th (Sat) so you can catch the train to Florence.

Things to do in Vicenza

Historic Sites · Museums

Florence, Italy

— 2 nights

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 18th (Sun): snap pictures at Ponte Vecchio, don't miss a visit to Piazzale Michelangelo, then explore the world behind art at Florence Academy of Fine Arts, then steep yourself in history at Basilica of Santa Croce, and finally explore the world behind art at Pitti Palace. On the 19th (Mon), you'll have a packed day of sightseeing: make a trip to Ratto della Sabina, step into the grandiose world of Palazzo Vecchio, admire the landmark architecture of The Baptistery of St. John, then get to know the fascinating history of Piazza della Signoria, then appreciate the extensive heritage of Piazza del Duomo, and finally contemplate the long history of Cathedral of Santa Maria del Fiore.

To see maps, where to stay, photos, and tourist information, read Florence trip planner.

Traveling by train from Vicenza to Florence takes 2.5 hours. Alternatively, you can drive. Traveling from Vicenza in July, you can expect nighttime temperatures to be slightly colder in Florence, with lows of 21°C. Finish your sightseeing early on the 19th (Mon) so you can drive to Siena.

Things to do in Florence

Historic Sites · Museums

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 20th (Tue), take in the architecture and atmosphere at Abbazia di San Galgano and then make a trip to Piazza del Campo. On your second day here, take in panoramic vistas at Torre del Mangia, explore the world behind art at Museo dell'Opera Metropolitana, then pause for some serene contemplation at Duomo di Siena, and finally contemplate the long history of Centro Storico di Siena.

To find other places to visit, ratings, and more tourist information, read Siena trip itinerary builder.

Drive from Florence to Siena in 1.5 hours. Alternatively, you can take a bus; or take a train. In July in Siena, expect temperatures between 37°C during the day and 22°C at night. Finish your sightseeing early on the 21st (Wed) so you can drive to Pisa.

Things to do in Siena

Historic Sites · Museums

Side Trip

Pisa, Italy

— 2 nights
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Kick off your visit on the 22nd (Thu): enjoy breathtaking views from Leaning Tower of Pisa, don't miss a visit to Piazza dei Miracoli, contemplate in the serene atmosphere at Duomo di Pisa, then explore the different monuments and memorials at Camposanto, and finally take in the spiritual surroundings of Baptistery of St. John. Get ready for a full day of sightseeing on the next day: get to know the fascinating history of Montecatini Alto, admire the landmark architecture of St Martin Cathedral, take in panoramic vistas at Torre Guinigi, then make a trip to Piazza Anfiteatro, and finally contemplate the long history of Le mura di Lucca.

To see reviews, traveler tips, photos, and tourist information, read Pisa trip itinerary maker website.

Drive from Siena to Pisa in 2 hours. Alternatively, you can take a train; or take a bus. In July, daytime highs in Pisa are 35°C, while nighttime lows are 21°C. Finish your sightseeing early on the 23rd (Fri) so you can take a train to Bologna.

Things to do in Pisa

Historic Sites

Side Trips

Bologna, Italy

— 2 nights

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Start off your visit on the 24th (Sat): shop like a local with Bologna Fotografata. Tre Secoli di Sguardi, contemplate the long history of Piazza Maggiore, make a trip to Le Due Torri Torre degli Asinell, then get engrossed in the history at La Macchina del Tempo, and finally pause for some serene contemplation at Santuario di Madonna di San Luca. Keep things going the next day: contemplate the long history of Basilica di San Petronio, take in the architecture and atmosphere at Basilica - Santuario di Santo Stefano, admire the masterpieces at Pinacoteca Nazionale di Bologna, then brush up on your knowledge of spirits at Acetaia Villa San Donnino, and finally examine the collection at Museo per la Memoria di Ustica.

For other places to visit, more things to do, ratings, and more tourist information, go to the Bologna visit planner.

Traveling by train from Pisa to Bologna takes 2 hours. Alternatively, you can drive; or take a bus. In July, daily temperatures in Bologna can reach 37°C, while at night they dip to 22°C. Finish your sightseeing early on the 25th (Sun) so you can drive to City of San Marino.

Things to do in Bologna

Museums · Historic Sites · Shopping · Breweries & Distilleries

Side Trip

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 26th (Mon), don't miss a visit to Cesta Tower, take your sightseeing to a higher altitude at Mount Titan, steep yourself in history at Montale Tower, steep yourself in history at Piazza della Liberta, then examine the collection at Modern Weapons Museum, and finally ponder the world of politics at Palazzo Pubblico. Get ready for a full day of sightseeing on the 27th (Tue): steep yourself in history at Porta San Francesco, don't miss a visit to Cava dei Balestrieri, see the interesting displays at Museo di Stato, then take in the architecture and atmosphere at Basilica del Santo Marino, and finally examine the collection at Museo delle Curiosità - San Marino.

To see reviews, maps, other places to visit, and other tourist information, refer to the City of San Marino trip planner.

You can drive from Bologna to City of San Marino in 1.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. In July, daytime highs in City of San Marino are 34°C, while nighttime lows are 23°C. Wrap up your sightseeing on the 27th (Tue) early enough to travel to Pesaro.

Things to do in City of San Marino

Historic Sites · Museums · Parks · Nature

Pesaro, Italy

— 2 nights
Pesaro is a town and comune in the Italian region of the Marche, capital of the Pesaro e Urbino province, on the Adriatic. On the 28th (Wed), identify plant and animal life at Il Teatro dell'Aria, then stroll around Parco Naturale Monte San Bartolo, then make a trip to Villino Ruggeri, and finally appreciate the history behind Sfera Grande di Pomodoro. Get ready for a full day of sightseeing on the 29th (Thu): explore the historical opulence of Castello di Gradara, then kick back and relax at Lido delle Sirene, and then get up close and personal with brilliant marine life at Acquario di Cattolica.

For photos and other tourist information, go to the Pesaro online trip itinerary planner.

You can drive from City of San Marino to Pesaro in an hour. July in Pesaro sees daily highs of 34°C and lows of 23°C at night. Cap off your sightseeing on the 29th (Thu) early enough to go by car to Forli.

Things to do in Pesaro

Parks · Outdoors · Zoos & Aquariums · Beaches

Side Trips

Forli, Italy

— 1 night
Forlì is a comune and city in Emilia-Romagna, northern Italy, and is the capital of the province of Forlì-Cesena. On the 30th (Fri), don't miss a visit to Piazza Aurelio Saffi, pause for some serene contemplation at Abbazia di San Mercuriale, pause for some serene contemplation at Cattedrale Di Santa Croce, then walk around Parco Urbano Franco Agosto, then get engrossed in the history at Casa dei Ricordi - Villa Carpena, and finally stroll around Parco di Via Dragoni.

To find reviews, maps, where to stay, and tourist information, use the Forli trip builder site.

You can drive from Pesaro to Forli in 1.5 hours. In July, plan for daily highs up to 36°C, and evening lows to 25°C. Wrap up your sightseeing on the 30th (Fri) early enough to drive to Parma.

Things to do in Forli

Parks · Historic Sites · Museums

Parma, Italy

— 2 nights

Capital of Italian Food Valley

Parma is famous for its prosciutto, cheese, and architecture.
Kick off your visit on the 31st (Sat): contemplate in the serene atmosphere at Battistero di Parma, walk around Parco Ducale, and then indulge your taste buds at Food & Drink. On the 1st (Sun), you'll have a packed day of sightseeing: relax in the rural setting at Caseificio San Pier Damiani, explore the historical opulence of Castello di Torrechiara, do a tasting at Cantina del Borgo, take in the architecture and atmosphere at Monastero di San Giovanni Evangelista, then take in the spiritual surroundings of Cattedrale di Parma, and finally pause for some photo ops at Panchina Giuseppe Verdi.

To find ratings, photos, and other tourist information, read Parma online sightseeing planner.

Getting from Forli to Parma by car takes about 2 hours. Other options: take a train; or take a bus. In July, daytime highs in Parma are 36°C, while nighttime lows are 22°C. Finish your sightseeing early on the 1st (Sun) so you can drive to Piacenza.

Things to do in Parma

Tours · Historic Sites · Parks · Wineries

Side Trip

Piacenza, Italy

— 1 night
Piacenza is a city and comune in the Emilia-Romagna region of northern Italy. On the 2nd (Mon), don't miss a visit to Piazza Cavalli, admire the masterpieces at Duomo Di Piacenza, contemplate the long history of Borgo Storico Di Grazzano Visconti, see the interesting displays at Le Pietre Del Drago, then pause for some serene contemplation at Basilica di Sant'Antonino, and finally appreciate the history behind Cavalli Farnesiani.

For other places to visit, more things to do, and tourist information, read our Piacenza tour itinerary builder site.

Traveling by car from Parma to Piacenza takes an hour. In August, daily temperatures in Piacenza can reach 34°C, while at night they dip to 20°C. Finish your sightseeing early on the 2nd (Mon) to allow enough time to drive to Milan.

Things to do in Piacenza

Historic Sites · Museums

Side Trip

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.
Explore the numerous day-trip ideas around Milan: La Citta Alta (in Bergamo) and Leolandia (in Capriate San Gervasio). The adventure continues: take in the spiritual surroundings of Duomo di Milano, indulge your taste buds at Food & Drink, get to know the fascinating history of Piazza del Duomo, and take in the architecture and atmosphere at Basilica San Lorenzo Maggiore.

To find out how to plan a trip to Milan, use our trip itinerary maker.

Traveling by car from Piacenza to Milan takes 1.5 hours. Expect a daytime high around 34°C in August, and nighttime lows around 22°C. Wrap up your sightseeing on the 6th (Fri) to allow time to drive to Biella.

Things to do in Milan

Historic Sites · Tours · Museums · Theme Parks

Side Trips

Biella, Italy

— 2 nights
Biella is a town and comune in the northern Italian region of Piedmont, the capital of the province of the same name, with a population of 44 616. Start off your visit on the 6th (Fri): get outside with Fondazione Funivie Oropa, then pause for some serene contemplation at Santuario di Oropa, and then don't miss a visit to Biella, Quartiere Del Piazzo. Get ready for a full day of sightseeing on the next day: appreciate the extensive heritage of Ricetto di Candelo, find something for the whole family at Ondaland, and then find something for the whole family at Parco Avventura Veglio.

For maps, more things to do, traveler tips, and more tourist information, you can read our Biella online day trip planner.

Getting from Milan to Biella by car takes about 1.5 hours. In August, plan for daily highs up to 33°C, and evening lows to 20°C. Finish your sightseeing early on the 8th (Sun) to allow enough time to drive to Turin.

Things to do in Biella

Theme Parks · Historic Sites · Outdoors

Side Trips

Turin, Italy

— 2 nights

City of Magic

A city of technology and industry, Turin is in northwestern Italy, a one-hour drive from the French border and slightly more than that from the Mediterranean Sea.
Explore Turin's surroundings by going to Palazzina di Caccia di Stupinigi (in Stupinigi), Zoom Torino (in Cumiana) and Reggia di Venaria Reale (in Venaria Reale). The adventure continues: explore the world behind art at Museo Egizio, admire the striking features of Palazzo Reale, don't miss a visit to Piazza San Carlo, and take in nature's colorful creations at Parco del Valentino.

For ratings, reviews, more things to do, and more tourist information, refer to the Turin holiday website.

You can drive from Biella to Turin in 1.5 hours. While traveling from Biella, expect a bit cooler days and about the same nights in Turin, ranging from highs of 28°C to lows of 20°C. Wrap up your sightseeing on the 10th (Tue) early enough to drive to Genoa.

Things to do in Turin

Museums · Historic Sites · Parks · Zoos & Aquariums

Side Trips

Genoa, Italy

— 2 nights
Once the most important harbor in the Mediterranean Sea, Genoa has a long history as a rich and powerful trade center in northern Italy.
Start off your visit on the 11th (Wed): take in the spiritual surroundings of Cattedrale di San Lorenzo - Duomo di Genova, then admire nature's wide array of creatures at Aquarium of Genoa, then take a leisurely stroll along Old Port, and finally examine the collection at Galata Museo del Mare. Get ready for a full day of sightseeing on the 12th (Thu): get to know the fascinating history of Passeggiata Anita Garibaldi a Nervi, enjoy the sand and surf at Baia del Silenzio, and then take in panoramic vistas at Spianata Castelletto.

Plan my Genoa trip by asking Inspirock to come up with tips and suggestions.

Drive from Turin to Genoa in 2 hours. Alternatively, you can drive; or take a bus; or take a train. Plan for somewhat warmer temperatures traveling from Turin in August, with highs in Genoa at 33°C and lows at 25°C. Wrap up your sightseeing on the 12th (Thu) to allow time to travel to Palermo.

Things to do in Genoa

Parks · Zoos & Aquariums · Historic Sites · Outdoors

Side Trip

Palermo, Italy

— 2 nights
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Change things up with these side-trips from Palermo: Riserva Naturale Dello Zingaro (in Castellammare del Golfo) and Duomo di Monreale (in Monreale). The adventure continues: pause for some serene contemplation at Cattedrale di Palermo, stroll the grounds of Catacombe dei Cappuccini, enjoy the sand and surf at Spiaggia di Mondello, and admire the local landmark of Fontana della Vergogna (Fontana Pretoria).

To find maps, reviews, ratings, and tourist information, refer to the Palermo trip itinerary planner.

Traveling by train from Genoa to Palermo takes 19.5 hours. Alternatively, you can fly; or take a train; or take a bus. Wrap up your sightseeing on the 15th (Sun) to allow time to drive to Messina.

Things to do in Palermo

Parks · Historic Sites · Wildlife · Outdoors

Side Trips

Messina, Italy

— 1 night
Messina is the capital of the Italian Metropolitan City of Messina. Kick off your visit on the 16th (Mon): don't miss a visit to La Vara and then take in the architecture and atmosphere at Duomo di Messina.

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

Getting from Palermo to Messina by car takes about 2.5 hours. Other options: drive; or take a bus; or take a train. Expect a daytime high around 36°C in August, and nighttime lows around 28°C. Finish up your sightseeing early on the 16th (Mon) so you can travel to Bari.

Things to do in Messina

Historic Sites
Highlights from your trip

Bari, Italy

— 3 nights

Gateway to Apulia

Puglia's capital city, Bari, is a growing metropolis of industry and one of the country's most important commercial ports.
Get out of town with these interesting Bari side-trips: Grotte di Castellana (in Castellana Grotte) and Centro Storico di Polignano a Mare (in Polignano a Mare). There's much more to do: find your balance on the water with some of the best stand-up paddleboarding in the area, take in the spiritual surroundings of Cattedrale di Bari, examine the collection at Piccolo Museo didattico del cinema, and enjoy the sand and surf at Lungomare Imperatore Augusto.

To see other places to visit, where to stay, reviews, and more tourist information, use the Bari road trip site.

You can do a combination of ferry and car from Messina to Bari in 6.5 hours. Alternatively, you can do a combination of train and flight; or take a bus. Expect a bit cooler evenings in Bari when traveling from Messina in August, with lows around 24°C. Finish your sightseeing early on the 19th (Thu) to allow enough time to drive back home.

Things to do in Bari

Historic Sites · Museums · Parks · Outdoors

Side Trips

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.

San Marino travel guide

3.3
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.