34 days in Italy & San Marino Itinerary

34 days in Italy & San Marino Itinerary

Created using Inspirock Europe journey planner

Make it your trip
Shuttle
1
Verona, Italy
— 3 nights
Train
2
Cinque Terre, Italy
— 1 night
Train
3
Pisa, Italy
— 2 nights
Train
4
Florence, Italy
— 4 nights
Train
5
Siena, Italy
— 2 nights
Train to Rimini FS, Bus to City of San Marino
6
City of San Marino, San Marino
— 3 nights
Bus
7
Rome, Italy
— 4 nights
Train
8
Naples, Italy
— 4 nights
Train
9
Pompeii, Italy
— 2 nights
Drive
10
Amalfi, Italy
— 3 nights
Fly
11
Palermo, Italy
— 4 nights
Fly

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Verona, Italy

— 3 nights

City of Romeo and Juliet

The famous setting for Shakespeare's star-crossed lovers, Romeo and Juliet, Verona is one of northern Italy's main tourist destinations, largely owing to its incredibly rich artistic heritage.
Get some cultural insight at Arena di Verona and Basilica of St. Anthony. Museum-lovers will appreciate Palazzo Ducale di Mantova and Museo Storico del Bottone Sandro Partesotti. Explore Verona's surroundings by going to Padua (Chiesa degli Eremitani - World Heritage Site, Scrovegni Chapel, &more) and Lago di Garda (in Garda). There's still lots to do: take a stroll through Piazza delle Erbe, step into the grandiose world of Museo di Castelvecchio, contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, and admire the landmark architecture of Casa di Giulietta.

For more things to do, reviews, ratings, and tourist information, use the Verona holiday planner.

Ljubljana, Slovenia to Verona is an approximately 3.5-hour car ride. You can also take a shuttle; or do a combination of bus and train. Expect somewhat warmer temperatures when traveling from Ljubljana in May; daily highs in Verona reach 27°C and lows reach 13°C. Finish your sightseeing early on the 4th (Wed) so you can drive to Cinque Terre.

Things to do in Verona

Historic Sites · Museums · Parks · Nature

Side Trips

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 4th (Wed): take a memorable drive along Ponte Thaon di Revel and then wander the streets of Borgo di Bibola. Get ready for a full day of sightseeing on the 5th (Thu): hike along Cinque Terre Trails, then step into the grandiose world of Castello Doria, and then hike along Footpath Monterosso - Vernazza.

To see maps, ratings, more things to do, and more tourist information, go to the Cinque Terre attractions planner.

Drive from Verona to Cinque Terre in 3.5 hours. Alternatively, you can take a train; or do a combination of shuttle, bus, and train. May in Cinque Terre sees daily highs of 25°C and lows of 13°C at night. Wrap up your sightseeing on the 5th (Thu) to allow time to take a train to Pisa.

Things to do in Cinque Terre

Outdoors · Parks · Historic Sites · Trails

Side Trips

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 6th (Fri): see the interesting displays at Museo Aviotruppe Esercito Italiano, then make a trip to Knights’ Square, and then admire the striking features of Leaning Tower of Pisa.

To find ratings, traveler tips, maps, and other tourist information, read our Pisa trip itinerary planner.

You can take a train from Cinque Terre to Pisa in 2 hours. Alternatively, you can drive. In May in Pisa, expect temperatures between 25°C during the day and 13°C at night. Wrap up your sightseeing by early afternoon on the 7th (Sat) to allow enough time to drive to Florence.

Things to do in Pisa

Historic Sites · Museums

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.
Deepen your sense of the past at sights like Cathedral of Santa Maria del Fiore and Campanile di Giotto. Florence Academy of Fine Arts and The Baptistery of St. John are good opportunities to explore the local culture. Explore the numerous day-trip ideas around Florence: Greve in Chianti (Castello di Verrazzano & Azienda Agricola Brogioni Maurizio) and Castello del Trebbio (in Santa Brigida). There's lots more to do: appreciate the extensive heritage of Piazza del Duomo, make a trip to Piazzale Michelangelo, glide peacefully along the water with some of the best stand-up paddleboarding in the area, and take in the architecture and atmosphere at Basilica of Santa Croce.

To see maps, traveler tips, more things to do, and tourist information, use the Florence trip planner.

Drive from Pisa to Florence in 1.5 hours. Alternatively, you can take a bus; or take a train. In May, daily temperatures in Florence can reach 25°C, while at night they dip to 13°C. Finish your sightseeing early on the 11th (Wed) so you can drive to Siena.

Things to do in Florence

Historic Sites · Wineries · Museums · Tours

Side Trips

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 12th (Thu), you'll have a packed day of sightseeing: steep yourself in history at Centro Storico di Siena and then indulge your taste buds at Food & Drink.

To see more things to do, photos, maps, and other tourist information, read our Siena trip itinerary planning tool.

You can drive from Florence to Siena in 1.5 hours. Alternatively, you can take a bus; or take a train. In May in Siena, expect temperatures between 27°C during the day and 13°C at night. Wrap up your sightseeing on the 13th (Fri) to allow time to drive to City of San Marino.

Things to do in Siena

Historic Sites · Tours · Wineries · Museums

City of San Marino, San Marino

— 3 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.
Let the collections at Modern Weapons Museum and Museo Della Totura capture your imagination. Get some historical perspective at Montale Tower and Piazza della Liberta. There's still lots to do: take in the awesome beauty at Mount Titan, steep yourself in history at Cesta Tower, admire all the interesting features of Palazzo Graziani, and get a sense of history and politics at Palazzo Pubblico.

For reviews, traveler tips, maps, and tourist information, use the City of San Marino travel planner.

Traveling by car from Siena to City of San Marino takes 3 hours. Alternatively, you can do a combination of train and bus; or take a bus. When traveling from Siena in May, plan for a bit cooler days in City of San Marino, with highs around 23°C, while nights are about the same with lows around 13°C. Cap off your sightseeing on the 16th (Mon) early enough to go by car to Rome.

Things to do in City of San Marino

Museums · Historic Sites · Shopping · Parks

Side Trip

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.
Museum-lovers will appreciate Vatican Museums and Galleria Borghese. Get some cultural insight at Colosseum and St. Peter's Basilica. Next up on the itinerary: steep yourself in history at Palatine Hill, make a trip to Roman Forum, take in the architecture and atmosphere at Santa Maria in Trastevere, and appreciate the extensive heritage of Piazza Navona.

Use Inspirock's suggestions to plan your Rome trip and find the best activities and attractions for your vacation.

Traveling by car from City of San Marino to Rome takes 4 hours. Alternatively, you can do a combination of bus, train, and flight; or take a bus. Traveling from City of San Marino in May, expect nights in Rome to be about the same, around 17°C, while days are somewhat warmer, around 28°C. Finish your sightseeing early on the 21st (Sat) so you can take a train to Naples.

Things to do in Rome

Historic Sites · Museums · Parks · Neighborhoods

Side Trip

Naples, Italy

— 4 nights
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Get some historical perspective at Galleria Borbonica and Cloister of Santa Chiara. Do some cultural sightseeing at Museo Cappella Sansevero and Parco Acheologico di Ercolano. Get out of town with these interesting Naples side-trips: Vesuvio National Park (in Ottaviano) and Capri (Giardini di Augusto, I Faraglioni, &more). There's much more to do: indulge your senses at Adolfo Scotto di Luzio Private Driver, contemplate the long history of Catacombe di San Gennaro, take in the exciting artwork at Museodivino, and pause for some serene contemplation at Duomo di Napoli.

To find reviews, traveler tips, where to stay, and tourist information, you can read our Naples online visit planner.

You can take a train from Rome to Naples in 2 hours. Alternatively, you can drive; or fly. In May, daytime highs in Naples are 27°C, while nighttime lows are 17°C. Wrap up your sightseeing by early afternoon on the 25th (Wed) to allow enough time to drive to Pompeii.

Things to do in Naples

Historic Sites · Museums · Parks · Tours

Side Trips

Pompeii, Italy

— 2 nights

Underground City

Pompeii has been a tourist destination for more than 250 years.
Kick off your visit on the 25th (Wed): kick back and relax at Spiaggia Lannio. Here are some ideas for day two: contemplate in the serene atmosphere at Pontificio Santuario della Beata Maria Vergine del Santo Rosario di Pompei, delve into the distant past at Forum, then admire the striking features of Villa dei Misteri, and finally delve into the distant past at Pompeii Archaeological Park.

To see reviews, maps, traveler tips, and other tourist information, you can read our Pompeii driving holiday planning website.

Pompeii is just a stone's throw from Naples. In May, daytime highs in Pompeii are 27°C, while nighttime lows are 17°C. Finish up your sightseeing early on the 27th (Fri) so you can go by car to Amalfi.

Things to do in Pompeii

Historic Sites · Parks · Beaches · Outdoors

Side Trip

Amalfi, Italy

— 3 nights

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.
Do some cultural sightseeing at Duomo di Ravello and Villa Rufolo. Visit Duomo di Sant'Andrea and Cloister del Paradiso for their historical value. Explore Amalfi's surroundings by going to Positano (Fornillo, Boat Tours & Water Sports, &more). There's much more to do: do sightseeing your way with Amalfi Coast Drive, take in nature's colorful creations at Villa Cimbrone Gardens, admire the verdant scenery at Valle dei Mulini, and examine the collection at Museo della Carta.

For more things to do, traveler tips, other places to visit, and other tourist information, read Amalfi trip planner.

Getting from Pompeii to Amalfi by car takes about 1.5 hours. Other options: take a bus. Traveling from Pompeii in May, Amalfi is a bit warmer at night with lows of 21°C. Cap off your sightseeing on the 30th (Mon) early enough to catch the flight to Palermo.

Things to do in Amalfi

Parks · Historic Sites · Outdoors · Tours

Side Trips

Palermo, Italy

— 4 nights
The capital of Sicily, Palermo was founded by the Phoenicians under the name of Ziz.
Your cultural itinerary includes sights like Cattedrale di Palermo and Church of San Cataldo. Chiesa Inferiore della Cappella Palatina and Norman Palace will appeal to history buffs. Get out of town with these interesting Palermo side-trips: Museo del Motorismo Siciliano e della Targa Florio di Termini Imerese (in Termini Imerese) and Duomo di Monreale (in Monreale). And it doesn't end there: contemplate the long history of Catacombe dei Cappuccini, see the interesting displays at Palazzo Asmundo Museum, shop like a local with Regional Gallery (Galleria Regionale della Sicilia), and get engrossed in the history at Museo Archeologico Regionale "Antonino Salinas".

To see maps, where to stay, ratings, and more tourist information, read Palermo travel planning app.

Fly from Amalfi to Palermo in 2.5 hours. Alternatively, you can do a combination of taxi and train; or ride a ferry. Wrap up your sightseeing on the 3rd (Fri) to allow time to fly back home.

Things to do in Palermo

Historic Sites · Museums · Shopping · Parks

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.

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

3.3
Historic Sites · 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.

Amalfi Coast travel guide

4.2
Sacred & Religious Sites · Landmarks · Gardens
Renowned for its beautiful landscape and medieval fishing villages that cling precariously to the Mediterranean cliffs, the Amalfi Coast is one of Italy's top vacation destinations. This World Heritage Site stretches for about 50 km (30 mi) on the southern side of the Sorrentine peninsula and offers numerous places to visit, from terraced lemon gardens and whitewashed villas to cliff-top views of the sea. Explore the coastline's towns, bays, and resorts. During the peak tourist season, the Amalfi Coast's single seaside road is often jammed with dozens of buses. For that reason, the ubiquitous scooter may be the best way to get around and sightsee. You can also access quite a bit by bicycle.

Sicily travel guide

4.5
Beaches · Ruins · Churches
The largest island in the Mediterranean Sea, Sicily is a ruggedly attractive land. The island has a long history of foreign domination and has been controlled by the Greeks, Romans, Arabs, and Normans. The result is a distinct culture blending elements from all of those areas and featuring an intriguing dialect. This is a huge island with plenty of small villages to tour, each with its own treasures. Beyond the popular coastal areas, Sicily's inland attractions include an unspoiled landscape of mountains, hills, and villages that sometimes seem frozen in time. While the natural environment is its biggest draw, Sicily's greatest asset may be its people. They are proud of their traditions and incredibly hospitable to visitors.