18 days in Italy & City of San Marino Itinerary
Created using Inspirock Europe journey builder
Start: Playa del Carmen, Mexico
Fly
1
Milan, Italy
— 2 nights
Drive
2
Verona, Italy
— 2 nights
Drive
3
Venice, Italy
— 2 nights
Drive
4
City of San Marino, San Marino
— 2 nights
Drive
5
Florence, Italy
— 2 nights
Drive
6
Donoratico, Italy
— 1 night
Drive
7
Portoferraio, Italy
— 2 nights
Ferry to Piombino, Drive to Rome
8
Rome, Italy
— 3 nights
Fly
End: Playa del Carmen, Mexico
Mon, Jul 3 - Thu, Jul 20
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Milan, Italy — 2 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.Start off your visit on the 4th (Tue): explore the historical opulence of Castello Sforzesco, don't miss a visit to Piazza del Duomo, then take in the spiritual surroundings of Duomo di Milano, and finally browse the exhibits of Galleria 92 - Casa Storica del 1867. Keep things going the next day: get in on the family fun at Leolandia, explore the different monuments and memorials at Monumental Cemetery, then contemplate in the serene atmosphere at Il Cenacolo, and finally admire the landmark architecture of Galleria Vittorio Emanuele II.
To find traveler tips, ratings, other places to visit, and other tourist information, read Milan trip maker website.
Playa del Carmen, Mexico to Milan is an approximately 16.5-hour flight. The time zone difference moving from Eastern Standard Time to Central European Standard Time is 6 hours. Expect a bit cooler evenings in Milan when traveling from Playa del Carmen in July, with lows around 21°C. Wrap up your sightseeing on the 5th (Wed) early enough to drive to Verona.
Side Trip
Find places to stay Jul 3 — 5:
Highlights from your trip
Verona, Italy — 2 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.Start off your visit on the 6th (Thu): contemplate in the serene atmosphere at Basilica di San Zeno Maggiore, contemplate the long history of Museo di Castelvecchio, make a trip to Piazza Bra, then examine the collection at Casa di Giulietta, then take a stroll through Piazza delle Erbe, and finally catch a live performance at Arena di Verona. Get ready for a full day of sightseeing on the next day: step into the grandiose world of Castello Scaligero, explore the ancient world of Grotte di Catullo, then contemplate the waterfront views at Lago di Garda, and finally snap pictures at Ponte Scaligero.
To see photos, where to stay, other places to visit, and tourist information, you can read our Verona trip planner.
You can drive from Milan to Verona in 2 hours. Another option is to take a train. In July in Verona, expect temperatures between 36°C during the day and 22°C at night. Wrap up your sightseeing on the 7th (Fri) early enough to drive to Venice.
Side Trips
Find places to stay Jul 5 — 7:
Highlights from your trip
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.Start off your visit on the 8th (Sat): enjoy breathtaking views from St Mark's Campanile, see the interesting displays at Doge's Palace, then admire the landmark architecture of Basilica di San Marco, and finally explore the activities along Canal Grande. Here are some ideas for day two: get the lay of the land with Walking tours, take in the views from Ponte di Rialto, get to know the fascinating history of Piazza San Marco, then contemplate the long history of Ponte dei Sospiri, and finally admire the masterpieces at Peggy Guggenheim Collection.
To find maps, where to stay, and more tourist information, read our Venice road trip planning app.
You can drive from Verona to Venice in 1.5 hours. Alternatively, you can take a shuttle; or take a train. Expect a daytime high around 36°C in July, and nighttime lows around 22°C. Wrap up your sightseeing on the 9th (Sun) early enough to drive to City of San Marino.
Find places to stay Jul 7 — 9:
Highlights from your 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.Kick off your visit on the 10th (Mon): see the interesting displays at Modern Weapons Museum, examine the collection at Museo Creature della Notte - Vampiri e Licantropi, contemplate the long history of Cesta Tower, then take in the awesome beauty at Mount Titan, then ponder the world of politics at Palazzo Pubblico, and finally appreciate the history behind Statua della Liberta. Keep things going the next day: steep yourself in history at Montale Tower, examine the collection at Museo delle Curiosità - San Marino, examine the collection at Museo di Stato, then don't miss a visit to Cava dei Balestrieri, then take in the architecture and atmosphere at Basilica del Santo Marino, and finally contemplate the long history of Piazza della Liberta.
For other places to visit, maps, reviews, and other tourist information, you can read our City of San Marino road trip tool.
Traveling by car from Venice to City of San Marino takes 3 hours. Alternatively, you can do a combination of train and bus; or take a bus. In July, plan for daily highs up to 34°C, and evening lows to 23°C. Finish up your sightseeing early on the 11th (Tue) so you can go by car to Florence.
Find places to stay Jul 9 — 11:
Highlights from your trip
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 12th (Wed): explore the world behind art at Florence Academy of Fine Arts, pause for some serene contemplation at Basilica of Santa Croce, then pause for some photo ops at Campanile di Giotto, then admire the landmark architecture of The Baptistery of St. John, and finally appreciate the extensive heritage of Piazza della Signoria. Get ready for a full day of sightseeing on the next day: explore the historical opulence of Palazzo Vecchio, take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, get to know the fascinating history of Piazza del Duomo, take in the views from Ponte Vecchio, then make a trip to Piazzale Michelangelo, and finally explore the world behind art at Pitti Palace.
To find ratings, photos, maps, and other tourist information, read our Florence online tour itinerary maker.
Drive from City of San Marino to Florence in 2.5 hours. Alternatively, you can do a combination of bus and train; or do a combination of bus and shuttle. In July in Florence, expect temperatures between 35°C during the day and 21°C at night. Wrap up your sightseeing on the 13th (Thu) to allow time to drive to Donoratico.
Find places to stay Jul 11 — 13:
Highlights from your trip
Donoratico, Italy — 1 night

Start off your visit on the 14th (Fri): take in the architecture and atmosphere at Chiesa dei Santi Giacomo e Cristoforo, make a trip to Bolgheri - Borgo Medievale, then learn about winemaking at Terre del Marchesato, then learn about winemaking at Batzella, and finally test the waters at Terme di Sassetta.
To see traveler tips, photos, maps, and more tourist information, read our Donoratico road trip website.
You can drive from Florence to Donoratico in 2 hours. July in Donoratico sees daily highs of 35°C and lows of 21°C at night. Wrap up your sightseeing on the 14th (Fri) early enough to drive to Portoferraio.
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To see traveler tips, photos, maps, and more tourist information, read our Donoratico road trip website.
You can drive from Florence to Donoratico in 2 hours. July in Donoratico sees daily highs of 35°C and lows of 21°C at night. Wrap up your sightseeing on the 14th (Fri) early enough to drive to Portoferraio.
Side Trips
Find places to stay Jul 13 — 14:
Highlights from your trip
Portoferraio, Italy — 2 nights

Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. Kick off your visit on the 15th (Sat): stroll through Spiaggia Della Biodola, then tour the pleasant surroundings at Spiaggia Di Sansone, then kick back and relax at Spiaggia di Capo Bianco, and finally enjoy the sand and surf at Spiaggia delle Ghiaie. On your second day here, enjoy the sand and surf at Spiaggia di Lacona, enjoy the sand and surf at Spiaggia di Cavoli, then enjoy the sand and surf at Spiaggia di Fetovaia, and finally kick back and relax at Spiaggia di Marina di Campo.
For maps, photos, more things to do, and tourist information, you can read our Portoferraio road trip planner.
Traveling by car from Donoratico to Portoferraio takes 2 hours. In July, daytime highs in Portoferraio are 33°C, while nighttime lows are 24°C. Finish your sightseeing early on the 16th (Sun) to allow enough time to travel to Rome.
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For maps, photos, more things to do, and tourist information, you can read our Portoferraio road trip planner.
Traveling by car from Donoratico to Portoferraio takes 2 hours. In July, daytime highs in Portoferraio are 33°C, while nighttime lows are 24°C. Finish your sightseeing early on the 16th (Sun) to allow enough time to travel to Rome.
Side Trips
Find places to stay Jul 14 — 16:
Highlights from your trip
Rome, Italy — 3 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, sightseeing, and nightlife. Your trip includes some of its best attractions: steep yourself in history at St. Peter's Basilica, admire the local landmark of Trevi Fountain, don't miss a visit to Roman Forum, and delve into the distant past at Colosseum.
To find where to stay, reviews, ratings, and more tourist information, use the Rome trip itinerary maker app.
Traveling by combination of ferry and car from Portoferraio to Rome takes 5 hours. Alternatively, you can do a combination of ferry and train. When traveling from Portoferraio in July, plan for a bit warmer days and about the same nights in Rome: temperatures range from 37°C by day to 24°C at night. Wrap up your sightseeing on the 19th (Wed) to allow time to fly back home.
Side Trip
Find places to stay Jul 16 — 19:
Highlights from your trip
Italy travel guide
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
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.