33 days in Italy & City of San Marino Itinerary

33 days in Italy & City of San Marino Itinerary

Created using Inspirock Europe Trip Planner

This plan was created by another inspirock user.  Make it your plan

Route & dates

33 days in Italy & City of San Marino Itinerary

Start: Dubai, United Arab Emirates
Fly:  9​h
1
Milan, Italy
— 1 day
train:  1​h 15​min
2
Verona, Italy
— 2 nights
3
Venice, Italy
— 2 nights
Drive:  1​h 45​min
4
Bologna, Italy
— 2 nights
Drive:  1​h 30​min
5
City of San Marino, San Marino
— 2 nights
Drive:  2​h 45​min
6
Florence, Italy
— 3 nights
Drive:  2​h 30​min
7
Cinque Terre, Italy
— 2 nights
train:  1​h 45​min
8
Pisa, Italy
— 2 nights
Drive:  1​h 45​min
9
Siena, Italy
— 2 nights
Drive:  1​h 45​min
10
Assisi, Italy
— 2 nights
Drive:  2​h 15​min
11
Rome, Italy
— 4 nights
train:  1​h 15​min
12
Naples, Italy
— 2 nights
ferry:  45​min
13
Capri, Italy
— 2 nights
Fly:  9​h 30​min
14
Melfi, Italy
— 1 night
Drive:  2​h 15​min
15
Bari, Italy
— 2 nights
Fly:  10​h 45​min
End: Dubai, United Arab Emirates

1
day
Milan, Italy

Milan ©
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.
On the 23rd (Fri), get lost in a book at Pinacoteca Ambrosiana, go for a walk through I Navigli, and then take in the spiritual surroundings of Duomo di Milano.

For photos, more things to do, reviews, and more tourist information, you can read our Milan travel itinerary planner.

Dubai, United Arab Emirates to Milan is an approximately 9-hour flight. You can also do a combination of flight and train; or do a combination of shuttle and flight. The time zone changes from Gulf Standard Time (GST) to Central European Time (CET), which is usually a -3 hour difference. In September, Milan is colder than Dubai - with highs of 28°C and lows of 16°C. Finish your sightseeing early on the 23rd (Fri) so you can take a train to Verona.

Things to do in Milan

Historic Sites Museums
Find places to stay Sep 23 — 24:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana
I Navigli ©
I Navigli

2
nights
Verona, Italy

Verona ©
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.
Kick off your visit on the 24th (Sat): take in the dramatic scenery at Parco Naturalistico delle Cascate-Family, look for gifts at Piacere Divino Enoteca E Vini Sfusi, then explore the historical opulence of Museo di Castelvecchio, then experience the emotional art of opera at Arena di Verona, and finally admire the landmark architecture of Casa di Giulietta. Get ready for a full day of sightseeing on the 25th (Sun): look for gifts at Cioccolateria Via Conventino, look for gifts at Baol Atelier Creativo, then wander the streets of Piazza delle Erbe, and finally kick back and relax at Jamaica Beach.

For photos, other places to visit, more things to do, and other tourist information, read Verona online tour itinerary maker .

You can take a train from Milan to Verona in 1.5 hours. Another option is to drive. In September in Verona, expect temperatures between 30°C during the day and 17°C at night. Finish your sightseeing early on the 25th (Sun) so you can drive to Venice.

Things to do in Verona

Parks Shopping Outdoors

Side Trip

Jamaica Beach
Find places to stay Sep 23 — 25:
Highlights from your plan
Arena di Verona ©
Arena di Verona
Piazza delle Erbe ©
Piazza delle Erbe

2
nights
Venice, Italy

Venice ©
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.
On the 26th (Mon), wander the streets of Cannaregio, then contemplate the waterfront views at Canal Grande, then admire the masterpieces at Peggy Guggenheim Collection, and finally take a stroll through Dorsoduro. Get ready for a full day of sightseeing on the next day: admire the landmark architecture of Basilica di San Marco, don't miss a visit to St. Mark's Square, take in the views from Ponte dei Sospiri, then admire the landmark architecture of Doge's Palace, then take in panoramic vistas at St Mark's Campanile, and finally stop by Artigianato d'Arte di Vianello Mauro.

To see traveler tips, where to stay, reviews, and tourist information, use the Venice trip itinerary maker site .

Getting from Verona to Venice by car takes about 1.5 hours. Other options: take a bus; or take a shuttle. September in Venice sees daily highs of 29°C and lows of 17°C at night. Cap off your sightseeing on the 27th (Tue) early enough to go by car to Bologna.

Things to do in Venice

Historic Sites Museums Neighborhoods
Find places to stay Sep 25 — 27:
Highlights from your plan
Canal Grande ©
Canal Grande
St. Mark's Square ©
St. Mark's Square
Doge's Palace ©
Doge's Palace

2
nights
Bologna, Italy

Bologna ©
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 28th (Wed): relax and rejuvenate at Massaggio Californiano, learn about winemaking at Azienda Agricola Botti di Bovina Fabio, then see the interesting displays at MEF-Museo Enzo Ferrari, and finally do a tasting at Acetaia Villa San Donnino. Here are some ideas for day two: look for gifts at Crete - Piece Unique, take in the architecture and atmosphere at Basilica - Santuario di Santo Stefano, then look for gifts at Tamburini, then stop by La pentola del te, and finally get outside with Torre Prendiparte.

To find reviews, where to stay, maps, and other tourist information, go to the Bologna trip planner .

Drive from Venice to Bologna in 2 hours. Alternatively, you can take a train; or take a bus. In September, daily temperatures in Bologna can reach 30°C, while at night they dip to 17°C. Wrap up your sightseeing on the 29th (Thu) to allow time to drive to City of San Marino.

Things to do in Bologna

Historic Sites Wineries Shopping

Side Trips

Modena, Massaggio Californiano, Azienda Agricola Botti di Bovina Fabio
Find places to stay Sep 27 — 29:
Highlights from your plan
Acetaia Villa San Donnino ©
Acetaia Villa San Donnino
Basilica - Santuario di Santo Stefano ©
MEF-Museo Enzo Ferrari ©
MEF-Museo Enzo Ferrari

2
nights
City of San Marino, San Marino

City of San Marino ©
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 30th (Fri), take in the awesome beauty at Mount Titan, see the interesting displays at Museum of Torture, contemplate the long history of Piazza della Liberta, stop by La Saponeria Del Titano, then examine the collection at Museo di Stato, and finally step into the grandiose world of Guaita. Here are some ideas for day two: look for gifts at DI Sole E D'azzurro, contemplate the long history of Cesta Tower, see the interesting displays at Museo delle Curiosità - San Marino, examine the collection at Modern Weapons Museum, then get a sense of history and politics at Palazzo Pubblico, and finally take in the architecture and atmosphere at Basilica del Santo Marino.

To find reviews, where to stay, photos, and more tourist information, use the City of San Marino online journey planner .

Traveling by car from Bologna to City of San Marino takes 1.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. Expect slightly colder weather when traveling from Bologna in September: highs in City of San Marino hover around 26°C, while lows dip to 17°C. Finish your sightseeing early on the 1st (Sat) to allow enough time to drive to Florence.

Things to do in City of San Marino

Museums Historic Sites Parks

Side Trip

DI Sole E D'azzurro
Find places to stay Sep 29 — Oct 1:
Highlights from your plan
Museo di Stato ©
Museo di Stato
Guaita ©
Guaita
Mount Titan ©
Mount Titan

3
nights
Florence, Italy

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Museum-lovers will get to explore Pitti Palace and Academy Of Florence Art Gallery. Your cultural itinerary includes sights like Cathedral of Santa Maria del Fiore and Campanile di Giotto. And it doesn't end there: explore the world behind art at Uffizi Galleries, take in nature's colorful creations at The Boboli Gardens, enjoy the sand and surf at Easy Living - Spiaggia sull'Arno, and get engrossed in the history at Basilica di Santa Croce.

To find maps, ratings, and other tourist information, you can read our Florence attractions planner.

Getting from City of San Marino to Florence by car takes about 3 hours. Other options: do a combination of bus and train; or do a combination of bus and shuttle. Traveling from City of San Marino in October, expect nights in Florence to be about the same, around 14°C, while days are a bit warmer, around 25°C. Finish up your sightseeing early on the 4th (Tue) so you can go by car to Cinque Terre.

Things to do in Florence

Museums Parks Shopping
Find places to stay Oct 1 — 4:
Highlights from your plan
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Uffizi Galleries ©
Uffizi Galleries
Cathedral of Santa Maria del Fiore ©

2
nights
Cinque Terre, Italy

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Start off your visit on the 5th (Wed): enjoy the sand and surf at Spiaggia di Fegina, then take in the architecture and atmosphere at Convento dei Cappuccini e Chiesa di San Francesco, then enjoy the sand and surf at Levanto Beach, and finally appreciate the extensive heritage of Cinque Terre Trails. Keep things going the next day: stroll through Footpath Monterosso - Vernazza, stop by Cantina du Sciacchetra, then learn about all things military at Museo Tecnico Navale della Spezia, and finally see the interesting displays at Museo Civico Amedeo Lia.

For reviews, ratings, maps, and more tourist information, read our Cinque Terre driving holiday tool .

Getting from Florence to Cinque Terre by car takes about 2.5 hours. Other options: take a train. In October, plan for daily highs up to 25°C, and evening lows to 14°C. Wrap up your sightseeing on the 6th (Thu) to allow time to take a train to Pisa.

Things to do in Cinque Terre

Parks Outdoors Trails

Side Trips

La Spezia, Levanto Beach
Find places to stay Oct 4 — 6:
Highlights from your plan
Cinque Terre Trails ©
Cinque Terre Trails
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza

2
nights
Pisa, Italy

Pisa ©
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 7th (Fri): enjoy the sand and surf at Bagno Internazionale, then kick back and relax at Bagno Sirena del Sud, and then enjoy breathtaking views from Leaning Tower of Pisa. Keep things going the next day: contemplate in the serene atmosphere at Battistero, look for gifts at La Boutique dei Golosi, stop by Zazzi, then steep yourself in history at St Martin Cathedral, and finally don't miss a visit to Le mura di Lucca.

To see other places to visit, more things to do, and other tourist information, use the Pisa itinerary planner.

Getting from Cinque Terre to Pisa by train takes about 2 hours. Other options: drive; or take a bus. In October, daytime highs in Pisa are 25°C, while nighttime lows are 14°C. Wrap up your sightseeing on the 8th (Sat) to allow time to drive to Siena.

Things to do in Pisa

Parks Outdoors Beaches

Side Trips

Lucca, Marina di Pietrasanta
Find places to stay Oct 6 — 8:
Highlights from your plan
St Martin Cathedral ©
St Martin Cathedral
Leaning Tower of Pisa ©
Leaning Tower of Pisa
Le mura di Lucca ©
Le mura di Lucca

2
nights
Siena, Italy

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 9th (Sun): appreciate the extensive heritage of San Gimignano 1300, awaken your taste buds at some of the top wineries in the area, and then stop by La Fabbrica delle Candele. On the 10th (Mon), you'll have a packed day of sightseeing: contemplate the long history of Battistero di San Giovanni, get a sense of history and politics at Palazzo Pubblico and Museo Civico, then pause for some serene contemplation at Siena Cathedral, then expand your horizons at Take Me Out in Tuscany, and finally view the masterpieces at Bianco e Nero di Sonia Staccioli .

To find other places to visit, traveler tips, more things to do, and other tourist information, refer to the Siena itinerary planner.

Traveling by car from Pisa to Siena takes 2 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 26°C in October, and nighttime lows around 15°C. Finish up your sightseeing early on the 10th (Mon) so you can go by car to Assisi.

Things to do in Siena

Tours Historic Sites Transportation

Side Trip

San Gimignano 1300
Find places to stay Oct 8 — 10:
Highlights from your plan
Wine Tours & Tastings
Siena Cathedral ©
Siena Cathedral
Battistero di San Giovanni ©
Battistero di San Giovanni

2
nights
Assisi, Italy

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Start off your visit on the 11th (Tue): explore the world behind art at Galleria Nazionale dell'Umbria, examine the collection at Museo-Laboratorio di Tessitura a Mano Giuditta Brozzetti, then take in the architecture and atmosphere at Basilica inferiore di San Francesco d'Assisi, then look for gifts at Assisi Jewels, and finally get maximum retail therapy with Terra Umbra Antica. Keep things going the next day: examine the collection at Mostra Permanente degli Antichi Mestieri e della Civilta Contadina and then explore the historical opulence of Rocca Maggiore.

To find where to stay, traveler tips, maps, and other tourist information, refer to the Assisi vacation planning site .

Traveling by car from Siena to Assisi takes 2 hours. Alternatively, you can take a bus; or take a train. Traveling from Siena in October, you can expect nighttime temperatures to be slightly colder in Assisi, with lows of 12°C. Finish your sightseeing early on the 12th (Wed) so you can drive to Rome.

Things to do in Assisi

Museums Shopping Historic Sites

Side Trip

Perugia
Find places to stay Oct 10 — 12:
Highlights from your plan

4
nights
Rome, Italy

Rome
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your inner history buff will appreciate Palatine Hill and Colosseum. Visiting Passeggiata di Gianicolo and Stabilimento Balneare Amerigo will get you outdoors. Change things up with a short trip to Villa d'Este in Tivoli (about 48 minutes away). There's much more to do: make a trip to Pantheon, enjoy the sand and surf at V Lounge Beach Club, steep yourself in history at St. Peter's Basilica, and stop by Pati Jo' - Bra Fitting & Lingerie.

To find photos, where to stay, ratings, and other tourist information, read our Rome trip planner .

You can drive from Assisi to Rome in 2.5 hours. Alternatively, you can take a train; or take a bus. October in Rome sees daily highs of 26°C and lows of 15°C at night. Finish up your sightseeing early on the 16th (Sun) so you can catch the train to Naples.

Things to do in Rome

Historic Sites Parks Outdoors

Side Trips

Vatican City, Villa d'Este, Stabilimento Balneare Amerigo
Find places to stay Oct 12 — 16:
Highlights from your plan
Vatican Museums
Vatican Museums
St. Peter's Basilica ©
St. Peter's Basilica
Colosseum ©
Colosseum

2
nights
Naples, Italy

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Start off your visit on the 17th (Mon): examine the collection at National Archaeological Museum of Naples, then admire the masterpieces at Museo Nazionale di Capodimonte, then pause for some serene contemplation at Cloister of Santa Chiara, and finally make a trip to Gli Scavi Archeologici di Pompei. Get ready for a full day of sightseeing on the next day: kick back and relax at Lido Onde Blu, make a trip to Spaccanapoli, look for gifts at Face Shop, then stop by Salumeria Rafele o' Lattaro, and finally stop by Naples Oblige.

To see ratings, where to stay, maps, and more tourist information, read our Naples trip tool .

You can take a train from Rome to Naples in 1.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 27°C in October, and nighttime lows around 17°C. Finish up your sightseeing early on the 18th (Tue) so you can catch the ferry to Capri.

Things to do in Naples

Museums Historic Sites Parks

Side Trips

Lido Onde Blu, Gli Scavi Archeologici di Pompei
Find places to stay Oct 16 — 18:
Highlights from your plan
Gli Scavi Archeologici di Pompei ©
Gli Scavi Archeologici di Pompei
Museo Nazionale di Capodimonte ©
Museo Nazionale di Capodimonte

2
nights
Capri, Italy

Capri ©
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
On the 19th (Wed), look for gifts at Ceramiche Tavassi, then tour the pleasant surroundings at Fortini Coastal Walk, then take a memorable ride with Monte Solaro, and finally get engrossed in the history at Villa San Michele. On your second day here, contemplate the waterfront views at Marina Piccola, make a trip to Piazza Umberto I, then look for gifts at Carthusia, then don't miss a visit to Chiesa di santo Stefano, and finally look for gifts at Eco Capri.

For where to stay, other places to visit, more things to do, and more tourist information, refer to the Capri trip itinerary planning website .

You can ride a ferry from Naples to Capri in an hour. Another option is to do a combination of subway and ferry. Expect a daytime high around 26°C in October, and nighttime lows around 20°C. Wrap up your sightseeing by early afternoon on the 20th (Thu) to allow time for travel to Melfi.

Things to do in Capri

Parks Shopping Outdoors

Side Trip

Anacapri
Find places to stay Oct 18 — 20:
Highlights from your plan
Fortini Coastal Walk ©
Fortini Coastal Walk
Monte Solaro ©
Monte Solaro
Marina Piccola
Marina Piccola

1
night
Melfi, Italy

Melfi ©
Melfi is a town and comune in the Vulture area of the province of Potenza, in the Southern Italian region of Basilicata.GeographyOn a hill at the foot of Mount Vulture, Melfi is the most important town in Basilicata's Vulture, both as a tourist resort and economic centre.HistoryEarly and Middle Age historyInhabited by the Daunians and Lucanians, under the Romans it was included in the area of the colony of Venusia, founded in 291 BC. Start off your visit on the 21st (Fri): examine the collection at Museo Archeologico Nazionale del Melfese Massimo Pallottino, step into the grandiose world of Castle, then take in the architecture and atmosphere at Saint Michelès Abbey, and finally get impressive views of Monte Vulture. Get ready for a full day of sightseeing on the next day: contemplate the long history of Castello Venosa, examine the collection at Museo Archeologico Nazionale, then take in the architecture and atmosphere at Acerenza Cathedral, and finally do a tasting at Cantine del Notaio.

To see photos, maps, traveler tips, and tourist information, go to the Melfi trip planner .

The Route module can help you plan travel from Capri to Melfi. Expect little chillier evenings in Melfi when traveling from Capri in October, with lows around 14°C. Finish your sightseeing early on the 22nd (Sat) so you can travel to Bari.

Things to do in Melfi

Historic Sites Parks Trails

Side Trips

Venosa, Cantine del Notaio, Saint Michelès Abbey, Monte Vulture, Acerenza Cathedral
Find places to stay Oct 20 — 22:
Highlights from your plan
Saint Michelès Abbey ©
Saint Michelès Abbey
Cantine del Notaio ©
Cantine del Notaio
Castle ©
Castle

2
nights
Bari, Italy

Bari ©
Puglia's capital city, Bari, is a growing metropolis of industry and one of the country's most important commercial ports.
On the 23rd (Sun), pause for some serene contemplation at Cattedrale di Trani, look for gifts at Polignano a mare, and then Head underground at Grotte di Castellana. Keep things going the next day: examine the collection at Museo del Confetto Mucci Giovanni, then enjoy the sand and surf at Coco Beach Club, and then get to know the fascinating history of Lungomare e Murat.

To see reviews, photos, ratings, and tourist information, go to the Bari trip itinerary maker website .

Drive from Melfi to Bari in 2 hours. In October in Bari, expect temperatures between 26°C during the day and 15°C at night. Finish your sightseeing early on the 24th (Mon) to allow enough time to travel back home.

Things to do in Bari

Parks Outdoors Beaches

Side Trips

Polignano a Mare, Grotte di Castellana, Museo del Confetto Mucci Giovanni, Cattedrale di Trani
Find places to stay Oct 22 — 24:
Highlights from your plan
Grotte di Castellana ©
Grotte di Castellana
Museo del Confetto Mucci Giovanni ©
Museo del Confetto Mucci Giovanni
Polignano a mare ©
Polignano a mare

Similar Plans

35 days in Europe BY A USER FROM UNITED ARAB EMIRATES June, popular & hidden gems PREFERENCES: June ATTRACTION STYLE: Popular & hidden gems PACE: Medium 35 days in Europe BY A USER FROM UNITED ARAB EMIRATES June, popular & hidden gems PREFERENCES: June ATTRACTION STYLE: Popular & hidden gems PACE: Medium 7 days in Italy BY A USER FROM INDIA August, teens, popular sights PREFERENCES: August, teens ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Italy BY A USER FROM SAUDI ARABIA September, kids, outdoors, historic sites, museums, shopping, popular & hidden gems PREFERENCES: September, kids, outdoors, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 11 days in Italy BY A USER FROM INDIA July, kids, popular sights PREFERENCES: July, kids ATTRACTION STYLE: Popular sights PACE: Medium 10 days in France, Italy & Switzerland BY A USER FROM INDIA April, kids, popular & hidden gems PREFERENCES: April, kids ATTRACTION STYLE: Popular & hidden gems PACE: Medium 22 days in Italy BY A USER FROM TURKEY September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Italy BY A USER FROM MYANMAR August, popular sights PREFERENCES: August ATTRACTION STYLE: Popular sights PACE: Medium 10 days in Italy BY A USER FROM INDIA January, popular sights PREFERENCES: January ATTRACTION STYLE: Popular sights PACE: Medium 15 days in Italy BY A USER FROM INDIA September, beaches, popular sights PREFERENCES: September, beaches ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Italy BY A USER FROM UNITED STATES August, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, popular & hidden gems PREFERENCES: August, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 10 days in Italy BY A USER FROM INDIA November, popular sights PREFERENCES: November ATTRACTION STYLE: Popular sights PACE: Medium
View more plans