47 days in Italy & City of San Marino Itinerary

47 days in Italy & City of San Marino Itinerary

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47 days in Italy & City of San Marino Itinerary

Start: Faenza, Italy
train:  45​min
1
Ravenna, Italy
— 1 night
Drive:  1​h 15​min
2
Bologna, Italy
— 2 nights
train:  45​min
3
Florence, Italy
— 3 nights
Drive:  1​h 30​min
4
Pisa, Italy
— 2 nights
Drive:  1​h 30​min
5
San Gimignano, Italy
— 2 nights
Drive:  45​min
6
Monteriggioni, Italy
— 2 nights
train:  15​min
7
Siena, Italy
— 3 nights
Drive:  1​h 15​min
8
Arezzo, Italy
— 2 nights
Drive:  1​h
9
Montepulciano, Italy
— 1 night
Drive:  30​min
10
Pienza, Italy
— 3 nights
Drive:  1​h 45​min
11
Castiglione Della Pescaia, Italy
— 2 nights
Drive:  2​h 45​min
12
Rome, Italy
— 5 nights
13
Perugia, Italy
— 2 nights
train:  30​min
14
Assisi, Italy
— 3 nights
Drive:  1​h
15
Gubbio, Italy
— 1 night
Drive:  1​h
16
Urbino, Italy
— 2 nights
17
City of San Marino, San Marino
— 3 nights
Drive:  2​h 45​min
18
Verona, Italy
— 2 nights
train:  1​h 15​min
19
Padua, Italy
— 2 nights
train:  30​min
20
Venice, Italy
— 3 nights
End: Faenza, Italy

1
night
Ravenna, Italy

Ravenna ©
Famous for its wealth of original mosaics, Ravenna is a hub of artistic and cultural heritage.
On the 6th (Fri), examine the collection at Palazzo Romagnoli Forli and then trek along Pineta di Pinarella e Tagliata. Get ready for a full day of sightseeing on the next day: stroll through Bagno 340 and then enjoy the sand and surf at Bagno Andreucci.

To find reviews, where to stay, other places to visit, and other tourist information, read our Ravenna travel planner .

Faenza to Ravenna is an approximately 1-hour train ride. You can also take a bus; or drive. September in Ravenna sees daily highs of 28°C and lows of 17°C at night. Finish up your sightseeing early on the 7th (Sat) so you can go by car to Bologna.

Things to do in Ravenna

Outdoors Parks Beaches

Side Trips

Cervia, Palazzo Romagnoli Forli
Find places to stay Sep 6 — 7:
Highlights from your plan
Bagno Andreucci ©
Bagno Andreucci
Palazzo Romagnoli Forli ©
Palazzo Romagnoli Forli

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 8th (Sun): get advice or help at Complesso Monumentale San Michele In Bosco, pause for some serene contemplation at Santuario di Madonna di San Luca, take in the architecture and atmosphere at Basilica di San Petronio, get engrossed in the history at Museo Civico Archeologico, then don't miss a visit to Quadrilatero, and finally admire the landmark architecture of Portico del Pavaglione. Keep things going the next day: appreciate the extensive heritage of Portico di San Luca, get outside with Giardini Margherita, and then get engrossed in the history at Museum of the History of Bologna.

To find ratings, more things to do, photos, and other tourist information, go to the Bologna attractions planner .

You can drive from Ravenna to Bologna in 1.5 hours. Alternatively, you can take a train. In September in Bologna, expect temperatures between 30°C during the day and 17°C at night. Wrap up your sightseeing on the 9th (Mon) to allow time to take a train to Florence.

Things to do in Bologna

Historic Sites Outdoors Museums
Find places to stay Sep 7 — 9:
Highlights from your plan
Santuario di Madonna di San Luca ©
Santuario di Madonna di San Luca
Basilica di San Petronio ©
Basilica di San Petronio

3
nights
Florence, Italy

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Museo Nazionale del Bargello and Piazzale Michelangelo will appeal to museum buffs. Eschew the tourist crowds and head to Basilica San Miniato al Monte and Pitti Palace. Venture out of the city with trips to Oasi Naturalistica Arnovecchio (in Empoli) and Sorgente dell'Acqua Zolfina (in Castelfranco di Sopra). There's lots more to do: explore the world behind art at Uffizi Galleries, snap pictures at Ponte Vecchio, take in the spiritual surroundings of Chiesa e Museo di Orsanmichele, and enjoy the sand and surf at Easy Living - Spiaggia sull'Arno.

For photos, ratings, more things to do, and tourist information, refer to the Florence journey app .

You can take a train from Bologna to Florence in an hour. Other options are to take a bus; or drive. September in Florence sees daily highs of 30°C and lows of 17°C at night. Cap off your sightseeing on the 12th (Thu) early enough to catch the train to Pisa.

Things to do in Florence

Museums Parks Wildlife

Side Trips

Sorgente dell'Acqua Zolfina, Oasi Naturalistica Arnovecchio
Find places to stay Sep 9 — 12:
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Pitti Palace ©
Pitti Palace
Basilica San Miniato al Monte
Basilica San Miniato al Monte

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.
On the 13th (Fri), appreciate the extensive heritage of Piazza Giuseppe Garibaldi, pause for some serene contemplation at Pieve di Santa Maria, then enjoy breathtaking views from Rocca di Vicopisano (del Brunelleschi), then experience rural life at Agrisole SSA, and finally explore the historical opulence of Castello dei Vicari. On the 14th (Sat), you'll have a packed day of sightseeing: admire the masterpieces at Museo Nazionale di Palazzo Reale, then tour the pleasant surroundings at Bagno Vittorio Emanuele, and then examine the collection at Museo di Storia Naturale del Mediterraneo.

To find more things to do, where to stay, photos, and tourist information, refer to the Pisa journey website .

You can take a train from Florence to Pisa in an hour. Alternatively, you can take a bus; or drive. In September, daytime highs in Pisa are 30°C, while nighttime lows are 17°C. Cap off your sightseeing on the 14th (Sat) early enough to go by car to San Gimignano.

Things to do in Pisa

Outdoors Museums Parks

Side Trips

Vicopisano, Museo di Storia Naturale del Mediterraneo, Castello dei Vicari, Podere Pellicciano - Agrisole
Find places to stay Sep 12 — 14:
Highlights from your plan
Museo Nazionale di Palazzo Reale ©
Museo Nazionale di Palazzo Reale
Castello dei Vicari ©
Castello dei Vicari

2
nights
San Gimignano, Italy

San Gimignano ©
A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Kick off your visit on the 15th (Sun): pause for some serene contemplation at Duomo di San Gimignano, shop like a local with La Bottega del Sale di Duccio Nacci photographer, get engrossed in the history at Torre e Casa Campatelli, then get to know the fascinating history of San Gimignano 1300, then do a tasting at Azienda Agricola San Quirico, and finally contemplate in the serene atmosphere at Sacro Monte San Vivaldo. Get ready for a full day of sightseeing on the next day: don't miss a visit to San Gimignano Bell Tower, learn about winemaking at Agriturismo Cesani, take in the exciting artwork at iSculpture Gallery San Gimignano, take in the exciting artwork at Galleria Gagliardi, then make a trip to Piazza della Cisterna, and finally contemplate the long history of Mura di San Gimignano.

For where to stay, traveler tips, reviews, and other tourist information, read San Gimignano trip itinerary planning tool .

You can drive from Pisa to San Gimignano in 1.5 hours. Other options are to take a train; or take a bus. In September, daily temperatures in San Gimignano can reach 30°C, while at night they dip to 17°C. Finish your sightseeing early on the 16th (Mon) so you can drive to Monteriggioni.

Things to do in San Gimignano

Historic Sites Museums Shopping

Side Trips

Volterra, Sacro Monte San Vivaldo
Find places to stay Sep 14 — 16:
Highlights from your plan
San Gimignano Bell Tower ©
San Gimignano Bell Tower
Duomo di San Gimignano ©
Duomo di San Gimignano
Torre e Casa Campatelli ©
Torre e Casa Campatelli

2
nights
Monteriggioni, Italy

Monteriggioni ©
Monteriggioni is a comune in the province of Siena in the Italian region Tuscany. Start off your visit on the 17th (Tue): learn about winemaking at Casa Brancaia, do a tasting at Castello di Monterinaldi, then do a tasting at Castello della Paneretta, and finally get to know the fascinating history of Abbadia Isola. On the 18th (Wed), you'll have a packed day of sightseeing: do a tasting at Fattoria Vignavecchia, learn about winemaking at Castello di Radda, then do a tasting at Cantine Castelvecchi in Chianti, and finally learn about winemaking at Enoteca Bottega del Vino.

To see reviews, where to stay, photos, and tourist information, you can read our Monteriggioni itinerary planner.

You can drive from San Gimignano to Monteriggioni in an hour. Alternatively, you can take a bus; or do a combination of bus and train. In September, plan for daily highs up to 32°C, and evening lows to 19°C. Finish your sightseeing early on the 18th (Wed) to allow enough time to take a train to Siena.

Things to do in Monteriggioni

Wineries Historic Sites

Side Trips

Radda in Chianti, Castellina In Chianti, Castello della Paneretta
Find places to stay Sep 16 — 18:
Highlights from your plan
Castello della Paneretta ©
Castello della Paneretta
Abbadia Isola ©
Abbadia Isola
Castello di Radda ©
Castello di Radda

3
nights
Siena, Italy

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 19th (Thu), take in the architecture and atmosphere at Certosa di Pontignano, make a trip to Piazza del Campo, take in the architecture and atmosphere at Siena Cathedral, then make a trip to Abazzia di Torri, and finally take in the architecture and atmosphere at Pieve Di San Giovanni Battista. On the 20th (Fri), you'll have a packed day of sightseeing: explore the historical opulence of Castello di Meleto, do a tasting at Cantalici, explore the world behind art at Parco Sculture Del Chianti, then get a sense of history and politics at Palazzo Pubblico and Museo Civico, then take in the spiritual surroundings of Cappella di Piazza, and finally steep yourself in history at Palazzo Chigi Saracini.

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

Siena is just a short distance from Monteriggioni. In September, daily temperatures in Siena can reach 32°C, while at night they dip to 19°C. Finish your sightseeing early on the 21st (Sat) to allow enough time to drive to Arezzo.

Things to do in Siena

Historic Sites Museums Wineries

Side Trips

Sovicille, Castelnuovo Berardenga, Gaiole in Chianti
Find places to stay Sep 18 — 21:
Highlights from your plan
Duomo di Siena ©
Duomo di Siena
Palazzo Pubblico and Museo Civico ©
Palazzo Pubblico and Museo Civico
Piazza del Campo ©
Piazza del Campo

2
nights
Arezzo, Italy

Arezzo ©
Arezzo is a city of art with colorful frescoes and abundance of goldsmiths and antique jewelers.
Kick off your visit on the 21st (Sat): take in the spiritual surroundings of Badia delle Sante Flora e Lucilla, contemplate the long history of Museo Casa di Giorgio Vasari, see the interesting displays at Museo dei Mezzi di Comunicazione, then contemplate in the serene atmosphere at Duomo San Donato, then examine the collection at Ivan Bruschi House & Museum, and finally examine the collection at Museo Archeologico. On the 22nd (Sun), you'll have a packed day of sightseeing: learn about winemaking at Famiglia Buccelletti Winery, contemplate in the serene atmosphere at Chiesa San Francesco, explore the fascinating underground world of Belvedere di Cortona, explore the world behind art at Galleria Ivan Bruschi, then take in the spiritual surroundings of Santa Maria della Pieve, and finally take in the architecture and atmosphere at Chiesa di Santa Maria delle Grazie.

To see ratings, traveler tips, photos, and other tourist information, you can read our Arezzo online journey planner .

Traveling by car from Siena to Arezzo takes 1.5 hours. Alternatively, you can take a bus; or take a train. Cap off your sightseeing on the 23rd (Mon) early enough to go by car to Montepulciano.

Things to do in Arezzo

Historic Sites Museums Nature

Side Trips

Cortona, Famiglia Buccelletti Winery
Find places to stay Sep 21 — 23:
Highlights from your plan
Famiglia Buccelletti Winery ©
Famiglia Buccelletti Winery
Chiesa San Francesco ©
Chiesa San Francesco
Badia delle Sante Flora e Lucilla ©
Badia delle Sante Flora e Lucilla

1
night
Montepulciano, Italy

Montepulciano ©
Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Kick off your visit on the 23rd (Mon): do a tasting at Icario Winery, appreciate the extensive heritage of Via di Gracciano nel Corso, enjoy breathtaking views from Torre del Pulcinella, then contemplate in the serene atmosphere at Parrocchia Santissimo Nome Di Gesu', then make a trip to Piazza Grande a Montepulciano, and finally learn about winemaking at Cantina Fattoria della Talosa. On your second day here, admire the masterpieces at Presepi dal Mondo, then contemplate the long history of Archeological Museum and Tomb of Hell's Quadriga, then look for gifts at Bottega del Rame, and finally take in the spiritual surroundings of Tempio di San Biagio.

To find where to stay, more things to do, photos, and more tourist information, refer to the Montepulciano trip itinerary maker tool .

Traveling by car from Arezzo to Montepulciano takes an hour. Alternatively, you can take a bus; or do a combination of train and bus. September in Montepulciano sees daily highs of 32°C and lows of 19°C at night. Finish up your sightseeing early on the 24th (Tue) so you can catcht the bus to Pienza.

Things to do in Montepulciano

Wineries Historic Sites Museums

Side Trip

Sarteano
Find places to stay Sep 23 — 24:
Highlights from your plan
Cantina Fattoria della Talosa ©
Cantina Fattoria della Talosa
Az. Agr. Crociani Susanna Crociani ©

3
nights
Pienza, Italy

Pienza ©
Pienza, a town and comune in the province of Siena, in the Val d'Orcia in Tuscany (central Italy), between the towns of Montepulciano and Montalcino, is the "touchstone of Renaissance urbanism."In 1996, UNESCO declared the town a World Heritage Site, and in 2004 the entire valley, the Val d'Orcia, was included on the list of UNESCO's World Cultural Landscapes.HistoryBefore the village was renamed to Pienza its name was Corsignano. Start off your visit on the 24th (Tue): take in the architecture and atmosphere at Abbazia di Sant'Antimo. Keep things going the next day: do a tasting at Mate Winery, learn about winemaking at Azienda Agricola Patrizia Cencioni Solaria, contemplate in the serene atmosphere at La Collegiata di San Quirico, make a trip to Piazza Pio II, then explore the world behind art at Museo Diocesano, and finally pause for some serene contemplation at Cathedral.

For where to stay, photos, ratings, and more tourist information, refer to the Pienza trip planning app .

Pienza is just a stone's throw from Montepulciano. Expect a daytime high around 32°C in September, and nighttime lows around 19°C. You will leave for Castiglione Della Pescaia on the 27th (Fri).

Things to do in Pienza

Historic Sites Museums Wineries

Side Trips

Montalcino, La Collegiata di San Quirico
Find places to stay Sep 24 — 27:
Highlights from your plan
Abbazia di Sant'Antimo ©
Abbazia di Sant'Antimo
Mate Winery ©
Mate Winery
Piazza Pio II ©
Piazza Pio II

2
nights
Castiglione Della Pescaia, Italy

Castiglione Della Pescaia ©
Castiglione della Pescaia, regionally simply abbreviated as Castiglione, is an ancient seaside town in the province of Grosseto, in Tuscany, Italy. You've now added Spiaggia di Punta Ala to your itinerary. Kick off your visit on the 16th (Wed): identify plant and animal life at Riserva Naturale Diaccia Botrona. Here are some ideas for day two: pause for some serene contemplation at Chiesa di Santa Maria del Giglio, step into the grandiose world of Castello Aragonese, then explore the different monuments and memorials at Area Archeologica di Vetulonia, then pause for some serene contemplation at Chiesa di San Giovanni Battista, and finally tour the pleasant surroundings at Spiaggia di Punta Ala.

To find photos, ratings, other places to visit, and more tourist information, use the Castiglione Della Pescaia trip itinerary maker website .

Traveling by car from Monteriggioni to Castiglione Della Pescaia takes 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Expect a daytime high around 26°C in October, and nighttime lows around 15°C. On the 19th (Sat), you'll travel back home.

Things to do in Castiglione Della Pescaia

Parks Outdoors Beaches

Side Trips

Museo Civico Archeologico Isidoro Falchi, Museo degli Organi Santa Cecilia
Find places to stay Sep 27 — 29:
Highlights from your plan
Riserva Naturale Diaccia Botrona ©
Riserva Naturale Diaccia Botrona
Le Mortelle ©
Le Mortelle

5
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.
Visiting Spiaggia di Torre Paola and V Lounge Beach Club will get you outdoors. Eschew the tourist crowds and head to Museo Storico Piana delle Orme and Beach Head War Cemetery. Get out of town with these interesting Rome side-trips: Parco Archeologico di Norba (in Norma), Chiesa del Purgatorio (in Terracina) and Rifugi Antiaerei (in Colleferro). And it doesn't end there: kick back and relax at Stabilimento Balneare le Palme, take in the spiritual surroundings of Tempio di Castore e Polluce, don't miss a visit to Associazione Culturale di Promozione Sociale Ars in Urbe, and steep yourself in history at Palazzo Chigi di Ariccia.

Planning Rome trip won't be overwheling when you use's Insprock itinerary maker.

Traveling by car from Castiglione Della Pescaia to Rome takes 3 hours. Alternatively, you can do a combination of bus and train; or take a bus. In September in Rome, expect temperatures between 32°C during the day and 18°C at night. Wrap up your sightseeing on the 4th (Fri) early enough to take a bus to Perugia.

Things to do in Rome

Historic Sites Parks Outdoors

Side Trips

Spiaggia di Torre Paola, Chiesa del Purgatorio, Beach Head War Cemetery, Eremo Sant'Erasmo, Bosco della Sughereta
Find places to stay Sep 29 — Oct 4:
Highlights from your plan
Museo Storico Piana delle Orme ©
Museo Storico Piana delle Orme
Eremo Sant'Erasmo ©
Eremo Sant'Erasmo
Chiesa del Purgatorio ©
Chiesa del Purgatorio

2
nights
Perugia, Italy

Perugia ©
Though it features Etruscan defensive walls and a medieval town center, Perugia is perhaps best known for its fine chocolate and annual chocolate festival.
Start off your visit on the 4th (Fri): explore the ancient world of Arco Etrusco, then see the interesting displays at Perugina Chocolate Factory, then do a tasting at Castello Monte Vibiano Vecchio, and finally learn about winemaking at Vineria del Carmine. Get ready for a full day of sightseeing on the next day: make a trip to Corso Vannucci, see the interesting displays at MUVIT Museo del Vino Torgiano Museum, learn about winemaking at Cantine Giorgio Lungarotti, then explore the ancient world of Ipogeo dei Volumni, and finally explore the world behind art at Museo-Laboratorio di Vetrate Artistiche Moretti Caselli.

To see where to stay, reviews, maps, and more tourist information, read our Perugia trip itinerary maker site .

Getting from Rome to Perugia by bus takes about 2 hours. Other options: drive; or take a train. In October, daytime highs in Perugia are 24°C, while nighttime lows are 12°C. Wrap up your sightseeing on the 6th (Sun) to allow time to take a train to Assisi.

Things to do in Perugia

Museums Wineries Historic Sites

Side Trips

Torgiano, Castello Monte Vibiano Vecchio
Find places to stay Oct 4 — 6:
Highlights from your plan
Castello Monte Vibiano Vecchio ©
Castello Monte Vibiano Vecchio
Vineria del Carmine ©
Vineria del Carmine
MUVIT Museo del Vino Torgiano Museum ©

3
nights
Assisi, Italy

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Explore hidden gems such as Wild Foods Italy and Cattedrale della Santissima Annunziata. Centro Storico di Massa Martana and Giro dei Condotti are good opportunities to explore the local culture. Explore the numerous day-trip ideas around Assisi: Spoleto (Chiesa di San Ponziano & La Rocca), Todi (Centro Storico di Todi, Chiesa di San Fortunato, & more) and Ponte Fonnaia (in Massa Martana). The adventure continues: steep yourself in history at Castelluccio and contemplate in the serene atmosphere at Roccaporena, Santuario di S. Rita.

For where to stay, maps, and more tourist information, you can read our Assisi trip planner .

Assisi is very close to Perugia. In October, daytime highs in Assisi are 24°C, while nighttime lows are 12°C. Finish your sightseeing early on the 9th (Wed) so you can drive to Gubbio.

Things to do in Assisi

Historic Sites Neighborhoods Wildlife

Side Trips

Todi, Spoleto, Massa Martana, Wild Foods Italy, Roccaporena, Santuario di S. Rita
Find places to stay Oct 6 — 9:
Highlights from your plan
Chiesa di San Ponziano ©
Chiesa di San Ponziano
Centro Storico di Massa Martana ©
Centro Storico di Massa Martana

1
night
Gubbio, Italy

Gubbio ©
Gubbio is a town and comune in the far northeastern part of the Italian province of Perugia (Umbria). Grotte di Frasassi has been added to your itinerary. Kick off your visit on the 29th (Sun): Head underground at Grotte di Frasassi, admire the landmark architecture of Palazzo Pretorio, get to know the fascinating history of Via Galeotti, then make a trip to La Botte dei Canonici, then take in the architecture and atmosphere at Chiesa San Marziale, and finally take in the architecture and atmosphere at Chiesa di Santa Maria della Vittoria (o Vittorina). Keep things going the next day: take in the pleasant sights at Sentiero Colle Eletto, take in the architecture and atmosphere at Chiesa Collegiata di San Giovanni Battista, examine the collection at Museo Diocesano, then don't miss a visit to Piazza Grande, and finally see the interesting displays at Palazzo dei Consoli and Museo Civico.

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

Getting from Ravenna to Gubbio by car takes about 2.5 hours. Other options: take a train; or take a bus. September in Gubbio sees daily highs of 26°C and lows of 17°C at night. On the 1st (Tue), wrap the sightseeing up by early afternoon so you can drive back home.

Things to do in Gubbio

Parks Historic Sites Outdoors

Side Trip

Grotte di Frasassi
Find places to stay Oct 9 — 10:
Highlights from your plan
Grotte di Frasassi ©
Grotte di Frasassi
Chiesa di San Francesco ©
Chiesa di San Francesco
Museo Diocesano ©
Museo Diocesano

2
nights
Urbino, Italy

Urbino ©
Urbino is a walled city in the Marche region of Italy, south-west of Pesaro, a World Heritage Site notable for a remarkable historical legacy of independent Renaissance culture, especially under the patronage of Federico da Montefeltro, duke of Urbino from 1444 to 1482. Start off your visit on the 10th (Thu): pause for some serene contemplation at Mausoleo dei Duchi - Chiesa di San Bernardino and then take in the spiritual surroundings of Chiesa di San Bernardino. Here are some ideas for day two: appreciate the history behind Obelisco Egizio, take in the spiritual surroundings of Chiesa di San Domenico, admire the masterpieces at Palazzo Ducale di Urbino, take in the spiritual surroundings of Chiesa San Francesco, then explore the world behind art at Oratorio di San Giuseppe, and finally contemplate the long history of Casa Natale di Raffaello.

To find ratings, reviews, traveler tips, and other tourist information, use the Urbino journey app .

Traveling by car from Gubbio to Urbino takes an hour. Alternatively, you can take a bus. Expect a daytime high around 19°C in October, and nighttime lows around 13°C. Wrap up your sightseeing on the 12th (Sat) to allow time to travel to City of San Marino.

Things to do in Urbino

Historic Sites Museums

Side Trips

Abbazia San Vincenzo al Furlo, Castello di Piticchio, Eremo dei Frati Bianchi
Find places to stay Oct 10 — 12:
Highlights from your plan
Palazzo Ducale di Urbino ©
Palazzo Ducale di Urbino
Oratorio di San Giovanni Battista ©
Oratorio di San Giovanni Battista
Eremo dei Frati Bianchi ©
Eremo dei Frati Bianchi

3
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.
Kick off your visit on the 13th (Sun): take in the exciting artwork at Palazzo Graziani, examine the collection at Museum of Torture, admire the natural beauty at Orti Borghesi San Marino, step into the grandiose world of Guaita, then don't miss a visit to Passo Delle Streghe, and finally steep yourself in history at Cesta Tower. Keep things going the next day: walk around San Marino Nature Park, take in the architecture and atmosphere at Basilica del Santo Marino, view the masterpieces at Museo Pinacoteca San Francesco, then take your sightseeing to a higher altitude at Mount Titan, and finally admire the landmark architecture of Secondo Girone di Mura.

To see reviews, maps, and tourist information, read City of San Marino road trip planning website .

You can drive from Urbino to City of San Marino in 1.5 hours. In October, daily temperatures in City of San Marino can reach 19°C, while at night they dip to 13°C. On the 15th (Tue), wrap the sightseeing up by early afternoon so you can drive to Verona.

Things to do in City of San Marino

Parks Historic Sites Museums
Find places to stay Oct 12 — 15:
Highlights from your plan
Guaita ©
Guaita
Piazza della Liberta ©
Piazza della Liberta
Cesta Tower ©
Cesta Tower

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.
On the 15th (Tue), explore the historical opulence of Castello scaligero di Villafranca. Here are some ideas for day two: contemplate in the serene atmosphere at Santuario Beata Vergine Maria delle Grazie, then see the interesting displays at Il Museo Storico dei Vigili del Fuoco, and then examine the collection at Nicolis Museum.

To see photos, maps, more things to do, and tourist information, use the Verona trip builder tool .

You can drive from City of San Marino to Verona in 3 hours. Other options are to do a combination of bus and train; or take a bus. October in Verona sees daily highs of 22°C and lows of 11°C at night. Wrap up your sightseeing on the 17th (Thu) to allow time to take a train to Padua.

Things to do in Verona

Historic Sites Museums

Side Trips

Villafranca di Verona, Villa Pindemonte, Il Museo Storico dei Vigili del Fuoco, Castello Bevilacqua, Abbazia di Polirone
Find places to stay Oct 15 — 17:
Highlights from your plan
Abbazia di Polirone ©
Abbazia di Polirone
Castello Bevilacqua ©
Castello Bevilacqua
Nicolis Museum ©
Nicolis Museum

2
nights
Padua, Italy

Padua ©
Padua is a picturesque city with a dense network of arcaded streets opening into large communal piazze (squares).
Start off your visit on the 18th (Fri): examine the collection at Museo della Navigazione Fluviale di Battaglia Terme, explore the striking landscape of Parco Naturale Regionale del Delta del Po, then examine the collection at Esapolis - Museo Vivente degli insetti, and finally pause for some serene contemplation at Chiesa di Santa Croce. On the next day, explore the engaging exhibits at Museo Veneto Del Giocattolo, Padova, Italia, don't miss a visit to Villa Molin, contemplate in the serene atmosphere at Santuario del Monte della Madonna, then learn about winemaking at Azienda Agricola Ca'Lustra Di Zanovello Franco & C. Sas, and finally take in the spiritual surroundings of Abbazia di Santa Maria delle Carceri.

To see traveler tips, where to stay, ratings, and more tourist information, read our Padua route planner.

You can take a train from Verona to Padua in 1.5 hours. Alternatively, you can drive; or take a bus. When traveling from Verona in October, plan for a bit cooler days and about the same nights in Padua: temperatures range from 19°C by day to 14°C at night. Wrap up your sightseeing on the 19th (Sat) early enough to take a bus to Venice.

Things to do in Padua

Museums Historic Sites Wildlife

Side Trips

Abbazia di Santa Maria delle Carceri, Santuario del Monte della Madonna, Azienda Agricola Ca'Lustra Di Zanovello Franco & C. Sas, Museo della Navigazione Fluviale di Battaglia Terme, Parco Naturale Regionale del Delta del Po
Find places to stay Oct 17 — 19:
Highlights from your plan

3
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.
Basilica Santa Maria Gloriosa dei Frari and Chiesa di Santo Stefano are good opportunities to explore the local culture. Your inner history buff will appreciate Peggy Guggenheim Collection and Canal Grande. Step out of Venice to go to Sottomarina and see Diga Sottomarina, which is approximately 42 minutes away. There's much more to do: pause for some serene contemplation at Basilica di Santa Maria della Salute, take a stroll through Campo Santa Margherita, contemplate in the serene atmosphere at San Pantalon, and snap pictures at Ponte di Rialto.

To find reviews, traveler tips, maps, and tourist information, refer to the Venice trip itinerary builder app .

Venice is just a short distance from Padua. October in Venice sees daily highs of 22°C and lows of 12°C at night. Cap off your sightseeing on the 22nd (Tue) early enough to go by car back home.

Things to do in Venice

Historic Sites Museums Neighborhoods

Side Trip

Diga Sottomarina
Find places to stay Oct 19 — 22:
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Peggy Guggenheim Collection ©
Peggy Guggenheim Collection
Canal Grande ©
Canal Grande

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