41 days in Italy & City of San Marino Itinerary

41 days in Italy & City of San Marino Itinerary

Created using Inspirock Europe route builder

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

Route & dates

41 days in Italy & City of San Marino Itinerary

Start: Mexico City, Mexico
Fly + Drive:  21​h
1
Turin, Italy
— 1 night
2
Milan, Italy
— 1 day
3
Turin, Italy
— 2 nights
Drive:  2​h 15​min
4
Cremona, Italy
— Few hours
Drive:  1​h
5
Mantua, Italy
— Few hours
bus:  1​h
6
Verona, Italy
— 1 night
Drive:  1​h 30​min
7
Venice, Italy
— 2 nights
Drive:  1​h
8
Chioggia, Italy
— 2 nights
Drive:  1​h 45​min
9
Ravenna, Italy
— 2 nights
Drive:  1​h 15​min
10
City of San Marino, San Marino
— 3 nights
Drive:  1​h 45​min
11
Gubbio, Italy
— 1 night
Drive:  45​min
12
Perugia, Italy
— 3 nights
train:  30​min
13
Assisi, Italy
— Few hours
Drive:  5​h
14
Foggia, Italy
— 2 nights
Drive:  2​h
15
Avellino, Italy
— 1 night
Drive:  1​h 30​min
16
Salerno, Italy
— Few hours
ferry:  30​min
17
Amalfi, Italy
— Few hours
bus:  30​min
18
Positano, Italy
— 2 nights
ferry:  30​min
19
Sorrento, Italy
— 1 day
subway:  45​min
20
Pompeii, Italy
— 2 nights
21
Rome, Italy
— 1 night
train:  1​h
22
Orvieto, Italy
— 2 nights
Drive:  1​h 30​min
23
Siena, Italy
— 2 nights
Drive:  45​min
24
San Gimignano, Italy
— 2 nights
Drive:  1​h 30​min
25
Pisa, Italy
— 2 nights
train:  1​h
26
Florence, Italy
— 1 night
Drive:  1​h 45​min
27
Maranello, Italy
— 2 nights
Drive:  2​h 45​min
28
Cinque Terre, Italy
— 2 nights
train:  45​min
29
Portofino, Italy
— Few hours
Drive + Fly:  23​h 45​min
End: Mexico City, Mexico

1
night
Turin, Italy

Turin
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.
To see where to stay, reviews, ratings, and more tourist information, read our Turin trip planning tool .

Mexico City, Mexico to Turin is an approximately 21-hour flight. The time zone difference when traveling from Mexico City to Turin is 7 hours. Traveling from Mexico City in September, expect nights in Turin to be about the same, around 17°C, while days are little chillier, around 24°C. Finish up your sightseeing early on the 8th (Sat) so you can catch the train to Milan.

Things to do in Turin

Nightlife Historic Sites Outdoors
Find places to stay Sep 7 — 8:

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.
Your day-by-day itinerary now includes Castello Sforzesco, Galleria Vittorio Emanuele II, Duomo di Milano, and other attractions you added. Start off your visit on the 8th (Sat): steep yourself in history at Il Cenacolo, then contemplate in the serene atmosphere at Duomo di Milano, then admire the striking features of Galleria Vittorio Emanuele II, and finally examine the collection at Castello Sforzesco.

To see photos, maps, ratings, and other tourist information, refer to the Milan driving holiday site .

Getting from Turin to Milan by train takes about an hour. Other options: drive; or take a bus. When traveling from Turin in September, plan for a bit warmer days in Milan, with highs around 29°C, while nights are about the same with lows around 17°C. Finish your sightseeing early on the 8th (Sat) so you can take a train to Turin.

Things to do in Milan

Historic Sites Museums Shopping
Find places to stay Sep 8 — 9:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Castello Sforzesco ©
Castello Sforzesco

2
nights
Turin, Italy

Turin ©
Your list of things to see and do now includes Parco del Valentino, Palazzina di Caccia di Stupinigi, Piazza Solferino, and other attractions. On the 9th (Sun), contemplate in the serene atmosphere at Basilica di Superga, don't miss a visit to Piazza Vittorio Veneto, examine the collection at Museo Nazionale del Cinema, then don't miss a visit to Piazza Castello, then take in the spiritual surroundings of Duomo di Torino e Cappella della Sacra Sindone, and finally admire the landmark architecture of Palazzo Reale.

To find other places to visit, photos, where to stay, and tourist information, read our Turin itinerary planning app .

Traveling by train from Milan to Turin takes an hour. Alternatively, you can drive; or take a bus. When traveling from Milan in September, plan for slightly colder days and about the same nights in Turin: temperatures range from 24°C by day to 17°C at night. Wrap up your sightseeing on the 10th (Mon) early enough to drive to Cremona.

Things to do in Turin

Historic Sites Museums Parks

Side Trips

Basilica of Superga, Palazzina di Caccia di Stupinigi
Find places to stay Sep 8 — 10:
Highlights from your plan
Basilica of Superga ©
Basilica of Superga
Museo Nazionale del Cinema ©
Museo Nazionale del Cinema

few
hours
Cremona, Italy

Cremona ©
Cremona is a city and comune in northern Italy, situated in Lombardy, on the left bank of the Po River in the middle of the Pianura Padana (Po valley). To find photos, other places to visit, more things to do, and tourist information, refer to the Cremona trip itinerary planning site .

You can drive from Turin to Cremona in 2.5 hours. Alternatively, you can take a train; or do a combination of bus and train. Traveling from Turin in September, you will find days in Cremona are a bit warmer (28°C), and nights are about the same (15°C). On the 10th (Mon), you'll have the morning to explore before heading off to Mantua.

Things to do in Cremona

Historic Sites
Find places to stay Sep 10 — 11:
Highlights from your plan
Cathedral of Cremona ©
Cathedral of Cremona
Baptistery ©
Baptistery

few
hours
Mantua, Italy

Mantua ©
Often overlooked in favor of nearby Lake Garda, Mantua is one of northern Italy's Renaissance gems.
To see other places to visit, ratings, where to stay, and other tourist information, go to the Mantua journey maker app .

Take a train from Cremona to Mantua in an hour. Alternatively, you can drive. September in Mantua sees daily highs of 29°C and lows of 17°C at night. Wrap up your sightseeing on the 10th (Mon) to allow time to drive to Verona.

Things to do in Mantua

Historic Sites
Find places to stay Sep 10 — 11:
Highlights from your plan
Basilica di Sant'Andrea di Mantova ©

1
night
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.
You've added Tomba di Giulietta, Romeo's House (Casa di Romeo), Casa di Giulietta, and other attractions to your itinerary. On the 10th (Mon), take in the spiritual surroundings of Basilica di San Zeno Maggiore, snap pictures at Ponte Scaligero, take in the views from Ponte Pietra, then get a taste of the local shopping with Piazza delle Erbe, then don't miss a visit to Romeo's House (Casa di Romeo), and finally admire the landmark architecture of Casa di Giulietta.

To see photos, where to stay, ratings, and more tourist information, go to the Verona trip planner .

Getting from Mantua to Verona by car takes about an hour. Other options: take a bus; or take a train. In September, daily temperatures in Verona can reach 30°C, while at night they dip to 17°C. On the 11th (Tue), you'll have the morning to explore before heading off to Venice.

Things to do in Verona

Historic Sites Neighborhoods Museums
Find places to stay Sep 10 — 11:
Highlights from your plan
Arena di Verona ©
Arena di Verona
Piazza delle Erbe ©
Piazza delle Erbe
Basilica di San Zeno Maggiore ©
Basilica di San Zeno Maggiore

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.
Kick off your visit on the 11th (Tue): contemplate the long history of Centro Storico di Venezia and then take in the spiritual surroundings of Santa Maria dei Miracoli. Get ready for a full day of sightseeing on the next day: wander the streets of Cannaregio, then take in the spiritual surroundings of Scuola Grande di San Rocco, then get lost in a book at Museo Correr, and finally examine the collection at Ca' Rezzonico.

For reviews, where to stay, maps, and tourist information, read Venice trip planner .

Traveling by train from Verona to Venice takes 1.5 hours. Alternatively, you can drive; or take a bus. In September in Venice, expect temperatures between 29°C during the day and 17°C at night. Wrap up your sightseeing on the 13th (Thu) early enough to drive to Chioggia.

Things to do in Venice

Historic Sites Museums Neighborhoods
Find places to stay Sep 11 — 13:
Highlights from your plan
Centro Storico di Venezia ©
Centro Storico di Venezia
Museo Correr ©
Museo Correr
Ca' Rezzonico ©
Ca' Rezzonico

2
nights
Chioggia, Italy

Chioggia ©
Chioggia is a coastal town and comune of the Metropolitan City of Venice in the Veneto region of northern Italy.GeographyThe town is situated on a small island at the southern entrance to the Lagoon of Venice about 25km south of Venice (50km by road); causeways connect it to the mainland and to its frazione, nowadays a quarter, of Sottomarina. Kick off your visit on the 13th (Thu): contemplate the long history of Casa del Petrarca, then don't miss a visit to Palazzo Roverella, and then admire the natural beauty at Barbarigo Garden. Keep things going the next day: work some fitness into your day at Diga Sottomarina, appreciate the extensive heritage of Villa Sagredo, Toderini di Conselve, then explore the historical opulence of Castello Cini Monselice, and finally pause for some serene contemplation at Chiesa di Santa Maria della Neve.

To see maps, reviews, other places to visit, and more tourist information, read Chioggia trip planner .

You can drive from Venice to Chioggia in an hour. Another option is to take a bus. While traveling from Venice, expect little chillier days and about the same nights in Chioggia, ranging from highs of 25°C to lows of 19°C. On the 15th (Sat), wrap the sightseeing up by early afternoon so you can drive to Ravenna.

Things to do in Chioggia

Parks Historic Sites Outdoors

Side Trips

Garden of Villa Barbarigo in Valsanzibio, Palazzo Roverella, Castello Cini Monselice, Chiesa di Santa Maria della Neve, Casa del Petrarca
Find places to stay Sep 13 — 15:
Highlights from your plan
Castello Cini Monselice ©
Castello Cini Monselice
Diga Sottomarina ©
Diga Sottomarina

2
nights
Ravenna, Italy

Ravenna ©
Famous for its wealth of original mosaics, Ravenna is a hub of artistic and cultural heritage.
On the 15th (Sat), steep yourself in history at Basilica di Sant'Apollinare Nuovo and then see the interesting displays at Archiepiscopal Museum. Here are some ideas for day two: take in the spiritual surroundings of Basilica San Vitale, take in the spiritual surroundings of Battistero Neoniano (Battistero degli Ortodossi), then take in the spiritual surroundings of Basilica di Sant'Apollinare in Classe, then make a trip to Porto Turistico Cesenatico, and finally find something for the whole family at Mirabilandia.

To find where to stay and tourist information, refer to the Ravenna day trip planning tool .

You can drive from Chioggia to Ravenna in 2 hours. Other options are to take a bus; or do a combination of bus and train. September in Ravenna sees daily highs of 28°C and lows of 17°C at night. Finish your sightseeing early on the 17th (Mon) to allow enough time to drive to City of San Marino.

Things to do in Ravenna

Theme Parks Historic Sites Museums

Side Trips

Porto Turistico Cesenatico, Basilica di Sant'Apollinare in Classe, Castello Estense, Biblioteca Malatestiana
Find places to stay Sep 15 — 17:
Highlights from your plan
Basilica San Vitale ©
Basilica San Vitale
Mausoleo di Galla Placidia ©
Mausoleo di Galla Placidia
Castello Estense ©
Castello Estense

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 18th (Tue): steep yourself in history at Cesta Tower, take your sightseeing to a higher altitude at Mount Titan, examine the collection at Museo delle Curiosità - San Marino, then get a sense of history and politics at Palazzo Pubblico, and finally step into the grandiose world of Guaita. Here are some ideas for day two: make a trip to Montale Tower, contemplate the long history of Porta San Francesco, take an in-depth tour of Torture Museum, then steep yourself in history at Piazza della Liberta, then examine the collection at Museo di Stato, and finally make a trip to Cava dei Balestrieri.

For photos, more things to do, other places to visit, and other tourist information, use the City of San Marino day trip planner .

You can drive from Ravenna to City of San Marino in 1.5 hours. Other options are to do a combination of train and bus; or do a combination of bus and shuttle. In September in City of San Marino, expect temperatures between 26°C during the day and 17°C at night. Cap off your sightseeing on the 20th (Thu) early enough to go by car to Gubbio.

Things to do in City of San Marino

Historic Sites Nature Parks
Find places to stay Sep 17 — 20:
Highlights from your plan
Guaita ©
Guaita
Mount Titan ©
Mount Titan
Palazzo Pubblico ©
Palazzo Pubblico

1
night
Gubbio, Italy

Gubbio ©
Gubbio is a town and comune in the far northeastern part of the Italian province of Perugia (Umbria). Start off your visit on the 20th (Thu): contemplate in the serene atmosphere at Basilica of Saint Ubaldo, then explore the fascinating underground world of Grotte di Frasassi, then appreciate the history behind Tempio del Valadier, and finally see the interesting displays at Museo della Carta e della Filigrana. Here are some ideas for day two: see the interesting displays at Anghiari, delve into the distant past at Teatro Romano, admire the landmark architecture of Cattedrale di Gubbio, then examine the collection at Palazzo dei Consoli Museo Civico, and finally make a trip to Piazza Grande.

To see reviews, other places to visit, photos, and more tourist information, refer to the Gubbio day trip website .

You can drive from City of San Marino to Gubbio in 2 hours. Alternatively, you can do a combination of bus and train; or do a combination of bus and train. In September, plan for daily highs up to 26°C, and evening lows to 17°C. Finish your sightseeing early on the 21st (Fri) to allow enough time to drive to Perugia.

Things to do in Gubbio

Museums Nature Parks

Side Trips

Genga, Anghiari, Paper and Watermark Museum Fabriano
Find places to stay Sep 20 — 21:
Highlights from your plan
Paper and Watermark Museum Fabriano ©
Grotte di Frasassi ©
Grotte di Frasassi
Anghiari ©
Anghiari

3
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.
On the 22nd (Sat), step into the grandiose world of Rocca Paolina, see the interesting displays at Perugina Chocolate Factory, then take in the spiritual surroundings of Eremo Le Celle, and finally contemplate the waterfront views at Lake Trasimeno. On the 23rd (Sun), you'll have a packed day of sightseeing: get in on the family fun at La Citta della Domenica, don't miss a visit to Piazza IV Novembre, then take a stroll through Old Town, and finally see the interesting displays at Galleria Nazionale dell'Umbria.

For more things to do, reviews, where to stay, and other tourist information, go to the Perugia driving holiday planning app .

Traveling by car from Gubbio to Perugia takes an hour. Alternatively, you can take a bus. Traveling from Gubbio in September, expect nights in Perugia to be about the same, around 16°C, while days are a bit warmer, around 30°C. Wrap up your sightseeing on the 24th (Mon) early enough to take a train to Assisi.

Things to do in Perugia

Theme Parks Nature Museums

Side Trip

Eremo Le Celle
Find places to stay Sep 21 — 24:
Highlights from your plan
Lake Trasimeno ©
Lake Trasimeno
Galleria Nazionale dell'Umbria ©
Galleria Nazionale dell'Umbria
Eremo Le Celle ©
Eremo Le Celle

few
hours
Assisi, Italy

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
For traveler tips, ratings, where to stay, and more tourist information, read Assisi trip builder site .

Assisi is just a short distance from Perugia. In September, daily temperatures in Assisi can reach 30°C, while at night they dip to 16°C. Wrap up your sightseeing on the 24th (Mon) to allow time to travel to Foggia.

Things to do in Assisi

Historic Sites
Find places to stay Sep 24 — 25:
Highlights from your plan
Eremo delle Carceri ©
Eremo delle Carceri
San Damiano ©
San Damiano

2
nights
Foggia, Italy

Foggia ©
Foggia is a city and comune of Apulia, in southern Italy, capital of the province of Foggia. Kick off your visit on the 25th (Tue): don't miss a visit to Palazzo Dogana, contemplate in the serene atmosphere at Basilica Cattedrale Santa Maria Assunta in Cielo, pause for some serene contemplation at Cattedrale di Foggia, then make a trip to Santuario Madre di Dio Incoronata, and finally kick back and relax at Baia di Vignanotica.

For traveler tips, photos, reviews, and more tourist information, use the Foggia trip site .

Traveling by car from Assisi to Foggia takes 4.5 hours. Alternatively, you can fly. Traveling from Assisi in September, Foggia is somewhat warmer at night with lows of 23°C. Wrap up your sightseeing on the 26th (Wed) early enough to travel to Avellino.

Things to do in Foggia

Beaches Outdoors Parks

Side Trip

Baia di Vignanotica
Find places to stay Sep 24 — 26:
Highlights from your plan
Cattedrale di Foggia ©
Cattedrale di Foggia
Duomo ©
Duomo
Santuario Madre di Dio Incoronata ©
Santuario Madre di Dio Incoronata

1
night
Avellino, Italy

Avellino ©
Avellino is a town and comune, capital of the province of Avellino in the Campania region of southern Italy. Start off your visit on the 26th (Wed): make a trip to Torre dell'Orologio, take in the architecture and atmosphere at Chiesa di San Francesco Saverio, enjoy some diversion at Country Sport Avellino, then admire the masterpieces at Santuario di Montevergine, and finally make a trip to Il Caffè Letterario.

To find more things to do, where to stay, photos, and tourist information, refer to the Avellino sightseeing planner.

You can drive from Foggia to Avellino in 2 hours. Expect a daytime high around 30°C in September, and nighttime lows around 24°C. Finish up your sightseeing early on the 27th (Thu) so you can travel to Salerno.

Things to do in Avellino

Historic Sites Fun & Games Museums

Side Trip

Santuario di Montevergine
Find places to stay Sep 26 — 27:
Highlights from your plan
Santuario di Montevergine ©
Santuario di Montevergine
Chiesa di San Francesco Saverio ©
Chiesa di San Francesco Saverio
Torre dell'Orologio ©
Torre dell'Orologio

few
hours
Salerno, Italy

Salerno ©
While often overshadowed by the Amalfi Coast's array of quaint villages, Salerno has become one of the region's main areas for culture and entertainment, while remaining relatively unmarked by tourism.
To find photos, where to stay, more things to do, and more tourist information, read our Salerno trip itinerary maker website .

Traveling by car from Avellino to Salerno takes an hour. September in Salerno sees daily highs of 30°C and lows of 24°C at night. On the 27th (Thu), you'll have the morning to explore before heading off to Amalfi.
Find places to stay Sep 27 — 28:
Highlights from your plan
Promenade Trieste ©
Promenade Trieste

few
hours
Amalfi, Italy

Amalfi ©
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.
To see where to stay, reviews, more things to do, and other tourist information, use the Amalfi day trip app .

Amalfi is just a short distance from Salerno. In September, daily temperatures in Amalfi can reach 30°C, while at night they dip to 24°C. Finish your sightseeing early on the 27th (Thu) to allow enough time to drive to Positano.

Things to do in Amalfi

Historic Sites

Side Trip

Villa Rufolo
Find places to stay Sep 27 — 28:
Highlights from your plan
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea
Villa Rufolo ©
Villa Rufolo

2
nights
Positano, Italy

Positano ©
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Start off your visit on the 27th (Thu): explore the fascinating underground world of Cave of Smeraldo. Here are some ideas for day two: take in the spiritual surroundings of Chiesa di Santa Maria Assunta e Cripta Medievale, then enjoy the sand and surf at Fornillo, then stop by Nana' Positano, and finally kick back and relax at Spiaggia Grande.

To find other places to visit, reviews, maps, and other tourist information, use the Positano day trip planning website .

Positano is very close to Amalfi. In September, daily temperatures in Positano can reach 31°C, while at night they dip to 23°C. Cap off your sightseeing on the 29th (Sat) early enough to go by car to Sorrento.

Things to do in Positano

Parks Beaches Outdoors
Find places to stay Sep 27 — 29:
Highlights from your plan
Fornillo ©
Fornillo
Nana' Positano ©
Nana' Positano
Spiaggia Grande ©
Spiaggia Grande

1
day
Sorrento, Italy

Sorrento ©
A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
To see maps, where to stay, and tourist information, you can read our Sorrento trip itinerary builder tool .

Sorrento is very close to Positano. Expect a daytime high around 31°C in September, and nighttime lows around 23°C. Wrap up your sightseeing by early afternoon on the 29th (Sat) to allow time for the subway ride to Pompeii.

Things to do in Sorrento

Historic Sites Nature Parks
Find places to stay Sep 29 — 30:
Highlights from your plan
St Francis Church and Convent ©
St Francis Church and Convent
Marina Grande - Antico Borgo Marinaro ©
Il Vallone dei Mulini ©
Il Vallone dei Mulini

2
nights
Pompeii, Italy

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
Start off your visit on the 29th (Sat): delve into the distant past at Teatro Grande and then admire the natural beauty at Villa Cimbrone Gardens. On the next day, steep yourself in history at House of Menander (Casa del Menandro), contemplate the long history of Ruins of Herculaneum, and then delve into the distant past at Gli Scavi Archeologici di Pompei.

To see more things to do, photos, maps, and tourist information, read our Pompeii trip itinerary builder tool .

You can take a subway from Sorrento to Pompeii in an hour. Other options are to drive; or take a bus. September in Pompeii sees daily highs of 31°C and lows of 20°C at night. Finish up your sightseeing early on the 1st (Mon) so you can travel to Rome.

Things to do in Pompeii

Historic Sites Parks

Side Trips

Villa Cimbrone Gardens, Parco Acheologico di Ercolano
Find places to stay Sep 29 — Oct 1:
Highlights from your plan
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Parco Acheologico di Ercolano ©
Parco Acheologico di Ercolano

1
night
Rome, Italy

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 1st (Mon): explore the ancient world of Colosseum, make a trip to Piazza Navona, pause for some serene contemplation at Basilica di San Pietro, then admire the landmark architecture of Pantheon, and finally admire the local landmark of Trevi Fountain.

For traveler tips, other places to visit, ratings, and more tourist information, go to the Rome trip builder .

Do a combination of subway and train from Pompeii to Rome in 2 hours. Alternatively, you can drive; or take a bus. In October, plan for daily highs up to 26°C, and evening lows to 15°C. Finish your sightseeing early on the 2nd (Tue) so you can take a train to Orvieto.

Things to do in Rome

Historic Sites

Side Trip

St. Peter's Basilica
Find places to stay Oct 1 — 2:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

2
nights
Orvieto, Italy

Orvieto ©
The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
Kick off your visit on the 2nd (Tue): don't miss a visit to Macchina di Santa Rosa, then explore the activities along Lago di Bolsena, and then take in the architecture and atmosphere at San Donato Church. On the 3rd (Wed), you'll have a packed day of sightseeing: take in nature's colorful creations at Parco dei Mostri, contemplate the long history of Pozzo di San Patrizio, then contemplate in the serene atmosphere at Duomo di Orvieto, then explore the fascinating underground world of Orvieto Sotterranea, and finally take in panoramic vistas at Torre del Moro.

For where to stay and other tourist information, go to the Orvieto online day trip planner .

Traveling by train from Rome to Orvieto takes an hour. Alternatively, you can drive; or take a bus. In October, daytime highs in Orvieto are 24°C, while nighttime lows are 13°C. Cap off your sightseeing on the 4th (Thu) early enough to go by car to Siena.

Things to do in Orvieto

Parks Nature Historic Sites

Side Trips

San Donato Church, Parco dei Mostri, Macchina di Santa Rosa, Lago di Bolsena
Find places to stay Oct 2 — 4:
Highlights from your plan
Lago di Bolsena ©
Lago di Bolsena
Macchina di Santa Rosa ©
Macchina di Santa Rosa
Duomo di Orvieto ©
Duomo di Orvieto

2
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 4th (Thu), take in the spiritual surroundings of Battistero di San Giovanni, take in the architecture and atmosphere at Siena Cathedral, then indulge in some culinary diversions at a local gastronomic tour, and finally don't miss a visit to Piazza del Campo. On your second day here, browse the exhibits of Palazzo Pubblico and Museo Civico, don't miss a visit to Centro Storico di Siena, take in panoramic vistas at Torre del Mangia, then admire the masterpieces at Museo dell'Opera Metropolitana, then get lost in a book at Biblioteca Piccolomini, and finally contemplate the long history of Basilica di San Domenico.

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

Traveling by car from Orvieto to Siena takes 1.5 hours. Alternatively, you can do a combination of train and bus; or take a train. In October, plan for daily highs up to 26°C, and evening lows to 15°C. Cap off your sightseeing on the 6th (Sat) early enough to go by car to San Gimignano.

Things to do in Siena

Historic Sites Museums
Find places to stay Oct 4 — 6:
Highlights from your plan
Duomo di Siena ©
Duomo di Siena
Piazza del Campo ©
Piazza del Campo
Palazzo Pubblico and Museo Civico ©
Palazzo Pubblico and Museo Civico

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.
Start off your visit on the 6th (Sat): steep yourself in history at Torre Grossa, don't miss a visit to San Gimignano Bell Tower, then contemplate the long history of Piazza del Duomo, then do a tasting at Sovestro in Poggio vineyard, and finally don't miss a visit to Piazza della Cisterna. Get ready for a full day of sightseeing on the 7th (Sun): appreciate the extensive heritage of San Gimignano 1300, take in the architecture and atmosphere at Duomo di San Gimignano, then contemplate the long history of Historic Centre of San Gimignano, and finally pause for some serene contemplation at Church of Sant'Agostino.

For more things to do, photos, and tourist information, read our San Gimignano trip itinerary maker app .

Traveling by car from Siena to San Gimignano takes an hour. Alternatively, you can take a bus; or do a combination of train and bus. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. Wrap up your sightseeing on the 8th (Mon) to allow time to drive to Pisa.

Things to do in San Gimignano

Historic Sites Wineries Museums
Find places to stay Oct 6 — 8:
Highlights from your plan
San Gimignano 1300 ©
San Gimignano 1300
Duomo di San Gimignano ©
Duomo di San Gimignano
Historic Centre of San Gimignano ©
Historic Centre of San Gimignano

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 8th (Mon): contemplate in the serene atmosphere at Battistero, take in the architecture and atmosphere at Duomo di Pisa, don't miss a visit to Torre di Pisa, don't miss a visit to Piazza dei Cavalieri, then admire the landmark architecture of St Martin Cathedral, and finally don't miss a visit to Piazza Anfiteatro. On your second day here, don't miss a visit to Piazza dei Miracoli, take in panoramic vistas at Guinigi Tower, and then steep yourself in history at Le mura di Lucca.

To see traveler tips, reviews, other places to visit, and other tourist information, go to the Pisa visit website .

Drive from San Gimignano to Pisa in 1.5 hours. Alternatively, you can take a train; or take a bus. In October, daytime highs in Pisa are 25°C, while nighttime lows are 14°C. Finish up your sightseeing early on the 10th (Wed) so you can catch the train to Florence.

Things to do in Pisa

Historic Sites

Side Trip

Lucca
Find places to stay Oct 8 — 10:
Highlights from your plan
Le mura di Lucca ©
Le mura di Lucca
Leaning Tower of Pisa ©
Leaning Tower of Pisa
Piazza dei Miracoli ©
Piazza dei Miracoli

1
night
Florence, Italy

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Start off your visit on the 10th (Wed): examine the collection at Galleria dell'Accademia, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, then get engrossed in the history at Basilica di Santa Croce, then admire the masterpieces at Uffizi Galleries, and finally admire the landmark architecture of Loggia dei Lanzi. On your second day here, don't miss a visit to Piazzale Michelangelo, then admire the masterpieces at Pitti Palace, then take in the views from Ponte Vecchio, and finally contemplate the long history of The Baptistery of St. John.

To find reviews, more things to do, traveler tips, and other tourist information, you can read our Florence day trip planner .

Take a train from Pisa to Florence in an hour. Alternatively, you can take a bus; or drive. In October, daytime highs in Florence are 25°C, while nighttime lows are 14°C. Cap off your sightseeing on the 11th (Thu) early enough to go by car to Maranello.

Things to do in Florence

Museums Historic Sites
Find places to stay Oct 10 — 11:
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

2
nights
Maranello, Italy

Maranello ©
Maranello is a town and comune in the region of Emilia-Romagna in Northern Italy, 18 km from Modena, with a population of 17,165 as of 2013. Start off your visit on the 12th (Fri): soothe aching muscles at some of the top local wellness centers, then steep yourself in history at Palazzo Ducale Piano Primo, then explore the historical opulence of Rocca di Vignola, and finally see the interesting displays at Museo Ferrari.

To find traveler tips, photos, more things to do, and tourist information, use the Maranello trip planner .

Getting from Florence to Maranello by car takes about 2 hours. Other options: take a bus; or do a combination of train and bus. October in Maranello sees daily highs of 22°C and lows of 13°C at night. Wrap up your sightseeing on the 13th (Sat) to allow time to drive to Cinque Terre.

Things to do in Maranello

Historic Sites Museums

Side Trips

Rocca di Vignola, Palazzo Ducale Piano Primo
Find places to stay Oct 11 — 13:
Highlights from your plan
Palazzo Ducale Piano Primo ©
Palazzo Ducale Piano Primo
Museo Ferrari ©
Museo Ferrari
Rocca di Vignola ©
Rocca di Vignola

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.
Kick off your visit on the 13th (Sat): explore the wealth of natural beauty at Parco Nazionale Cinque Terre. On the 14th (Sun), you'll have a packed day of sightseeing: trek along Cinque Terre Trails, explore the historical opulence of Castello Doria, and then trek along Footpath Monterosso - Vernazza.

For reviews, photos, more things to do, and other tourist information, read Cinque Terre trip itinerary planning website .

Drive from Maranello to Cinque Terre in 3 hours. Alternatively, you can do a combination of bus and train. In October, daytime highs in Cinque Terre are 25°C, while nighttime lows are 14°C. Finish up your sightseeing early on the 15th (Mon) so you can catch the train to Portofino.

Things to do in Cinque Terre

Parks Nature Trails
Find places to stay Oct 13 — 15:
Highlights from your plan
Parco Nazionale Cinque Terre ©
Parco Nazionale Cinque Terre
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Cinque Terre Trails ©
Cinque Terre Trails

few
hours
Portofino, Italy

Portofino ©
Portofino is an Italian fishing village and holiday resort famous for its picturesque harbour and historical association with celebrity and artistic visitors. For traveler tips, ratings, photos, and other tourist information, go to the Portofino day trip planner.

Traveling by train from Cinque Terre to Portofino takes an hour. Alternatively, you can drive. In October, daytime highs in Portofino are 24°C, while nighttime lows are 17°C. On the 15th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Portofino

Historic Sites
Find places to stay Oct 15 — 16:
Highlights from your plan
Castello Brown ©
Castello Brown
Faro di Portofino ©
Faro di Portofino

Similar Plans

30 days in Europe BY A USER FROM AUSTRALIA August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: August, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 45 days in Italy BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 60 days in Italy BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 44 days in Italy, Croatia & Greece BY A USER FROM AUSTRALIA June, culture, outdoors, relaxing, romantic, beaches, historic sites, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Italy BY A USER FROM UNITED KINGDOM August, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: August, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 16 days in Italy BY A USER FROM CANADA June, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: June, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 22 days in Italy BY A USER FROM UNITED ARAB EMIRATES July, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 60 days in Europe BY A USER FROM UNITED STATES June, teens, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, wildlife, fast-paced, popular sights PREFERENCES: June, teens, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Fast-paced 42 days in Africa & Europe BY A USER FROM AUSTRALIA December, culture, relaxing, beaches, historic sites, slow & easy, popular & hidden gems PREFERENCES: December, culture, relaxing, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 33 days in Italy BY A USER FROM UNITED STATES July, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife, hidden gems PREFERENCES: July, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium 19 days in Italy BY A USER FROM EL SALVADOR July, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular sights PREFERENCES: July, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 15 days in Italy BY A USER FROM UNITED STATES April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans