8 days in Italy Itinerary

8 days in Italy Itinerary

Created using Inspirock Italy trip maker

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

Route & dates

8 days in Italy Itinerary

Start: Funchal, Madeira
Fly:  10​h
1
Rome
— 2 nights
Drive:  2​h
2
Montepulciano
— 1 night
Drive:  30​min
3
Pienza
— Few hours
Drive:  30​min
4
Montalcino
— Few hours
Drive:  3​h 30​min
5
Porto Santo Stefano
— 1 night
Drive:  1​h 30​min
6
Florence
— 2 nights
Drive:  2​h
7
Lucca
— Few hours
Drive:  30​min
8
Pisa
— 1 night
Fly:  9​h 30​min
End: Funchal, Madeira

2
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your day-by-day itinerary now includes Villa Borghese, Campo de' Fiori, St. Peter's Square (Piazza San Pietro), and other attractions you added. On the 25th (Fri), admire the striking features of Villa Borghese, take in the architecture and atmosphere at Church of St. Louis of the French, and then take in the architecture and atmosphere at Chiesa di Sant'Ignazio di Loyola. On the next day, explore the ancient world of Colosseum, steep yourself in history at Palatine Hill, steep yourself in history at Roman Forum, then explore the ancient world of Pantheon, then make a trip to Piazza Navona, and finally don't miss a visit to Trevi Fountain.

To see other places to visit, reviews, maps, and tourist information, use the Rome planning site .

Funchal, Portugal to Rome is an approximately 10-hour flight. You can also do a combination of flight and train; or do a combination of ferry and car. Due to the time zone difference, you'll lose 1 hour traveling from Funchal to Rome. Traveling from Funchal in October, plan for slightly colder nights in Rome, with lows around 15°C. On the 27th (Sun), wrap the sightseeing up by early afternoon so you can drive to Montepulciano.

Things to do in Rome

Historic Sites Neighborhoods

Side Trip

St. Peter's Square (Piazza San Pietro)
Find places to stay Oct 25 — 27:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

1
night
Montepulciano

Montepulciano
Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Start off your visit on the 27th (Sun): make a trip to Piazza Grande a Montepulciano.

For maps, other places to visit, where to stay, and more tourist information, read Montepulciano online itinerary planner .

Traveling by car from Rome to Montepulciano takes 2 hours. Alternatively, you can do a combination of train and bus; or take a bus. In October in Montepulciano, expect temperatures between 26°C during the day and 15°C at night. Finish your sightseeing early on the 28th (Mon) to allow enough time to drive to Pienza.
Find places to stay Oct 27 — 28:

few
hours
Pienza

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. Your day-by-day itinerary now includes Val d'Orcia, Historic Centre of the City of Pienza and Cappella della Madonna di Vitaleta. On the 28th (Mon), admire the verdant scenery at Val d'Orcia, contemplate the long history of Historic Centre of the City of Pienza, and then take in the architecture and atmosphere at Cappella della Madonna di Vitaleta.

To see ratings, where to stay, more things to do, and tourist information, go to the Pienza road trip app .

Pienza is very close to Montepulciano. In October, daytime highs in Pienza are 26°C, while nighttime lows are 15°C. Wrap up your sightseeing by early afternoon on the 28th (Mon) to allow time for the car ride to Montalcino.

Things to do in Pienza

Historic Sites Parks Nature

Side Trips

Tuscany, Cappella della Madonna di Vitaleta
Find places to stay Oct 28 — 29:
Highlights from your plan
Val d'Orcia ©
Val d'Orcia
Historic Centre of the City of Pienza ©
Cappella della Madonna di Vitaleta ©
Cappella della Madonna di Vitaleta

few
hours
Montalcino

Montalcino ©
In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Kick off your visit on the 28th (Mon): witness a stunning natural landmark at Cascate del Mulino.

To see photos, maps, reviews, and tourist information, go to the Montalcino visit planner .

Montalcino is just a short distance from Pienza. October in Montalcino sees daily highs of 26°C and lows of 15°C at night. Wrap up your sightseeing on the 28th (Mon) to allow time to drive to Porto Santo Stefano.

Things to do in Montalcino

Parks Nature

Side Trip

Cascate del Mulino
Find places to stay Oct 28 — 29:
Highlights from your plan
Cascate del Mulino ©
Cascate del Mulino

1
night
Porto Santo Stefano

Porto Santo Stefano
To see more things to do, ratings, photos, and more tourist information, go to the Porto Santo Stefano trip maker app .

Traveling by car from Montalcino to Porto Santo Stefano takes 1.5 hours. In October, daily temperatures in Porto Santo Stefano can reach 26°C, while at night they dip to 15°C. Wrap up your sightseeing by early afternoon on the 29th (Tue) to allow time for travel to Florence.

Things to do in Porto Santo Stefano

Outdoors Parks Beaches
Find places to stay Oct 28 — 29:

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Your day-by-day itinerary now includes Pitti Palace, Basilica San Miniato al Monte and Piazza della Signoria. Start off your visit on the 29th (Tue): explore the world behind art at Pitti Palace and then snap pictures at Ponte Vecchio. Here are some ideas for day two: contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, contemplate in the serene atmosphere at The Baptistery of St. John, get engrossed in the history at Basilica di Santa Croce, appreciate the extensive heritage of Piazza della Signoria, then get a sense of history and politics at Palazzo Vecchio, and finally get great views at Basilica San Miniato al Monte.

Plan my day in Florence using traveler tips and tourist information provided by Inspirock.

Traveling by car from Porto Santo Stefano to Florence takes 2.5 hours. Expect a daytime high around 25°C in October, and nighttime lows around 14°C. Wrap up your sightseeing on the 31st (Thu) early enough to take a bus to Lucca.

Things to do in Florence

Historic Sites Museums
Find places to stay Oct 29 — 31:
Highlights from your plan
The Baptistery of St. John ©
The Baptistery of St. John
Piazzale Michelangelo ©
Piazzale Michelangelo
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore

few
hours
Lucca

Lucca ©
Lucca, famous for its intact Renaissance-era city walls, remained an independent city-state until the end of the 18th century.
Your list of things to see and do now includes Palazzo Pfanner, St Martin Cathedral, San Michele in Foro, and other attractions. On the 31st (Thu), snap pictures at Ponte della Maddalena - Ponte del Diavolo, take in the architecture and atmosphere at Basilica of San Frediano, take in panoramic vistas at Torre Guinigi, contemplate in the serene atmosphere at San Michele in Foro, then make a trip to Piazza Anfiteatro, and finally admire the landmark architecture of St Martin Cathedral.

To find maps, more things to do, where to stay, and more tourist information, use the Lucca trip itinerary builder app .

You can take a bus from Florence to Lucca in 1.5 hours. Other options are to drive; or take a train. In October in Lucca, expect temperatures between 25°C during the day and 14°C at night. Wrap up your sightseeing on the 31st (Thu) to allow time to take a bus to Pisa.

Things to do in Lucca

Historic Sites Parks

Side Trip

Ponte della Maddalena - Ponte del Diavolo
Find places to stay Oct 31 — Nov 1:
Highlights from your plan
Palazzo Pfanner ©
Palazzo Pfanner
St Martin Cathedral ©
St Martin Cathedral
Torre Guinigi ©
Torre Guinigi

1
night
Pisa

Pisa ©
Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Your day-by-day itinerary now includes Leaning Tower of Pisa, Piazza dei Miracoli, Battistero, and other attractions you added. Kick off your visit on the 31st (Thu): explore the different monuments and memorials at Camposanto, take in the spiritual surroundings of Battistero, don't miss a visit to Piazza dei Miracoli, then take in the architecture and atmosphere at Duomo di Pisa, and finally take in panoramic vistas at Leaning Tower of Pisa.

For ratings, maps, reviews, and other tourist information, go to the Pisa travel route planner .

Pisa is very close to Lucca. In October, daily temperatures in Pisa can reach 25°C, while at night they dip to 14°C. On the 1st (Fri), you'll have the morning to explore before heading back home.

Things to do in Pisa

Historic Sites
Find places to stay Oct 31 — Nov 1:
Highlights from your plan
Duomo di Pisa ©
Duomo di Pisa
Leaning Tower of Pisa ©
Leaning Tower of Pisa
Piazza dei Miracoli ©
Piazza dei Miracoli

Similar Plans

10 days in Italy BY A USER FROM POLAND September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 9 days in Italy BY A USER FROM SINGAPORE December, teens, kids, culture, outdoors, historic sites, museums, shopping, wildlife, slow & easy, popular sights PREFERENCES: December, teens, kids, culture, outdoors, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 9 days in Italy BY A USER FROM SINGAPORE December, teens, kids, culture, outdoors, historic sites, museums, wildlife, slow & easy, popular sights PREFERENCES: December, teens, kids, culture, outdoors, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 12 days in Italy BY A USER FROM CANADA June, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife, slow & easy, popular sights PREFERENCES: June, culture, outdoors, relaxing, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 10 days in Italy BY A USER FROM UNITED STATES April, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular & hidden gems PREFERENCES: April, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 12 days in Italy BY A USER FROM UNITED STATES May, teens, culture, relaxing, romantic, historic sites, museums, shopping, extra slow, popular sights PREFERENCES: May, teens, culture, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Extra slow 12 days in Italy BY A USER FROM UNITED STATES May, teens, culture, relaxing, romantic, historic sites, museums, shopping, extra slow, popular sights PREFERENCES: May, teens, culture, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Extra slow 9 days in Italy & Malta BY A USER FROM INDIA October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Mumbai, Italy & Malta BY A USER FROM INDIA October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 11 days in Mumbai, Italy & Malta BY A USER FROM INDIA October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 11 days in Italy BY A USER FROM DOMINICAN REPUBLIC April, culture, outdoors, romantic, historic sites, museums, shopping, popular & hidden gems PREFERENCES: April, culture, outdoors, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 9 days in Italy BY A USER FROM UNITED KINGDOM October, culture, outdoors, relaxing, romantic, beaches, historic sites, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans