20 days in Northwest Italy Itinerary

20 days in Northwest Italy Itinerary

Created using Inspirock Northwest Italy trip itinerary planner

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Route & dates

20 days in Northwest Italy Itinerary

Start: Mumbai
Fly:  15​h
1
Florence
— 4 nights
bus:  45​min
2
Greve in Chianti
— 1 night
Drive:  30​min
3
Castellina In Chianti
— 2 nights
bus:  45​min
4
Siena
— 3 nights
Drive:  1​h
5
Montalcino
— 2 nights
Drive:  1​h 15​min
6
Cortona
— 2 nights
Drive:  2​h 30​min
7
Bologna
— 3 nights
Fly:  14​h 45​min
End: Mumbai

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Trail 531 Riomaggiore to Manarola has been added to your itinerary. Step off the beaten path and head to San Pietro Church and Corridoio Vasariano. Attractions like Museo di Storia Naturale - La Specola and Museo di Storia Naturale - Universita di Pisa make great kid-friendly stops. Change things up with these side-trips from Florence: Duomo (in Prato), Bagno Irene (in Viareggio) and Cantine Lunae (in Colombiera-Molicciara). The adventure continues: see the interesting displays at Stibbert Museum, push the limits with an extreme tour, admire the masterpieces at Palazzo Strozzi, and take an in-depth tour of Sinagoga di Firenze e Museo ebraico.

To see ratings, reviews, traveler tips, and more tourist information, read our Florence holiday maker website .

Getting from Bologna to Florence by train takes about an hour. Other options: take a bus; or drive. In April in Florence, expect temperatures between 22°C during the day and 11°C at night. Wrap up your sightseeing on the 15th (Wed) early enough to take a train to Cortona.

Things to do in Florence

Museums Historic Sites Parks

Side Trips

Bagno Irene, Duomo, Cantine Lunae, San Pietro Church, Trail 531 Riomaggiore to Manarola
Find places to stay Apr 10 — 15:
Highlights from your plan
Church and Museum of Orsanmichele ©
Church and Museum of Orsanmichele
Cantine Lunae ©
Cantine Lunae

1
night
Greve in Chianti

Greve in Chianti
To see photos, traveler tips, where to stay, and more tourist information, read Greve in Chianti tour planner .

Traveling by bus from Florence to Greve in Chianti takes an hour. Alternatively, you can drive. Expect a daytime high around 22°C in April, and nighttime lows around 9°C. You will leave for Castellina In Chianti on the 16th (Thu).

Things to do in Greve in Chianti

Historic Sites Tours Wineries
Find places to stay Apr 15 — 16:

2
nights
Castellina In Chianti

Castellina In Chianti ©
Castellina in Chianti is a comune (municipality) of c. On the 21st (Tue), take a stroll through Barberino Val d'Elsa, learn about winemaking at Sant'Agnese Farm, then explore the historical opulence of Rocca di Castellina, and finally don't miss a visit to Via delle Volte. Get ready for a full day of sightseeing on the 22nd (Wed): enjoy some diversion at Poderi Val Verde Chianti 3D Archery Range, experience rural life at Azienda Agricola Casamonti, then get engrossed in the history at Museo Archeologico del Chianti Senese, and finally do a tasting at Castellare di Castellina Winery.

To find more things to do, other places to visit, ratings, and more tourist information, go to the Castellina In Chianti online travel route planner .

Take a bus from Siena to Castellina In Chianti in an hour. Alternatively, you can drive. In April, daily temperatures in Castellina In Chianti can reach 22°C, while at night they dip to 9°C. Finish your sightseeing early on the 22nd (Wed) to allow enough time to drive to Greve in Chianti.

Things to do in Castellina In Chianti

Wineries Historic Sites Fun & Games

Side Trip

Barberino Val d'Elsa
Find places to stay Apr 16 — 18:
Highlights from your plan
Sant'Agnese Farm ©
Sant'Agnese Farm
Rocca di Castellina ©
Rocca di Castellina
Barberino Val d'Elsa ©
Barberino Val d'Elsa

3
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Do some cultural sightseeing at Casa di Santa Caterina and Palazzo Chigi Saracini. Get in touch with nature at Nature & Wildlife Tours and Bagno Baratti. Take a break from Siena with a short trip to Fattoria Terre del Marchesato in Bolgheri, about 1h 25 min away. There's still lots to do: contemplate in the serene atmosphere at Cappella di Piazza, learn about winemaking at Azienda Agricola La Lastra, steep yourself in history at Loggia della Mercanzia, and take in the architecture and atmosphere at Basilica di San Clemente in Santa Maria dei Servi.

To find traveler tips, reviews, ratings, and tourist information, you can read our Siena journey builder website .

Traveling by bus from Castellina In Chianti to Siena takes an hour. Alternatively, you can drive. In April, plan for daily highs up to 23°C, and evening lows to 9°C. Wrap up your sightseeing on the 21st (Tue) to allow time to drive to Montalcino.

Things to do in Siena

Historic Sites Wineries Parks

Side Trips

Bagno Baratti, Fattoria Terre del Marchesato
Find places to stay Apr 18 — 21:
Highlights from your plan
Cappella di Piazza ©
Cappella di Piazza
Casa di Santa Caterina ©
Casa di Santa Caterina
Sinagoga di Siena ©
Sinagoga di Siena

2
nights
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 22nd (Wed): get to know the fascinating history of Borgo Medioevale di Monticchiello, do a tasting at NostraVita, learn about winemaking at Azienda Agricola Capanna di Cencioni, then do a tasting at Altesino, and finally do a tasting at Fattoria La Magia. Here are some ideas for day two: learn about winemaking at Azienda Agricola Uccelliera, learn about winemaking at Podere Le Ripi, and then learn about winemaking at Tenuta Fanti.

To find reviews, where to stay, maps, and other tourist information, use the Montalcino trip itinerary planner .

You can drive from Siena to Montalcino in an hour. Other options are to do a combination of train and bus; or take a bus. Expect a daytime high around 23°C in April, and nighttime lows around 9°C. Wrap up your sightseeing on the 23rd (Thu) to allow time to drive to Cortona.

Things to do in Montalcino

Wineries Historic Sites

Side Trip

Borgo Medioevale di Monticchiello
Find places to stay Apr 21 — 23:
Highlights from your plan
Azienda Agricola Capanna di Cencioni ©
Podere Le Ripi ©
Podere Le Ripi
Altesino ©
Altesino

2
nights
Cortona

Cortona ©
The hilltop town of Cortona gained international attention as the subject of the 2003 film "Under the Tuscan Sun." With the Chiana Valley and Lake Trasimeno as its backdrop, Cortona is one of Tuscany's hotspots for art and culture.
Start off your visit on the 23rd (Thu): take in the architecture and atmosphere at Chiesa di San Domenico.

To find maps, traveler tips, and other tourist information, use the Cortona trip itinerary builder .

Getting from Montalcino to Cortona by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. You'll have a few hours on the 25th (Sat) to wrap things up before traveling to Bologna.

Things to do in Cortona

Wineries Historic Sites Museums

Side Trip

winery Agriturismo Santo Stefano
Find places to stay Apr 23 — 25:
Highlights from your plan
Tenimenti d'Alessandro ©
Tenimenti d'Alessandro
Winery Fattoria Cantagallo ©
Winery Fattoria Cantagallo
Abbazia Farneta ©
Abbazia Farneta

3
nights
Bologna

Bologna ©
A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
San Colombano - Tagliavini Collection and Piazza Santo Stefano are good opportunities to explore the local culture. Explore hidden gems such as Bagno Sauro 286 and Complesso Monumentale San Michele In Bosco. Explore the numerous day-trip ideas around Bologna: Mar - Museo d'Arte della citta di Ravenna (in Ravenna) and Salse di Nirano (in Fiorano Modenese). The adventure continues: stroll the grounds of Cimitero monumentale della Certosa, see the interesting displays at La Macchina del Tempo, stroll through Via degli Dei, and get outside with Giardini Margherita.

For other places to visit, more things to do, maps, and tourist information, go to the Bologna attractions planner.

Traveling by car from Cortona to Bologna takes 2.5 hours. Alternatively, you can take a train. In April, plan for daily highs up to 22°C, and evening lows to 10°C. Wrap up your sightseeing on the 28th (Tue) to allow time to travel back home.

Things to do in Bologna

Museums Parks Outdoors

Side Trips

Salse di Nirano, Mar - Museo d'Arte della citta di Ravenna, Bagno Sauro 286
Find places to stay Apr 25 — 28:
Highlights from your plan
San Colombano - Tagliavini Collection ©
Bagno Sauro 286 ©
Bagno Sauro 286
La Macchina del Tempo ©
La Macchina del Tempo

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