18 days in Northwest Italy Itinerary

18 days in Northwest Italy Itinerary

Created using Inspirock Italy trip itinerary planner
Make it your trip
Fly
1
Rome
— 3 nights
Drive
2
Orvieto
— 1 night
Drive
3
Montepulciano
— 3 nights
Drive
4
Gaiole in Chianti
— 2 nights
Drive
5
Florence
— 3 nights
Train
6
Bologna
— 2 nights
Train
7
Venice
— 2 nights
Fly

S M T W T F S
11
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27
28
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30
1

Rome — 3 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, sightseeing, and nightlife. Your trip includes some of its best attractions: don't miss a visit to St. Peter's Basilica, explore the world behind art at Vatican Museums, delve into the distant past at Pantheon, and steep yourself in history at Roman Forum.

To see where to stay, ratings, photos, and tourist information, go to the Rome travel tool.

Atlanta, USA to Rome is an approximately 13-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Central European Standard Time (CET) is 6 hours. Traveling from Atlanta in September, expect slightly colder with lows of 60°F in Rome. Finish up your sightseeing early on the 17th (Sat) so you can go by car to Orvieto.
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Historic Sites · Museums
Side Trip
Find places to stay Sep 14 — 17:

Orvieto — 1 night

Green Heart of Italy

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 17th (Sat): Head underground at Pozzo della Cava, take in the spiritual surroundings of Sant'Andrea, Orvieto, get to know the fascinating history of Centro Storico Orvieto, take in the architecture and atmosphere at Duomo di Orvieto, then explore the fascinating underground world of Orvieto Underground, and finally enjoy breathtaking views from Torre del Moro.

To find reviews, where to stay, photos, and tourist information, you can read our Orvieto trip planner.

Drive from Rome to Orvieto in 2 hours. Alternatively, you can take a train; or take a bus. In September, daytime highs in Orvieto are 78°F, while nighttime lows are 59°F. Finish your sightseeing early on the 18th (Sun) so you can drive to Montepulciano.
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Nature · Parks · Historic Sites
Find places to stay Sep 17 — 18:

Montepulciano — 3 nights

Pearl of the 16th Century

Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
Get out of town with these interesting Montepulciano side-trips: Cortona (Eremo Le Celle & MAEC - Museo dell'Accademia Etrusca), Montalcino (Podere Il Cocco & Winery Solaria Patrizia Cencioni) and Abbazia di Sant'Antimo (in Castelnuovo dell'Abate). The adventure continues: admire the verdant scenery at Val d'Orcia, learn about winemaking at Avignonesi, take in the spiritual surroundings of Tempio di San Biagio, and take a stroll around San Quirico d'Orcia.

To find ratings, other places to visit, maps, and tourist information, use the Montepulciano route website.

Getting from Orvieto to Montepulciano by car takes about 1.5 hours. Other options: take a train; or take a bus. In September in Montepulciano, expect temperatures between 81°F during the day and 61°F at night. Finish up your sightseeing early on the 21st (Wed) so you can go by car to Gaiole in Chianti.
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Wineries · Historic Sites · Shopping · Spas
Side Trips
Find places to stay Sep 18 — 21:

Gaiole in Chianti — 2 nights

Gaiole in Chianti is a comune (municipality) in the Province of Siena in the Italian region Tuscany, located about 40km southeast of Florence and about 15km northeast of Siena. Kick off your visit on the 22nd (Thu): take in nature's colorful creations at Badia a Coltibuono, do a tasting at Le Miccine, then take in nature's colorful creations at Castello di Brolio, then appreciate the extensive heritage of Borgo di San Gusme, and finally awaken your taste buds at Rocca di Castagnoli. Get ready for a full day of sightseeing on the 23rd (Fri): do a tasting at Fattoria di Montemaggio, do a tasting at Montefioralle Winery, then do a tasting at Poggio Amorelli, and finally do a tasting at Castello Monterinaldi.

To see photos, other places to visit, and other tourist information, refer to the Gaiole in Chianti travel itinerary planner.

Traveling by car from Montepulciano to Gaiole in Chianti takes 1.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. Wrap up your sightseeing on the 23rd (Fri) early enough to drive to Florence.
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Wineries · Parks · Historic Sites · Tours
Side Trips
Find places to stay Sep 21 — 23:

Florence — 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Florence is known for sightseeing, museums, and historic sites. Your trip includes some of its best attractions: make a trip to Piazzale Michelangelo, contemplate the long history of Basilica of Santa Croce, admire the masterpieces at Pitti Palace, and enjoy breathtaking views from Campanile di Giotto.

Find out how to plan Florence trip without stress by asking Inspirock to help create an itinerary.

You can drive from Gaiole in Chianti to Florence in 1.5 hours. Other options are to take a train; or take a bus. In September in Florence, expect temperatures between 78°F during the day and 59°F at night. Finish up your sightseeing early on the 26th (Mon) so you can catch the train to Bologna.
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Historic Sites · Wineries · Tours · Museums
Side Trip
Find places to stay Sep 23 — 26:

Bologna — 2 nights

Heart of Italian Cuisine

A city famous for its cuisine, Bologna is the seat of the oldest university in the world, founded in 1088.
Kick off your visit on the 27th (Tue): ponder the world of politics at Palazzo Comunale, contemplate the long history of Piazza Maggiore, enjoy breathtaking views from Le Due Torri Torre degli Asinell, pause for some serene contemplation at Basilica - Santuario di Santo Stefano, then pause for some serene contemplation at Chiesa di San Giacomo Maggiore, and finally steep yourself in history at Basilica di San Petronio.

To see where to stay, reviews, more things to do, and more tourist information, go to the Bologna online tour itinerary planner.

You can take a train from Florence to Bologna in 1.5 hours. Other options are to drive; or take a bus. September in Bologna sees daily highs of 78°F and lows of 59°F at night. Wrap up your sightseeing on the 28th (Wed) to allow time to drive to Venice.
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Historic Sites
Find places to stay Sep 26 — 28:

Venice — 2 nights

City of Romance

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.
Start off your visit on the 28th (Wed): pause for some serene contemplation at Church of San Pantalon, contemplate the waterfront views at Canal Grande, snap pictures at Ponte di Rialto, then get to know the fascinating history of Piazza San Marco, and finally see the interesting displays at Doge's Palace. On the next day, don't miss a visit to St Mark's Campanile, contemplate the long history of Ponte dei Sospiri, then pause for some serene contemplation at Basilica di San Marco, then make a trip to Peggy Guggenheim Collection, and finally contemplate the long history of Squero di San Trovaso.

For where to stay, maps, photos, and tourist information, you can read our Venice trip itinerary builder app.

Traveling by car from Bologna to Venice takes 2 hours. Alternatively, you can take a train. Expect a daytime high around 77°F in September, and nighttime lows around 59°F. On the 30th (Fri), you'll have the morning to explore before heading back home.
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Historic Sites · Museums · Nature · Parks
Find places to stay Sep 28 — 30:

Tuscany travel guide

4.4
Landmarks · Art Museums · Sacred & Religious Sites
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.
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