36 days in Northwest Italy Itinerary
Created using Inspirock Northwest Italy travel route planner
Start: Tallahassee
Fly to Malpensa International Airport, Drive to Lake Maggiore
1
Lake Maggiore
— 2 nights
Drive
2
Como
— 4 nights
Drive
3
Milan
— 2 nights
Drive
4
Iseo
— 1 night
Drive
5
Sirmione
— 3 nights
Drive
6
Venice
— 5 nights
Drive
7
Viareggio
— 3 nights
Drive
8
Florence
— 5 nights
Drive
9
Magione
— 3 nights
Drive
10
Bolsena
— 1 night
Drive
11
Rome
— 6 nights
Fly
End: Tallahassee
Wed, Sep 1 - Wed, Oct 6
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View full calendar
Lake Maggiore — 2 nights

Start off your visit on the 2nd (Thu): tee off at Golf Premeno, then learn about winemaking at Cantina Fontechiara, and then take in the exciting artwork at Palazzo Borromeo. Keep things going the next day: take your sightseeing to a higher altitude at Alpe San Michele, then explore the landscape on two wheels at I Sentieri dei Lupi del Cornaggia - MTB, and then pause for some serene contemplation at Chiesa San Martino.
To see ratings, where to stay, photos, and other tourist information, go to the Lake Maggiore online trip planner.
Tallahassee, USA to Lake Maggiore is an approximately 18.5-hour combination of flight and car. You'll lose 6 hours traveling from Tallahassee to Lake Maggiore due to the time zone difference. Plan for slightly colder temperatures traveling from Tallahassee in September, with highs in Lake Maggiore at 76°F and lows at 57°F. Finish your sightseeing early on the 3rd (Fri) so you can travel to Como.
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To see ratings, where to stay, photos, and other tourist information, go to the Lake Maggiore online trip planner.
Tallahassee, USA to Lake Maggiore is an approximately 18.5-hour combination of flight and car. You'll lose 6 hours traveling from Tallahassee to Lake Maggiore due to the time zone difference. Plan for slightly colder temperatures traveling from Tallahassee in September, with highs in Lake Maggiore at 76°F and lows at 57°F. Finish your sightseeing early on the 3rd (Fri) so you can travel to Como.
Side Trips
Cantina Fontechiara, Golf Premeno, I Sentieri dei Lupi del Cornaggia - MTB, Palazzo Borromeo, Chiesa San Martino
Find places to stay Sep 1 — 3:
Highlights from your trip
Como — 4 nights

City of Silk
Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.Take a break from the city and head to Kayaking & Canoeing and Aero Club Monte Cornizzolo. Do some cultural sightseeing at Villa Carlotta and Basilica di Sant'Abbondio. You'll find plenty of places to visit near Como: Villa del Balbianello (in Tremezzina), Museo Fratelli Cozzi Alfa Romeo (in Legnano) and Greenway del Lago di Como (in Colonno). The adventure continues: trek along Sentiero del Viandante, pause for some serene contemplation at Cathedral of Como (Duomo), explore the historical opulence of Castello di Vezio, and explore the stunning scenery at Orrido di Bellano.
For where to stay, traveler tips, photos, and tourist information, use the Como route builder app.
Use the Route module to find suitable travel options from Lake Maggiore to Como. In September, plan for daily highs up to 76°F, and evening lows to 57°F. Finish up your sightseeing early on the 7th (Tue) so you can go by car to Milan.
Side Trips
Tremezzina, Castello di Vezio, Forte Montecchio Nord, Orrido di Bellano, Museo Fratelli Cozzi Alfa Romeo
Find places to stay Sep 3 — 7:
Highlights from your trip
Milan — 2 nights

Fashion Capital of World
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.Start off your visit on the 8th (Wed): step into the grandiose world of Castello Sforzesco, then contemplate in the serene atmosphere at Duomo di Milano, and then explore the world behind art at Pinacoteca Ambrosiana. Here are some ideas for day two: test your team's savvy at La Casa Maledetta, then explore the different monuments and memorials at Monumental Cemetery, then admire the masterpieces at Pinacoteca di Brera, and finally admire the landmark architecture of Galleria Vittorio Emanuele II.
For more things to do, maps, photos, and tourist information, read our Milan online driving holiday planner.
Traveling by car from Como to Milan takes an hour. Alternatively, you can take a train; or take a bus. Expect a daytime high around 76°F in September, and nighttime lows around 57°F. Finish up your sightseeing early on the 9th (Thu) so you can go by car to Iseo.
Find places to stay Sep 7 — 9:
Highlights from your trip
Iseo — 1 night

Kick off your visit on the 10th (Fri): do a tasting at Ferghettina, then do a tasting at Contadi Castaldi, then do a tasting at Enrico Gatti, and finally learn about winemaking at Azienda Agricola Il Dosso.
To find photos, maps, more things to do, and other tourist information, you can read our Iseo holiday planner.
Traveling by car from Milan to Iseo takes 1.5 hours. Alternatively, you can take a train; or do a combination of train and bus. In September in Iseo, expect temperatures between 75°F during the day and 58°F at night. Finish up your sightseeing early on the 10th (Fri) so you can go by car to Sirmione.
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To find photos, maps, more things to do, and other tourist information, you can read our Iseo holiday planner.
Traveling by car from Milan to Iseo takes 1.5 hours. Alternatively, you can take a train; or do a combination of train and bus. In September in Iseo, expect temperatures between 75°F during the day and 58°F at night. Finish up your sightseeing early on the 10th (Fri) so you can go by car to Sirmione.
Side Trips
Find places to stay Sep 9 — 10:
Highlights from your trip
Sirmione — 3 nights
Sirmione is a comune in the province of Brescia, in Lombardy (northern Italy). Escape the urban bustle at Lago di Garda and La Rocca. Villa Calicantus and Malavasi are good opportunities to explore the local culture. Change things up with these side-trips from Sirmione: Cascina Belmonte (in Muscoline), Brunelli Winery (in San Pietro in Cariano) and Ranch Barlot (in Caprino Veronese). There's still lots to do: indulge your taste buds at Citari, do a tasting at Cantina Ceresa, and take in the architecture and atmosphere at Chiesa di San Francesco d'Assisi.
For reviews, ratings, and more tourist information, use the Sirmione driving holiday planner.
Getting from Iseo to Sirmione by car takes about an hour. Other options: drive; or do a combination of train and bus; or take a bus. In September, daytime highs in Sirmione are 77°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 13th (Mon) early enough to drive to Venice.
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For reviews, ratings, and more tourist information, use the Sirmione driving holiday planner.
Getting from Iseo to Sirmione by car takes about an hour. Other options: drive; or do a combination of train and bus; or take a bus. In September, daytime highs in Sirmione are 77°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 13th (Mon) early enough to drive to Venice.
Side Trips
Find places to stay Sep 10 — 13:
Highlights from your trip
Venice — 5 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.Piazza San Marco and Toni Doro - Il Prosecco are good opportunities to explore the local culture. Get out of town with these interesting Venice side-trips: Padua (Basilica of St. Anthony & Scrovegni Chapel), Verona (Casa di Giulietta, Piazza delle Erbe, &more) and Valdobbiadene (Croset & PDC Cartizze). The adventure continues: examine the collection at Doge's Palace, admire the landmark architecture of St Mark's Campanile, take in the views from Ponte di Rialto, and don't miss a visit to Basilica di San Marco.
To find more things to do, photos, traveler tips, and more tourist information, refer to the Venice online itinerary planner.
Traveling by car from Sirmione to Venice takes 2 hours. Alternatively, you can do a combination of bus and train; or take a bus. In September, daily temperatures in Venice can reach 77°F, while at night they dip to 59°F. Cap off your sightseeing on the 18th (Sat) early enough to go by car to Viareggio.
Side Trips
Find places to stay Sep 13 — 18:
Highlights from your trip
Viareggio — 3 nights

Viareggio is a city and comune in northern Tuscany, Italy, on the coast of the Tyrrhenian Sea. Fattoria al Dotto and Wine Tours & Tastings are good opportunities to explore the local culture. Get out of town with these interesting Viareggio side-trips: Lucca (Azienda Agricola Enzo Carmignani, San Michele in Foro, &more), Monesteroli (in La Spezia) and Portovenere (in Porto Venere).
To see other places to visit, more things to do, reviews, and other tourist information, you can read our Viareggio trip planner.
You can drive from Venice to Viareggio in 3.5 hours. Other options are to take a train; or fly. In September, daytime highs in Viareggio are 78°F, while nighttime lows are 59°F. Wrap up your sightseeing on the 21st (Tue) early enough to drive to Florence.
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To see other places to visit, more things to do, reviews, and other tourist information, you can read our Viareggio trip planner.
You can drive from Venice to Viareggio in 3.5 hours. Other options are to take a train; or fly. In September, daytime highs in Viareggio are 78°F, while nighttime lows are 59°F. Wrap up your sightseeing on the 21st (Tue) early enough to drive to Florence.
Side Trips
Find places to stay Sep 18 — 21:
Highlights from your trip
Florence — 5 nights

Birthplace of the Italian Renaissance
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.Get a sense of the local culture at Cathedral of Santa Maria del Fiore and Castello del Trebbio. Change things up with these side-trips from Florence: Guardastelle Vineyard (in San Gimignano) and Siena (San Francesco, Wine Tours & Tastings, &more). The adventure continues: admire the masterpieces at Florence Academy of Fine Arts, appreciate the extensive heritage of Piazza del Duomo, steep yourself in history at Basilica of Santa Croce, and get a sense of history and politics at Palazzo Vecchio.
To find reviews, ratings, where to stay, and other tourist information, use the Florence trip planner.
You can drive from Viareggio to Florence in 1.5 hours. Alternatively, you can take a bus; or take a train. 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 (Sun) so you can go by car to Magione.
Side Trips
Find places to stay Sep 21 — 26:
Highlights from your trip
Magione — 3 nights

Magione is a comune (municipality) in the Province of Perugia in the Italian region Umbria, located about 15 km west of Perugia. Get a sense of the local culture at Winery Solaria Patrizia Cencioni and Decugnano dei Barbi. You'll find plenty of places to visit near Magione: MAEC - Museo dell'Accademia Etrusca (in Cortona), Montalcino (il Cocco & Mate Winery) and Borgo di Lucignano d’Arbia (in Lucignano d'Arbia). The adventure continues: contemplate the long history of Val d'Orcia and do a tasting at Ciacci Piccolomini d'Aragona.
To find more things to do, maps, reviews, and more tourist information, use the Magione trip itinerary website.
Traveling by car from Florence to Magione takes 2 hours. Expect a daytime high around 78°F in September, and nighttime lows around 59°F. Finish your sightseeing early on the 29th (Wed) to allow enough time to drive to Bolsena.
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To find more things to do, maps, reviews, and more tourist information, use the Magione trip itinerary website.
Traveling by car from Florence to Magione takes 2 hours. Expect a daytime high around 78°F in September, and nighttime lows around 59°F. Finish your sightseeing early on the 29th (Wed) to allow enough time to drive to Bolsena.
Side Trips
Montalcino, MAEC - Museo dell'Accademia Etrusca, Decugnano dei Barbi, Val d'Orcia, Buccelletti - Cantina
Find places to stay Sep 26 — 29:
Highlights from your trip
Bolsena — 1 night
Bolsena is a town and comune of Italy, in the province of Viterbo in northern Lazio on the eastern shore of Lake Bolsena. On the 30th (Thu), take in the architecture and atmosphere at Chiesa di San Flaviano, do a tasting at Cantina Stefanoni, then mingle with the ghosts of the past at Centro Storico di Celleno Vecchia, and finally learn about winemaking at Villa Puri Winery.
To find traveler tips, reviews, where to stay, and other tourist information, read our Bolsena itinerary planning site.
Drive from Magione to Bolsena in 2 hours. Alternatively, you can drive. September in Bolsena sees daily highs of 78°F and lows of 59°F at night. Wrap up your sightseeing on the 30th (Thu) to allow time to drive to Rome.
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To find traveler tips, reviews, where to stay, and other tourist information, read our Bolsena itinerary planning site.
Drive from Magione to Bolsena in 2 hours. Alternatively, you can drive. September in Bolsena sees daily highs of 78°F and lows of 59°F at night. Wrap up your sightseeing on the 30th (Thu) to allow time to drive to Rome.
Side Trips
Find places to stay Sep 29 — 30:
Highlights from your trip
Rome — 6 nights

Eternal City
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.Do some cultural sightseeing at Colosseum and Piazza Navona. Explore the numerous day-trip ideas around Rome: Tivoli (Villa d'Este & Villa Adriana) and Culture Discovery Vacations - Cooking Classes & Vacations (in Soriano nel Cimino). There's still lots to do: explore the galleries of Vatican Museums, don't miss a visit to Spanish Steps, stop by Trastevere, and explore the world behind art at Musei Capitolini.
To see photos, traveler tips, where to stay, and tourist information, you can read our Rome online trip maker.
Traveling by car from Bolsena to Rome takes 2 hours. Alternatively, you can drive; or do a combination of taxi and train; or take a bus. Expect a daytime high around 81°F in September, and nighttime lows around 60°F. Wrap up your sightseeing by early afternoon on the 6th (Wed) to allow enough time to fly back home.
Side Trips
Find places to stay Sep 30 — Oct 6:
Highlights from your trip
Lake Como travel guide
A favorite vacation spot for more than a century, Lake Como was once an exclusive retreat for local aristocrats and wealthy people. It is not only one of Europe's most beautiful lakes, but also one of the deepest at more than 400 m (1,300 ft). Surrounded by elegant villas, the lake has become a popular holiday destination for tourists because of its range of attractions, from landscapes, wildlife, and spas, to activities like sailing, windsurfing, and kite-surfing. The area has been an inspiration for artists since Roman times. English poet Percy Bysshe Shelley wrote, "This lake exceeds anything I ever beheld in beauty…It is long and narrow and has the appearance of a mighty river winding among the mountains and the forests."