39 days in Northwest Italy Itinerary

Make it your trip
1
Milan
— 4 nights
Drive
2
Verona
— 6 nights
Drive
3
Venice
— 6 nights
Drive
4
Valdobbiadene
— 6 nights
Fly
5
Rome
— 6 nights
Drive
6
Assisi
— 4 nights
Drive
7
Florence
— 6 nights
Train

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Milan — 4 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.
Step out of the city life by going to Piazzatorre Ski Area and Vigezzo Valley - The Painters' Valley. Duomo di Milano and Castello Sforzesco will appeal to history buffs. You'll find plenty of places to visit near Milan: E.R.A. Nuad Thai - Massaggio Thailandese Tradizionale (in Morazzone), Azienda vitivinicola Il Roccolo di Mezzomerico (in Mezzomerico) and Azienda Agricola Beccaria - Cascina Mossa (in Ozzano Monferrato). The adventure continues: admire the striking features of Galleria Vittorio Emanuele II, stop by Montalero Cookery, learn about winemaking at Cantina Francesco Borgogno, and steep yourself in history at Quercia Storica di Piazza XXIV Maggio.

To see reviews, photos, other places to visit, and more tourist information, you can read our Milan attractions app.

The Route module shows you all the different ways you can get to Milan. In December, daily temperatures in Milan can reach 9°C, while at night they dip to 1°C. Wrap up your sightseeing on the 6th (Tue) early enough to drive to Verona.
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Historic Sites · Wineries · Parks · Spas
Side Trips
Find places to stay Dec 2 — 6:

Verona — 6 nights

City of Romeo and Juliet

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.
Get outdoors at Alto Garda Bresciano and Lago di Garda. Arena di Verona and Museo di Castelvecchio will appeal to history buffs. Explore Verona's surroundings by going to Spa Termale Aquaria (in Sirmione), Corte Capitani (in Bardolino) and Monte Cengio (in Cogollo del Cengio). The adventure continues: wander the streets of Piazza delle Erbe, take in the architecture and atmosphere at Basilica di Santa Anastasia, examine the collection at Casa di Giulietta, and do a tasting at Villa San Pietro Winery.

To see photos, maps, reviews, and other tourist information, read our Verona trip planner.

Drive from Milan to Verona in 2 hours. Alternatively, you can take a train. Expect a daytime high around 8°C in December, and nighttime lows around 0°C. Finish your sightseeing early on the 12th (Mon) to allow enough time to drive to Venice.
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Historic Sites · Parks · Nature · Wineries
Side Trips
Find places to stay Dec 6 — 12:

Venice — 6 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.
Visiting Canal Grande and Coffee & Tea Tours will get you outdoors. Visit Piazza San Marco and Doge's Palace for their historical value. Change things up with these side-trips from Venice: Padua (Piazza delle Erbe, Basilica of St. Anthony, &more) and Sangat (in Porto Viro). Next up on the itinerary: admire the striking features of Basilica di San Marco, stop by Dorsoduro, wander the streets of Campo del Ghetto, and take in the architecture and atmosphere at San Giorgio Maggiore.

To see traveler tips, maps, where to stay, and tourist information, you can read our Venice holiday maker.

Traveling by car from Verona to Venice takes 1.5 hours. Alternatively, you can take a shuttle; or take a train. In December, plan for daily highs up to 11°C, and evening lows to 1°C. Finish your sightseeing early on the 18th (Sun) to allow enough time to drive to Valdobbiadene.
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Side Trips
Find places to stay Dec 12 — 18:

Valdobbiadene — 6 nights

Valdobbiadene is a town in the province of Treviso, Veneto, Italy. Visiting Monte Civetta - World Heritage Site and Vecchio Mulino della Croda will get you outdoors. Explore Valdobbiadene's surroundings by going to Grapperia Nardini (in Bassano Del Grappa), Toni Doro - Il Prosecco (in Vittorio Veneto) and La Vigna SPA (in Paderno del Grappa). It doesn't end there: learn about winemaking at Cantina San Gregorio and sample the fine beverages at Poli Distillerie.

For ratings, maps, more things to do, and other tourist information, read our Valdobbiadene trip planning app.

Traveling by car from Venice to Valdobbiadene takes 1.5 hours. Alternatively, you can take a bus; or take a train. In December, daytime highs in Valdobbiadene are 11°C, while nighttime lows are 0°C. Cap off your sightseeing on the 24th (Sat) early enough to catch the flight to Rome.
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Wineries · Parks · Nature · Wildlife
Side Trips
Find places to stay Dec 18 — 24:

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.
Colosseum and Pantheon will appeal to history buffs. The adventure continues: steep yourself in history at St. Peter's Basilica, take a stroll through Trastevere, make a trip to Piazza Navona, and admire the local landmark of Trevi Fountain.

To find maps, photos, more things to do, and tourist information, use the Rome tour planner.

You can fly from Valdobbiadene to Rome in 3 hours. Alternatively, you can take a train; or drive. In December, Rome is a bit warmer than Valdobbiadene - with highs of 16°C and lows of 4°C. Wrap up your sightseeing on the 30th (Fri) early enough to drive to Assisi.
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Side Trip
Find places to stay Dec 24 — 30:

Assisi — 4 nights

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Popular historic sites such as Basilica Papale e Sacro Convento di San Francesco d'Assisi and Eremo delle Carceri are in your itinerary. You'll find plenty of places to visit near Assisi: Vineria del Carmine (in La Bruna), Azienda Agraria Guerrieri (in Piagge) and Piana di Castelluccio di Norcia (in Castelluccio di Norcia). There's much more to do: take a stroll through Centro Storico di Massa Martana, do a tasting at Azienda Agraria Saio, take in the architecture and atmosphere at Cattedrale di San Rufino, and contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola.

For where to stay, reviews, other places to visit, and more tourist information, read Assisi trip website.

Traveling by car from Rome to Assisi takes 2.5 hours. Alternatively, you can take a train; or take a bus. When traveling from Rome in December, plan for a bit cooler days in Assisi, with highs around 11°C, while nights are about the same with lows around 2°C. Finish up your sightseeing early on the 3rd (Tue) so you can go by car to Florence.
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Historic Sites · Wineries · Parks · Nature
Side Trips
Find places to stay Dec 30 — Jan 3:

Florence — 6 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Get some historical perspective at Cathedral of Santa Maria del Fiore and Campanile di Giotto. Venture out of the city with trips to Poggio al Bosco (in Tavarnelle Val di Pesa), Castello del Trebbio (in Santa Brigida) and Greve in Chianti (Azienda Agricola Altiero (Winery) & Castello di Verrazzano). Dedicate the 9th (Mon) to wine at some of the top wineries in the area. Next up on the itinerary: explore the world behind art 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 see traveler tips, more things to do, and more tourist information, refer to the Florence trip itinerary planning tool.

You can drive from Assisi to Florence in 2.5 hours. Another option is to take a train. Expect a daytime high around 13°C in January, and nighttime lows around 3°C. Finish up your sightseeing early on the 9th (Mon) so you can catch the train back home.
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Wineries · Historic Sites · Tours · Museums
Side Trips
Find places to stay Jan 3 — 9: