23 days in Northwest Italy Itinerary

23 days in Northwest Italy Itinerary

Created using Inspirock Northwest Italy vacation maker

Plan created by another user.Make it yours

Route & dates

Start: Playa del Carmen
Fly:  16 h
1
Venice
— 3 nights
Drive:  2 h 30 min
2
Milan
— 2 nights
Train:  1 h 45 min
3
Florence
— 4 nights
Drive:  1 h 15 min
4
Siena
— 4 nights
Drive:  1 h 45 min
5
Assisi
— 3 nights
Drive:  2 h 15 min
6
Rome
— 5 nights
Fly:  14 h 45 min
End: Playa del Carmen

3
nights
Venice

Venice ©
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.
Explore the numerous day-trip ideas around Venice: Scrovegni Chapel (in Padua) and Verona (Arena di Verona & Piazza delle Erbe). Next up on the itinerary: contemplate the waterfront views at Canal Grande, snap pictures at Ponte di Rialto, admire the striking features of St Mark's Campanile, and admire the masterpieces at Gallerie dell'Accademia.

For where to stay, photos, reviews, and other tourist information, go to the Venice road trip tool.

Playa del Carmen, Mexico to Venice is an approximately 16.5-hour flight. The time zone changes from Eastern Standard Time to Central European Standard Time, which is usually a 6 hour difference. Traveling from Playa del Carmen in September, expect Venice to be a bit cooler, temps between 29°C and 17°C. Wrap up your sightseeing on the 5th (Thu) to allow time to drive to Milan.

Things to do in Venice

Historic Sites Museums Nature

Side Trips

Verona, Scrovegni Chapel
Find places to stay Sep 2 — 5:
Highlights from your plan
Canal Grande ©
Canal Grande
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace

2
nights
Milan

Milan ©
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.
Kick off your visit on the 6th (Fri): admire the landmark architecture of Galleria Vittorio Emanuele II, contemplate in the serene atmosphere at Duomo di Milano, thenadmire the masterpieces at Pinacoteca Ambrosiana, and finally explore the different monuments and memorials at Monumental Cemetery. On the 7th (Sat), you'll have a packed day of sightseeing: savor the flavors at Micromercato Moltrasio, hike along Sentee di Sort, and then explore the historical opulence of Castello Sforzesco.

To find more things to do, reviews, where to stay, and tourist information, use the Milan trip planner.

Drive from Venice to Milan in 3 hours. Alternatively, you can take a train; or fly. In September, daily temperatures in Milan can reach 28°C, while at night they dip to 16°C. Wrap up your sightseeing on the 7th (Sat) to allow time to take a train to Florence.

Things to do in Milan

Historic Sites Parks Trails

Side Trips

Sentee di Sort, Micromercato Moltrasio
Find places to stay Sep 5 — 7:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

4
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Take a break from Florence with a short trip to Leaning Tower of Pisa in Pisa, about 1h 15 min away. And it doesn't end there: explore the world behind art at Gallerie Degli Uffizi, see the interesting displays at Pitti Palace, take in the views from Ponte Vecchio, and pause for some serene contemplation at Basilica of Santa Croce.

To see photos, traveler tips, reviews, and more tourist information, read Florence journey planner.

You can take a train from Milan to Florence in 2.5 hours. Alternatively, you can drive; or fly. In September, daytime highs in Florence are 30°C, while nighttime lows are 17°C. Finish your sightseeing early on the 11th (Wed) to allow enough time to drive to Siena.

Things to do in Florence

Historic Sites Museums Wineries

Side Trip

Leaning Tower of Pisa
Find places to stay Sep 7 — 11:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Florence Academy of Fine Arts ©
Florence Academy of Fine Arts

4
nights
Siena

Siena ©
Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Get out of town with these interesting Siena side-trips: Podere Il Cocco (in Montalcino), Ciacci Piccolomini d'Aragona (in Castelnuovo dell'Abate) and Guardastelle Vineyard (in San Gimignano). There's much more to do: awaken your taste buds at some of the top wineries in the area, explore the world behind art at Museo dell'Opera Metropolitana, enjoy breathtaking views from Torre del Mangia, and pause for some serene contemplation at Duomo di Siena.

Plan a Siena trip in moments using our itinerary builder.

Traveling by car from Florence to Siena takes 1.5 hours. Alternatively, you can take a bus; or take a train. In September, plan for daily highs up to 32°C, and evening lows to 19°C. Cap off your sightseeing on the 15th (Sun) early enough to go by car to Assisi.

Things to do in Siena

Wineries Historic Sites Tours

Side Trips

Montalcino, Guardastelle Vineyard
Find places to stay Sep 11 — 15:
Highlights from your plan
Guardastelle Vineyard ©
Guardastelle Vineyard
Wine Tours & Tastings
Duomo di Siena ©
Duomo di Siena

3
nights
Assisi

Assisi ©
Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Get out of town with these interesting Assisi side-trips: Montefalco (Wild Foods Italy & Montioni Frantoio e Cantina). And it doesn't end there: pause for some serene contemplation at Basilica Papale e Sacro Convento di San Francesco d'Assisi, explore the historical opulence of Rocca Maggiore, contemplate in the serene atmosphere at Basilica di Santa Maria degli Angeli - Porziuncola, and do a tasting at Azienda Agraria Saio.

To plan Assisi vacation without wasting time, ask Inspirock to design an itinerary.

Drive from Siena to Assisi in 2 hours. Alternatively, you can take a bus; or take a train. In September, plan for daily highs up to 30°C, and evening lows to 16°C. Finish your sightseeing early on the 18th (Wed) to allow enough time to drive to Rome.

Things to do in Assisi

Historic Sites Wineries Wildlife

Side Trip

Montefalco
Find places to stay Sep 15 — 18:
Highlights from your plan
Tili Vini Societa Agricola ©
Tili Vini Societa Agricola
Azienda Agraria Saio ©
Azienda Agraria Saio

5
nights
Rome

Rome ©
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, nightlife, and museums. Your plan includes some of its best attractions: contemplate the long history of St. Peter's Basilica, ponder the design of Trevi Fountain, explore the ancient world of Pantheon, and appreciate the extensive heritage of Piazza Navona.

To see more things to do, where to stay, maps, and other tourist information, use the Rome trip itinerary app.

You can drive from Assisi to Rome in 2.5 hours. Other options are to take a train; or take a bus. In September in Rome, expect temperatures between 32°C during the day and 18°C at night. Finish up your sightseeing early on the 23rd (Mon) so you can travel back home.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay Sep 18 — 23:
Highlights from your plan
St. Peter's Basilica ©
St. Peter's Basilica
Colosseum ©
Colosseum
Pantheon ©
Pantheon

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