25 days in Italy Itinerary
Created using Inspirock Italy route planner
Start: San Francisco
Fly
1
Milan
— 2 nights
Train
2
Florence
— 5 nights
Drive
3
Assisi
— 3 nights
Drive
4
Rome
— 4 nights
Drive
5
Positano
— 4 nights
Fly
6
Venice
— 5 nights
Fly
End: San Francisco
Thu, Jun 1 - Sun, Jun 25
Edit
| S | M | T | W | T | F | S |
|---|---|---|---|---|---|---|
|
28
|
29
|
30
|
31
|
1
|
2
|
3
|
|
4
|
5
|
6
|
7
|
8
|
9
|
10
|
|
11
|
12
|
13
|
14
|
15
|
16
|
17
|
|
18
|
19
|
20
|
21
|
22
|
23
|
24
|
|
25
|
26
|
27
|
28
|
29
|
30
|
1
|
View full calendar
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.Get out of town with these interesting Milan side-trips: Cathedral of Como (Duomo) (in Como), Villa del Balbianello (in Tremezzina) and Bellagio (La Punta Spartivento & Kayaking & Canoeing). Next up on the itinerary: take in the architecture and atmosphere at Duomo di Milano, take an in-depth tour of Pinacoteca Ambrosiana, admire the landmark architecture of Villa Monastero, and browse the different shops at Galleria Vittorio Emanuele II.
For photos, other places to visit, ratings, and more tourist information, go to the Milan road trip planning site.
San Francisco, USA to Milan is an approximately 15.5-hour flight. The time zone difference moving from Pacific Standard Time (PST) to Central European Standard Time (CET) is 9 hours. Prepare for a bit warmer weather when traveling from San Francisco in June: high temperatures in Milan hover around 83°F and lows are around 64°F. Wrap up your sightseeing on the 4th (Sun) early enough to take a train to Florence.
Side Trips
Find places to stay Jun 1 — 4:
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.You'll find plenty of places to visit near Florence: Castello del Trebbio (in Santa Brigida), Leaning Tower of Pisa (in Pisa) and Siena (Centro Storico di Siena, Duomo di Siena, &more). There's much more to do: admire the masterpieces at Florence Academy of Fine Arts, take in the views from Ponte Vecchio, contemplate in the serene atmosphere at The Baptistery of St. John, and take in nature's colorful creations at The Boboli Gardens.
To see other places to visit, photos, traveler tips, and tourist information, go to the Florence day trip planner.
Take a train from Milan to Florence in 2.5 hours. Alternatively, you can drive; or take a bus. In June in Florence, expect temperatures between 83°F during the day and 65°F at night. Wrap up your sightseeing on the 9th (Fri) to allow time to drive to Assisi.
Side Trips
Find places to stay Jun 4 — 9:
Assisi — 3 nights
©
City of Peace
Rich in culture and religious tradition, Assisi is known as the birthplace of St.Get out of town with these interesting Assisi side-trips: Galleria Nazionale dell'Umbria (in Perugia), Montefalco (Montioni Frantoio e Cantina & Wild Foods Italy) and Vineria del Carmine (in La Bruna). And it doesn't end there: take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, explore the historical opulence of Rocca Maggiore, admire the striking features of Santa Maria sopra Minerva, and do a tasting at Tili Vini Societa Agricola.
For photos, more things to do, and tourist information, use the Assisi day trip website.
Drive from Florence to Assisi in 2.5 hours. Alternatively, you can take a train. Plan for slightly colder nights when traveling from Florence in June since evenings lows in Assisi dip to 60°F. Finish up your sightseeing early on the 12th (Mon) so you can go by car to Rome.
Side Trips
Find places to stay Jun 9 — 12:
Highlights from your trip
Rome — 4 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: steep yourself in history at St. Peter's Basilica, explore the ancient world of Colosseum, don't miss a visit to Spanish Steps, and admire the masterpieces at Galleria Borghese.
To see ratings, where to stay, maps, and more tourist information, read Rome road trip planning app.
You can drive from Assisi to Rome in 2.5 hours. Other options are to take a train; or take a bus. June in Rome sees daily highs of 84°F and lows of 65°F at night. Wrap up your sightseeing on the 16th (Fri) to allow time to drive to Positano.
Side Trip
Find places to stay Jun 12 — 16:
Highlights from your trip
Positano — 4 nights
©
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.Change things up with these side-trips from Positano: Amalfi (Valle delle Ferriere, Museo della Carta, &more), Ravello (Duomo di Ravello, Villa Rufolo, &more) and Collegiate Santa Maria Maddalena (in Atrani). There's much more to do: stroll through Fornillo, enjoy the sand and surf at Spiaggia Grande, explore the fascinating underground world of Cave of Smeraldo, and get a dose of the wild on I Suoni degli Dei - Pelagos.
For photos, where to stay, more things to do, and tourist information, read Positano trip itinerary planner.
Drive from Rome to Positano in 3.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. In June, daytime highs in Positano are 82°F, while nighttime lows are 68°F. Finish up your sightseeing early on the 20th (Tue) so you can catch the flight to Venice.
Side Trips
Find places to stay Jun 16 — 20:
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.Venture out of the city with trips to Verona (Casa di Giulietta, Basilica di San Zeno Maggiore, &more). There's still lots to do: contemplate the waterfront views at Canal Grande, admire the masterpieces at Gallerie dell'Accademia, browse the exhibits of Peggy Guggenheim Collection, and appreciate the extensive heritage of Piazza San Marco.
For reviews, photos, traveler tips, and more tourist information, refer to the Venice trip planner.
You can fly from Positano to Venice in 3 hours. Alternatively, you can drive; or do a combination of bus and train. Expect slightly colder evenings in Venice when traveling from Positano in June, with lows around 63°F. On the 25th (Sun), wrap the sightseeing up by early afternoon so you can fly back home.
Side Trip
Find places to stay Jun 20 — 25:
Highlights from your trip
Italy travel guide
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.
