15 days in Italy Itinerary

15 days in Italy Itinerary

Created using Inspirock Italy vacation planner
Make it your trip
Fly
1
Venice
— 2 nights
Drive
2
Florence
— 3 nights
Drive
3
Siena
— 1 night
Drive
4
Montepulciano
— 2 nights
Drive
5
Rome
— 5 nights
Fly

S M T W T F S
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3

Venice — 2 nights

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.
Your day by day itinerary now includes Ca' Rezzonico, Ponte di Rialto and San Giorgio Maggiore. Start off your visit on the 16th (Wed): admire the masterpieces at Ca' Rezzonico, then snap pictures at Ponte di Rialto, then pause for some serene contemplation at San Giorgio Maggiore, and finally get to know the fascinating history of Centro Storico di Venezia. On the next day, ponder the world of politics at Ragione Palace, contemplate the long history of Piazza dei Signori, contemplate in the serene atmosphere at Battistero del Duomo di Padova - World Heritage Site, then step into the grandiose world of Castello del Catajo, and finally take a stroll through Dorsoduro.

For reviews, ratings, photos, and other tourist information, you can read our Venice online trip itinerary planner.

San Juan, Puerto Rico to Venice is an approximately 15-hour flight. Traveling from San Juan to Venice, you'll lose 5 hours due to the time zone difference. In November, Venice is colder than San Juan - with highs of 15°C and lows of 7°C. Finish up your sightseeing early on the 18th (Fri) so you can go by car to Florence.
more
Historic Sites · Museums · Neighborhoods
Side Trips

Florence — 3 nights

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 18th (Fri), take in the views from Ponte Vecchio, then examine the collection at Museo di Palazzo Davanzati, and then appreciate the history behind Loggia dei Lanzi. On the next day, get to know the fascinating history of Piazza della Signoria, steep yourself in history at The Baptistery of St. John, ponder the world of politics at Museo Nazionale del Bargello, then pause for some serene contemplation at Cathedral of Santa Maria del Fiore, then get to know the fascinating history of Piazza del Duomo, and finally brush up on your military savvy at Stibbert Museum.

For photos, where to stay, traveler tips, and tourist information, you can read our Florence trip itinerary builder site.

You can drive from Venice to Florence in 3 hours. Alternatively, you can take a train; or take a bus. In November, plan for daily highs up to 19°C, and evening lows to 9°C. Finish your sightseeing early on the 21st (Mon) so you can drive to Siena.
more
Historic Sites · Museums

Siena — 1 night

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Kick off your visit on the 21st (Mon): steep yourself in history at Palazzo Chigi Saracini, ponder the world of politics at Palazzo Pubblico and Museo Civico, take in the spiritual surroundings of Cappella di Piazza, then take in the architecture and atmosphere at Duomo di Siena, then explore the world behind art at Parco Sculture Del Chianti, and finally steep yourself in history at Centro Storico di Siena.

To find where to stay, reviews, maps, and other tourist information, use the Siena travel itinerary planner.

Traveling by car from Florence to Siena takes 1.5 hours. Alternatively, you can take a bus; or take a train. Expect a daytime high around 20°C in November, and nighttime lows around 10°C. Wrap up your sightseeing by early afternoon on the 22nd (Tue) to allow time for the car ride to Montepulciano.
more
Historic Sites · Museums · Childrens Museums
Side Trip

Montepulciano — 2 nights

Perched on a limestone ridge in the heart of Tuscany, Montepulciano is known worldwide for its production of red wine, the Vino Noble.
On the 22nd (Tue), do a tasting at Winery Solaria Patrizia Cencioni, do a tasting at Podere Le Ripi, and then take in the architecture and atmosphere at Abbazia San Salvatore. Here are some ideas for day two: Head underground at Belvedere di Cortona, do a tasting at Villa Sant'Anna, learn about winemaking at Tenuta Valdipiatta, learn about winemaking at Cantina Fattoria della Talosa, then appreciate the extensive heritage of Centro storico, and finally appreciate the extensive heritage of Via di Gracciano nel Corso.

For photos, traveler tips, ratings, and tourist information, read our Montepulciano travel route builder tool.

You can drive from Siena to Montepulciano in an hour. Other options are to take a train; or take a bus. November in Montepulciano sees daily highs of 20°C and lows of 10°C at night. Finish your sightseeing early on the 24th (Thu) so you can drive to Rome.
more
Wineries · Historic Sites · Parks · Nature
Side Trips

Rome — 5 nights

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
You'll discover tucked-away gems like Centro Storico Associazione Centro Storico and Church of St. Louis of the French. Your cultural itinerary includes sights like Colosseum and Cupola di San Pietro. Explore the numerous day-trip ideas around Rome: Museo Nazionale Tarquiniense (in Tarquinia), Necropoli della Banditaccia (in Cerveteri) and Parco Archeologico di Ostia Antica (in Ostia Antica). There's lots more to do: contemplate the long history of St. Peter's Basilica, appreciate the extensive heritage of Piazza Venezia, take in the architecture and atmosphere at Chiesa di Santa Maria del Popolo, and take in the spiritual surroundings of Basilica Papale San Paolo fuori le Mura.

To see photos, traveler tips, where to stay, and other tourist information, go to the Rome vacation planning tool.

You can drive from Montepulciano to Rome in 2 hours. Alternatively, you can take a train; or take a bus. In November, plan for daily highs up to 20°C, and evening lows to 9°C. You'll have a few hours on the 29th (Tue) to wrap things up before traveling home.
more
Historic Sites · Museums · Parks · Childrens Museums
Side Trips

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
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.
more