16 days in Italy Itinerary

16 days in Italy Itinerary

Created using Inspirock Italy trip planner
Make it your trip
Fly
1
Venice
— 2 nights
Fly
2
Amalfi
— 2 nights
Drive
3
Rome
— 3 nights
Drive
4
Assisi
— 1 night
Drive
5
Siena
— 3 nights
Drive
6
Florence
— 3 nights
Train
7
Milan
— 1 night
Fly

S M T W T F S
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22

Venice — 2 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.
On the 6th (Thu), examine the collection at Doge's Palace, then get to know the fascinating history of Piazza San Marco, then admire the landmark architecture of Basilica di San Marco, and finally pause for some serene contemplation at San Giorgio Maggiore. Here are some ideas for day two: contemplate the waterfront views at Canal Grande, snap pictures at Ponte di Rialto, explore the world behind art at Peggy Guggenheim Collection, then steep yourself in history at Ponte dei Sospiri, and finally take in panoramic vistas at St Mark's Campanile.

To find traveler tips, other places to visit, reviews, and more tourist information, use the Venice trip builder site.

Miami, USA to Venice is an approximately 14.5-hour flight. Due to the time zone difference, you'll lose 6 hours traveling from Miami to Venice. In October, Venice is colder than Miami - with highs of 66°F and lows of 51°F. Wrap up your sightseeing on the 7th (Fri) early enough to fly to Amalfi.
more
Historic Sites · Museums · Nature · Parks
Find places to stay Oct 5 — 7:

Amalfi — 2 nights

Painted Town

Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
Start off your visit on the 8th (Sat): get a new perspective on things with Boat Tours & Water Sports, enjoy breathtaking views from Torre di Grado, explore the fascinating underground world of Cave of Smeraldo, then see the interesting displays at Museo della Carta, and finally contemplate in the serene atmosphere at Cloister del Paradiso. Get ready for a full day of sightseeing on the 9th (Sun): admire the local landmark of Fontana sant'Andrea, contemplate in the serene atmosphere at Duomo di Sant'Andrea, get outside with Amalfi Coast, then contemplate in the serene atmosphere at Duomo di Ravello, then admire the striking features of Villa Rufolo, and finally take in nature's colorful creations at Villa Cimbrone Gardens.

To see other places to visit, reviews, photos, and more tourist information, use the Amalfi itinerary app.

You can fly from Venice to Amalfi in 3 hours. Alternatively, you can do a combination of train and taxi; or drive. Prepare for somewhat warmer weather when traveling from Venice in October: high temperatures in Amalfi hover around 73°F and lows are around 63°F. Finish up your sightseeing early on the 9th (Sun) so you can go by car to Rome.
more
Historic Sites · Outdoors · Parks · Museums
Side Trips
Find places to stay Oct 7 — 9:

Rome — 3 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: admire the striking features of Pantheon, delve into the distant past at Palatine Hill, admire the masterpieces at Galleria Borghese, and contemplate the long history of Colosseum.

Plan my trip to Rome with suggested itineraries provided by Inspirock.

You can drive from Amalfi to Rome in 3 hours. Alternatively, you can do a combination of taxi and train; or take a bus. Expect a bit cooler evenings in Rome when traveling from Amalfi in October, with lows around 55°F. Wrap up your sightseeing on the 12th (Wed) early enough to drive to Assisi.
more
Historic Sites · Museums
Side Trip
Find places to stay Oct 9 — 12:

Assisi — 1 night

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
Start off your visit on the 13th (Thu): see the interesting displays at Museo della Porziuncola, learn about winemaking at Tili Vini Societa Agricola, step into the grandiose world of Rocca Maggiore, then take in the architecture and atmosphere at Basilica Papale e Sacro Convento di San Francesco d'Assisi, and finally do a tasting at Azienda Agraria Saio.

To see ratings, reviews, photos, and more tourist information, read our Assisi sightseeing app.

Getting from Rome to Assisi by car takes about 2.5 hours. Other options: take a train; or take a bus. In October, daytime highs in Assisi are 70°F, while nighttime lows are 51°F. Cap off your sightseeing on the 13th (Thu) early enough to go by car to Siena.
more
Wineries · Historic Sites · Museums
Find places to stay Oct 12 — 13:

Siena — 3 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
Step out of Siena with an excursion to Ciacci Piccolomini d'Aragona in Castelnuovo dell'Abate--about 1h 5 min away. And it doesn't end there: savor the flavors at Food & Drink, pause for some serene contemplation at Duomo di Siena, don't miss a visit to Piazza del Campo, and indulge in some culinary diversions at a local gastronomic tour.

To see more things to do, maps, where to stay, and more tourist information, read Siena tour builder app.

Traveling by car from Assisi to Siena takes 2 hours. Alternatively, you can take a bus; or take a train. October in Siena sees daily highs of 73°F and lows of 56°F at night. Wrap up your sightseeing on the 16th (Sun) to allow time to drive to Florence.
more
Tours · Wineries · Historic Sites
Side Trip
Find places to stay Oct 13 — 16:

Florence — 3 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Step out of Florence to go to Santa Brigida and see Castello del Trebbio, which is approximately 36 minutes away. And it doesn't end there: explore the world behind art at Florence Academy of Fine Arts, make a trip to Piazzale Michelangelo, get the lay of the land with Walking tours, and snap pictures at Ponte Vecchio.

Use Inspirock's suggestions to plan your Florence trip and find the best activities and attractions for your vacation.

Traveling by car from Siena to Florence takes 1.5 hours. Alternatively, you can take a bus; or take a train. In October, plan for daily highs up to 71°F, and evening lows to 54°F. Finish up your sightseeing early on the 19th (Wed) so you can catch the train to Milan.
more
Historic Sites · Museums · Wineries · Tours
Side Trip
Find places to stay Oct 16 — 19:

Milan — 1 night

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 20th (Thu): contemplate in the serene atmosphere at Duomo di Milano, then admire the landmark architecture of Galleria Vittorio Emanuele II, and then stroll the grounds of Monumental Cemetery.

To see reviews, where to stay, and tourist information, you can read our Milan online tour itinerary planner.

Traveling by train from Florence to Milan takes 2.5 hours. Alternatively, you can drive; or take a bus. When traveling from Florence in October, plan for a bit cooler days and about the same nights in Milan: temperatures range from 65°F by day to 52°F at night. Wrap up your sightseeing on the 20th (Thu) early enough to fly back home.
more
Historic Sites · Shopping
Find places to stay Oct 19 — 20:

Italy travel guide

4.6
Landmarks · Ruins · Beaches
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