14 days in Italy Itinerary

14 days in Italy Itinerary

Created using Inspirock Italy trip planner

Make it your trip
Fly
1
Venice
— 2 nights
Drive
2
Milan
— 1 night
Train
3
Florence
— 2 nights
Drive
4
Siena
— 2 nights
Drive
5
Assisi
— 1 night
Drive
6
Rome
— 3 nights
Drive
7
Amalfi
— 2 nights
Drive to Naples International Airport, Fly to Washington

S M T W T F S
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.
Kick off your visit on the 10th (Mon): admire the masterpieces at Peggy Guggenheim Collection, admire the landmark architecture of Basilica di San Marco, take in panoramic vistas at St Mark's Campanile, admire the landmark architecture of Doge's Palace, then get to know the fascinating history of Piazza San Marco, and finally contemplate the long history of Squero di San Trovaso. On the next day, pause for some serene contemplation at Basilica of St. Anthony, take in the architecture and atmosphere at Scrovegni Chapel, visit Cannaregio, contemplate the waterfront views at Canal Grande, then snap pictures at Ponte di Rialto, and finally take in the views from Ponte dei Sospiri.

To find where to stay, ratings, photos, and other tourist information, use the Venice journey builder.

Washington, USA to Venice is an approximately 14.5-hour flight. The time zone difference when traveling from Washington to Venice is 6 hours. October in Venice sees daily highs of 66°F and lows of 51°F at night. Finish your sightseeing early on the 11th (Tue) so you can drive to Milan.

Things to do in Venice

Historic Sites · Museums · Nature · Parks

Side Trip

Find places to stay Oct 9 — 11:

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.
Kick off your visit on the 12th (Wed): take in the spiritual surroundings of Duomo di Milano, then don't miss a visit to Galleria Vittorio Emanuele II, then contemplate the long history of Castello Sforzesco, and finally get engrossed in the history at Basilica di Sant'Ambrogio.

For reviews, where to stay, other places to visit, and tourist information, use the Milan trip itinerary site.

Traveling by car from Venice to Milan takes 3 hours. Alternatively, you can take a train; or take a bus. In October, daily temperatures in Milan can reach 65°F, while at night they dip to 52°F. Wrap up your sightseeing on the 12th (Wed) to allow time to take a train to Florence.

Things to do in Milan

Historic Sites · Shopping · Museums
Find places to stay Oct 11 — 12:

Florence

— 2 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Start off your visit on the 13th (Thu): browse the eclectic array of goods at Mercato Centrale, admire the masterpieces at Florence Academy of Fine Arts, contemplate the long history of Basilica of Santa Croce, then admire the masterpieces at Pitti Palace, then make a trip to Piazzale Michelangelo, and finally snap pictures at Ponte Vecchio. Keep things going the next day: ponder the world of politics at Palazzo Vecchio, browse the exhibits of Museo Nazionale del Bargello, take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, appreciate the extensive heritage of Piazza del Duomo, then take in the spiritual surroundings of The Baptistery of St. John, and finally get to know the fascinating history of Piazza della Signoria.

For traveler tips, ratings, maps, and more tourist information, read Florence day trip app.

Traveling by train from Milan to Florence takes 2.5 hours. Alternatively, you can drive; or take a bus. When traveling from Milan in October, plan for somewhat warmer days in Florence, with highs around 71°F, while nights are about the same with lows around 54°F. Finish your sightseeing early on the 14th (Fri) to allow enough time to drive to Siena.

Things to do in Florence

Historic Sites · Museums · Shopping
Find places to stay Oct 12 — 14:

Siena

— 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 15th (Sat), you'll have a packed day of sightseeing: make a trip to Centro Storico di Siena, take in the architecture and atmosphere at Duomo di Siena, then explore the world behind art at Palazzo Pubblico and Museo Civico, then pause for some serene contemplation at Basilica Cateriniana San Domenico, and finally gain insight at Scuola di Cucina di Lella.

To find traveler tips, more things to do, photos, and more tourist information, go to the Siena trip itinerary planning site.

Traveling by car from Florence to Siena takes 1.5 hours. Alternatively, you can take a bus; or take a train. In October, daytime highs in Siena are 73°F, while nighttime lows are 56°F. Finish your sightseeing early on the 16th (Sun) to allow enough time to drive to Assisi.

Things to do in Siena

Historic Sites · Tours · Wineries · Museums
Find places to stay Oct 14 — 16:

Assisi

— 1 night

City of Peace

Rich in culture and religious tradition, Assisi is known as the birthplace of St.
For traveler tips, other places to visit, ratings, and more tourist information, go to the Assisi trip maker site.

You can drive from Siena to Assisi in 2 hours. Other options are to take a bus; or take a train. Traveling from Siena in October, you can expect nighttime temperatures to be slightly colder in Assisi, with lows of 51°F. Finish up your sightseeing early on the 17th (Mon) so you can go by car to Rome.

Things to do in Assisi

Historic Sites · Museums
Find places to stay Oct 16 — 17:

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, nightlife, and museums. Your trip includes some of its best attractions: take in the architecture and atmosphere at St. Peter's Basilica, make a trip to Trevi Fountain, explore the world behind art at Vatican Museums, and admire the striking features of Pantheon.

For other places to visit, reviews, more things to do, and more tourist information, use the Rome trip builder site.

Traveling by car from Assisi to Rome takes 2.5 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 73°F in October, and nighttime lows around 55°F. Wrap up your sightseeing on the 20th (Thu) to allow time to drive to Amalfi.

Things to do in Rome

Historic Sites · Museums · Neighborhoods

Side Trip

Find places to stay Oct 17 — 20:

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.
Kick off your visit on the 21st (Fri): contemplate the long history of Villa Cimbrone Gardens, see the interesting displays at Museo della Carta, Head underground at Cave of Smeraldo, then admire all the interesting features of Amalfi Coast, then indulge your senses at Amalfi Coast Drive, and finally contemplate in the serene atmosphere at Duomo di Sant'Andrea.

To find more things to do, maps, ratings, and more tourist information, use the Amalfi trip maker website.

Traveling by car from Rome to Amalfi takes 3 hours. Alternatively, you can do a combination of train and taxi; or take a bus. Traveling from Rome in October, expect a bit warmer with lows of 63°F in Amalfi. On the 22nd (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Amalfi

Historic Sites · Scenic Drive · Parks · Outdoors

Side Trips

Find places to stay Oct 20 — 22:

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.