21 days in Italy Itinerary

21 days in Italy Itinerary

Created using Inspirock Europe trip planner

Make it your trip
Fly
1
Como
— 2 nights
Drive
2
Milan
— 2 nights
Drive
3
Venice
— 2 nights
Fly
4
Rome
— 2 nights
Train
5
Florence
— 3 nights
Fly
6
Taranto
— 2 nights
Drive to Sorrento, Ferry to Capri
7
Capri, Island of Capri
— 2 nights
Ferry
8
Ravello
— 2 nights
Ferry
9
Sorrento
— 2 nights
Drive
10
Pompeii
Fly

S M T W T F S
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15

Como

— 2 nights

City of Silk

Known for its idyllic location on the shores of Lake Como and at the foot of the Alps, Como is one of northern Italy's most popular tourist destinations.
Start off your visit on the 20th (Mon): pause for some serene contemplation at Basilica di Sant'Abbondio and then explore the activities along Lago di Como. Keep things going the next day: stop by Tea World, then take in the architecture and atmosphere at Cathedral of Como (Duomo), and then go for a walk through Centro Storico.

To find reviews, more things to do, other places to visit, and tourist information, read our Como road trip app.

Mumbai, India to Como is an approximately 13-hour flight. Due to the time zone difference, you'll gain 4.5 hours traveling from Mumbai to Como. Traveling from Mumbai in December, expect Como to be much colder, temps between 8°C and -1°C. On the 22nd (Wed), you'll travel to Milan.

Things to do in Como

Historic Sites · Nature · Parks · Shopping

Side Trip

Find places to stay Dec 20 — 22:

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.
Milan is known for historic sites, museums, and nightlife. Your trip includes some of its best attractions: take in the architecture and atmosphere at Duomo di Milano, appreciate the extensive heritage of Piazza del Duomo, get your bearings at Pinacoteca Ambrosiana, and admire the landmark architecture of Galleria Vittorio Emanuele II.

To find traveler tips, maps, other places to visit, and more tourist information, read our Milan trip itinerary planning app.

Traveling by car from Como to Milan takes an hour. Alternatively, you can take a train; or take a bus. In December, plan for daily highs up to 9°C, and evening lows to 1°C. Finish your sightseeing early on the 24th (Fri) to allow enough time to drive to Venice.

Things to do in Milan

Historic Sites · Museums · Shopping
Find places to stay Dec 22 — 24:

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.
Start off your visit on the 25th (Sat): take in the views from Ponte dei Sospiri, don't miss a visit to Piazza San Marco, admire the landmark architecture of Doge's Palace, then explore the activities along Canal Grande, and finally don't miss a visit to Basilica di Santa Maria Gloriosa dei Frari. Get ready for a full day of sightseeing on the next day: take in the spiritual surroundings of Santa Maria dei Miracoli, take in the views from Ponte di Rialto, take in panoramic vistas at St Mark's Campanile, then admire the landmark architecture of Basilica di San Marco, and finally admire the masterpieces at Gallerie dell'Accademia.

To find reviews, where to stay, photos, and more tourist information, go to the Venice holiday planning tool.

Traveling by car from Milan to Venice takes 3 hours. Alternatively, you can take a train; or take a bus. In December in Venice, expect temperatures between 11°C during the day and 1°C at night. Finish your sightseeing early on the 26th (Sun) to allow enough time to fly to Rome.

Things to do in Venice

Historic Sites · Museums · Nature · Parks
Find places to stay Dec 24 — 26:

Rome

— 2 nights

Eternal City

Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Start off your visit on the 27th (Mon): delve into the distant past at Palatine Hill, then explore the ancient world of Colosseum, and then admire the masterpieces at Vatican Museums. On the next day, make a trip to Trevi Fountain, explore the ancient world of Pantheon, take in the architecture and atmosphere at Church of St. Louis of the French, don't miss a visit to Piazza Navona, then make a trip to St. Peter's Basilica, and finally pause for some serene contemplation at Santa Maria in Trastevere.

Find out how to plan Rome trip without stress by asking Inspirock to help create an itinerary.

You can fly from Venice to Rome in 3 hours. Alternatively, you can take a train; or drive. Expect a bit warmer weather when traveling from Venice in December: highs in Rome hover around 16°C, while lows dip to 4°C. Wrap up your sightseeing on the 28th (Tue) early enough to take a train to Florence.

Things to do in Rome

Historic Sites · Museums

Side Trip

Find places to stay Dec 26 — 28:

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.
Florence is known for museums, historic sites, and shopping. Your trip includes some of its best attractions: admire the masterpieces at Florence Academy of Fine Arts, take in the architecture and atmosphere at Basilica of Santa Croce, examine the collection at Pitti Palace, and take in the views from Ponte Vecchio.

For where to stay and other tourist information, use the Florence trip planner.

Traveling by train from Rome to Florence takes 2.5 hours. Alternatively, you can fly; or drive. In December in Florence, expect temperatures between 15°C during the day and 4°C at night. Cap off your sightseeing on the 31st (Fri) early enough to catch the flight to Taranto.

Things to do in Florence

Historic Sites · Museums · Shopping
Find places to stay Dec 28 — 31:

Taranto

— 2 nights

Città dai due mari (City with Two Seas)

Taranto is a coastal city in Apulia, Southern Italy. Kick off your visit on the 1st (Sat): admire the landmark architecture of I Trulli di Alberobello - World Heritage Site, then take a stroll through Centro Storico Locorotondo, and then take in the spiritual surroundings of Chiesa San Michele in Frangesto. Get ready for a full day of sightseeing on the next day: stroll through Jonian Dolphin Conservation, step into the grandiose world of Castello Aragonese, and then take in the views from Ponte Girevole.

To see traveler tips, where to stay, and more tourist information, refer to the Taranto itinerary planner.

You can fly from Florence to Taranto in 3 hours. Other options are to take a train; or drive. In December, daily temperatures in Taranto can reach 17°C, while at night they dip to 6°C. Wrap up your sightseeing on the 2nd (Sun) to allow time to travel to Capri.

Things to do in Taranto

Historic Sites · Neighborhoods · Parks · Wildlife

Side Trips

Find places to stay Dec 31 — Jan 2:

Capri, Island of Capri

— 2 nights
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
On the 3rd (Mon), Head underground at Blue Grotto, take in the awesome beauty at Monte Solaro, take an in-depth tour of Villa San Michele, delve into the distant past at Villa Jovis, then appreciate the history behind Natural Arch, and finally tour the pleasant surroundings at Giardini di Augusto. On the 4th (Tue), you'll have a packed day of sightseeing: don't miss a visit to Piazza Umberto I, get a new perspective on nature at Museo Ignazio Cerio, cruise along Via Krupp, explore the striking landscape at I Faraglioni, then explore the activities along Marina Piccola, and finally enjoy the sand and surf at Marina Grande Public Beach.

For traveler tips, reviews, other places to visit, and more tourist information, refer to the Capri trip itinerary builder site.

Do a combination of car and ferry from Taranto to Capri in 5 hours. Alternatively, you can do a combination of train and ferry; or do a combination of bus and ferry. Traveling from Taranto in January, expect a bit warmer with lows of 10°C in Capri. Finish your sightseeing early on the 4th (Tue) so you can ride a ferry to Ravello.

Things to do in Capri

Parks · Outdoors · Museums · Historic Sites

Side Trip

Find places to stay Jan 2 — 4:

Ravello

— 2 nights
Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
On the 5th (Wed), brush up on your knowledge of spirits at Antichi Sapori d'Amalfi, take in the architecture and atmosphere at Duomo di Sant'Andrea, then take in the spiritual surroundings of Cloister del Paradiso, then explore the fascinating underground world of Cave of Smeraldo, and finally relax and rejuvenate at The Spa at Monastero Santa Rosa. On the 6th (Thu), you'll have a packed day of sightseeing: see the interesting displays at Museo della Carta, pause for some serene contemplation at Cappella Sant'Angelo all'Ospedale, stroll through Villa Cimbrone Gardens, then admire the striking features of Villa Rufolo, and finally take in the spiritual surroundings of Duomo di Ravello.

Find out how to plan Ravello trip without stress by asking Inspirock to help create an itinerary.

You can ride a ferry from Capri to Ravello in 1.5 hours. Other options are to do a combination of ferry and taxi; or do a combination of ferry and bus. In January, plan for daily highs up to 15°C, and evening lows to 10°C. Cap off your sightseeing on the 6th (Thu) early enough to catch the ferry to Sorrento.

Things to do in Ravello

Historic Sites · Spas · Parks · Nature

Side Trips

Find places to stay Jan 4 — 6:

Sorrento

— 2 nights

Land of the Sirens

A lovely town easily accessible from almost anywhere in the country, Sorrento overlooks the Bay of Naples and sits right on the Amalfi Drive.
On the 7th (Fri), contemplate the long history of Church of Santa Maria Assunta, kick back and relax at Fornillo, then enjoy the sand and surf at Spiaggia Grande, and finally take in the waterfront at Marina Grande - Antico Borgo Marinaro. Get ready for a full day of sightseeing on the next day: don't miss a visit to Piazza Tasso, appreciate the views at Il Vallone dei Mulini, then admire the natural beauty at Villa Comunale, and finally make a trip to Chiesa di San Giovanni Battista.

To see where to stay, other places to visit, more things to do, and more tourist information, use the Sorrento road trip tool.

You can ride a ferry from Ravello to Sorrento in 1.5 hours. Other options are to drive; or do a combination of taxi and train. Expect a daytime high around 15°C in January, and nighttime lows around 10°C. Cap off your sightseeing on the 8th (Sat) early enough to go by car to Pompeii.

Things to do in Sorrento

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Find places to stay Jan 6 — 8:

Pompeii

Underground City

Pompeii has been a tourist destination for more than 250 years.
To see ratings, traveler tips, maps, and more tourist information, refer to the Pompeii online trip maker.

Traveling by car from Sorrento to Pompeii takes an hour. Alternatively, you can take a train; or take a bus. Traveling from Sorrento in January, expect a bit cooler with lows of 6°C in Pompeii. On the 9th (Sun), you're off to home.

Things to do in Pompeii

Tours · Historic Sites · Outdoors · Transportation
Find places to stay Jan 8 — 9:

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.

Tuscany travel guide

4.4
Landmarks · Art Museums · Historic Walking Areas
Birthplace of the Italian Renaissance
Known for its landscapes, traditions, and history, Tuscany possesses an unparalleled artistic legacy that continues to influence world culture. Regarded as the birthplace of the Italian Renaissance, the region boasts a lengthy list of attractions, including world-class museums, art galleries, and archeological sites. With a distinct culture and a very strong linguistic identity, this region is sometimes referred to as a nation within a nation. A land of picture-postcard areas, Tuscany contains plenty of places to visit on your holiday, with seven World Heritage Sites, including the historic town centers of Florence and Siena. With more than 120 protected nature preserves, Tuscany is not only a land of culture and historic monuments, but also a great place to discover and enjoy the Italian outdoors. Take it slowly here (as the locals do), and give yourself plenty of time to get to know the local culture and cuisine of Tuscany's medieval towns and ancient villages.

Puglia travel guide

4.1
Beaches · Landmarks · Churches
Situated at the southeastern tip of the country, Puglia forms the heel on the "boot" of Italy. First colonized by Mycenaean Greeks, the region flourished during Roman times as a major producer of grain and oil. Today, Puglia remains a predominantly agricultural part of the country, though its warm and sunny coastal weather makes it a favorite holiday destination with an ever-increasing number of tourists. The long coastline features attractions like sun-kissed beaches and lively resorts, many of which are overlooked by limestone cliffs. Deeper inland, Puglia is largely flat, a land of charming villages and world-class cuisine. Here, you'll find olive oil, grapes, tomatoes, peppers, mushrooms, and fresh seafood to give you sustenance as you continue sightseeing. Despite its reputation as a producer of some Italy's best food and wines, Puglia still has numerous rural corners that most tourists have yet to explore.

Amalfi Coast travel guide

4.2
Sacred & Religious Sites · Landmarks · Gardens
Renowned for its beautiful landscape and medieval fishing villages that cling precariously to the Mediterranean cliffs, the Amalfi Coast is one of Italy's top vacation destinations. This World Heritage Site stretches for about 50 km (30 mi) on the southern side of the Sorrentine peninsula and offers numerous places to visit, from terraced lemon gardens and whitewashed villas to cliff-top views of the sea. Explore the coastline's towns, bays, and resorts. During the peak tourist season, the Amalfi Coast's single seaside road is often jammed with dozens of buses. For that reason, the ubiquitous scooter may be the best way to get around and sightsee. You can also access quite a bit by bicycle.