16 days in Italy Itinerary

16 days in Italy Itinerary

Created using Inspirock Italy itinerary planner
Make it your trip
Fly
1
Venice
— 2 nights
Drive
2
Milan
— 1 night
Drive
3
La Spezia
— 2 nights
Drive
4
Florence
— 2 nights
Drive
5
Siena
— 1 night
Drive to Sorrento, Ferry to Capri
6
Capri
— 2 nights
Ferry to Municipio, Train to Rome
7
Rome
— 3 nights
Fly

S M T W T F S
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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 10th (Sat), admire the masterpieces at Peggy Guggenheim Collection, see the interesting displays at Doge's Palace, then pause for some serene contemplation at Basilica di San Marco, and finally appreciate the history behind Punta della Dogana. On the next day, stop by Cannaregio, explore the activities along Canal Grande, snap pictures at Ponte di Rialto, then don't miss a visit to St Mark's Campanile, then don't miss a visit to Piazza San Marco, and finally take in the views from Ponte dei Sospiri.

For ratings, traveler tips, where to stay, and more tourist information, read our Venice road trip site.

Singapore, Singapore to Venice is an approximately 18.5-hour flight. Traveling from Singapore to Venice, you'll gain 7 hours due to the time zone difference. Traveling from Singapore in June, expect Venice to be a bit cooler, temps between 32°C and 20°C. Wrap up your sightseeing on the 12th (Mon) early enough to drive to Milan.
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Historic Sites · Museums · Nature · Parks
Find places to stay Jun 9 — 12:

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.
On the 12th (Mon), take an in-depth tour of Basilica di Sant'Ambrogio, admire the masterpieces at Pinacoteca Ambrosiana, then test your problem-solving skills at La Casa Maledetta, and finally don't miss a visit to Piazza del Duomo. Get ready for a full day of sightseeing on the 13th (Tue): get a taste of the local shopping with Galleria Vittorio Emanuele II, explore the historical opulence of Castello Sforzesco, then pause for some serene contemplation at Basilica San Lorenzo Maggiore, and finally contemplate in the serene atmosphere at Duomo di Milano.

For traveler tips, where to stay, maps, and other tourist information, read our Milan road trip tool.

Traveling by car from Venice to Milan takes 3 hours. Alternatively, you can take a train; or take a bus. Expect a daytime high around 33°C in June, and nighttime lows around 20°C. Wrap up your sightseeing on the 13th (Tue) early enough to drive to La Spezia.
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Historic Sites · Museums · Fun & Games · Shopping
Find places to stay Jun 12 — 13:

La Spezia — 2 nights

La Spezia, at the head of the Gulf of La Spezia in the Liguria region of Northern Italy, is the capital city of the province of La Spezia.In terms of population, La Spezia is the second city in the Liguria region, preceded just by Genoa. Kick off your visit on the 14th (Wed): get up close to creatures of the deep with 5 Terre Pelagos Boat Tours, then tour the pleasant surroundings at Footpath Monterosso - Vernazza, then get into the urban bustle at Vernazza, and finally take some stellar pictures from View Point Corniglia. Get ready for a full day of sightseeing on the next day: visit Portovenere, then walk around Parco Naturale Regionale di Porto Venere, then take a memorable drive along Ponte Thaon di Revel, and finally trek along Monesteroli.

To see other places to visit, where to stay, ratings, and other tourist information, read our La Spezia road trip planning site.

You can drive from Milan to La Spezia in 3 hours. Alternatively, you can take a train. Expect a daytime high around 32°C in June, and nighttime lows around 18°C. Finish your sightseeing early on the 15th (Thu) to allow enough time to drive to Florence.
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Outdoors · Parks · Trails · Tours
Side Trips
Find places to stay Jun 13 — 15:

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.
Kick off your visit on the 16th (Fri): snap pictures at Ponte Vecchio, take in nature's colorful creations at The Boboli Gardens, then don't miss a visit to Piazzale Michelangelo, then explore the world behind art at Pitti Palace, and finally contemplate the long history of Palazzo Vecchio. On the 17th (Sat), you'll have a packed day of sightseeing: appreciate the extensive heritage of Piazza della Signoria, appreciate the extensive heritage of Piazza del Duomo, contemplate the long history of Cathedral of Santa Maria del Fiore, then pause for some photo ops at Campanile di Giotto, then steep yourself in history at Basilica of Santa Croce, and finally explore the world behind art at Florence Academy of Fine Arts.

To find more things to do, ratings, reviews, and tourist information, you can read our Florence trip itinerary builder website.

Drive from La Spezia to Florence in 2 hours. Alternatively, you can take a train. Expect a daytime high around 33°C in June, and nighttime lows around 21°C. Wrap up your sightseeing on the 17th (Sat) to allow time to drive to Siena.
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Historic Sites · Museums · Parks
Find places to stay Jun 15 — 17:

Siena — 1 night

Cultural Heart of Tuscany

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 18th (Sun): awaken your taste buds at some of the top wineries in the area and then take in the architecture and atmosphere at Duomo di Siena.

To find photos, other places to visit, more things to do, and more tourist information, refer to the Siena holiday planning site.

Traveling by car from Florence to Siena takes 1.5 hours. Alternatively, you can take a bus; or take a train. In June, plan for daily highs up to 34°C, and evening lows to 19°C. Cap off your sightseeing on the 18th (Sun) early enough to travel to Capri.
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Tours · Wineries · Historic Sites
Find places to stay Jun 17 — 18:

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 19th (Mon), take in the architecture and atmosphere at Chiesa di San Michele alla Croce, look for gifts at Eco Capri, don't miss a visit to Piazza Umberto I, enjoy breathtaking views from Belvedere di Tragara, then take a tour by water with Boat Tours & Water Sports, and finally contemplate the waterfront views at Marina Piccola. On your second day here, get great views at Belvedere Cannone, don't miss a visit to Giardini di Augusto, take in the dramatic natural features at I Faraglioni, then cruise along Via Krupp, then take in the awesome beauty at Monte Solaro, and finally Head underground at Blue Grotto.

To see traveler tips, ratings, photos, and other tourist information, read our Capri travel planner.

Traveling by combination of car and ferry from Siena to Capri takes 6 hours. Alternatively, you can do a combination of flight, train, and ferry; or do a combination of train and ferry. Traveling from Siena in June, plan for a bit warmer nights in Capri, with lows around 23°C. Cap off your sightseeing on the 20th (Tue) early enough to travel to Rome.
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Parks · Outdoors · Nature · Tours
Side Trip
Find places to stay Jun 18 — 20:

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: steep yourself in history at St. Peter's Basilica, explore the ancient world of Colosseum, don't miss a visit to Roman Forum, and pause for some serene contemplation at Pantheon.

Plan my day in Rome using traveler tips and tourist information provided by Inspirock.

You can do a combination of ferry and train from Capri to Rome in 4 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and bus. In June in Rome, expect temperatures between 34°C during the day and 21°C at night. Cap off your sightseeing on the 23rd (Fri) early enough to catch the flight back home.
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Historic Sites · Museums · Parks
Side Trip
Find places to stay Jun 20 — 23:

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.
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Tuscany travel guide

4.4
Landmarks · Art Museums · Sacred & Religious Sites
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.
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