16 days in Northwest Italy & Anacapri Itinerary

16 days in Northwest Italy & Anacapri Itinerary

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Route & dates

16 days in Northwest Italy & Anacapri Itinerary

Start: Las Vegas
Fly:  17 h 15 min
1
Rome
— 2 nights
Fly:  3 h 15 min
2
Venice
— 2 nights
Drive:  3 h
3
Como
— 2 nights
Train:  45 min
4
Milan
— 1 night
Train:  3 h
5
Cinque Terre
— 2 nights
Drive:  2 h 30 min
6
Florence
— 2 nights
+4
Train + Foot + Subway + Foot + Ferry:  5 h
7
Anacapri
— 1 night
+4
Ferry + Foot + Subway + Foot + Train:  3 h 15 min
8
Rome
— 1 night
Fly:  17 h 15 min
End: Las Vegas

2
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Kick off your visit on the 1st (Mon): delve into the distant past at Pantheon, get to know the fascinating history of Piazza Navona, then steep yourself in history at St. Peter's Basilica, and finally explore the ancient world of Colosseum.

To find out how to plan a trip to Rome, use our trip itinerary maker.

Las Vegas, USA to Rome is an approximately 17-hour flight. You can also do a combination of flight and train. The time zone difference moving from Pacific Standard Time (PST) to Central European Time (CET) is 9 hours. Plan for a bit cooler temperatures traveling from Las Vegas in May, with highs in Rome at 75°F and lows at 58°F. Wrap up your sightseeing on the 2nd (Tue) to allow time to travel to Venice.

Things to do in Rome

Historic Sites

Side Trip

St. Peter's Basilica
Find places to stay May 31 — Jun 2:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
St. Peter's Basilica ©
St. Peter's Basilica

2
nights
Venice

Venice ©
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 2nd (Tue): take in the views from Ponte di Rialto, take in the architecture and atmosphere at Basilica di San Marco, then admire the masterpieces at Peggy Guggenheim Collection, and finally enjoy breathtaking views from St Mark's Campanile. Keep things going the next day: contemplate the waterfront views at Canal Grande, then pause for some serene contemplation at Scrovegni Chapel, then admire the landmark architecture of Casa Ezzelino, and finally contemplate the long history of Arena di Verona.

To find photos, other places to visit, ratings, and more tourist information, read Venice vacation planner.

Traveling by flight from Rome to Venice takes 3.5 hours. Alternatively, you can take a train; or drive. In June, daily temperatures in Venice can reach 81°F, while at night they dip to 63°F. Wrap up your sightseeing on the 4th (Thu) early enough to drive to Como.

Things to do in Venice

Historic Sites Parks Nature

Side Trips

Padua, Arena di Verona
Find places to stay Jun 2 — 4:
Highlights from your plan
Canal Grande ©
Canal Grande
Basilica di San Marco
Basilica di San Marco
Ponte di Rialto ©
Ponte di Rialto

2
nights
Como

Como ©
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 4th (Thu): take in nature's colorful creations at Villa Carlotta, admire the striking features of Villa del Balbianello, then walk around Parco Spina verde, and finally take in the architecture and atmosphere at Cathedral of Como (Duomo). On the 5th (Fri), you'll have a packed day of sightseeing: contemplate the waterfront views at Lago di Como, examine the collection at Casa dei Presepi, and then contemplate the long history of i Giardini di Villa Melzi.

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

Drive from Venice to Como in 3 hours. Alternatively, you can take a train; or do a combination of bus and train. June in Como sees daily highs of 81°F and lows of 61°F at night. Wrap up your sightseeing on the 6th (Sat) early enough to take a train to Milan.

Things to do in Como

Parks Nature Museums

Side Trips

Tremezzina, Casa dei Presepi, Lago di Como, I Giardini di Villa Melzi
Find places to stay Jun 4 — 6:
Highlights from your plan
Villa Carlotta ©
Villa Carlotta
Villa del Balbianello ©
Villa del Balbianello
I Giardini di Villa Melzi ©
I Giardini di Villa Melzi

1
night
Milan

Milan ©
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 6th (Sat): buy something for everyone on your list at Galleria Vittorio Emanuele II, then contemplate in the serene atmosphere at Duomo di Milano, then get to know the fascinating history of Piazza del Duomo, and finally steep yourself in history at Castello Sforzesco.

To see maps, other places to visit, more things to do, and other tourist information, read Milan road trip planning app .

Take a train from Como to Milan in an hour. Alternatively, you can drive. In June, plan for daily highs up to 83°F, and evening lows to 64°F. Wrap up your sightseeing on the 7th (Sun) to allow time to take a train to Cinque Terre.

Things to do in Milan

Historic Sites Shopping
Find places to stay Jun 6 — 7:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Castello Sforzesco ©
Castello Sforzesco

2
nights
Cinque Terre

Cinque Terre ©
Made up of five picturesque towns on the Ligurian coast, Cinque Terre is Italy's answer to the French Riviera.
Kick off your visit on the 7th (Sun): hike along Cinque Terre Trails, then take a stroll around Vernazza, and then tour the pleasant surroundings at Footpath Monterosso - Vernazza. Here are some ideas for day two: stroll through Cinque Terre footpaths, take a stroll through Portovenere, and then contemplate in the serene atmosphere at Chiesa Di San Pietro.

Ask Inspirock to suggest an itinerary and make planning a trip to Cinque Terre fast, fun, and easy.

You can take a train from Milan to Cinque Terre in 3 hours. Another option is to drive. Expect a daytime high around 81°F in June, and nighttime lows around 60°F. Wrap up your sightseeing by early afternoon on the 9th (Tue) to allow enough time to drive to Florence.

Things to do in Cinque Terre

Trails Outdoors Parks

Side Trips

Portovenere, Cattedrale di San Lorenzo - Duomo di Genova
Find places to stay Jun 7 — 9:
Highlights from your plan
Footpath Monterosso - Vernazza ©
Footpath Monterosso - Vernazza
Cinque Terre footpaths ©
Cinque Terre footpaths
Vernazza ©
Vernazza

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
You'll find plenty of places to visit near Florence: Leaning Tower of Pisa (in Pisa) and Duomo di Siena (in Siena). There's lots more to do: get great views at Piazzale Michelangelo, explore the world behind art at Pitti Palace, contemplate in the serene atmosphere at Campanile di Giotto, and take in the architecture and atmosphere at Cathedral of Santa Maria del Fiore.

For other places to visit, more things to do, where to stay, and other tourist information, read our Florence online trip itinerary planner .

You can drive from Cinque Terre to Florence in 2.5 hours. Another option is to take a train. In May in Florence, expect temperatures between 71°F during the day and 52°F at night. Finish your sightseeing early on the 3rd (Wed) so you can take a train to Rome.

Things to do in Florence

Historic Sites Museums Parks

Side Trip

Leaning Tower of Pisa
Find places to stay Jun 9 — 11:
Highlights from your plan
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
Piazzale Michelangelo ©
Piazzale Michelangelo
Ponte Vecchio ©
Ponte Vecchio

1
night
Anacapri

Anacapri ©
Anacapri is a comune on the island of Capri, in the Metropolitan City of Naples, Italy. On the 12th (Fri), tour the pleasant surroundings at Marina Grande Public Beach, get engrossed in the history at Villa San Michele, Head underground at Blue Grotto, hike along Fortini Coastal Walk, then don't miss a visit to Piazza Umberto I, and finally contemplate the waterfront views at Marina Piccola. On the next day, make a trip to I Faraglioni, don't miss a visit to Giardini di Augusto, pause for some serene contemplation at Chiesa San Michele, then appreciate the extensive heritage of Scala Fenicia (Phoenician Steps), and finally steep yourself in history at Villa Jovis.

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

Traveling by combination of train and ferry from Florence to Anacapri takes 5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of train, flight, and ferry. In June, plan for daily highs up to 82°F, and evening lows to 68°F. Wrap up your sightseeing on the 13th (Sat) early enough to travel to Rome.

Things to do in Anacapri

Historic Sites Parks Outdoors

Side Trip

Capri
Find places to stay Jun 11 — 13:
Highlights from your plan
Villa San Michele ©
Villa San Michele
I Faraglioni
I Faraglioni
Giardini di Augusto ©
Giardini di Augusto

1
night
Rome

Rome ©
On the 14th (Sun), don't miss a visit to Spanish Steps, then explore the ancient world of Palatine Hill, and then pause for some serene contemplation at Santa Maria in Trastevere.

To find photos, more things to do, other places to visit, and other tourist information, read Rome trip planner.

Getting from Anacapri to Rome by combination of ferry and train takes about 3.5 hours. Other options: do a combination of ferry and car; or do a combination of ferry, subway, and train. Finish your sightseeing early on the 14th (Sun) to allow enough time to travel back home.

Things to do in Rome

Historic Sites
Find places to stay Jun 13 — 14:
Highlights from your plan
Palatine Hill ©
Palatine Hill
Spanish Steps ©
Spanish Steps
Santa Maria in Trastevere ©
Santa Maria in Trastevere

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