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Travelling Without a Passport


YOUR GUIDE TO SPENDING TWO WEEKS IN ITALY

Holiday in paradise? Check. Perfect itinerary to match? Double-check. This is
how to spend two weeks in bella Italia!

View all posts by Jackie
Posted on Published May 16, 2022July 13, 2018 13 min read

Updated in May 2022

There are few places in the world as enchanting and enduring as Italy. From
world-class cuisine to the ever-present influence of Renaissance-era culture,
it’s no mystery as to how Italy continually dominates the tourism industry. And
while it’s true that you could spend an entire lifetime exploring the
cobblestone streets and rolling green hills of this stunning European
destination, most travellers only have two weeks at a time to get their Italian
cultural fix. So, how do you make the most out of only two weeks?

With help from our friends at Insight Vacations, we’ve created the ideal
itinerary that will tell you how to spend two satisfying weeks in Italy. Let’s
get started!


WHERE SHOULD I START IN ITALY?

As any veteran traveller will tell you, starting and ending in the same city is
typically a great way to save money on long-distance flights. But if you’ve only
got around 14 days to enjoy your vacation, then consider beginning your trip in
one famous city (and major transit hub) then ending in another. This will ensure
you won’t be sacrificing precious sightseeing time rushing hundreds of
kilometres to get back to your departure point.

That’s why we suggest starting your adventure in Rome, Italy’s capital and
arguably its most famous city. Fly into Rome’s Fiumicino Leonardo da Vinci
Airport for closest access to the city centre and if you book a group tour, you
can arrange for an airport transfer to deliver you straight to your hotel.

Keep in mind that if you arrive late at night, you’ll need to stay at an airport
hotel, sleep in the terminal or be prepared to part with as much as 100 euros to
get into the city via taxi. There’s little way around this as the public transit
between the city and the airport ends fairly early in the evening. Do your best
not to arrive after hours as the money you’ll save on the flight will be spent
getting into the city.

Not sure what to pack? Bookmark these seasonal packing lists:

 * Packing list for summer
 * Packing list for winter
 * Packing list for spring


HOW DO I GET AROUND ITALY?

All across Europe, you’ll benefit from an extensive network of regional train
systems, and specifically in Italy, the prices tend to be lower. You will also
have the option of choosing between faster yet more expensive trains as opposed
to the less direct but more affordable routes. However, Italy’s train system
isn’t the most reliable, so don’t be surprised if your train fails to show up to
the platform. If you’re in a hurry to reach your next destination, we’d strongly
suggest simply hiring a car or joining a tour and allow the experts to arrange
comfortable, dependable transportation for you.

A group tour is one of the best ways to explore Italy as you can spend all your
mental strength on relaxing and enjoying the sights and experiences that Italy
has to offer instead of sorting out train tickets, flights, and private cars.
You also won’t need to worry about dragging your overpacked suitcase through
busy transit terminals.

Of course, flying from one city to the next is also an option, but not a typical
choice for a country the size of Italy.


WHICH CITIES IN ITALY SHOULD YOU VISIT?


1. ROME



Length of visit: 2 days
Top places to visit: St. Peter’s Basilica, the Colosseum, Trevi Fountain, the
Pantheon, Piazza Navona, Giardino degli Aranci, and the Altemps Palace.
Must-do activities: After fighting the crowds in the Vatican City to take in the
mandatory sights of the Sistine Chapel, you should snag yourself a gelato and
stroll through Giardino Degli Aranci (the Orange Garden) located on Aventine
Hill. The park provides truly impressive views of the city and is a wonderful
way to spend a quiet afternoon.
What to eat: Traditional Roman cuisine includes carciofi (artichoke) prepared
alla romana (Roman-style) or alla giudia (Jewish-style), coda alla vaccinara
(protein-rich oxtail) and the classic but delicious spaghetti alla carbonara.


2. POMPEII



Length of visit: Half a day
Top places to visit: The ancient Roman city of Pompeii is the reason you’ll
visit this area so the ruins themselves are really the only place to visit in
this case. Explore the cobbled streets and observe the eerily preserved villas
and temples over the course of several hours. There aren’t many markings or
signage around to provide much historical context, so this is where a tour guide
or guidebook would definitely come in handy.
Must-do activities: Step into the private homes of the ill-fated city’s
residents and spot the traces of Italic and Roman domestic architecture. See the
famous Alexander the Great mosaic within the luxurious House of the Faun.


3. SORRENTO



Length of visit: 1-2 days
Top places to visit: Piazza Tasso, Piazza Sant’Antonino, Marina Grande,
Cloisters of San Francisco, Basilica Di Sant’Antonino and Di Sorrento.
Must-do activities: Any journey to the romantic resort town of Sorrento wouldn’t
be complete without a visit to the many small, charming places of worship like
the Cathedral Di Sorrento, located just off Corso Italia. The interior is quite
magnificent, and you can expect to see high ceilings, dramatic round arches,
paintings and a sparkling marble altar dating back to the 11th century.
What to eat: Limoncello, the staple after-dinner digestivo of Italy is actually
produced in Sorrento, so there’s no better place to enjoy a chilled serving of
the good stuff after an unforgettable dinner of shellfish than this coastal
town.


4. CAPRI



Length of visit: 1-2 days
Top places to visit: Blue Grotto, Piazzetta, Punta Carena lighthouse, Villa San
Michele and Certosa di San Giacomo.
Must-do activities: Capri is one of the most cosmopolitan islands in the
Mediterranean and it exudes as much glamour and natural beauty as you might
imagine. After a delicious and filling breakfast, start your day in Capri by
hailing a small boat to the iconic Blue Grotto where you can take in the bright
blue glow of this small sea cave. During the afternoon you can take a stroll
through Villa San Michele’s, the former home of a Swedish doctor and take in its
colourful gardens, priceless archaeological artefacts, and marble statues all
draped in vines. If you’re in search for the best views then ride the chairlift
to the top of Mount Solaro – you won’t be disappointed.


5. ORVIETO



Length of visit: 1 day
Top places to visit: Piazza del Duomo, Cappella Di San Brizio, Centro Storico
Orvieto, Pozzo di San Patrizio
Must-do activities: You won’t need more than a day to discover the gems of this
small city in the heart of Umbria. Spend a couple hours exploring the city’s
underground cave network or climb down the spiral staircase inside the historic
well of Pozzo di San Patrizio. Round off your experience with by dining in one
of the city’s underground grottos – we promise it’ll make for a very memorable
meal.
What to eat: Savour delicious antipasti dishes like prosciutto and olive
oil-soaked bruschetta before moving on to truffle pasta and hefty servings of
salami.


6. ASSISI



Length of visit: Half a day will do
Top places to visit: St. Mary of the Angels Church, Basilica of St. Francis, St.
Clare’s Church, Temple of Minerva, Communal Square and the Rocca Maggiore.
Must-do activities: Assisi in itself is a UNESCO World Heritage Site, highly
regarded for its medieval architecture and for serving as the birthplace of
Saint Francis. Therefore you’d be remiss not to visit the Basilica of Saint
Francis, which locals will tell you provides one of the most complete
representations of 13th and 14th-century European art. Be sure to treat yourself
to a meal at one of the local family-operated ristorantes.


7. PERUGIA



Length of visit: 1 day
Top places to visit: Collegio del Cambio, Palazzo dei Priori, Fontana Maggiore,
Rocca Paolina and the Church of San’t Angelo.
Must-do activities: Arrange a visit to a loom-weaving workshop to see the
ancient craft in action in one of the town’s artisanal workshops. Snap a picture
in front of the Great Fountain in the town’s magnificent main square and simply
stroll around at your own pace to take in the magical Gothic architecture.

--------------------------------------------------------------------------------

See Also: 7 Ways To Get Yourself Excited For Your Trip To Italy

--------------------------------------------------------------------------------


8. CHIANTI



Length of visit: 1 day
Top places to visit: Siena and Radda; a city and medieval town respectively and
each have their own charms. Siena is defined by its medieval brick buildings and
a 14-century tower called Torre del Mangia, which stands 88 meters tall and
provides sweeping views of the city. In Radda, you can walk around the winding
medieval walkways, including tunnels that are home to charming restaurants.
Must-do activities: In Siena visit the Church of San Domenico, the Civic Museum,
the Public Palace, the Complex of Santa Maria della Scala and the Baptistery. In
Radda visit the ghiacciaia granducale (Ice house of the Grand Duke), the
Propositura di San Niccolo and Palazzo del Podestà.
What to eat: In both Siena and Radda you should sit down to enjoy traditional
regional dishes like wild boar, Cinta Senese and hare.


9. SAN GIMIGNANO



Length of visit: 1 day
Top places to visit: Palazzo Comunale, Torre Grossa, Collegiate Church of San
Gimignano and the Sant’Agostino Church.
Must-do activities: Participate in a tasting from the region’s award-winning ice
cream makers whose innovative flavour combinations will leave your mouth
watering. Once you fill up on ice cream, hit up the aforementioned sites and
then wander around the hills of Tuscany.


10. FLORENCE



Length of visit: 1 day
Top places to visit: Piazza della Signoria, Palazzo Vecchio, Santa Croce
Basilica, Florence Cathedral, Galleria dell’Accademia, Florence Baptistery,
Boboli Gardens and Villa Badini.
Must-do activities: Consider renting a bicycle and riding along the winding bike
paths that go through some of the city’s most unique neighbourhoods. Of course,
you will also need to make time to visit the Galleria dell’Accademia to see the
famous sculpture, David, in person and then take a walk through San Lorenzo
Market to sample the local culinary delights on offer.
What to eat: Don’t leave Florence before you’ve had a bistecca alla fiorentina,
an expertly prepared steak cut from the loin that will melt in your mouth just
like butter.


11. LUCCA



Length of visit: Half a day
Top places to visit: Guinigi Tower, Piazza dell’Anfiteatro, Lucca Cathedral and
San Michele in Foro.
Must-do activities: Lucca is known as the city of 100 churches, so it could be
difficult to choose which ones to visit with only half a day to explore but we
suggest St. Michael’s Church and Lucca Cathedral. Next grab an espresso or
aperitif in the city’s Amphitheatre Square, a relic from Roman times. You can
also consider simply taking a relaxing stroll along the old city walls where you
will enjoy a panoramic perspective of Lucca.


12. CINQUE TERRE



Length of visit: 1 day
Top places to visit: Footpath Monterosso, Pacro Nazionale Cinque Terre, Sentiero
Vernazza a Corniglia, Church of San Francesco.
Must-do activities: Exploring the different neighbourhoods and villages in
Cinque Terre is the best way to get to know the area but, if you have the
chance, you mustn’t pass up the opportunity to embark on a sunset boat tour. If
you’re only passing through, then reside to spending an hour or two relaxing at
one of the sandy or rocky beaches that sit along the Italian Riveria.


13. MODENA



Length of visit: Half a day
Top places to visit: Torre della Ghirlandina, Modena Cathedral, Ducal Palace of
Modena, Museo Casa Enzo Ferrari, Duomo and Casa Museo Luciano Pavarotti.
Must-do activities: If you’re into sports cars then Modena will not disappoint.
You can visit the Ferrari Museum in Maranello and experience the story of this
classic luxury car for yourself before carrying on to the Piazza Grande, the
historic centre of Modena. To end the day, sit down at a cafe and watch the
locals pass by in search of the perfect aperitivo.
What to eat: Tortelli is a stuffed pasta typical of the region so don’t miss
out. In the evening, open a bottle of lambrusco, a fizzy red wine served
chilled.


14. PARMA



Length of visit: Half a day
Top places to visit: Palazzo della Pilotta, Parma Cathedral, Baptistery of
Parma, Galleria Nazionale di Parma, Piazza Garibaldi and Teatro Farnese.
Must-do activities: Aside from visiting all the typical sites, the must-do
activity of Parma is simply…well, eating. Eat parma prosciutto, torta fritta,
and tortellini until you simply can’t fit another bite in your mouth.


15. VERONA



Length of visit: 1 day
Top places to visit: Arena di Verona, Piazza delle Erbe, Juliet’s Balcony,
Teatro Romano, Castelvecchio, Giardino Giusti, Castel St Pietro.
Must-do activities: Walk, walk and walk. Verona is totally manageable to explore
solely on foot to make the most out of your 24 hours in one of Italy’s most
romantic cities and stroll around the Piazza Bra, or head to Juliet’s House
early in the day to avoid crowds. We also suggest climbing to the top of the
Torre dei Lamberti to see the spectacular skyline for yourself. If shopping is
more your thing than visit Corso Porta Borsari, Verona’s famous shopping street
which is also home to marvellous wine bars and classic cafes.


16. VENICE



Length of visit: 1 day
Top places to visit: Piazza San Marco, Saint Mark’s Basilica, Doge’s Palace,
Burano, Grand Canal, Rialto Bridge, Bridge of Sighs, Giudecca Island
Must-do activities: You might feel pressure to take a gondola ride if you’re
going to Venice but there’s plenty of other iconic experiences waiting for you,
including riding a far less expensive waterbus to get around the city’s
waterways. If you’re thirsty, visit one of the city’s many waterside bars, some
perched on the edge of the Grand Canal or tucked away in hidden alleys. You can
also opt to observe the art of glassblowing on a visit to a traditional arts
centre on Giudecca Island or cruise the islands of the Venetian lagoon over to
Burano, famous for its candy-coloured houses.

To serve you with an extra dose of inspiration, you can also watch these
enchanting Italian cities in action now:



Are you excited for your trip to Italy? Did we miss a city that absolutely must
be included on this list? Tell us in the comments! 

 * Destinations
 * Europe

Italy
View all posts by

JACKIE

Jackie is a travel-addicted Canadian who currently resides in Vienna, Austria.
When she’s not writing travel guides or reading her new favourite book, she’s
planning her next weekend getaway somewhere in Europe.

Read more by Jackie →

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