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How to Plan a Trip to Italy: Frequently Asked Questions

Updated: December 9, 2021

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Skyline highlighting the architecture of Rome, Italy

Rome, Italy

Italy is known to delight and inspire visitors from around the world and these are often the most frequently asked questions from travelers eager to experience the art, architecture, cuisine and overall culture of the Italian Peninsula.

From the pleasures of La Dolce Vita to the Alpine panoramas, lounging on golden beaches to embracing rolling vineyards, you can find the information you need for your perfect Italian journey.


  1. Is Italy open to American travelers?
  2. When should I book my trip to Italy?
  3. When is the best time to visit Italy?
  4. What should I do on my trip to Italy?
  5. How can I get help from a travel specialist?
  6. Is Italy safe for travel?
  7. Which airports should I be looking at?
  8. Can Zicasso help me with flights?
  9. Does Zicasso assist with travel insurance?
  10. Ready to Plan Your Trip to Italy?

Is Italy open to American travelers?

Coastal mountain landscape with Atrani town on the Amalfi Coast, Italy

Atrani on the Amalfi Coast, Italy

Updated entry requirements and helpful information can be found on Where Americans Can Travel Now. Zicasso travel specialists serve 101 countries, and details are included for all of the regions that we serve.

Have questions? Our Traveler Care team can be reached at 1-888-265-9707.

When should I book my trip to Italy?

Rolling hills with vineyards and villas in Piedmont, Italy

Vineyards in Piedmont, Italy

After a year of closed borders, our Italian travel specialists are eager to introduce visitors to the history, culture, food and wine found across every region.

Before the Covid-19 pandemic we recommended travelers to Italy book their trip between 12 and 14 months in advance, but now recommend planning even further ahead. If you prefer to travel during the summer season, we suggest booking quickly.

Last-minute trip planning is possible and your Zicasso travel specialist can help bring your fantastic vacation plans to reality.  Whether planning ahead or looking to travel soon, we recommend submitting your Trip Request to begin planning for your dream trip to Italy now and book when you are ready.

When is the best time to visit Italy?

A gondola floats down the Grand Canal in Venice at sunset

Sunset in Venice, Italy

The best time to visit Italy is in the spring and early summer, from March to May, or in the fall, September or October.

Visiting Italy in the summer months has changed in the past decade because the second half of August has also become a great time to be there due to smaller crowds and the waning summer heat.

Very much a year-round destination, your best time to visit may be outside of the traditional "best time", and our travel specialists can work with any dates that work best for your calendar.

Related:  Best Time to Visit Italy

What should I do on my trip to Italy?

Ruins of the Roman Forum in Italy on a sunny day

The Forum in Rome, Italy

Alongside our Italy travel specialists we have created a list of our Italy highlights. Depending on how much time you have, we have recommendations on where you should go and what you should do. Below is a short list of the must-see destinations, along with the various experiences you can enjoy while traveling through Italy.

Rome | Florence | Tuscany | Venice | Amalfi Coast | Cinque Terre | Lake District | Sicily

  • Discover the Colosseum, Roman Forum and other Roman ruins
  • Experience the Sistine Chapel, St. Peter’s Basilica, museums and historical works of art at the Vatican
  • Witness the Trevi Fountain, Spanish Steps and Pantheon
  • Savor an afternoon in Piazza Navona
  • Visit the Ponte Vecchio, Duomo (Cattedrale di Santa Maria del Fiore), Piazza Santa Croce and Museo dell’Opera dell Duomo
  • Discover the Uffizi, Galleria dell’Accademia, Bargello National Museum and Casa Buonarroti
  • Enjoy an olive oil tour and tasting, wine tour (Chianti) and the towns of Siena, San Gimignano, Pisa and Lucca
  • Visit Doge’s Palace, St. Mark’s Square, the Jewish Ghetto and the Grand Canal
  • Enjoy a scenic ride through the canals with a gondolier
  • Visit Murano Island for glass artifacts and a glass-blowing demonstration
  • Hike the towns of Cinque Terre
  • Travel between the towns of the Amalfi Coast
  • Climb the Leaning Tower of Pisa
  • Wander the ancient cities of Pompeii and Herculaneum
  • Shop the Galleria Vittorio Emanuele II and the boutiques that fill every street and alley

Related: Top 7 Must See Places in Italy | Top 15 Things to Do in Italy | Best Italy Itineraries

How can I get help from a travel specialist?

Close up of Michelangelo’s David  statue

Michelangelo’s David in the Accademia Gallery of Florence

You can plan ahead for your next vacation through Zicasso.  An international trip has always brought important questions and visiting a new country after Covid-19 could have inspired new answers.

“Do I have to wear a mask on domestic flights?” “Will I be able to see Michelangelo’s David?” “Can I eat inside a Michelin-starred restaurant?” “How will I travel from Venice to Rome or reach a Tuscan village?” “Are the beaches open?” “Do I need a negative Covid-19 test before returning home and how can I get one?” Your travel expert will be able to answer your specific questions and more before you book your trip. A travel specialist can handle any emergency that may come up in connection to your trip, as well — from changing your transportation option to a last-minute additional tour.

If you are thinking about traveling to Italy, you can fill out Zicasso’s Trip Request to speak with an Italy travel specialist.

Related: How to Plan Your Trip in 3 Easy Steps | How to Plan Your Trip Budget

Is Italy safe for travel?

Gondola ride through the canals in Venice, Italy

Venice, Italy

Italy is very safe. During your Italy tour you will find the people and country welcoming and eager to share their culture. As anywhere, pickpocketing can be a concern, especially in larger tourist destinations like Rome, Florence or Venice. Healthwise, there are no concerns regarding the general safety of eating and drinking throughout Italy.

Which airports should I be looking at?

Window seat view flying into Leonardo da Vinci International Airport in Rome, Italy

Flying into Rome, Italy

The top active airports in Italy are:

  • Rome – Leonardo da Vinci International Airport (FCO)
  • Venice – Marco Polo Airport (VCE)
  • Milan – Malpensa International Airport (MXP)
  • Pisa – Galileo Galilei Airport (PSA)
  • Florence – Florence Peretola Airport (FLR)
  • Naples – Naples International Airport (NAP)

Can Zicasso help me with flights?

Zicasso Flights is an international air ticketing service that eliminates the stress of finding and booking the right flights for your upcoming vacation. By employing the same personalized service you can expect from planning a trip with Zicasso, our competitive flight pricing, 24x7 service and support, and complimentary consultation of routing versus pricing with an expert flight specialist make finding the perfect flight for your trip effortless.

Does Zicasso assist with travel insurance?

You’ve booked your dream vacation, now protect it with travel insurance. A wide range of factors can leave your vacation in limbo. Medical emergencies, inclement weather and unexpected cancellations can cause turmoil for your trip, so in the unlikely event of a disaster, get the travel insurance coverage that provides peace of mind. To get a quote, visit our travel insurance page.

Ready to Plan Your Trip to Italy?

Riomaggiore, traditional fishing village, in the Cinque Terre on the coast of Italy

Riomaggiore, Italy

The beauty of Italy is about enjoying the simple and finer details of life, from masterful art to exquisite cuisine, a sunset or a bite of gelato. Whether you are eager to explore ancient history in Rome or cruise the canals of Venice, you can discover inspiration for your next trip with sample itineraries from our Italy Tours & Vacations. You can also find more information and helpful tips for your next trip with Zicasso’s Italy Travel Guide. Speak with an Italy travel expert by filling out a Trip Request or by calling our team at 1-888-265-9707.

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