Tag Archives: Italy travel

Wendy Perrin and Timothy Baker at a secluded courtyard at Palazzo Venezia in Naples.

Zip to Italy’s Hidden Treasures

A bumper crop of new nonstop routes to Italy makes it increasingly easy to avoid connecting in Rome and other large European hubs and instead speed your way to Italy’s best-kept secrets.  Thanks to routes added in 2025, you can now fly nonstop to:

  • Sicily from New York: to Catania from JFK, and to Palermo from Newark.
  • Puglia from New York: to Bari from JFK.
  • Naples (the gateway to the Amalfi Coast and Pompeii) from Atlanta, Chicago, and Philadelphia.
  • Venice from Dallas-Fort Worth and Washington, D.C. (Dulles).
  • Rome from Denver, Miami, and Minneapolis.

All of these new routes are in addition to many other nonstops to Italy that have been added over the past few years. Each time a new one is announced that we believe will save you significant time and logistics, we add it to our list of Nonstop Flights To Make Your Travels Easier.

If you’re as excited as I am about these direct flights—because who wants to be transferring luggage between terminals at FCO when you could be nursing an aperitivo in Catania’s Piazza del Duomo?—then you’ll also want to use a local insider to expedite and optimize your on-the-ground experience. After all, life is too short to go to Italy yet miss the hidden courtyards and secret gardens, the tastiest delicacies and most interesting local people. Read on for more of what not to miss, and click the black bar below to connect with the best-suited local fixer for your specific trip needs and goals.

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PUGLIA: “Every single day of this trip had a WOW factor…”

Beach in Gallipoli, Puglia, Italy.

The Gallipoli coastline in Italy’s Puglia region. Photo: Traveler Paula Kramer

Antonello and Valeria leveraged their substantial network to create a bespoke itinerary that included experiences that we would not have known to ask for and that wound up elevating our trip beyond our wildest dreams.

We stayed in an array of wonderful hotels and masserias—fabulous experiences unto themselves—and were educated by outstanding guides. We chose to do our own driving for 90% of the trip, and even here Antonello’s team was so helpful, electronically sharing target destinations and parking facilities which enabled us to go from points A to B with confidence, independence and the least amount of stress.

Every single day of this trip had a WOW factor, whether it was visits to Pompeii and Herculaneum, our cave-turned-hotel in Matera (Sextantio), or our stays at delightful masserias in Salento. But beyond that, having the chance to sample the delights of a renowned cheesemaker, learn from the third-generation owners of a family-owned flour mill, get expert insights into the complexities of olive oil, or sample gelato with a young woman who is combining innovation with tradition as she expands the gelato business started by her grandfather—these are culinary experiences we could only encounter thanks to Antonello’s deep understanding of and connection with the hidden gems of Puglia. Trust me, you are not going to find these on your own.

Jeff Weiss learning sculpture from an artist in Puglia, Italy.

Jeff Weiss spent an afternoon learning from a renowned sculptor in his home atelier. Photo: Paula Kramer

If all this wasn’t enough, we spent an afternoon in the home/atelier of a renowned sculptor and another afternoon with a couple that makes jewelry. I confess that, when I first read our itinerary, I thought these sounded weird: Neither my husband nor I would become the next Michelangelo or make jewelry anytime in the near future, so why take time to do this? I could not have been more wrong!

These artists were so genuinely interested in sharing their craft, their food, and their kindness. We were besotted by these one-of-a-kind experiences, making friends and actual art along the way. We even got to visit the private home of a potter who showed us the ancient and Byzantine relics and the Byzantine chapel that he discovered on his property during renovation.” —Paula Kramer

To get your own WOW trip, start with our trip questionnaire, reached via the black button below.

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SICILY: “This trip to Sicily was not just about sightseeing; it was about forming connections and understanding the heart of the island…”

Cefalu city coast in Sicily, Italy.

Cefalu, on Sicily’s north coast. Photo: Shutterstock

“Our family just returned from a magical 10-day trip to Sicily planned by Laura, who lives in Palermo. Traveling with tween boys can be a challenge, but Laura understood exactly how to craft an itinerary that would captivate their imaginations while immersing us in the rich culture of Sicily. Her connections on the island run deep, and it truly showed in the unique and meaningful experiences we enjoyed.

Our guide for the majority of the trip, Maria, was an absolute gem. Despite facing terrible rainy weather for three days in a row, Maria remained flexible, always adjusting our plans with grace and ensuring our boys stayed engaged and happy.

One of the highlights was our time in a small Sicilian village where we cooked alongside an extended family and their children. Sharing stories and recipes in such an intimate setting made us feel like part of the community. Another remarkable experience was visiting a Sicilian cart maker’s workshop and participating in a painting tutorial led by a master artisan who also creates textiles for Dolce & Gabbana. It was fascinating, and my sons were particularly enthralled by the Archimedes studio outside of Siracusa. There, they learned about the scholar’s inventions with real-life replicas, bringing ancient ingenuity to life in a way that still has them talking about it.

In Palermo, we had the privilege of meeting one of the last remaining puppet makers (pupari) on the island. Not only was the art of puppet making more captivating than we ever imagined, but the experience was also deeply moving. The generosity and passion shared during that visit left a lasting impression on all of us.

This trip to Sicily was not just about sightseeing; it was about forming connections and understanding the heart of the island. Laura and Maria made sure we experienced Sicily from a local’s perspective, which made every moment feel so much more profound.” —Gina Melton

To get your own WOW trip, start with our trip questionnaire, reached via the black button below.

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NAPLES AND THE AMALFI COAST: Everything was locally sourced and much of it grown on their farm—all I can say is, “Mama Mia!”

A postcard view of Amalfi Coast in Italy.

Italy’s Amalfi Coast. Photo: Shutterstock

Jennifer planned a masterpiece of a trip for my husband and me in southern Italy. We started in Naples and loved every minute of it. The food was out of this world, and the people are warm and welcoming.

We then ferried to Capri and spent three days. The highlight of our time in Capri was a cooking class with Sabina, owner of Columbus Ristorante in Anacapri, and her 80-year-old aunt, Rosa. They taught us how to make ravioli, and Rosa taught us when it is appropriate to say, ‘Mama Mia,’ which is basically all of the time. We thought it could not get better, and then Sabina and her husband served us the most incredible lunch. We lost count of the courses. Everything was locally sourced and much of it grown on their farm—all I can say is, ‘Mama Mia!’

Jennifer arranged a private boat tour of Capri, and that was our ticket to Positano. On our way to Positano we docked in Nerano and were shuttled to a delicious restaurant called Maria Grazia. The seafood was incredible, and we felt like we were visiting a smaller, quieter Italy.” —Carrie Gaykowski

To get your own WOW trip, start with our trip questionnaire, reached via the black button below.

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The view of Aman Rosa Alpina hotel surrounded by mountains and ski area, Dolomites, Italy.

How to Plan for the 2026 Winter Olympics in Northern Italy

If you’re thinking of attending the 2026 Winter Olympics in northern Italy next February, it’s time to start planning: Hotels that have set aside rooms for Olympic functionaries and are requiring 7-night and even 15-night stays for the rest of their inventory will soon begin releasing those rooms and relaxing their booking requirements. The window for snagging what comes available will be brief, because accommodations near the events in the Dolomites are limited. (Two illustrious old hotels that have recently been revamped, the Aman Rosa Alpina and the Hotel Ancora, may be in especially high demand; our sources tell us that the much-anticipated Mandarin Oriental Cristallo likely won’t reopen in time for the Olympics.)

These Games will play out across a wider swath of territory than any other Winter Olympics, from the Opening Ceremony in Milan to snowboarding in Livigno to bobsledding in Cortina, so it’s wise to have a local fixer managing your logistics. Otherwise, you could find yourself with tickets to back-to-back events that are separated by more than 400 miles of winding mountain roads, or unable to access your hotel when you want due to traffic and road closures. And if you don’t want to be left out in the cold all day, WOW List experts can arrange access to warm hospitality lounges and private suites stocked with food and drinks.

If you’re not drawn to the Olympics, you may think you’re better off avoiding Italy while it prepares for and hosts the Games. Think again: As we saw in France last year, overall visitation actually goes down during an Olympic year, offering in-the-know travelers more breathing room, not less. And next year, iconic sights throughout Italy—monuments and public spaces that were scrubbed and repaired for the 2025 Jubilee Year—will still be gleaming and looking their best.

The Insider’s Guides below reveal our favorite things to see and places to stay in Italy, from north to south. If you’d like our help choosing the best locations and regional trip-planning specialists for your specific trip goals and needs, we’re at the black button below.

Wendy Perrin at the top of Vittorio Emmanuel monument in Rome, Italy.

Where to Travel in Italy during the Jubilee

“Should I travel to Italy this year?”  It’s a question we’re asked every day. That’s because this is the year of the Catholic Church’s Jubilee, which happens in Rome once every 25 years. Some sources anticipate 35 million visitors to Rome, many of them pilgrims focused on the Vatican and Rome’s other religious sites. The potential impact on WOW-caliber travel in Italy is a conversation I’ve been having with WOW List Italy experts Maria Landers and Brian Dore ever since I visited them last fall in the town in Umbria where they live.

Wendy Perrin, Maria Landers and Brian Dore in Umbria, Italy.

Wendy with Italy insiders Brian Dore and Maria Landers in Foligno, Umbria, last fall.

Maria’s prediction about the impact: “I think it’s going to be a big nothing. The Jubilee is not going to affect what most American travelers do in Rome because pilgrims travel very differently than U.S. travelers do.” Most Jubilee pilgrims travel in groups and come from Europe, which means their trips are relatively short and focused on religious sites, rather than winding itineraries throughout Italy, says Maria. In Rome, they aren’t staying in centrally located four-star and five-star hotels. They’re staying outside the city center, in monasteries, hostels, and two-star hotels. They’re not taking up tables in Rome’s best restaurants; they’re eating in monastery cafeterias and tour-group restaurants with set menus. And they’re coming for designated events at specific sites on specific days—events that aren’t happening every day—so if you’re with a first-rate private guide who knows where the groups will be when and what routes they’ll take around the city, “the crowds are absolutely avoidable,” says Maria.

For travelers with flexible schedules, there are reasons why certain windows of time this year could actually be advantageous. With the huge increase in the number of nonstop flights to Italy in 2025, there are likely to be good airfares and mileage-award seats. Hotel prices in Rome have not increased since last year, says the head of Rome’s hotel association, Giuseppe Roscioli, who also says the forecast for hotel traffic is similar to last year.

Maria thinks this year is actually a good time for Rome–except during holy holidays such as Easter and Christmas due to the Jubilee events planned for those times—because of all the cleaning and repairs that have been done to the Eternal City’s piazzas, facades, and public spaces in preparation for the Jubilee. “The travertine marble of the fountains and other monuments, now restored and cleaned of smog and the wear of time, can now be admired in something close to their original color, the way the artists conceived them and as they were viewed centuries ago,” says Maria. “This is a priceless and unique opportunity.”

Italy is the #1 most-booked country for WOW trips this year. Many of these travelers have been to Rome before and are skipping it this time, focusing instead on Italy’s charming, uncrowded, under-the-radar locales that the vast majority of tourists don’t even know exist. Read on for a sampling of lesser-known delights discovered by your fellow travelers, and if you’d like a personalized trip recommendation, we’re at the black button below.

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UMBRIA AND EMILIA-ROMAGNA: “Although it was crowded in Italy, we always felt as if we had our own private pathways to each activity…”

Street in Old Town Montefalco, Umbria, Italy.

The ancient hill town of Montefalco in Umbria, Italy.  Photo: Shutterstock

“My husband and I decided to go back to Italy, where we had been a number of times, but wanted to do something different. We contacted several agents who said that we had done so much in Italy that they could not suggest anything. We then contacted Maria and Brian. Maria met with us by Zoom, and we discussed our interests and the kind of trip we wanted. Maria really listened and planned an amazing trip for us. From the moment we were met at the airport and whisked to Montefalco by our driver, it was perfect.

Montefalco is a charming Umbrian town nestled in the hills with a focus on wine and olive oil. We went truffle hunting and shared perhaps the best meal of our trip with the family. Each of the seven courses was delicious, and I could have eaten the entire tray of the homemade onion focaccia.

The next morning was our WOW Moment. WOW does not do justice to the opportunity to meet Marta Cucchia, the great-granddaughter of weaver Giuditta Brozzetti, who has carried forward her textile workshops. Working on looms from the 15th century, she provided us with a look into the art of weaving. Her joy in the work and understanding of the complexity and history of this art form was enthralling.

This experience set the tone for the remainder of the trip, meeting artisans, wine growers, balsamic-vinegar artists, parmesan cheese makers, prosciutto ham makers, sculptors, cooks, and guides and hoteliers that made us feel welcome. Although it was crowded in Italy, we always felt as if we had our own private pathways to each activity.

One of the most surprising events was a last-minute opportunity, provided by Maria, to go to the opera in Parma. It’s in an old theater that is built like the opera house in Venice. Maria got us perfect seats to see Pagliacci. My husband, who is not an opera fan, has been telling everyone that one of the highlights was seeing the opera with 280 performers on stage. This may be the highest of compliments for a perfect trip.” —Lynne Golomb

Read about more under-the-radar finds. To get your own WOW trip, start with our trip questionnaire, reached via the black button below. 

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THE PIEDMONT: “The Piedmont region is completely underrated!!! It has the beauty of Tuscany without the crowds…”

Serralunga d'Alba castle, medieval village in Piedmont, north Italy

The medieval village of Serralunga d’Alba in Italy’s Piedmont region. Photo: Shutterstock

“The Piedmont region is completely underrated!!! It has the beauty of Tuscany without the crowds. My husband is an avid wine collector and had requested a tour of the Gaja winery in a local village. Gaja is not open to the public for tours. Andrea used her connections to set up a private tour and tasting for us.

We were also taken to a private home of two brothers who truffle-hunt. After a truffle tutorial, we made our way up into the hills with our truffle-hunting dog, Leesy. It was so exciting to actually find truffles in the ground! We proceeded back to the house for an amazing selection of local cheese, salami and olive oil…with a generous portion of truffle slices on top!

Our guide took us to an amazing lunch in a local hilltop village and then dropped us off in the town of Alba, the largest town in the area. We explored Alba on our own and ended up wandering the narrow streets filled with locals for several hours…trying to forget that it was our last day!! Northern Italy was a special area that we can’t wait to go back to again!!” —Jennifer Mann

Read about more unusual locales in Italy. To get your own WOW trip, start with our trip questionnaire, reached via the black button below. 

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FRIULI-VENEZIA GIULIA: “Inexplicably, the region doesn’t seem to be on the tourist radar, so of course we decided that this was the place for us!”

Morning seascape of Adriatic sea with the Miramare Castle.

Miramare Castle in Trieste, Italy, on the Adriatic Sea. Photo: Shutterstock

Jennifer helped us plan a two-week trip to Friuli-Venezia Giulia. The area is a melting pot of northern Italian, Austrian and Slovenian cuisines and has great wines (mostly white). Inexplicably, the region doesn’t seem to be on the tourist radar, so of course we decided that this was the place for us!

After two days in Trieste, our driver took us to the Collio wine country, with a stop at Miramare Castle on the way. The accommodation Jennifer suggested to us in the Collio was outstanding, just what we were hoping for! The property was lovely, with a spa and walking paths through the surrounding vineyards. We also spent an amazing day visiting local wine producers and sampling their wares. (Our favorites were Friuliano and Schioppettino!)

After our break in the countryside, we moved on to Udine. A highlight was seeing Tiepolo’s amazing ceiling frescoes. From our base in Udine, we visited the lovely town of Cividale del Friuli, with beautiful Lombard art and architecture, and day-tripped to Kobarid in Slovenia to learn about the Italian front in the First World War. We also had a WOW Moment while staying in Udine: We had a private cooking demo in the kitchen with chef Anna Barbina and her mother, who serves as her sommelier. Anna made five traditional dishes for us to sample (with wine served by her mother, of course), then we had lunch in her restaurant, AB Osteria Contemporanea, where she serves contemporary twists on traditional cooking. Heavenly!

FVG was full of beautiful scenery and art, brimming over with fascinating history, and the food and wine were simply spectacular. We’ve had many incredible meals in Italy over the years, but we had more standouts on this trip than any other. If food is your religion, you should make your way to FVG.” —Rachel Webber

Read about other hidden Italian gems. To get your own WOW trip, start with our trip questionnaire, reached via the black button below. 

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LIGURIA: “While very close to the Cinque Terre, we avoided all the crowds associated with it…”

Historical Old town of Sestri Levante in Liguria, Italy.

Sestri Levante in Liguria, Italy, is close to the Cinque Terre but not nearly as crowded. Photo: Shutterstock

“Our first stop recommended by Emanuela was Sestri Levante. We stayed at a fantastic hotel right on the water. The ocean views, the people and the restaurants were wonderful and, while very close to the Cinque Terre, we avoided all the crowds associated with it.

She arranged a great boat and captain, Marco, who took us on a great tour of the Bay of Poets, seeing several fishing villages, some massive yachts, the Italian Naval Academy, great scenery and a stop at Porto Venere. We explored the small town and had an excellent lunch at an oceanfront restaurant. While in Sestri Levante we also had a chance to visit Portofino and had a great lunch at a beach club close to town.” —Jeff Stengel

Read more about Liguria. To get your own WOW trip, start with our trip questionnaire, reached via the black button below. 

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PUGLIA AND BASILICATA: “We were greeted by the owners and treated like royalty…”

Beautiful town of Alberobello with trulli houses among green plants and flowers, Puglia.

Cone-shaped trulli houses, like these in Alberobello, are Puglia’s signature architecture. Photo: Shutterstock

Antonello and his team planned experiences that we will never forget. We stayed in a palace with 10 rooms in Lecce, a trulli resort surrounded by the countryside where we were greeted by the owners and treated like royalty, and a cave hotel in Matera where we were wined and dined.

Our guides were top-notch, a marine biologist, an archaeologist and experts in all fields. We had lunch at an olive grove and we were served an exceptional lunch by the farm’s owners. We took a private cooking class in someone’s home!! Our most cherished experience was with a ceramic maker. We not only took a tour of his workshop—he invited us to his home to see his acquired antiquities.” —Janis Marcus

Read more about Puglia and Basilicata. To get your own WOW trip, start with our trip questionnaire, reached via the black button below. 

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Be a smarter traveler: Sign up for Wendy’s weekly newsletter to stay in the know. Read real travelers’ reviews, then use the black CONTACT buttons on Wendy’s WOW List to reach out to the right local fixer for your trip.

coastal town Vieste Italy with text that says Italy's reopening what travelers can expect

Italy’s Reopening: What Travelers Can Expect

 

Everyone loves Italy, but what will it really be like now that it’s reopening to travelers? We gathered  Italy trip-planning specialists who live and work there for a live Q&A on May 12, 2021.  The event was part of our series of live travel talks. (You can watch previous talks here, and find out about upcoming talks by signing up here. For full details about Italy’s opening plans and “Covid-tested” quarantine-free flights, see “The Countries That Are Open to U.S. Travelers and What You’ll Find There“).

The big takeaways: Travelers can still do the things they love, they can cook outdoors, they can visit wineries and olive groves, they can go to Capri and the islands, they can rent a villa, they can explore the historical sights and museums, they will likely even be able to see the opera. But all five of our guests emphasized that the minute U.S. travelers are allowed in, the most charming hotels and in-demand experiences for summer will fill up fast, given the capacity restrictions in place for safety. So if you’re thinking of going, stop thinking and start planning.

You can reach out to any of the travel specialists featured in our talk by using Wendy’s WOW List of road-tested trip planners around the world. If you contact them this way, they’ll know you’re a VIP sent by Wendy, you’ll get all the benefits that come with that, and you can start your way to earning a WOW Moment from Wendy (a complimentary, exclusive, insider travel experience).

Here’s how you can reach them. If you’re not sure who will be the right planner for your trip, write to us at Ask Wendy. As journalists, it’s our job to review and road-test trip designers—that’s how we curate The WOW List, and it’s how we make recommendations to you.

WOW List–recommended Italy specialists

Andrea Grisdale  — Italy
Read reviews of Andrea, and contact her through The WOW List

Jennifer Virgilio – Italy and France
Read reviews of Jennifer, and contact her through The WOW List

Maria Landers + Brian Dore – Italy and Switzerland
Read reviews of Maria and Brian, and contact them through The WOW List

Marcello Baglioni  – Sicily
Read reviews of Marcello, and contact him through The WOW List

Your Italy questions, answered

  • Will tourist sites require a vaccine? 4:54
  • How do travelers get the required covid test before they come back to the US? 5:57
  • Are the country’s trains running normally? 6:45 (also 55:25)
  • Andrea’s summer pick 8:32
  • How is the situation on Capri? 8:48
  • What is it like in Rome? Are sights, restaurants, and museums open? 9:47
  • Jennifer’s summer pick 15:53
  • How have Umbria and Tuscany been affected? 17:54
  • What is the outlook for cultural events, such as festivals and concerts? 21:29
  • Are culinary experiences and cooking trips still possible? 23:42
  • Villa vacation rentals: where do you recommend, is everything already booked? 27:07
  • What are the pros and cons of renting a villa in Tuscany at this moment? 28:45
  • Is it possible to stay in a castle in Italy? 30:50
  • The benefits of renting a villa in the wintertime for the holidays 32:39
  • What it the best time this year to visit Sicily? 34:23
  • What would it be like to take a boat and visit the Aeolian Islands now? 37:55
  • Are the restrictions the same on Sicily as they are on the mainland? 54:28
  • The dates for Italy’s expected opening 40:15  (for the latest updates, check The Countries That Are Open to U.S. Travelers and What You’ll Find There)
  • What will be accepted as proof of vaccination? 41:49
  • What are the mask rules in Italy? 43:41
  • What do you know about traveling from other EU countries to Italy? 44:40
  • Can you explain the “Covid-free flight” to Italy? 46:10
  • How is the vaccination program going in Italy? 50:19
  • Would you recommend Puglia, Sicily, or the Lakes region as less crowded (but equally or more interesting in terms of food and culture) than Florence, Rome, or Naples? 51:10
  • Are the restrictions in Italy the same as they are on the mainland? 54:28
  • Is it realistic to expect the authentic Italian experience in 2021? 56:26
  • New hotels and renovations 1:02:01
  • What happens if someone gets sick on a trip, will tourists have difficulties receiving medical care if necessary? 1:05:57
  • Recommendations for Italian winter holiday trips 1:08:03

 


Learn about our upcoming live Q&A travel talks

We will be doing more travel talks on specific destinations as they open and other timely topics, and our newsletter is where you’ll hear about them, so be sure to sign up. We send it 1-2/week and it’s always personally written by Wendy, Brook, or Billie — no spam. You can find our already published Zoom recordings here.


Be a safer, smarter traveler: Sign up for Wendy’s weekly newsletter to stay in the know. And read real travelers’ reviews of Wendy’s WOW List and use it to plan your next trip.