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Italy

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Popular itineraries for tours of

Italy

Italy’s a country that requires repeat visits. Our Italy vacation ideas have something for you whether it’s your first time or your fifth. Our suggested itineraries for Italy and neighboring countries allow you to enjoy a multi-destination tour with ease. Our tour packages make traveling in Italy and neighboring countries truly hassle-free. We take care of getting you from place to place, accommodation, excursions, and activities. These itineraries are based on popular and tried-and-tested routes, but they’re also completely customizable and extendable. Pick one you like the look of, or get in touch and we’ll create something completely unique. For each of these itineraries, you can get a rough idea of the price using the Price Guide function.

* Starting price is per person, in US Dollars, based on double occupancy in 3 star accommodation, in the most affordable month an itinerary is offered. Airfare to Europe is not included.

Click on your choice of itinerary, select the number of travelers in your party, month of travel, and desired star level of accommodation to get an approximate price. Submit the enquiry form with any additional details and we can start planning your customized trip.

What to see and do in italy

Feedback from recent travelers to italy

Let Us Take You Beyond Italy’s Holy Trinity

If Florence interests you, but you would prefer to explore vineyards and forests out in the countryside, the region of Tuscany provides a soothing balm. Day trips to Florence and Siena, or to Pisa’s leaning tower, provide plenty of sightseeing opportunities when you tire of the Tuscan countryside’s rolling hills, wineries, and medieval hill towns and villages like UNESCO-listed San Gimignano. Nearby Bologna is home to the world’s oldest university, and with its wealth and preserved Old Town, often tops rankings of the best places to live in Italy. The surrounding Emilia Romagna region is also famous for its fast cars and slow food.

Proud of its status as the financial capital of Italy, Milan is an ideal place to start or finish a tour of Italy. There are a huge number of direct flights to the US and plenty to see and do for a couple of days. The grand Duomo and Da Vinci’s Last Supper are but two highlights. Milan also has some of the best fashion shopping in the world set in the grand arcades. This provides a modern-day distraction to the impressive cathedral that dominates the center of the city. The Navigli area of the city is packed with places to enjoy the favorite Milanese pastime of aperitivo. Lake Como is quite close by. This favorite of the Hollywood set is a glamorous option for some extended time by the water. Head to Sicily and you can experience a microcosm of Italy. In every major destination anywhere in the country, we can arrange a walking tour with an expert local guide so you’ll learn the stories that make each corner of this magnificent country unique.

Italy’s Coastal Gems

Italy’s coastline is studded with gems. It’s a tough choice between Cinque Terre in the north or its southern counterpart, the Amalfi Coast. With our handpicked selection of hotels and guest houses and expert advice on how best to experience these places, you can be sure of a fantastic time by the sea. While not renowned for their beaches, we know a few places where you can get some quality sunbathing in! The ancient port city of Naples might best be considered a diamond in the rough. It’s a love-or-hate kind of city and somewhere you don’t go there expecting a neat and tidy city. It has been a melting pot for over two thousand years. Dig beneath the surface though and you can’t help but be enchanted by this chaotic metropolis. Capri , in the Gulf of Naples is an idyllic island beloved by honeymooners, drawn there by the famous Blue Grotto.

Vacation like an Italian

If you want to take a vacation as the locals do, then Puglia should be on your list. Still under the mass tourism radar, it’s a welcome change of pace. Puglia’s small coastal towns give way to vast olive groves and then hills dotted with the signature conical trulli houses. The island of Sicily is Italy in miniature. It’s packed with UNESCO Sites, historic towns, national parks, and fantastic local dishes. Did you know Sicily has several island groups off its coast? The volcanic Aeolian Islands are the perfect place for someone who feels like they’ve already seen and done everything in Italy.

Want to Taste the Very Best of Italy?

We believe that the very best of Italy isn’t to be found only in the cities, but also in the countryside. These are the places where centuries of tradition and an obsession with only the very best wines and foods combine to produce exceptional products. On a custom escorted tour with our in-house guide Daniele you’ll get to the true heart of Italy, its food. Daniele’s connections open doors that you wouldn’t be able to pass through on your own. You’ll taste some of the country’s signature products, you’ll prepare delicious meals in private cooking classes. And you can meet the skilled artisans who make them. These are more than simple food and wine tours. Besides outstanding gourmet experiences, you will visit sites of cultural and historic significance. We have a rich schedule of tours in several different regions. These make the perfect accompaniment to some independent exploration of the land of la dolce vita. We can even put together custom tours for your own private escorted tour groups upon request. Exploring the culture and cuisine on an Italian tour with a private guide is a treat for all the senses.

We’re Italian Travel Experts

We’re more than an Italy travel agent. We are Italian vacation experts. Our seamless and stress-free customized Italy tour packages start with inside-out knowledge of our destinations. The carefully chosen lodgings we offer in Italy range from farm stays to luxurious palazzos. Our English-speaking local staff, drivers and guides are on-hand to assist. Whether it’s about what to do and see, whether it’s on a private tour, an organized excursion, or just suggestions on how to spend some free time. Wherever you want to travel in Italy, we can make it happen. A travel agency or the mass market tour operators might make a few bookings for you. But we’ll be with you every step of the way to ensure a spectacular trip that you’ll remember forever. With a country so densely packed with riches, there will always be somewhere new to visit. Even if your desired destination isn’t listed here, rest assured we can still include it in your custom itinerary. Contact us for a free travel consultation. We’ll start planning the perfect trip to Italy, just for you.

Why Travel with JayWay?

You only travel somewhere for the first time once. By choosing a custom itinerary, tailored to your needs and preferences, you can enjoy an unforgettable, seamless trip to your choice of destinations and at your own pace, planned by professionals and supported by locals on the ground in Europe.

Save Precious Time

Planning an amazing trip takes time. Our friendly travel advisors and experienced trip planners will listen to your needs and craft your dream itinerary. We know the best way to get around and how to spend your hard-earned time off, and this is how we’ll maximize your vacation time and enjoyment.

Have Peace of Mind

You’re in safe hands from the very beginning. Even before you arrive, your dedicated tour manager in Europe will be in touch to help you prepare. When you arrive, they’ll meet you and be available by phone, email, and IM for anything you need during your journey.

Make Memories Forever

Travel creates memories that can last a lifetime. You’ll return home with indelible recollections of beautiful sunsets, magical vistas, fascinating stories, and meals so delicious you’ll want to fly back every time you think of them. This is why we do what we do.

Frequently asked questions

about travel to the UK AND MAINLAND EUROPE

What is the best way to travel to the UK and mainland Europe?

Most of our guests travel to the UK and mainland Europe from the US by air, unless they are already traveling in a neighboring country. There are direct flights from the US to London, Paris, Rome, Madrid, and Amsterdam, allowing you to benefit from an open-jaw itinerary and save valuable time, as you won’t have to backtrack to your original destination for your flight back home.

When is the best time of year to visit the UK and mainland Europe?

As our UK and mainland Europe tour packages can include several countries, from North to South, your best chance to enjoy mild weather throughout your entire trip is to plan it in the spring or fall, ideally in the months of October, April, or May for fewer crowds compared to the high season.

How many days do I need to see the UK and mainland Europe?

The UK and mainland Europe cover a vast region, and deciding how long to stay and which places to add to your itinerary is no easy task. But that’s what we’re here for. Our sample UK and mainland Europe tour packages range from eight to fourteen days, enough time to get a taste of the region. Of course, the more time you have, the better, but two weeks is a great starting point.

What are some must-sees in the UK and mainland Europe?

Some of the best things to see in the United Kingdom and mainland Europe are Buckingham Palace, Westminster Abbey, Piccadilly Circus, the Tower of London, Tower Bridge, and the Big Ben in London, the Scottish Highlands, the Eiffel Tower and the Seine River in Paris, the Vatican City, the Trevi Fountain, and the Roman Forum in Rome, La Sagrada Familia and Gaudi’s other iconic sites in Barcelona, the Royal Palace and the Prado Museum in Madrid, and the canals of Amsterdam.

What are the best tours and activities in the UK and mainland Europe?

When it comes to unforgettable travel experiences in the UK and mainland Europe, the sky’s the limit. In each of the cities on your itinerary, a walking tour with a local guide is always a good idea to get your bearings, stroll along picturesque cobblestone streets, and admire famous landmarks. Moreover, a gondola ride in Venice is a great experience and the same goes for a boat ride on the River Seine in Paris. Our trip planners will ensure the perfect balance of group activities and private tours, leaving ample time to explore on your own, too. 

Which other countries could I combine with a trip to the UK?

We often create trips that combine the United Kingdom with France, Spain, Italy, and the Netherlands.

What’s the best way to get around the UK and mainland Europe?

Rail connections between the United Kingdom and mainland Europe, via France, are excellent, and the same goes for train travel within mainland Europe. If pairing the UK with a further-afield European country like Spain, Italy, Croatia, or Greece, then we can include intra-European flights.in your package. London especially has excellent air connections to the whole continent. For shorter distances and where practical we can always arrange private transfers for all or parts of your trip.

How many different currencies do I need to worry about?

The Euro (EUR) is used in France, Spain, Italy, and the Netherlands, while the United Kingdom has its own currency, the Pound Sterling (GBP).

Are there any visa requirements to travel to the UK and mainland Europe?

As of April 2026, traveling from the US to the UK requires a digital authorization alongside your travel documents. While you do not need a traditional visa for short stays, you must complete the UK’s online travel authorization application before you fly, the Electronic Travel Authorization (ETA). You may have heard of the European Travel Information and Authorization System (ETIAS) authorization which applies to the Schengen area. This is scheduled to launch in late 2026 though has been delayed multiple times.