Destinations

Custom Itineraries
Trip Ideas
Experiences

About Us

Contact Us
+1 800 344 5785

UNESCO in Italy

Italy is a country known for its impressive culture and rich historical heritage all the way from North to South. With more UNESCO-protected World Heritage Sites than any other country in the world gives endless possibilities for repeat visits. This UNESCO in Italy itinerary is designed for everyone interested in visiting the most attractive Italian destinations such as Venice, Milan, Florence, Rome, Naples, Alberobello, and Siracusa. In each city, local services are carefully selected to introduce you not only to the most important and protected historical sights but also to give you a feel for local lifestyle and traditions. Walking tours including some of the most important museum entrances are complemented with various half-day and full-day tours in all regions. A great way to explore and enjoy Italy, especially if you are visiting for the first time, but enthralling even if you've been before.

The services that we include as part of our comprehensive travel package include small and boutique accommodation, city tours, and day tours, as well as a combination of public and private transportation carefully combined to make your travel most comfortable. The North of Italy is well connected with fast trains whilst the South of the country is best to explore with private transfers including stops to visit small charming towns on the route. All our guides are local experts passionate to show you the best in their region.

One of our team members in the region will be available to you during and leading up to the trip to answer any questions and arrange local services. You will receive access to your Guest Page, with its information on the best these destinations have to offer, including things to see and do, and other inside tips from restaurant recommendations to tipping advice. Upon your arrival, we will provide you with a local cell phone that you can use to reach your local JayWay contact throughout your trip. In all of our destinations, we offer a variety of memorable 3-5 star accommodation options, including boutique hotels, charming B&Bs, and spacious apartments. With our first-hand experience, we can ensure they are all clean, comfortable, and centrally located, with local ambience.

Route for Venice, Milan, Florence, Rome, Naples, Alberobello, Brindisi, Siracusa tour

3 Nights in Venice

3 Nights in Venice

4 days in Venice

3 Nights in Venice

Venice is a legendary city with a charm and atmosphere all its own. The city was constructed on more than 100 islands connected by a series of canals, most of which are lined with gorgeous palaces, beautiful churches, and all sorts of impressive architecture. While the city isn’t huge, it is packed with pedestrian-only streets and quaint, winding alleys that will keep you exploring for days. The city is very popular with tourists year-round, so you certainly won’t be the only travelers walking through the streets with camera in hand. This being Italy, the cuisine in Venice is delicious, and we can especially recommend the Cicchetti of Venice tour. Cicchetti are Venetian tapas, and this tour will introduce you to some of the city’s most iconic eateries and its most delicious recipes. If it’s your first time in Venice, we can organize a tour to show you all the most important sites. And since no trip to the city of canals is complete without a boat ride, we offer a number of ways for you to get a new point of view of the city and its magnificent architecture. It’s easy to while away your time in Venice, discovering new secrets around every corner.

Venice is a legendary city with a charm and atmosphere all its own. The city was constructed on more than 100 islands connected by a series of canals, most of which are lined with gorgeous palaces, beautiful churches, and all sorts of impressive architecture. While the city isn’t huge, it is packed with pedestrian-only streets and quaint, winding alleys that will keep you exploring for days. The city is very popular with tourists year-round, so you certainly won’t be the only travelers walking through the streets with camera in hand. This being Italy, the cuisine in Venice is delicious, and we can especially recommend the Cicchetti of Venice tour. Cicchetti are Venetian tapas, and this tour will introduce you to some of the city’s most iconic eateries and its most delicious recipes. If it’s your first time in Venice, we can organize a tour to show you all the most important sites. And since no trip to the city of canals is complete without a boat ride, we offer a number of ways for you to get a new point of view of the city and its magnificent architecture. It’s easy to while away your time in Venice, discovering new secrets around every corner.

Day 1

Day 1 - Arrival in Venice

Start your Venetian experience off in style by arriving in a private water taxi. We'll arrange a transfer by boat from Venice Marco Polo airport to the closest possible point to your hotel in Venice. Please note that porter assistance from the water taxi to the hotel is not included but can be arranged at extra charge.

Our representative will then meet with you to answer any questions you have and to get you settled for the rest of your trip.

Welcome to Venice!

Suggestion to explore on your own

Enjoy Venice from the very start! Depending on your preference, this can be a relaxing or active time. If you are feeling a bit tired, we suggest visiting the rooftop at Fondaco dei Tedeschi for a beautiful view of the city, especially around sunset time. After that, enjoy an aperitif with a view on the Grand Canal at Erbaria (Rialto), where there are many bars with outdoor seating. Finally, dinner in one of the many local restaurants in the Rialto area will definitely make your first evening in Venice a perfect one. If you arrived full of energy and ready to explore, head to Zattere area and enjoy a stroll along the canal up to Punta della Dogana, where you can admire the view on San Marco and the Grand Canal. A walk to Santa Maria della Salute church is a nice one and you can take the traghetto (a big gondola) to cross the canal; from there, stroll in the direction of Accademia and stop for some drinks or dinner at Campo Santo Stefano, one of the biggest squares in Venice, to round up your evening exploration.

Day 2

Day 2 - Your First Full Day in Venice

Introducing Venice: A Private Tour

Included in your vacation package price.

Venice is a magical city, and today you’ll discover the best it has to offer, with a private three-hour tour with your own personal guide. You’ll get a feel for the layout of the city and appreciate some of its legendary landmarks. After being picked up at your accommodation, you’ll head toward the elegant Piazza San Marco, which is enclosed by buildings from the ancient republic. The shining gold of the Byzantine St. Mark church is sure to impress you. Later you’ll wind your way through the Castello district, including the large campo Santa Maria Formosa. Before reaching the famous Rialto bridge you’ll stop by the square of San Giovanni e Paolo and pass the Marco Polo House. From the top of the bridge you’ll be able to take in the wonders of the Grand Canal. At this point you’ll be right in the market, where you'll conclude your tour in true Italian style, with the opportunity to delve into Italian wines and local recipes on your own, or have the guide take you back to your accommodations instead.


Activity Level : Light
Duration : 3 hours

Royal Culture: Doge’s Palace and the Peggy Guggenheim Collection

Please ask your travel advisor for the cost to add this to your package

Two of the more unique attractions in Venice are the Doge’s Palace and the Peggy Guggenheim Collection. We recommend seeing both while you’re in the city.

The Doge's Palace is a stunning palace built in Venetian Gothic style and one of the most conspicuous landmarks in Venice. The Doge of Venice, the highest ruling authority of the former Republic of Venice, once used the palace as his house. Situated on the Grand Canal, the palace opened as a museum in 1923.
The Peggy Guggenheim Collection is a rich art museum that has more than enough to keep you busy for an afternoon. The personal collection of the legendary philanthropist, the museum gives you a chance to see excellent works of 20th century international avant-garde art, all in a stunning palace right along the Grand Canal.


Activity Level : Light
Duration : 1.15 hours

Day 3

Day 3 - Your Second Full Day in Venice

Prosecco Hills Wineries Private Tour

Included in your vacation package price.

Venice can be a bit stifling at times so what better way to break free than getting out into the Prosecco wine hills of the Veneto region? This five hour tour including transport and visits to three wineries, with tastings accompanied by local cheeses or vegetables. You'll have a driver and tour assistant at your disposal throughout the tour, giving historical and cultural explanations.


Activity Level : Light
Duration : 5 hours

Art Masterpieces at Every Turn

Suggestion to explore on your own

Venice is all about art. Get lost in its narrow alleys and discover hidden pieces of art all around you: mosaics on some of the most ancient buildings, amazingly decorated facades, creative sculptures, and columns with spectacular capitals. Almost every church hosts beautiful and famous paintings, and other pieces of art.

Not to be missed are the Biennale exhibitions: cinematic, dance, musical, and theatrical events take place annually. The art and architecture exhibitions that trade places every other year have been two of the world's most prestigious cultural institutions for over 120 years. Apart from the main exhibitions in Giardini and Arsenale, there are smaller installations all around the island, hidden inside the most ancient and beautiful buildings of Venice, providing the perfect combination of contemporary art and history!

Day 4

Day 4 - Traveling to Milan by Train

Take a break in Verona

Suggestion to explore on your own

On your way from Venice to Milan, it is both easy and worthwile to stop in Verona for a quick visit. All trains to Milan stop in Verona, so you can securily leave your suitcases at the train station lockers and visit the city for a couple of hours.The whole town is UNESCO patrimony and you will be amazed by the extremely well-preserved Arena, the Roman amphitheatre, the beautiful city center with its small alleys, big squares, stunning architecture and buildings. Make sure to visit Juliet’s house (yes, Juliet form Romeo and Juliet tragedy!) or, if you don’t have enough time, just stop quickly under her balcony and leave a message on Juliet’s wall. You can visit Verona on your own or we can arrange for a private guided tour.

Today you're headed to Italy's fashion and financial capital. By far the quickest and most convenient way to get from Venice to Milan is by direct high-speed train, with a journey time of just two and a half hours. We'll arrange for standard class tickets, with an upgrade to first class available for an extra fee. Our driver will pick you up from your accommodation and take you to Milan Train Station.

We can also arrange a stop in Verona for approximately 3 hours, so you will have the chance to visit this splendid city with our expert local guide. The price of the guided tour is not included, therefore please contact us for all details and bookings.

You can upgrade your transfer

Milan by Private Transfer with a Stop in Sirmione or Verona

Upgrade for an additional cost
We also offer the following excursions in Venice

Cicchetti and Wine Small Group Tour of Venice
Light2.5 hours
Cortina and the Dolomites Day Group Tour
Moderate8 Hours
Dolomites Day Private Tour
Moderate8 hours
Dolomites and Cortina d'Ampezzo Private Car Tour
Moderate9 hours

2 Nights in Milan

2 Nights in Milan

3 days in Milan

2 Nights in Milan

Italy’s fashion and business hub, Milan fizzes with energy. But don't let the city's professional side fool you: this is a place that prides itself on history and culture, and the locals always seems to be having a good time. Milan's signature building is the Duomo, an imposing Gothic cathedral that sits in the heart of this former Roman capital. The combination of its size and beauty make it a must-see sight. You can also look forward to elegant evenings at the legendary La Scala opera, charming cafes and restaurants, great shopping opportunities, and breathtaking art and architecture. Home to Da Vinci's Last Supper, Milan is also rich in art galleries, from the old masters to contemporary art. This being Italy, you'll find delicious cuisine here too, and the "aperitivo" is one of the most interesting traditions of Milan gastronomy. At many of the city's cafes and bars in the early evening you can pay a slightly higher price for a drink and get your pick from a free buffet. It's one of the best ways to experience the different flavors of Milanese cooking. The compact city center means that one or two days should be enough to satisfy your curiosity.

Italy’s fashion and business hub, Milan fizzes with energy. But don't let the city's professional side fool you: this is a place that prides itself on history and culture, and the locals always seems to be having a good time. Milan's signature building is the Duomo, an imposing Gothic cathedral that sits in the heart of this former Roman capital. The combination of its size and beauty make it a must-see sight. You can also look forward to elegant evenings at the legendary La Scala opera, charming cafes and restaurants, great shopping opportunities, and breathtaking art and architecture. Home to Da Vinci's Last Supper, Milan is also rich in art galleries, from the old masters to contemporary art. This being Italy, you'll find delicious cuisine here too, and the "aperitivo" is one of the most interesting traditions of Milan gastronomy. At many of the city's cafes and bars in the early evening you can pay a slightly higher price for a drink and get your pick from a free buffet. It's one of the best ways to experience the different flavors of Milanese cooking. The compact city center means that one or two days should be enough to satisfy your curiosity.

Day 4

Day 4 - Arrival in Milan

Upon arriving to Milan's main station, Milano Centrale, we'll arrange for our driver to pick you up from the platform and take you to your centrally located accommodation.

Find Trendy Aperitifs with a Vintage Fiat 500

Please ask your travel advisor for the cost to add this to your package

Milan is where the modern Italian obsession with "aperitivo" was born. That's when most of the local bars prepare a rich buffet with finger food to go with their drinks. The out-of-center area of Navigli is a local favorite but your hotel reception can point you in the direction of places closer by too. We recommend venturing around and exploring, or using a local guide for a tasty tour. You could even ride in a cute Fiat 500 to attract the envious eyes of passers-by. Navigli is also an artsy neighborhood with many art studios and little galleries hidden down side streets well worth exploring by day too.


Activity Level : Light
Duration : 3 hours

Day 5

Day 5 - Your First Full Day in Milan

Milan Private Half-Day Tour

Included in your vacation package price.

This three-hour walking tour will give you a better idea of the layout of Milan and will also show you the city's most important monuments. An expert local guide will tell you all about the history that has made the city special. You'll come away with more knowledge of Milan and an appreciation of the past that has made it what it is today.


Activity Level : Light
Duration : 3 hours

Shop in the Fashion Quarter and the Navigli Neighborhood

Suggestion to explore on your own

Milan is home to the most prestigious designers and renowned fashion labels in the world. There's a bedazzling concentration of luxury shops around via Montenapoleone. If you like shopping, you've come to the right place. The "quadrilatero" is the heart of the shopping area, and consists of four streets: Via Montenapoleone, Via della Spiga, Via Manzoni and Corso Venezia. Your local JayWay contact will recommend several places to visit in this area, both shops and eateries, and can also recommend places in another area known for its vintage fashion.

Day 6

Day 6 - Traveling to Florence by Train

Today you're departing Milan and headed south to Florence, the capital of Tuscany and birthplace of the Renaissance. We have included standard class train tickets for the high speed train service which takes around two hours. An upgrade to a higher class is possible for an extra fee. We'll arrange for our driver to pick you up from your accommodation and take you to Milan Train Station.

You can upgrade your transfer

Florence By Private Transfer

Upgrade for an additional cost
We also offer the following excursions in Milan

Best of Como Lakeside Private Tour by Train from Milan
Moderate9 hours
Best of Como Lakeside Private Tour from Milan
Light9 hours
Best of Milan Private Tour in a Vintage Fiat 500
Light2 hours
Easy Entrance Duomo, Underground, and Terrace Small Group Tour
Light2.5 hours

3 Nights in Florence

3 Nights in Florence

4 days in Florence

3 Nights in Florence

Florence is the capital of Tuscany and home to the region’s greatest Renaissance art and architecture. The Renaissance actually started here, and today the city’s numerous cathedrals and art galleries show the evidence of this rich and inspiring period. You’ll want to see the Duomo Cathedral and the Galleria dell’Accademia, which houses Michelangelo’s “David.” Botticelli and Da Vinci's works are here too, at some of the city’s other amazing galleries. But there’s more to do in Florence than simply admire the art. It’s a beautiful, romantic place, and even a stroll through the streets is charming. Add world-class restaurants, delectable local wine and cuisine, and a warm Tuscan welcome, and you have a destination unlike any other. Florence is also an ideal base for exploring Tuscany, with its picturesque hills and vineyards in the heart of Italy.

Florence is the capital of Tuscany and home to the region’s greatest Renaissance art and architecture. The Renaissance actually started here, and today the city’s numerous cathedrals and art galleries show the evidence of this rich and inspiring period. You’ll want to see the Duomo Cathedral and the Galleria dell’Accademia, which houses Michelangelo’s “David.” Botticelli and Da Vinci's works are here too, at some of the city’s other amazing galleries. But there’s more to do in Florence than simply admire the art. It’s a beautiful, romantic place, and even a stroll through the streets is charming. Add world-class restaurants, delectable local wine and cuisine, and a warm Tuscan welcome, and you have a destination unlike any other. Florence is also an ideal base for exploring Tuscany, with its picturesque hills and vineyards in the heart of Italy.

Day 6

Day 6 - Arrival in Florence

Upon arriving to Florence's main station, Santa Maria Novella, we'll arrange for our driver to pick you up from the train station and take you to your centrally located accommodation.

Cook with a Local Chef

Please ask your travel advisor for the cost to add this to your package

What better way to get to know a region than by cooking some of its local dishes? If you're of a culinary bent or just curious about how Italian food is so tasty, we have the perfect activity for you. A small group market tour and cooking class will teach you a lot more about the local cuisine than eating in a restaurant. Start the day with a tour of Florence's Central Market with an Italian chef, choosing the ingredients to prepare today's lunch with. After that you'll head up to the kitchen and get to work. Over the next few hours you'll prepare a full four course Italian meal, from appetiser to dessert. When you sit down to enjoy the fruit of your labors with some wine or soft drink you will feel both satisfied and educated, coming away from the class with some recipes to impress the folks back home with.


Activity Level : Light
Duration : 6 Hours

Day 7

Day 7 - Your First Full Day in Florence

Florence in a Day Private Tour

Included in your vacation package price.

This is the perfect tour for first-time visitors to Florence, or anyone who wants to see more of the city while learning about its historic culture. Along with an expert guide you'll visit the Academia and Uffizi galleries, with an interesting walking tour of the city between. Your guide will meet you at your accommodation at the agreed-upon time. At the end of the tour you'll have a chance to linger in the Uffizi gallery to discover more artistic wonders at your own pace.


Activity Level : Moderate
Duration : 6 hours

World-Class Brands at your Fingertips

Suggested activities for an additional cost, depending on your choice

Gucci, Prada, Cavalli and many other Italian and international brands are located in malls and retail outlets in Tuscany within a short distance of Florence. There are companies offering group tours by bus to several outlets. But if you wish to have a relaxed experience and do some serious shopping, it's best to take a private driver.


Florence is famous for the traditional art of leather, glass mosaics and paper, however it is often hard to distinguish between true craftsmanship and imitations. You can join our guided walking tour with an experienced local guide who will give you tips on purchasing high-quality products and avoiding tourist traps.

Fashion Shopping in Outlets Outside Florence Private Excursion

Suggested activities for an additional cost, depending on your choice

Today you'll be leaving the city to go shopping in some great outlets where you're sure to find deals. You'll be picked up at your accommodation and driven back at the end of the excursion, so all you have to worry about is finding that perfect new piece of clothing. Gucci, Prada, and Cavalli are just some of the excellent brands you'll be able to browse.


Activity Level : Light
Duration : 6 hours

Florence Craftsmanship Private Tour

Suggested activities for an additional cost, depending on your choice

This tour will allow you to discover the rich tradition of craftsmanship still thriving in Florence. It's a three-hour tour and you'll be picked up from your accommodation at the agreed-upon time then brought back there afterwards. From workshops to cocktail bars, you'll see a little bit of everything. This is a wonderful way to get to know the culture of the city.


Activity Level : Light
Duration : 3 hours

Day 8

Day 8 - Your Second Full Day in Florence

Cinque Terre Small Group Tour

Included in your vacation package price.

Discover the breathtaking UNESCO-protected villages of Cinque Terre. With a group of 25 or fewer people, you'll be driven from Florence, and arrive several hours later. With the help of an expert guide, and taking local trains and boats, you'll discover the venerable villages of Manarola, Vernazza and Monterosso, where you will have free time for lunch (not included), shopping, or relaxing on the beach.


Activity Level : Moderate
Duration : 11 hours

Day 9

Day 9 - Traveling to Rome by Train

Your time in Florence has drawn to a close but there's plenty more art ahead of you as you head to Italy's magnificent and history-packed capital. We've included standard class tickets in your package on one of the frequent direct high speed train services that will get you to Rome in around two hours; an upgrade to a higher class is possible for an extra fee. We'll arrange for our driver to pick you up from your accommodation and take you to Florence Train Station.

You can upgrade your transfer

Rome by Private Transfer with a Stop in Orvieto

Upgrade for an additional cost
We also offer the following excursions in Florence

Accademia Gallery Private Tour
Light3 hours
Buildings on the Arno Private Photo Tour
Light4 hours
Cinque Terre Private Day Trip
Light10 Hours
Dine Around Florence: Authentic Food and Wine Small Group Evening Tour
Light3,5 hours

2 Nights in Rome

2 Nights in Rome

3 days in Rome

2 Nights in Rome

The capital of Italy is a vibrant, energetic and stylish city. While thoroughly modern in sensibility, Rome is also home to some of the world’s most important works of classic art and architecture. This city has been an epicenter for culture, politics and religion for more than 2,500 years. From the Spanish Steps to the Vatican, there are more than enough sights to keep even the most active tourists busy and even somewhere as popular as Rome you can find places just off the tourist trail and bustling with locals. But it’s also nice to slow down and enjoy Rome’s famous cafes and restaurants, which can be just as beguiling as the buildings. Lounge with an espresso on the Campo de Fiori and watch the changing light on the fountains and the facades. Visit the Vatican and explore some of the world’s most beautiful churches. Rome really comes alive at night, when restaurants and wine bars bring a renewed vitality to the city. You’ll also have opportunities for day trips to local vineyards, olive groves, and other places producing regional delicacies. No matter what your interests, or what kind of holiday you’re looking for, Rome will be an enjoyable destination.

The capital of Italy is a vibrant, energetic and stylish city. While thoroughly modern in sensibility, Rome is also home to some of the world’s most important works of classic art and architecture. This city has been an epicenter for culture, politics and religion for more than 2,500 years. From the Spanish Steps to the Vatican, there are more than enough sights to keep even the most active tourists busy and even somewhere as popular as Rome you can find places just off the tourist trail and bustling with locals. But it’s also nice to slow down and enjoy Rome’s famous cafes and restaurants, which can be just as beguiling as the buildings. Lounge with an espresso on the Campo de Fiori and watch the changing light on the fountains and the facades. Visit the Vatican and explore some of the world’s most beautiful churches. Rome really comes alive at night, when restaurants and wine bars bring a renewed vitality to the city. You’ll also have opportunities for day trips to local vineyards, olive groves, and other places producing regional delicacies. No matter what your interests, or what kind of holiday you’re looking for, Rome will be an enjoyable destination.

Day 9

Day 9 - Arrival in Rome

Upon arriving to Roma Termini train station, we'll arrange for our driver to pick you up from the terminal and take you to your centrally located accommodation.

VIP Colosseum Underground, Roman Forum & Palatine Hill Group Tour

Included in your vacation package price.

You'll be going where very few tourists have gone before, with VIP access to the closed-off areas of the Colosseum so you can get a unique perspective on this most iconic of Ancient Roman sites. You'll visit the Colosseum underground, walk on the arena floor and admire the views from the third tier. Aside from these limited-access areas you'll also be touring the main parts of the Colosseum (with the plebeians!) along with the Roman Forum and Palatine hill, all with an expert guide.


Activity Level : Moderate
Duration : 3.45 hours

Day 10

Day 10 - Your First Full Day in Rome

Pristine Sistine Early Entrance Small Group Vatican Tour

Included in your vacation package price.

Standing in the Sistine Chapel and marvelling at Michelangelo's masterpieces is a memory that will stay with you forever but to enjoy it this moment to its fullest the best way is by entering the Vatican a full hour before the general public. It'll be an early start for this VIP small group tour but totally worth it. Your guide will tell you the story of the chapel, before continuing to explore the Vatican Museums and St Peter's Basilica.


Activity Level : Light
Duration : 3.45 hours

Crypts, Bones and Catacombs - Rome Group Walking Tour

Visit the best, least-visited Roman Catacombs. There are miles of catacombs beneath Rome, many filled with the bones of ancient Christians, and you'll go the extra distance to explore one of the less visited and most peaceful. You'll also head to the Capuchin Bone Crypt, also known as the "Bone Chapel," decorated with the remains of 4,000 monks, and the Case Romane del Celio, an underground excavation site of Roman homes, complete with wonderfully preserved frescoes.


Activity Level : Light
Duration : 3 hours

Day 11

Day 11 - Traveling to Naples by Private Transfer

Today you're heading south, to the lively port city of Naples! Our driver will meet you at your accommodation and transport you in door-to-door comfort to Naples. On your way, you'll make a 3 hour stop at one of Italy's absolute must-sees - ancient Pompeii. You'll have a chance to explore this unique archeological site before continuing your drive to Naples. Total duration of the journey is about 5.5 to 6 hours. Please note that this is a non-guided transfer. We can arrange for a guide to meet you at Pompeii for an extra fee and pre-book your Pompeii entrance tickets too if you prefer.

We also offer the following excursions in Rome

2 Hour Private Photo Session
Easy2 hours
4 Day Private Gourmet Tour - Guide and Driver
Light4 Days
Borghese Gallery Group Tour: With Bernini, Caravaggio, and Raphael
Easy2.5 hours
Colosseum & Roman Forum Private Tour
Moderate3 Hours

2 Nights in Naples

2 Nights in Naples

3 days in Naples

2 Nights in Naples

To call Naples rough around the edges would be quite the understatement. Yet amidst the chaos and beneath the grime is one of Italy's true gems. It's the third-largest city in the country, home to over three million people. An important port city for all the civilizations that have existed there, Naples is the original melting pot. Founded as Neapolis (literally "new city") by the Greeks in the 7th century B.C., Naples has many layers of history for you to discover.

To call Naples rough around the edges would be quite the understatement. Yet amidst the chaos and beneath the grime is one of Italy's true gems. It's the third-largest city in the country, home to over three million people. An important port city for all the civilizations that have existed there, Naples is the original melting pot. Founded as Neapolis (literally "new city") by the Greeks in the 7th century B.C., Naples has many layers of history for you to discover.

Day 11

Day 11 - Arrival in Naples

Upon reaching Naples your driver will drop you directly at your accommodation in the center of the city.

First Night in Napoli!

Suggestion to explore on your own

So you've just arrived in Naples! This is a city that demands you throw yourself into it headfirst. The very best way to do that is to head to Centro Storico and get in line for one of the city's legendary pizzas. For a slightly less frantic first night, Quartieri Spagnoli next to the historical center is an alternative. Every local has their favorite place and won't be convinced otherwise. We've tried our fair share, and you'll find recommendations in your customized Guest Page. The first rule of pizza in Naples is that it's nothing like pizza in the US. It's not even like Neapolitan style pizza in the US. Sure some places get close, especially those with the Associazione Verace Pizza Napoletana designation but somehow pizza in Naples is just 'more'.

Day 12

Day 12 - Your First Full Day in Naples

Fall in Love with Naples

Included in your vacation package price.

At first glance it's hard to see how one could love Naples but taking a walking tour with your very own guide could well change that. You'll peel back the layers of history in one of Europe's oldest cities. As you do you will find yourself starting to develop a fondness for this chaotic metropolis. Your guide will take you through the city's historic core, telling stories as you go. If you have time, you can get even get up above it all and take in sweeping vistas over the rooftops as you walk back to the center through a traditonal cheek-by-jowl Neapolitan neighborhood.


Activity Level : Moderate
Duration : 3 hours

Half-day Private Excursion to Caserta from Naples

On this lovely half-day tour you'll be picked up from your accommodation in Naples and driven to the UNESCO-listed Caserta Palace. Here you'll have a tour of this lovely palace and learn about its history and culture. Following the palace tour you can explore the nearby gardens, complete with a stunning waterfall and fountain. You'll have plenty of time to see the beauties here before being driven back to your accommodation in the city.


Activity Level : Light
Duration : 4-5 hours

Day 13

Day 13 - Traveling to Alberobello by Private Transfer

It's time to meet Trulli! Our driver will meet you at your accommodation and take you to unique Alberobello in the Pugliese hills. On route, you'll make a stop at UNESCO listed Matera. You will have 2 hours to explore this city built into a rock with caves as its base, before continuing to Alberobello. The total journey time is about five and a half hours. Please note that this is a non-guided transfer.

We also offer the following excursions in Naples

Eight-hour Private Excursion from Naples to Pompeii and Mount Vesuvius
Moderate8 hours
Eight-hour Private Excursion from Naples to Pompeii with Cooking Class and Wine Tasting on Mount Vesuvius
Moderate8 hours
Half-Day Pompeii Group Tour
Light4 Hours
Pizza Lesson Small Group Experience
Easy1.5-2 hours

2 Nights in Alberobello

2 Nights in Alberobello

3 days in Alberobello

2 Nights in Alberobello

Day 13

Day 13 - Arrival in Alberobello

Your driver will bring you directly to the chosen accommodation

Cisternino Butchers' Grills

Suggestion to explore on your own

A “Braceria” is the local equivalent of a popular, informal grill restaurant, which is the perfect place to sample delicious local meat dishes. The Bracerias located in Cisternino, a short drive from Locorotondo and Alberobello, are definitely worth the effort since this picturesque small town offers an authentic ambience and great views. The butchers in this village are open well into the evening and they give you the option to choose whatever meat you like. They will also cook it for you fresh and then serve it with fries, salad and regional wine. The choice includes horse and donkey meat, which are local favorites, so you can eat adventurously, if you're in the mood!

Day 14

Day 14 - Your First Full Day in Alberobello

Among Trulli, Vineyards, and Olives Private Tour

Included in your vacation package price.

Your tour will start with a visit to Alberobello with a local guide, who will provide you with historical information about the town and its famed Trulli, including how they were made. After enjoying a panoramic view of the city, and visiting trulli, you'll continue to a local vineyard for an olive oil and wine tasting. Returning to Alberobello, you'll visit a Trullo house, located in the historical part of Alberobello, where you'll help make a typical light lunch, with ingredients grown in its garden.


Activity Level : Light
Duration : 4 hours

Swim and Dine in Monopoli

Suggestion to explore on your own

The seaside town of Monopoli is the ideal spot for a sunset aperitif and a tasty dinner after a day of relaxing on the nearby beaches, many of which are equipped with rentable sun beds.

Day 15

Day 15 - Traveling to Siracusa by Private Transfer & Air, via Brindisi

Today our driver will meet you at your accommodation and take you to Brindisi Airport in plenty of time to catch your flight. The duration of the journey is about 1 hour. We'll arrange for tickets on a direct 1,5 hour flight to Catania in Sicily.

We also offer the following excursions in Alberobello

Private Day Trip to Matera from Alberobello
Moderate6 hours

Day Stop in Brindisi

Day Stop in Brindisi

Day 15 - Day Stop in Brindisi

Day 15 - Day Stop in Brindisi

3 Nights in Siracusa

3 Nights in Siracusa

4 days in Siracusa

3 Nights in Siracusa

With a history stretching back 27 centuries, there's a lot to see and do both in and around Siracusa (also known as Syracuse). While the main, relatively modern, town of Siracusa itself isn't so impressive, the tiny island of Ortigia, occupying less than half a square mile, is the real thing. It's still a functioning town in its own right, with over 3,000 inhabitants, but is also UNESCO-listed. This is where you'll spend much of your time and where you'll stay. The Greeks found plenty to like when they set up home in what they first called Neapolis (new city), and by the 5th century BC it rivaled Athens itself in population. Although it is the hometown of Archimedes (who built extraordinary machines to defend the city from Roman besiegers) and the location of several ancient Greek ruins (and some Roman ones too), many come here to admire the Baroque architecture you'll find around the town. Like many places in Sicily, at the crossroads of so many empires and dominions, there are traces to be found of each of the civilizations that passed through Siracusa.

With a history stretching back 27 centuries, there's a lot to see and do both in and around Siracusa (also known as Syracuse). While the main, relatively modern, town of Siracusa itself isn't so impressive, the tiny island of Ortigia, occupying less than half a square mile, is the real thing. It's still a functioning town in its own right, with over 3,000 inhabitants, but is also UNESCO-listed. This is where you'll spend much of your time and where you'll stay. The Greeks found plenty to like when they set up home in what they first called Neapolis (new city), and by the 5th century BC it rivaled Athens itself in population. Although it is the hometown of Archimedes (who built extraordinary machines to defend the city from Roman besiegers) and the location of several ancient Greek ruins (and some Roman ones too), many come here to admire the Baroque architecture you'll find around the town. Like many places in Sicily, at the crossroads of so many empires and dominions, there are traces to be found of each of the civilizations that passed through Siracusa.

Day 15

Day 15 - Arrival in Siracusa

Upon your arrival to Catania Airport, our driver will pick you up and take you to your accommodation in Siracusa. The drive should take about 1 hour.

An Evening in Siracusa

Suggestion to explore on your own

If you don't know where to spend your evenings in Siracusa, rather than just walking around in the same streets everyday, follow our suggestions for wine bars and areas where you can enjoy your evening. Via Cavour offers restaurants, wine bars, and pubs with courtyards (which are great in summer). Piazzetta San Rocco is full of pubs and bars with music (often live) until late. If you are by the sea or want to enjoy an evening walk on the beach, there are different resorts that organize parties, concerts and live music nights, especially Fontane Bianche and Arenella.

Day 16

Day 16 - Your First Full Day in Siracusa

Siracusa's Historic and Artistic Gems

Included in your vacation package price.

Today you'll learn the history of Siracusa, from the Ancient Greek era onwards. You'll start with a guided walking tour in the heart of the historical center of the island of Ortigia. An experienced local guide will show you all the streets, the views, the natural and historic masterpieces. You'll visit the most important monuments and attractions, like the Temple of Apollo, the fish market, the Duomo di Siracusa (Siracusa Cathedral), a masterpiece with over 2,000 years of history in an incredible array of architectural styles from Greek columns to Arabic arches and baroque decorations. Then you'll stroll along the scenic seaside to the former Jewish quarter and the square dedicated to the city’s most illustrious son, the inventor Archimedes. Next you'll visit the archaeological area of Neapolis a mile or so away from Ortigia, which you'll reach by car. The ancient heart of the city is the Greek Theater. But that's only one of the historic wonders you'll explore here. After seeing all of this majestic architecture, you'll be driven back to your accommodation.


Activity Level : Light
Duration : 5 hours

A Journey to the Origin of Writing

Suggestion to explore on your own

The unique micro-climate of Ortigia allows the natural growth and production of papyrus, the natural material used since the beginning of mankind until modern paper was introduced. A few high-quality craftsmen still create this unique material which can be purchased in Galleria Bellomo. For a comprehensive journey through this magic material we recommend visiting the museum.

Day 17

Day 17 - Your Second Full Day in Siracusa

Ragusa Ibla, Modica, Scicli, Noto Private Tour

Included in your vacation package price.

This full-day excursion is packed with architectural and historical interest. You'll be exploring Ragusa Ibla, Modica, Scicli, and Noto, all of which are treasure troves from the past. Your expert local guide will tell you about the history of each of these destinations and you'll learn more about what made them unique, in the past and today. Along the way you'll get the chance to taste artisanal local chocolate and some regional dishes. This is a great way to explore some of the smaller yet no less important destinations in this part of Italy.


Activity Level : Light
Duration : 8 hours

Day 18

Day 18 - Departure Day

It's time to depart sensational Sicily. Say a fond "arrivederci" to Siracusa as you head north to Catania airport for your departing flight. The jounrey should take a little under an hour.

We also offer the following excursions in Siracusa

Etna Volcano and Taormina Private Tour
Moderate8-9 hours
Noto, Tellaro and Marzamemi Private Tour
Light7-8 Hours
Ortigia Private Walking Tour
Light3 hours
Siracusa Cooking Class Group Tour
Easy4-5 hours
What's Included

Here are all the services provided as part of your complete vacation package. See what every JayWay trip includes.
Please let us know if you'd like to upgrade any transfers or add any additional tours or excursions to your itinerary.

Venice

3 Nights Accommodation
Breakfast (hotels only)
Venice Marco Polo Airport Transfer
First Time in Venice Private Tour
Prosecco Hills Wineries Private Tour
Venice - Milan Standard Class Train Tickets
Venice Water Taxi Santa Lucia Train Station Transfer
Milan Train Station Transfer

Milan

2 Nights Accommodation
Breakfast (hotels only)
Milan Train Station Transfer
Milan Private Half-Day Tour
Milan - Florence Standard Class Train Tickets
Milan Train Station Transfer

Florence

3 Nights Accommodation
Breakfast (hotels only)
Florence Train Station Transfer
Florence in a Day Private Tour
Cinque Terre Small Group Tour
Florence - Rome Standard Class Train Tickets
Florence Train Station Transfer

Rome

2 Nights Accommodation
Breakfast (hotels only)
Rome Train Station Transfer
VIP Colosseum Underground, Roman Forum & Palatine Hill Group Tour
Pristine Sistine Early Entrance Small Group Vatican Tour
Rome - Naples Private Transfer with a Stop in Pompeii

Naples

2 Nights Accommodation
Breakfast (hotels only)
Naples Private Walking Tour
Naples - Alberobello Private Transfer with a Stop in Matera

Alberobello

2 Nights Accommodation
Breakfast (hotels only)
Among Trulli, Vineyards, and Olives Private Tour
Alberobello - Brindisi Airport Private Transfer
Brindisi - Catania Flight

Brindisi

Siracusa

3 Nights Accommodation
Breakfast (hotels only)
Catania Airport Transfer
Ortigia & the Archeological Park Private Tour
Ragusa Ibla, Modica, Scicli, Noto Private Tour
Catania Airport Transfer
The package excludes:

  • Flights to and from Europe.
  • Tips for Tour Guides, Drivers and Local Reps.
  • Meals (other than breakfast if included in room rate and meals listed as included in food tours and excursions, unless explicitly stated otherwise).
  • Parking fees for your Rental Car (if you are booking one with us) unless otherwise indicated. Some hotels provide free parking facilities.
  • Travel Insurance. See the insurance link on our website
Benefits of Traveling with JayWay

A JayWay vacation is more than the sum of its parts. Our team work tirelessly to ensure your experience is memorable for all the right reasons. Your trip is personalized to maximize your enjoyment. You're taken care of every step of the way.

A Travel Advisor who speaks your language
We will make sure that all your requirements and interests are taken into account in preparing your itinerary.
A totally tailored itinerary for your vacation
Your trip is customized for you by  an experienced trip planner and an expert on the region.
A choice of hand-picked hotels and excursions
We've personally inspected and tested all the hotels and local tour providers we work with to ensure quality.
Detailed pre-trip preparation to make the most of every day
Your Europe-based Tour Manager will be in touch by email and phone a month before you arrive to finalize timings.
On-trip Concierge Service to smooth out any bumps in the road
Our local staff are at your service throughout your journey via the local prepaid cellphone which we provide.
Personalized Guest Page to make sure you're not missing out
Packed with detailed information and recommendations curated by locals on the best things to do, see and eat.

Glowing Reviews from Our Guests

4.9 / 5

Average of our Guest's Ratings of vacation packages including these destinations
Review by Julia & Kirk

Julia & Kirk

Colorado

Love the friendly people you interact with either on the phone, or via email. The Guest Page is so easy to use with loads of great information. JayWay Travel makes it very easy to build a great completely customized vacation trip.

Love the friendly people you interact with either on the phone, or via email. The Guest Page is so easy to use with loads of great information. JayWay Travel makes it very easy to build a great completely customized vacation trip.

Year : 2019
Visited : Italy
Itinerary : Venice, Bologna, Milan, Levanto, Florence, Siena, Rome
Rating :
5 / 5
Year : 2019
Visited : Italy
Itinerary : Venice, Bologna, Milan, Levanto, Florence, Siena, Rome
Rating :
5 / 5
Review by Jon & Carly

Jon & Carly

California

Curated experiences for the mid-range and high-end budget traveler.

Curated experiences for the mid-range and high-end budget traveler.

Year : 2018
Visited : Italy
Itinerary : Venice, Milan, Lake Como, Milan, Castellina in Chianti, Florence, Naples, Capri, Naples, Rome
Rating :
4.6 / 5
Year : 2018
Visited : Italy
Itinerary : Venice, Milan, Lake Como, Milan, Castellina in Chianti, Florence, Naples, Capri, Naples, Rome
Rating :
4.6 / 5
Review by Sandy & Vanessa

Sandy & Vanessa

New Jersey

This is my second time using JayWay Travel and I have recommended them for years! I can not say enough about them. They work with every single aspect you request. When you arrive to a country you are unfamiliar with they make it so easy - on vacation your time is valuable they are so efficient. I don't know how they coordinate it all but they do. And their prices are very fair - Honestly JayWay Travel is the only way to travel.

This is my second time using JayWay Travel and I have recommended them for years! I can not say enough about them. They work with every single aspect you request. When you arrive to a country you are unfamiliar with they make it so easy - on vacation your time is valuable they are so efficient. I don't know how they coordinate it all but they do. And their prices are very fair - Honestly JayWay Travel is the only way to travel.

Year : 2018
Visited : Italy
Itinerary : Rome, Naples, Positano, Naples, Florence, Castellina in Chianti, Florence, Venice
Rating :
5 / 5
Year : 2018
Visited : Italy
Itinerary : Rome, Naples, Positano, Naples, Florence, Castellina in Chianti, Florence, Venice
Rating :
5 / 5
Get an Instant Price Estimate

Choose the month of travel, how many travelers and what star level accommodation you'd like to stay in, then get an instant price estimate.

Once you’ve done that you can request a tailor-made itinerary based on this by entering just a few more details.






Per Person Package Price from*
Get your personalized itinerary based on this trip.


Sending ...
Thank you!

Thank you for your interest in taking a trip based on this itinerary. One of our expert travel advisors will be in touch soon to start tailoring it precisely to your preferences.

Ooops!?

Something went wrong at our end, please try again in a moment.

Go To Top