Italian Splendor
This sample 14 day (13 night) itinerary covers many of the highlights of central and northern Italy, with stays in Rome, Florence, Venice, Lake Como, and Milan. The services we provide as part of our comprehensive packages include luxury accommodations, private transfers to and from airports and cities, and a rich program of activities, from private tours of the Colosseum and Vatican to day trips to some of Venice's most memorable islands, and stops in historic locales (such as UNESCO-listed Orvieto) between destinations, to ensure that you enjoy the very best that Italy has to offer. All of our tours are custom, and this is just a sample meant to give an idea of what our trips are like, and the opportunities our destinations provide.
One of our team members in the region will be available to you leading up to and during your 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 arrival, we will provide you with a local SIM that you can use to reach your local JayWay contact (who you will meet in person) throughout your trip. In all of our destinations we offer a variety of accommodation options including boutique-style hotels, charming B&Bs, and spacious apartments ranging from 3-5 stars. With our first-hand experience, we can ensure they are all clean, comfortable, and centrally located, with local ambience.
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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.
Rome
Florence
Venice
Como
Milan
package excludes:
- Flights from and to your home country.
- 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
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 destination-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
Your tour manager is at your service throughout your journey. We'll provide a local SIM so you can stay connected.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.3 Nights in Rome
3 Nights in Rome
3 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 1
Day 1 - Arrival in Rome
After you land at Rome's Fiumicino airport you will be met in the arrivals hall by a driver holding a sign with your name on. The journey to your accommodation in the center of Rome should take around an hour.
Our representative will then meet with you to answer any questions you have and to get you settled for the rest of your trip.
Roman Retail Therapy
Milan might be Italy's fashion capital but that doesn't mean Rome's devoid of places to shop for anything from an accessory to a full outfit. Whether you're looking for high-end big name designers or searching for something one-of-a-kind by an up and coming local, Rome can cater to both needs. You'll find plentiful shopping suggestions in your Guest Page once you book.
Day 2
Day 2 - Your First Full Day in Rome
Premium Colosseum, Roman Forum and Palatine Hill Group Tour
Explore the captivating tales of lions, gladiators, and emperors on a comprehensive journey through Ancient Rome. Skip the lines and enjoy express entry to the Colosseum, Roman Forum, and Palatine Hill. With an expert guide leading a small group of no more than 15 individuals, immerse yourself in an intimate and enjoyable tour of these three iconic sites, delving into the rich history of Ancient Rome.
Guided Group Wine & Food Pairing Dinner Near the Pantheon
This 2.5-hour tour and degustation is perfect for foodies. You'll start with an aperitif as you soak up the atmosphere. Then you'll head for dinner, enjoying sumptuous Roman specialties while you get the special treatment from the owners of the restaurant. We can't think of a better way to enjoy a Roman dinner!
Day 3
Day 3 - Your Second Full Day in Rome
Pristine Sistine Early Entrance Group Vatican Tour
Gazing upon Michelangelo's masterpieces in the Sistine Chapel creates an enduring memory, and the optimal way to savor this experience is by gaining exclusive access to the Vatican an entire hour ahead of the general public. Although it entails an early start for this VIP small group tour, the rewards are boundless. Your guide will immerse you in the chapel's narrative before guiding you through a comprehensive exploration of the Vatican Museums.
Day 4
Day 4 - Traveling to Florence by Train
Today it's time to bid arriverderci to the Eternal City. You're headed to Italy's art palace, Florence. The high speed train service gets you there in just over an hour and a half. We've included standard class tickets in your package but can upgrade these to business class for an extra fee. We will also arrange for a driver to take you to Roma Termini station in plenty of time for your departing train.
You can upgrade your transfer
Florence by Private Transfer with a stop in Orvieto
Upgrade for an additional cost
3 Nights in Florence
3 Nights 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 4
Day 4 - 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.
Day 5
Day 5 - Your First Full Day in Florence
Florence City Private Walking Tour
Sometimes Florence feels like an outdoor museum. There's so much to see in every direction, it can be a little overwhelming. That's why this three-hour city walking tour is so great: in a short time you'll explore the most important bridges, alleys, medieval markets and Renaissance palaces, so you can appreciate the best of this unique city. You'll be picked up from you accommodation and your guide will lead you through the city streets.
The Cradle of the Renaissance
Florence hosts some of the most interesting and popular museums in the world. The Accademia is most famous for Michaelangelo's David, and the Uffizi Gallery has must-see works from the Renaissance. Thanks to the quality and amount of artwork in each museum, we suggest visiting one per day, ideally with a private guide (which will also allow you to skip the long lines) in combination with a walking tour of the historical center.
Accademia Gallery Private Tour
This tour of the Academia Gallery is a great way to experience the rich artistic culture and history of Florence. You'll meet your guide at your hotel, then walk for an hour in the beautiful Florence city centre and then to the gallery. The statue of David is definitely the most famous work on display, but it's certainly not the only thing worth seeing. Have your questions at the ready!
Uffizi Gallery Private Tour
This tour of the Uffizi Gallery is a great way to experience the rich artistic culture and history of Florence. You'll meet your guide at your hotel or at the gallery, then walk through the gallery together. There are numerous world-famous masterpieces on display that you're sure to recognize.
Day 6
Day 6 - Your Second Full Day in Florence
Wine Experience - Chianti Countryside Group Tour
Enjoy a half-day small group tour delving into the beauty of Tuscany's wine country. Drive through vineyards, olive groves, and cypress trees, then visit two wineries to discover the secrets of wine making and taste wines and olive oil paired with local specialties.
Day 7
Day 7 - Traveling to Venice by Train
Your time in Florence has drawn to a close but there's plenty more Italian splendor ahead of you as you push north to the magnificent maritime city of Venice. 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 at an extra cost. We'll arrange for our driver to pick you up from your accommodations and take you to Florence Train Station.
You can upgrade your transfer
Venice by Private Transfer with a stop in Modena
Upgrade for an additional cost
3 Nights in Venice
3 Nights 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 7
Day 7 - 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 Santa Lucia train station 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.
Private Gondola Ride
A gondola ride is the most iconic and romantic way to experience Venice. Glide through enchanting canals, gently rocked by the water. Admire grand palaces, historic bridges, and hidden corners only visible from the water. Let your gondolier take you through breathtaking views and timeless beauty.
Day 8
Day 8 - Your First Full Day in Venice
Venice Land and Water Private Tour
Discover Venice with a perfectly balanced experience that begins on the water and continues on foot. Enjoy a private boat tour along the iconic Grand Canal, listening to stories and legends as you glide past palaces and historic landmarks, then explore the city’s charm on a panoramic walk through its streets and canals, ending in the magnificent Piazza San Marco. An ideal way to experience Venice at an unhurried pace, combining its most iconic sights with its quieter, more authentic corners.
Day 9
Day 9 - Your Second Full Day in Venice
Murano and Burano
Today we suggest going off the beaten path and onto a boat to cross the water and explore two islands which are not islands at all. Murano and Burano are tiny archipelagos, collections of islands linked by numerous bridges. On Murano, the stately architecture is stunning but the main attraction here is the collection of incredible glassblowers, whose works in progress you can see at Murano’s many ateliers.
Premium Lagoon Group Tour with Murano Glass Blowing, Burano & St. Erasmo Winery
Apart from Venice itself, the Venetian Lagoon is dotted with tiny gems of islands and this incredible tour shows you around the charms of the two most known among them: Murano and Burano. In the company of your small group, you'll enjoy a relaxing ride on a private boat and be amazed by a private glassmaking demonstration within the walls of a beautiful old church.
Grand Canal Private Tour with Stops at Murano and Burano
Explore Venice by water with a private boat tour along the Grand Canal, led by a knowledgeable crew sharing insights into the city's history and legends. Immerse yourself in Venetian culture by visiting Murano for a mesmerizing glass-blowing demonstration and Burano to experience its vibrant, colorful streets.
Day 10
Day 10 - Traveling to Como by Train
It's time to bid arrivederci to Venice. We'll arrange a water taxi to pick you up from your accommodation or the closest dock and take you to Santa Lucia Train Station from where you will catch a train to Milan. Please note that porter assistance from the hotel to the water taxi is not included but can be arranged at extra charge. The driver will pick you up upon arrival in Milan and drive you to your accommodation in Como. Duration of the journey is around 4 hours.
You can upgrade your transfer
Como by Private Transfer with a Stop in Verona or Sirmione
Upgrade for an additional cost
3 Nights in Como
3 Nights in Como
3 Nights in Como
Surrounded by stunning green hills, Como is the famous lake's main town. Dotted with charming squares, imposing churches, and gorgeous historical buildings, Como's Old Town overlooks the mesmerizingly beautiful Lake Como. For theater lovers, the Teatro Sociale di Como, the town's opera house, has hosted world-renowned musicians, such as Liszt and Paganini. Combining the magic of a typically Italian town with the utter beauty of the scenery that engulfs it, Como serves as the perfect base to explore the extended area of Lake Como and its charms.
Surrounded by stunning green hills, Como is the famous lake's main town. Dotted with charming squares, imposing churches, and gorgeous historical buildings, Como's Old Town overlooks the mesmerizingly beautiful Lake Como. For theater lovers, the Teatro Sociale di Como, the town's opera house, has hosted world-renowned musicians, such as Liszt and Paganini. Combining the magic of a typically Italian town with the utter beauty of the scenery that engulfs it, Como serves as the perfect base to explore the extended area of Lake Como and its charms.
Day 10
Day 10 - Arrival in Como
The driver will take you to your accommodation by Lake Como.
From the Silk Road to World-Class Design
Day 11
Day 11 - Your First Full Day in Como
Best of Como Lakeside Private Driving Tour (from Como Town)
Getting driven around Lake Como by a local is the easiest way to make sure you're catching all the highlights. Starting out from, Como you'll see the lakefront Villa d'Este, George Clooney's villa at Laglio, the ancient port of Brenno - and that's just the first three stops. You'll have time for a lunch break along the way and your driver will take you to one of his favorite spots. During the day some optional detours require water taxis or ferries. Aas these need to be paid on the spot, we can't include these in the cost of the day trip. If you choose to go inside some of the villas and museums, entrance fees will also need to be paid in person.
Day 12
Day 12 - Your Second Full Day in Como
Hop Across the Border
Explore the Swiss Alps, just over the border. In Tirano you'll board the famous Bernina Express, which runs along the highest mountain train route in Europe. It's a breathtaking two-hour journey past glaciers. You'll meet your driver in St. Moritz, the famous resort where many winter sports were first born. There, you'll enjoy views of lakes and the Alps, amid luxury hotels and exclusive shopping streets. While there, you can visit the Segantini Museum or the Berry Museum, both of which are dedicated to local artists, or ride a ski lift to a restaurant offering panoramic views. On the way back, traveling through the Maloja Pass, you can choose between a wine and food tasting in the town of Chiavenna, or a visit to the Abbey of Piona.
Day 13
Day 13 - Traveling to Milan by Private Transfer
You're leaving the calm waters of Lake Como behind today. We will arrange for a driver to pick you up at your accommodation and take you directly to Milan. The journey will take approximately 1 hour.
1 Night in Milan
1 Night in Milan
1 Night 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 13
Day 13 - Arrival in Milan
Your driver will take you to your accommodation in the center of Milan.
Best of Milan Private Tour in a Vintage Fiat 500
This unique tour gives you the chance to explore Milan in the driver's seat of a vintage Fiat 500. Over the course of two hours you'll cruise the streets and explore some of the most notable squares and architecture in the city. There will be several stops for photos and you'll get a real feel for the unique atmosphere of this charming, romantic destination.
Shop in the Fashion Quarter and the Navigli Neighborhood
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 14
Day 14 - Departure Day
We will arrange for a driver to transfer you to Milan's main international airport, Malpensa, in plenty of time for your flight.
Glowing Reviews from Our Guests
Average of our Guest's Ratings of tour packages including these destinations
Everything was arranged for a seamless experience. All of our hotels, guides and experiences were top quality and I would definitely use JayWay again.
– Elizabeth, Darrin, William & Clara, Texas
Visited : Italy
Itinerary : Venice, Florence, Rome
Rating :
The whole trip was so well done 👍. Cost versus quality was right on
– David, Donna, Daniela, BRIAN, Rose, Jason & Dana, West Virginia
Visited : Italy
Itinerary : Rome, Florence, Venice
Rating :
JayWay made our honeymoon stress-free by handling all the details so we could just show up to our activities and have fun! Our local contact was responsive and initiated checking in with us a few times during the trip to make sure we didn’t need anything.
– Natalie & Charles, California
Visited : Italy
Itinerary : Sorrento, Rome, Florence, Venice
Rating :