Custom Trip Plan
Destinations

Trip Ideas
Itineraries
Themes

About Us

1 800 344 5785

A Taste of Cinque Terre

9 Days / 8 Nights

Rome, Monterosso Al Mare, Florence

Travel and LeisureFodorsUSA TodayNew York TimesNational GeographicWashington PostVogue
A lifetime wouldn't be enough to savor all the wonders of Italy. Yet, this itinerary is enough to make you fall in love with Il Bel Paese and have you crave more. Your journey starts - where else? - in the Eternal City. Rome is a city steeped in history and graced with the most romantic ambiance, a European capital that everyone should travel to at least once. Your next stop is the star of this itinerary, the colorful Cinque Terre. Get ready to explore the picture-perfect villages perched on the slopes of steep cliffs in Italy's North. But the magic isn't over yet. The Cradle of Renaissance, Florence is an open-air museum of sorts, but also a living and breathing city that will fascinate you as you mingle with locals and fellow enchanted travelers during your evening strolls through the dimly lit historic center or daytime excursions to Tuscany's countryside and smaller towns. One of our team members in Italy 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 request, we will provide you with an eSIM with data that you can use to reach your local JayWay contact (whom you will meet in person) throughout your trip. In all of our destinations, we offer a variety of memorable 3- to 5-star accommodation options, including boutique hotels and charming B&Bs. With our firsthand experience, we can ensure they are all clean, comfortable, and centrally located, with local ambience.
Route for Rome, Monterosso Al Mare, Florence tour

3 Nights in Rome

3 Nights in Rome

4 days in Rome
4 days 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.

Cinematic Night

Suggestion to explore on your own

To start off your Rome adventure, we suggest an easy introduction of an aperitivo or bar on a short walk. Bar San Calisto is where La Grande Bellezza movie was shot and its a very famous bar of Trastevere - make sure to try their amazing granita di caffe with panna! If you're a fan of The Talented Mr. Ripley you'll find these locations look familiar: Cafe Latino in Rome (The Vesuvio nightclub) and the cafe where Freddie turns up, on Piazza Navona opposite Bernini's Fountain of the Four Rivers. Huge hit Eat, Pray, Love was partially shot in Rome, and if you want to follow the food footsteps of the movie, here is a short guide: San Crispino (gelato), Old Bear and Santa Lucia trattorias.

Cinematic Night

Day 2

Day 2 - Your First Full Day in Rome

Private Rome Golf Cart Tour

First Time in Rome

Included in your vacation package price.

Get ready to experience the very best of Rome in a quirky and fun way! Roam around the historic center of the Eternal City in a private golf cart and marvel at iconic landmarks, such as the Pantheon, the Spanish Steps, and the Trevi Fountain, while your guide narrates unique stories of the city and its people.


Activity Level : Easy
Duration : 3 hours

Gourmet Experiences

Suggested activities for an additional cost, depending on your choice

There's no better way to explore Italian cuisine than by taking gourmet tours which will give you a deep cultural experience. You can learn how to make gelato and tiramisu, enjoy a luxury gourmet dinner with a wine tasting in a private cellar, or be part of a small group food crawl. Choose any of these experiences and we can guarantee you'll want more.

Guided Group Wine & Food Pairing Dinner Near the Pantheon

Guided Group Wine & Food Pairing Dinner Near the Pantheon

Suggested activities for an additional cost, depending on your choice

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!


Activity Level : Easy
Duration : 2 hours 30 minutes

Small Group Food Tour - Campo de' Fiori, Jewish Ghetto, Trastevere

Small Group Food Tour - Campo de' Fiori, Jewish Ghetto, Trastevere

Suggested activities for an additional cost, depending on your choice

Food lovers, here's your chance to experience Rome’s enchanting squares and neighborhoods while tasting your way through some of the city’s best shops, restaurants, and markets, discovering the secrets of Italian cuisine. Meet your friendly, local expert food connoisseur in the city center, and get ready to stroll through a number of neighborhoods to visit the most famous food markets, groceries, coffee shops, ice cream shops, and restaurants. Taste some of the delicious food and wines the city is famous for, including pizza bianca, mortadella, gelato, and supplì. From fried artichokes or zucchini flowers in the Jewish ghetto to spices and vegetables in Campo de Fiori, you'll ignite your senses and burn some calories while you enjoy walking amongst the beauty around you.


Activity Level : Light
Duration : 3.5 hours

Day 3

Day 3 - Your Second Full Day in Rome

VIP Colosseum Underground, Roman Forum & Palatine Hill Group Tour

Boldly go to Ancient Rome

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

You'll have the chance of going where very few tourists have gone before, on a small group tour that features 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 hours and 30 minutes

Day 4

Day 4 - Traveling to Monterosso Al Mare by Private Transfer

Your time in the capital has come to an end and it's time to visit Cinque Terre! Our driver will pick you up from your accommodations in Rome and take you to Monterosso Al Mare. The journey will take approximately 5 hours depending on the traffic.

We also offer the following excursions in Rome

Bella Roma! Funny Family Private Tour - History, Games and Delicacies
Moderate3 hours
Colosseum and Roman Forum Private Tour
Light3 hours
Cooking Class in the Jewish District Group Tour
Easy2.5 hours
Crypts, Bones and Catacombs - Rome Group Walking Tour
Light3.5 hours

2 Nights in Monterosso Al Mare

2 Nights in Monterosso Al Mare

3 days in Monterosso Al Mare
3 days in Monterosso Al Mare

2 Nights in Monterosso Al Mare

As the northern-most of the Cinque Terre villages, Monterosso-al-Mare (literally the red mountain by the sea) is the most accessible of five. Road, rail and ferry links, and a wide choice of hotels make this an excellent base for visiting all the other villages and neighboring towns as well. This choice and accessibility comes at a price – it is the least pretty of the five. Yet that will hardly seem to matter when you're looking out to sea, or hiking the steep trail to Vernazza, the next village. Monterosso has the largest and best equipped beach of all the Cinque Terre villages so if some sun worship is on your vacation agenda, this is the perfect spot. As well as the opportunity to hike in the Cinque Terre national park between some of the villages you can also take the regular trains or if seas allow, the ferry service to the other villages. Private and boat day trips provide another way to admire the villages from their most natural aspect, the sea.

As the northern-most of the Cinque Terre villages, Monterosso-al-Mare (literally the red mountain by the sea) is the most accessible of five. Road, rail and ferry links, and a wide choice of hotels make this an excellent base for visiting all the other villages and neighboring towns as well. This choice and accessibility comes at a price – it is the least pretty of the five. Yet that will hardly seem to matter when you're looking out to sea, or hiking the steep trail to Vernazza, the next village. Monterosso has the largest and best equipped beach of all the Cinque Terre villages so if some sun worship is on your vacation agenda, this is the perfect spot. As well as the opportunity to hike in the Cinque Terre national park between some of the villages you can also take the regular trains or if seas allow, the ferry service to the other villages. Private and boat day trips provide another way to admire the villages from their most natural aspect, the sea.

Day 4

Day 4 - Arrival in Monterosso Al Mare

We will provide instructions on how to reach your accommodation from the train station.

The Best Sunset

Suggestion to explore on your own

Finally - Cinque Terre! After arriving at Monterosso, we're sure you'll be eager to go out and enjoy the area's legendary beauty. This calls for a nice stroll along the sea promenade, perhaps combined with a drink or dinner. If there's time, you can even enjoy a short swim! If you don't mind a bit of uphill walking, head to Porto Roca Hotel (if you're not staying there already) and enjoy the most perfect sunset view from their terrace, while enjoying a cold aperitivo.

The Best Sunset

Day 5

Day 5 - Your First Full Day in Monterosso Al Mare

Cinque Terre Private Tour by Train

Explore Cinque Terre by Foot, Train, or Sea

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

Since cars are not allowed in the protected area of the Cinque Terre, we recommend discovering these stunning landscapes and the scenic villages either by short trips on the local trains, or by hiking along natural trails under olive trees and across coastal vineyards. Don't miss the opportunity to explore one of the most colorful corners of Italy! We recommend using a professional local guide for your maximum enjoyment and safety. 


Activity Level : Moderate
Duration : 6 hours

Sunset Cinque Terre Small Group Boat Tour with Dinner on Board

Sunset Cinque Terre Small Group Boat Tour with Dinner on Board

Included in your vacation package price.

Ready to relax? Hop aboard a local skipper's boat and soak up the last rays of the sunset as they cast their spell. Then sip a tasty aperitif and watch the beautiful coast slip by as you float along the waves! What a way to get a new point of view on the Cinque Terre, one of the most beautiful parts of Italy.


Activity Level : Easy
Duration : 3 hours

Day 6

Day 6 - Traveling to Florence by Private Transfer

Today you're leaving the Italian Riviera and heading to Italy's art gallery, Florence. We will arrange for a driver to pick you up from your accommodations and transfer you to Florence. The drive takes a little over 2 hours without stops, but there are several potential places to stop along the way, which we can arrange for an extra fee. For anyone with a love of motoring or chocolate, the town of Pontedera offers up the choice of the Amedei chocolate factory or the Piaggio museum. Even if you haven’t heard of Piaggio, you’ve certainly seen a few of their signature Vespas during your time in Italy, but they originally started out as an aeronautics company. Alternatively, if you aren't taking a day trip to Pisa while in Florence, then this is your chance. Although most just stop to gawk at the leaning tower, the Duomo and Baptistery are worth your time as well.

We also offer the following excursions in Monterosso Al Mare

Cinque Terre Private Hiking Tour
Strenuous6 hours
Cinque Terre by Kayak Group Tour from Monterosso
Moderate3 hours
Private Excursion to Genoa by Train
Light6 Hours
Private Tour to Lucca and Pisa from Monterosso
Light7.5 Hours

3 Nights in Florence

3 Nights in Florence

4 days 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.

A Different View on Florence

Suggestion to explore on your own

Enjoy a relaxing stroll through Florence city center, walk by the famous Duomo and the bell tower, Piazza della Signoria and continue to Ponte Vecchio, the famous old bridge from there you can enjoy a great view of the city on both sides of the river. End your night on a rooftop bar, Sesto on Arno is a great option, where you can enjoy your drink while admiring the city from above.

A Different View on Florence

Day 7

Day 7 - Your First Full Day in Florence

Florence City Private Walking Tour

Florence City Private Walking Tour

Included in your vacation package price.

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.


Activity Level : Moderate
Duration : 3 Hours

The Cradle of the Renaissance

Suggested activities for an additional cost, depending on your choice

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.

Other great museums include the Palazzo Pitti, a magnificent Renaissance complex, and the largest museum complex in Florence, which includes the Museum of Costume and Fashion.

Uffizi Gallery Private Tour

Uffizi Gallery Private Tour

Suggested activities for an additional cost, depending on your choice

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.


Activity Level : Light
Duration : 3 hours

Florence Walking and Accademia Gallery Private Tour

Florence Walking and Accademia Gallery Private Tour

Suggested activities for an additional cost, depending on your choice

With this tour you'll make the most of your time in Florence: you'll be picked up at your accommodation by your guide, who will lead you through the city streets. You'll explore the most important bridges, alleys, medieval markets and Renaissance palaces, so you can appreciate the best of this unique city. Together, you will then reach the Academia 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!


Activity Level : Moderate
Duration : 4 hours

Day 8

Day 8 - Your Second Full Day in Florence

The Tuscan Gems - Siena, San Gimignano and the Tuscan Countryside Small Group Tour

Explore Tuscany: San Gimignano, Siena, and Tuscany

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

One of the best things about Florence is how easy it is to get into the surrounding Tuscan countryside. Unless you have your own car, a group excursion departing from Florence in the morning provides the perfect opportunity to cover a lot of ground without spending too much money. A splendid excursion recommended for those without many days to dedicate to the region includes San Gimignano, AKA the "Medieval Manhattan," thanks to its 14 towers, and splendid Siena, famed for the horse race that takes place on its main square. No visit to Tuscany is complete without a visit to a winery, where you can have lunch and taste some of the local wines.


Activity Level : Moderate
Duration : 10 hours

Day 9

Day 9 - Departure Day

A driver will pick you up at your accommodation based on your flight time and transfer you to Florence airport for your departure.

We also offer the following excursions in Florence

Best of Florence Small Group Walking Tour
Light3 hours
Buildings on the Arno Private Photo Tour
Light3-4 hours
Chianti E-bike Cycling Group Tour with Lunch and Wine Tasting
Moderate8 hours 30 minutes
Cinque Terre Private Day Trip
Light10 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.

Rome

3 Nights Accommodation
Breakfast (hotels only)
Rome Fiumicino Airport Transfer
Private Rome Golf Cart Tour
Rome - Monterosso Private Transfer

Monterosso Al Mare

2 Nights Accommodation
Breakfast (hotels only)
Sunset Cinque Terre Small Group Boat Tour with Dinner on Board
Monterosso - Florence Private Transfer

Florence

3 Nights Accommodation
Breakfast (hotels only)
Florence Train Station Transfer
Florence City Private Walking Tour
Florence Airport Transfer

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

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.
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