Luxury Two-Week Italy Road Trip from Pisa traveling east to Perugia, Rome, Naples, Viterbo, and Florence

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
15 days & 14 nights
Available
Jan. - Dec.
Hotel
14 nights included
Car rental
15 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Set off on the ultimate travel extravagance with this 15-day luxury road trip across Italy. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure in Italy.

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 2 nights in Pisa, 1 night in Perugia, 5 nights in Rome, 3 nights in Naples, 1 night in Viterbo, and 2 nights in Florence, experiencing the ultimate luxury vacation in Italy.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 15-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 15-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 15-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Pisa, Perugia, Rome, Caserta, Ottaviano, Naples, Ravello, Amalfi, Pompei, Tivoli, Viterbo, Orvieto, Florence, and Siena at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.

The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!

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Included

Hotel, 14 nights
Rental car, 15 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Viterbo - city in ItalyViterbo / 1 night
Aerial panoramic cityscape of Rome, Italy, Europe. Roma is the capital of Italy. Cityscape of Rome in summer. Rome roofs view with ancient architecture in Italy. Rome / 5 nights
Ravello
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 2 nights
Pisa - city in ItalyPisa / 2 nights
Orvieto
Ottaviano
Tivoli - city in ItalyTivoli
Siena - city in ItalySiena
Naples, Italy. View of the Gulf of Naples from the Posillipo hill with Mount Vesuvius far in the background and some pine trees in foreground.Naples / 3 nights
Photo of aerial morning view of Amalfi cityscape on coast line of Mediterranean sea, Italy.Amalfi
Pompei
Caserta - city in ItalyCaserta
Perugia - city in ItalyPerugia / 1 night

Map

Attractions

photo of trevi fountain at sunrise beautiful full view, Rome, Italy.Trevi Fountain
photo of Colosseum in Rome at sunrise, Italy, Europe.Colosseum
photo of view of Pantheon in the morning. Rome. Italy.Pantheon
photo of piazza navona in Rome, Italy. Rome navona square. Ancient stadium of Rome for athletic contests. Italy architecture and landmark. Piazza navona is one of the main attractions of Rome and Italy.Piazza navona
St. Peter's Basilica, Vatican CitySt Peter's Basilica
Vatican Museums, Vatican CityVatican Museums
photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
photo of medieval leaning tower of pisa (Torre di pisa) at piazza dei miracoli (Piazza del duomo), Tuscany, Italy.Leaning Tower of Pisa
photo of panoramic view of ancient ruins of a roman forum or foro romano at sunrise in rome, Italy. view from capitoline hill.Roman Forum
photo of piazza di spagna in rome, italy. Spanish steps in rome, Italy in the morning. One of the most famous squares in Rome, Italy. Rome architecture and landmark.Piazza di Spagna
photo of panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
photo of piazza del popolo (People's square) named after the church of santa maria del popolo in Rome, Italy.Piazza del Popolo
photo of View of statue of david on Piazzale Michelangelo at morning  in Florence, Italy.Piazzale Michelangelo
Cathedral of Santa Maria del Fiore, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyCathedral of Santa Maria del Fiore
photo of panoramic view of beautiful amalfi on hills leading down to coast, Campania, Italy. Amalfi coast is most popular travel and holiday destination in Europe. Ripe yellow lemons in foreground.Amalfi Coast
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of Visit Italy, park Villa Borghese with boat and ducks.Villa Borghese
photo of holy angel castle, also known as hadrian mausoleum in the morning, Rome, Italy.Castel Sant'Angelo
photo of mangia tower or torre del mangia towering above of the palazzo pubblico on piazza del campo in medieval city of Siena at beautiful sunrise, tuscany, Italy.Piazza del Campo
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
photo of neaples - The basilica reale pontificia san francesco da paola and monument to charles vii of naples - Piazza del plebiscito square in the morning dusk.Piazza del Plebiscito
photo of Spanish Steps at morning in Rome, Italy .Spanish Steps
Sistine ChapelSistine Chapel
Archaeological Park of Pompeii, Pompei, Napoli, Campania, ItalyArchaeological Park of Pompeii
photo of Campo de Fiori during the night, Rome.Campo de' Fiori
photo of altare della patria, national monument to victor emmanuel II the first king of a unified Italy, located in Rome.Altare della Patria
photo of ancient Palatine and ground of Circus Maximus on Palatine Hill in Rome, Italy.Circus Maximus
Central Market
Saint Peter's Square, R-36989Saint Peter's Square
Aerial view of the Royal Palace of Caserta also known as Reggia di Caserta. It is a former royal residence with large gardens in Caserta, near Naples, Italy. It is the main facade of the building.Palace of Caserta
photo of Galleria dell'Accademia in Venice, Italy.Galleria dell'Accademia
Ovo Castle, Municipalità 1, Naples, Napoli, Campania, ItalyOvo Castle
photo of Largo di Torre Argentina square in Rome, Italy with four Roman Republican temples and the remains of Pompeys Theatre in the ancient Campus Martius.Largo di Torre Argentina
Basilica of Santa Croce in Florence, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyBasilica of Santa Croce in Florence
photo of Colorful and beautiful architecture with palm trees in front of the National Archaeological Museum in Naples, Italy.Naples National Archaeological Museum
photo of Basilica di Santa Maria Maggiore is Major papal basilica in Rome, Italy. Santa Maria Maggiore one of the most famous basilica in Rome, Italy. Architecture and landmark of Rome and Italy. Morning Rome .Basilica di Santa Maria Maggiore
photo of medieval castle Nuovo in central Naples, Italy.Castel Nuovo
Immagine d'insieme 2, Cappella Sansevero,Naples,Italy.Cappella Sansevero
Foro Italico
Aerial view of Castel Sant'elmo in Naples, Italy. The Castle is located in the Vomero district and overlooks the town. In background the downtown of the city.Castel Sant'Elmo
photo of view of Archbasilica of St.John Lateran, San Giovanni in Laterano in Rome, the official ecclesiastical seat of the Bishop of Rome, Italy.Archbasilica of St John Lateran
photo of view of Capitoline Hill (Campidoglio) is one of the Seven Hills of Rome, Italy. Rome architecture and landmark. Capitolium is one of the attractions of Rome, Italy.Capitoline Hill
Auditorium Parco della Musica
Giardini Reali - Parco Reggia di Caserta, Caserta, Campania, ItalyGiardini Reali - Parco Reggia di Caserta
photo of viewOrange Garden, Rome, Italy.Orange Garden
Villa Rufolo, Ravello, Salerno, Campania, ItalyVilla Rufolo
Panoramic view of Cathedral of Orvieto (Duomo di Orvieto), Umbria, ItalyOrvieto Cathedral
Amphitheatre of PompeiiAmphitheatre of Pompeii
Well of St. Patrick, Orvieto, Terni, Umbria, ItalyWell of St Patrick
photo of The ancient pool called Canopus, surrounded by greek sculptures in Villa Adriana (Hadrian's Villa), Tivoli, Italy.Hadrian's Villa
phopto of Church of Santo Stefano dei Cavalieri in Knights Square (Piazza dei Cavalieri), Pisa, Tuscany, ItalyKnights' Square
photo of Tower and cathedral, famous landmarks of Pisa, Italy .Cattedrale di Pisa
San Carlo TheatreSan Carlo Theatre
Teatro Grande
photo of Napoli (Naples) and mount Vesuvius in the background at sunset in a summer day, Italy, Campania,Ottaviano  Italy.Mount Vesuvius
ORVIETO, ITALY - JULY 2017- "Pozzo di San Patrizio", a historic well in Orvieto.Orvieto Underground
Orvieto - Pozzo della CavaPozzo della Cava
Logge dei Banchi, Pisa, Tuscany, ItalyLogge dei Banchi
photo of Campo santo .Campo santo
Fontana Margherita, Caserta, Campania, ItalyFontana Margherita
Angelo Caduto, Pisa, Tuscany, ItalyAngelo Caduto

Flights
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No

Round trip
Economy
Round trip
Economy

Travel details

Flights

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Travel dates

Include flights?

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No

Travelers

Rooms

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Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1

Day 1 – Pisa - arrival day

  • Pisa - Arrival day
  • More
  • Knights' Square
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Pisa. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to Knights' Square. This square is a popular stop on travelers’ itineraries in Pisa, with an average rating of 4.5 out of 5 stars by 9,051 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Pisa. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Pisa. Savor the local cuisine and relax as you recount the day's experiences.

As a top-rated it is an ideal choice in the city.

After your delicious meal, get a taste of the vibrant nightlife with a visit to JEFFER cocktails & friends, known for its inviting atmosphere. Le Parisien Wine Bar is another great option if you’re looking for a place to get the night started. Similarly, Las Volta cocktailbar provides a great setting to enjoy the night away.

Raise a toast to the start of your 15-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Pisa and Perugia

  • Perugia
  • Pisa
  • More

Drive 250 km, 3 hours 5 min

  • Leaning Tower of Pisa
  • Angelo Caduto
  • Cattedrale di Pisa
  • Piazza del Duomo, Pisa
  • Campo santo
  • More

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

When you're ready to see some sights, Leaning Tower of Pisa is a great place to start. This bell tower is rated an average of 4.7 out of 5 stars by 116,882 visitors. Leaning Tower of Pisa attracts more than 3,200,000 visitors every year.

Another popular attraction you can visit today is Angelo Caduto. This point of interest has an average rating of 4.5 out of 5 stars from 150 travelers.

We also recommend a stop at Pisa Cathedral. The cathedral has been rated an average of 4.8 out of 5 stars by 8,361 visitors.

If you're keen to explore more, consider visiting Piazza del Duomo, Pisa. This square is a popular attraction with an average rating of 4.7 out of 5 stars from 104,550 reviews.

Campo santo is another easily accessible place to visit on this day of your trip. Stop by this cemetery, rated 4.6 out of 5 stars in 586 reviews, to discover more of what makes it unique.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Perugia.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Perugia.

Let the evening flow smoothly from dinner to drinks at Tommi Bar, a top-rated bar in the area. For other recommendations, Valentina provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffe Dal Perugino offers a memorable night with diverse drink options and excellent service.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

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Day 3

Day 3 – Perugia, Vatican City, and Rome

  • Rome
  • More

Drive 184 km, 3 hours

  • Vatican Museums
  • Saint Peter's Square
  • Sistine Chapel
  • St Peter's Basilica
  • More

Wake up to day 3 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Rome, where you'll be staying for 5 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

Fasten your seatbelt and make your way to your next stop. Vatican City, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in Vatican City, we highly recommend checking out some of the top attractions.

Journey into the unknown at Vatican Museums, a unique attraction awaiting your visit. This remarkable art museum has an average rating of 4.6 out of 5 stars from 133,310 reviews. Every year, Vatican Museums welcomes more than 1,612,530 curious visitors.

When you’re ready to continue your sightseeing, Saint Peter's Square is a recommended place to visit. This square is rated an average of 4.8 out of 5 stars in 38,954 reviews.

Another must-see attraction in Vatican City is Sistine Chapel. Rated an average of 4.7 out of 5 stars by 52,083 travelers, this popular tourist destination in Vatican City offers an experience you will remember.

St. Peter's Basilica is another popular stop on travelers' itineraries in Vatican City. This major basilica promises memorable moments of exploring. Other travelers have rated this attraction 4.8 out of 5 stars in 131,043 reviews. Each year, approximately 11,000,000 people travel to visit St. Peter's Basilica.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Rome.

In Rome, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Enjoy an outstanding dining experience at La Pergola, a 3-star Michelin restaurant offering an exceptional mediterranean and contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Il Pagliaccio, known for its delicious creative and innovative cuisine. Another highly-recommended restaurant in Rome is Enoteca La Torre, a renowned restaurant , known for its delicious mediterranean and creative menu.

Keep the excitement of the evening going by going to a bar or two. La Botticella of Poggi Giovanni is an excellent place to start. You could also check out Sant' Eustachio Caffè, offering a different kind of charm. A last recommendation for the day is Caffè Portofino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass and relax after another big day of your luxury holiday in Italy!

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Day 4

Day 4 – Rome

  • Rome
  • More

Drive 7 km, 59 min

  • Villa Borghese
  • Piazza del Popolo
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • More

Day 4 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 4 nights nights remaining.

Start your sightseeing with a visit to Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars from 69,749 visitors.

Piazza del Popolo is another popular attraction you could visit today. This square has a rating of 4.6 out of 5 stars from 89,807 visitors.

Spanish Steps is also highly recommended by travelers. This monumental staircase has a rating of 4.5 out of 5 stars from 57,211 visitors.

Piazza di Spagna is an attraction you won’t want to miss. This square is rated an average of 4.7 out of 5 stars in 113,658 reviews.

Another attraction you have the opportunity to visit today is Trevi Fountain. This sculpture has received an average rating of 4.8 out of 5 stars from 343,494 travelers.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Rome.

After your meal, keep the night alive at a bar like The Apartment Bar Roma, known for its lively atmosphere. Hotel Hassler Roma is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.

Raise a toast to another amazing day of your luxury holiday in Rome, Italy and seize the opportunity to celebrate.

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Day 5

Day 5 – Rome

  • Rome
  • More

Drive 8 km, 56 min

  • Colosseum
  • Roman Forum
  • Capitoline Hill
  • Altare della Patria
  • Basilica di Santa Maria Maggiore
  • More

Day 5 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 3 nights nights remaining.

Your sightseeing of the day begins at Colosseum, a remarkable roman amphitheatre where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 328,821 reviews. Each year, this popular place of interest welcomes approximately 7,400,000 visitors.

Next, satisfy your wanderlust at Roman Forum. This square has an average rating of 4.7 out of 5 stars from 114,450 travelers.

Capitoline Hill is another must-visit attraction. This renowned hill offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 19,557 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Altare della Patria. This well-loved architectural structure boasts a 4.8 out of 5-star rating from 49,843 reviews. In a single year, approximately 1,683,070 visitors add this sightseeing spot to their travel itineraries.

When there’s still energy left for exploring, Basilica di Santa Maria Maggiore awaits. If you’ve been interested in experiencing a major basilica, this is a top pick rated 4.8 out of 5 stars by 27,678 previous visitors.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Rome.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

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Day 6

Day 6 – Rome

  • Rome
  • More

Drive 6 km, 57 min

  • Castel Sant'Angelo
  • Piazza navona
  • Pantheon
  • Largo di Torre Argentina
  • Campo de' Fiori
  • More

Day 6 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 2 nights nights remaining.

A top pick for your self-guided sightseeing tour today is Castel Sant'Angelo. Over 918,591 travelers visit this attraction every year. Previous visitors have rated this museum an average of 4.7 out of 5 stars in 72,431 reviews.

Piazza Navona is a local recommendation that you also can pay a visit today. This square is rated an average of 4.7 out of 5 stars in 158,771 reviews.

Another attraction you won't want to miss is Pantheon. This roman temple is rated an average of 4.8 out of 5 stars in 189,682 reviews. Every year, around 30,000,000 travelers visit this site to discover its unique features.

Largo di Torre Argentina is another outstanding experience in Rome. Around 30,433 travelers have rated this square an average of 4.5 out of 5 stars.

If you long for more, Campo de' Fiori is not far away. This square is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.4 out of 5 stars in 51,133 reviews.

Discover a world of culinary delights in Rome, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Raise your glass and relax after another big day of your luxury holiday in Italy!

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Day 7

Day 7 – Rome

  • Rome
  • More

Drive 26 km, 1 hour 45 min

  • Orange Garden
  • Circus Maximus
  • Archbasilica of St John Lateran
  • Auditorium Parco della Musica
  • Foro Italico
  • More

Day 7 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 1 night nights remaining.

Drop by the renowned Orange Garden. This popular park has been rated an average of 4.7 out of 5 stars by 17,939 visitors.

Another unforgettable place to experience is Circus Maximus. Rated 4.4 out of 5 stars by 44,741 visitors, this circus deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Archbasilica of St. John Lateran. This catholic cathedral has been rated an average of 4.8 out of 5 stars in 21,370 reviews.

Another favorite attraction in the area is Auditorium Parco della Musica. This sightseeing destination and popular place of interest enjoys a rating of 4.6 out of 5 stars from 19,687 local and international travelers.

If you’re keen to explore even more, then consider a visit to Foro Italico. With an average rating of 4.6 out of 5 stars from 25,438 travelers, this sightseeing destination is an attraction many avid travelers highly recommend visiting while in Rome.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Rome. Savor the local cuisine and relax as you recount the day's experiences.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

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Day 8

Day 8 – Rome, Caserta, Ottaviano, and Naples

  • Naples
  • Caserta
  • Ottaviano
  • More

Drive 272 km, 4 hours 2 min

  • Fontana Margherita
  • Giardini Reali - Parco Reggia di Caserta
  • Palace of Caserta
  • Mount Vesuvius
  • More

Wake up to day 8 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Caserta and Ottaviano. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Continue your road trip and head to your next destination, Caserta. This car ride takes around 2 hours 13 min.

Kick off the day at Fontana Margherita, a top pick for today’s sightseeing. This park is rated an average of 4.7 out of 5 stars in 369 reviews.

Today is also your chance to visit Giardini Reali - Parco Reggia di Caserta. Giardini Reali - Parco Reggia di Caserta is a point of interest with an average rating of 4.7 out of 5 stars from 18,740 reviews.

Palace of Caserta is another top attraction we highly recommend you visit today. This mountain park is rated an average of 4.6 out of 5 stars by 36,840 visitors. In a single year, this mountain park hosts approximately 296,577 visitors.

Set your GPS to Ottaviano and hit the road. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Ottaviano beckons with new experiences!

When you’re ready for some sightseeing, make your way to Mount Vesuvius. This much-appreciated active volcano is rated 4.3 out of 5 stars in 5,500 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Naples.

After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Naples for you so you can browse their menus in advance and make a reservation.

Start your culinary exploration in Naples by securing a reservation at Il Comandante. This renowned restaurant holds , and offers an exceptional menu of creative and mediterranean cuisine. For another dining delight, visit ARIA, celebrated for its delectable contemporary and modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Veritas, a top local spot known for its tantalizing campanian and contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

After savoring a delicious meal, step into the vibrant nightlife at Happening cocktail bar, where the evening is just getting started. In the same way, Shanti Art Musik Bar offers a unique charm perfect for experiencing the local bar scene in Naples. Gran Caffè Gambrinus is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

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Day 9

Day 9 – Naples, Ravello, Amalfi, and Pompei

  • Naples
  • Ravello
  • Amalfi
  • Pompei
  • More

Drive 132 km, 3 hours 14 min

  • Villa Rufolo
  • Amalfi Coast
  • Amphitheatre of Pompeii
  • Teatro Grande
  • Archaeological Park of Pompeii
  • More

Day 9 of your luxury road trip in Italy is another opportunity to explore what this region has to offer. Start your day with a drive to visit the amazing attractions in the surrounding area of Naples. After a day of sightseeing, return to the city, where you still have 2 nights nights left to enjoy. End your evening with a fulfilling dinner at one of the finest restaurants in Naples, savoring the local culinary delights.

When you’ve had your share of Naples, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Ravello. Your travel time is around 1 hour 10 min.

Make Villa Rufolo one of your first sightseeing stops in Ravello. Rated an average of 4.6 out of 5 stars by 16,456 travelers, a visit to this local attraction makes for a great introduction to the area.

As you’ve unraveled the marvels of Ravello, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Amalfi may take around 20 min. Upon your arrival in Amalfi, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Take the opportunity to see Amalfi Coast. This attraction has an average rating of 4.7 out of 5 stars from 70,989 visitors.

After soaking in Amalfi’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pompei. Expect your car journey to take a minimum of 1 hour 2 min. When you arrive in Pompei, it's time to take a break from the road.

Start your sightseeing with a visit to Amphitheatre of Pompeii. This sightseeing destination is a popular stop on travelers’ itineraries in Pompei, with an average rating of 4.7 out of 5 stars by 14,759 visitors.

Teatro Grande is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 5,226 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Archaeological Park of Pompeii. Visitors have rated this museum an average of 4.7 out of 5 stars in 49,465 reviews.

When you’re done exploring the best attractions, you’ll drive back to your luxury accommodation near the city of Naples.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Naples. Savor the local cuisine and relax as you recount the day's experiences.

Unwind after your meal by stepping into Archivio Storico - Cocktail Bar & Wonderfood. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Babette Pub offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Gran Caffè Cimmino, another top-rated bar in the area.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

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Day 10

Day 10 – Naples

  • Naples
  • More

Drive 7 km, 1 hour 53 min

  • Castel Nuovo
  • San Carlo Theatre
  • Castel Sant'Elmo
  • Piazza del Plebiscito
  • Ovo Castle
  • More

Day 10 of your luxury road trip in Italy begins and concludes in the city of Naples. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Naples, where you still have 1 night nights remaining.

Seize the day by visiting some of the best attractions in the area, like Castel Nuovo. This extraordinary castle has an average rating of 4.4 out of 5 stars from 28,032 visitors.

Next, make your way to San Carlo Theatre. This point of interest is rated an average of 4.8 out of 5 stars in 7,015 reviews.

While in Naples, we also recommend a visit to Castel Sant'Elmo. This castle has been rated an average of 4.6 out of 5 stars in 25,314 reviews.

If you’re keen to explore even more, then consider a visit to piazza del Plebiscito. With an average rating of 4.7 out of 5 stars by 58,141 travelers, this square is a highly recommended stop on your sightseeing around Naples.

Make your way to Ovo Castle, perhaps the most famous sightseeing destination in Naples. This attraction is rated an average of 4.6 out of 5 stars in 33,595 reviews.

In Naples, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Unwind after your meal by stepping into Flanagan's Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Parthenope Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Gianni Unica sede dal 1970, another top-rated bar in the area.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

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Day 11

Day 11 – Naples, Tivoli, and Viterbo

  • Viterbo
  • Naples
  • Tivoli
  • More

Drive 322 km, 4 hours 3 min

  • Naples National Archaeological Museum
  • Cappella Sansevero
  • Hadrian's Villa
  • More

On day 11 of your luxury holiday in Italy, your road trip route will take you exploring the best of Naples and Tivoli. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Journey into the unknown at Naples National Archaeological Museum, a unique attraction awaiting your visit. This remarkable archaeological museum has an average rating of 4.6 out of 5 stars from 27,352 reviews. Every year, Naples National Archaeological Museum welcomes more than 616,878 curious visitors.

When you’re ready to continue your sightseeing, Cappella Sansevero is a recommended place to visit. This former church is rated an average of 4.7 out of 5 stars in 25,405 reviews. Based on recent data, the attraction hosts 175,138 visitors per year.

When you’re ready to jump back into the car and say goodbye to Naples, you’ll hit the road in the direction of Tivoli. This drive usually takes around 2 hours 15 min. When you arrive, enjoy some sightseeing.

A top pick for your self-guided sightseeing tour today is Hadrian's Villa. Over 77,557 travelers visit this attraction every year. Previous visitors have rated this archaeological site an average of 4.6 out of 5 stars in 9,813 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Viterbo.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Viterbo. Savor the local cuisine and relax as you recount the day's experiences.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

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Day 12

Day 12 – Viterbo, Orvieto, and Florence

  • Florence
  • Orvieto
  • More

Drive 213 km, 3 hours 25 min

  • Orvieto Cathedral
  • Pozzo della Cava
  • Orvieto Underground
  • Well of St Patrick
  • More

Wake up to day 12 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Florence, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Orvieto.

When you’ve had your share of Viterbo, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Orvieto. Your travel time is around 53 min.

Begin your sightseeing with a visit to Orvieto Cathedral. This extraordinary catholic cathedral is rated an average of 4.8 out of 5 stars by 15,057 visitors.

Next, make your way to Pozzo della Cava. This top attraction is an objet du musée d'archéologie with an average rating of 4.6 out of 5 stars by 1,403 visitors. Pozzo della Cava welcomes 20,336 yearly visitors.

We also recommend a visit to Orvieto Underground. Hosting 37,000 visitors every year, Orvieto Underground is one of the most popular places to visit in Orvieto. This archaeological site is rated 4.6 out of 5 stars by 1,517 travelers.

When you’ve had your share of Viterbo, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Orvieto. Your travel time is around 53 min.

Start your sightseeing with a visit to Well of St. Patrick. This point of interest is rated an average of 4.5 out of 5 stars from 14,274 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Florence.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Florence.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its , this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to SE·STO on Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.

Raise a toast to another amazing day of your luxury holiday in Orvieto, Italy and seize the opportunity to celebrate.

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Day 13

Day 13 – Florence

  • Florence
  • More

Drive 7 km, 52 min

  • Ponte Vecchio
  • Uffizi Gallery
  • Piazza della Signoria
  • Basilica of Santa Croce in Florence
  • Piazzale Michelangelo
  • More

Day 13 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 1 night nights remaining.

Be one of the day’s first visitors at Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

When you’re finished at Ponte Vecchio, head to Uffizi Gallery. This one-of-a-kind national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews. Every year, approximately 2,011,219 travelers come here to experience the national museum for themselves.

Beyond the above-mentioned attractions, you also have the opportunity to visit piazza della Signoria. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.

If you’re keen to explore more, then consider a visit to Basilica of Santa Croce in Florence. This church is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 28,544 visitors.

To round off your sightseeing experience, make your way to piazzale Michelangelo. This famous square is rated an average of 4.8 out of 5 stars by 77,744 travelers.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Florence so you can check out the menus and make advance reservations.

Raise a toast to another amazing day of your luxury holiday in Florence, Italy and seize the opportunity to celebrate.

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Day 14

Day 14 – Florence, Siena, and Pisa

  • Pisa
  • Florence
  • Siena
  • More

Drive 200 km, 3 hours 28 min

  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • Central Market
  • Piazza del Campo
  • More

Wake up to day 14 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence and Siena. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Make Cathedral of Santa Maria del Fiore one of your first sightseeing stops in Florence. Rated an average of 4.8 out of 5 stars by 76,359 travelers, a visit to this local attraction makes for a great introduction to the area.

Galleria dell'Accademia is a worthwhile attraction you can visit next. This national museum is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 34,429 reviews. Up to 1,719,645 travelers visit this site every year to make their time in Florence special.

Today is also the perfect opportunity to drop by Central Market. This sightseeing destination has been rated an average of 4.4 out of 5 stars by 43,100 visitors.

As you’ve unraveled the marvels of Florence, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Siena may take around 1 hour 19 min. Upon your arrival in Siena, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Be one of the day’s first visitors at piazza del Campo. This square is rated an average of 4.8 out of 5 stars by 64,175 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Pisa.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Pisa for you, so you can check out the menus and make your reservation in advance.

Continue your lively evening at Bar Mocambo, a perfect place for winding down or revving up the night, depending on which mood you’re in. Tree is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Chupiteria ensures a night out tailored to your taste.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

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Day 15

Day 15 – Pisa - departure day

  • Pisa - Departure day
  • More
  • Logge dei Banchi
  • More

Today is the last day of your 15-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Pisa before saying goodbye.

As you approach the end of your journey in Italy, take a moment for some retail therapy in Pisa’s celebrated shopping district. Thanks to your stay’s premier location, you can easily visit the city’s commercial hubs and wander through its diverse range of local shops without rushing.

Whether you’re on a hunt for an ideal present to give to your friends or family or looking for a personal memento to remind you of Italy, a variety of items are waiting for you. Hold onto the magic of Italy with these wonderful souvenirs, ensuring your memories never fade.

Make the most of what's left of your luxury vacation and head out to the stunning Logge dei Banchi. This extraordinary sightseeing destination and attraction is rated an average of 4.2 out of 5 stars in 1,128 reviews, and is an excellent choice for your last sightseeing in Pisa.

Treat yourself to a final feast. Savor the unique flavors of Pisa one last time before you head to the airport.

Have a fantastic dining experience at Sud, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. Offers an enticing alternative with its varied menu.

You will then say farewell to Pisa and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Italy in your luggage!

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