Luxury Two-Week Italy Road Trip from Pisa traveling south to Arezzo, 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 Arezzo, 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, Arezzo, Rome, Caserta, San Leucio-complex, Naples, Ravello, Amalfi, Pompei, 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

Arezzo - city in ItalyArezzo / 1 night
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
San Leucio
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

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
Auditorium Parco della Musica
Napoli Sotterranea Percorso Ufficiale, Municipalità 4, Naples, Napoli, Campania, ItalyNapoli Sotterranea Percorso Ufficiale
Giardini Reali - Parco Reggia di Caserta, Caserta, Campania, ItalyGiardini Reali - Parco Reggia di Caserta
photo of Villa Borghese Pinciana Rome,Italy.Villa Borghese Pinciana
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
Pincio Promenade, Municipio Roma I, Rome, Roma Capitale, Lazio, ItalyPasseggiata del Pincio
Parco Regionale Migliarino, San Rossore, Massaciuccoli, Pisa, Tuscany, ItalyParco Regionale Migliarino, San Rossore, Massaciuccoli
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 view he Santa Maria della Spina, a gothic church in Pisa, Italy.Santa Maria della Spina
Fountain of Diana and Actaeon, Caserta, Campania, ItalyFountain of Diana and Actaeon
English Garden
Logge dei Banchi, Pisa, Tuscany, ItalyLogge dei Banchi
Bagno di Venere, Caserta, Campania, ItalyBagno di Venere
Museo dell'Opera del DuomoMuseo dell'Opera del Duomo

Flights
Yes
No

Round-trip
Economy
Round-trip
Economy

Travel details

Flights

Round-trip
Economy
Round-trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

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

Stays

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!

An excellent attraction to start your day with is Knights' Square. This square is rated an average of 4.5 out of 5 stars in 9,051 reviews.

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 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 Pisa so you can check out the menus and make advance reservations.

After savoring a delicious meal, step into the vibrant nightlife at JEFFER cocktails & friends, where the evening is just getting started. In the same way, Le Parisien Wine Bar offers a unique charm perfect for experiencing the local bar scene in Pisa. Las Volta cocktailbar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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, Cascine Vecchie, and Arezzo

  • Arezzo
  • Pisa
  • More

Drive 182 km, 2 hours 31 min

  • Santa Maria della Spina
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Cattedrale di Pisa
  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • More

Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Pisa and Cascine Vecchie. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Start your sightseeing with a visit to Santa Maria della Spina. This church building is a popular stop on travelers’ itineraries in Pisa, with an average rating of 4.5 out of 5 stars by 3,092 visitors.

Leaning Tower of Pisa is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 116,882 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 3,200,000 people visit this bell tower every year.

If it’s still bright and early, make your way to Piazza del Duomo, Pisa. Visitors have rated this square an average of 4.7 out of 5 stars in 104,550 reviews.

Pisa Cathedral is another unique site you can experience today. This attraction is a cathedral rated an average of 4.8 out of 5 stars in 8,361 reviews.

Continue your road trip and head to your next destination, Cascine Vecchie.

Be one of the day’s first visitors at Parco Regionale Migliarino, San Rossore, Massaciuccoli. This park is rated an average of 4.4 out of 5 stars by 9,632 visitors.

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

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 Arezzo. Savor the local cuisine and relax as you recount the day's experiences.

Discover the culinary delights of Arezzo by securing a reservation at Octavin. Esteemed for its , this restaurant offers a remarkable selection of creative cuisine.

Cap off your dinner by heading to Liquid Bar, ideal for a leisurely evening with a drink in hand.

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

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Day 3

Day 3 – Arezzo, Vatican City, and Rome

  • Rome
  • More

Drive 227 km, 2 hours 52 min

  • Vatican Museums
  • Sistine Chapel
  • Saint Peter's Square
  • 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.

Continue your road trip and head to your next destination, Vatican City.

Your sightseeing of the day begins at Vatican Museums, a remarkable art museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 133,310 reviews. Each year, this popular place of interest welcomes approximately 1,612,530 visitors.

Next, satisfy your wanderlust at Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 travelers.

Saint Peter's Square is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 38,954 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 St. Peter's Basilica. This well-loved major basilica boasts a 4.8 out of 5-star rating from 131,043 reviews. In a single year, approximately 11,000,000 visitors add this sightseeing spot to their travel itineraries.

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

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 Rome so you can check out the menus and make advance reservations.

Experience a taste of local culinary excellence while in Rome by securing a table at La Pergola. Esteemed as a 3-star Michelin restaurant, it features an exceptional mediterranean and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean and creative cuisine lovers seeking top-notch culinary experiences.

After your meal, keep the night alive at a bar like La Botticella of Poggi Giovanni, known for its lively atmosphere. Sant' Eustachio Caffè is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

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 4

Day 4 – Rome

  • Rome
  • More

Drive 18 km, 1 hour 35 min

  • Passeggiata del Pincio
  • Villa Borghese
  • Villa Borghese Pinciana
  • Auditorium Parco della Musica
  • Foro Italico
  • 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.

Take the opportunity to see Passeggiata del Pincio. This attraction has an average rating of 4.7 out of 5 stars from 11,134 visitors.

Villa Borghese is another sightseeing hotspot in the area. This urban zone of rome has been rated an average of 4.6 out of 5 stars by 69,749 travelers.

Rome is also the home of Villa Borghese Pinciana. Around 18,513 people have rated this palazzo an average of 4.6 out of 5 stars.

Another place you’ll want to visit is Auditorium Parco della Musica. With an average rating of 4.6 out of 5 stars from a total of 19,687 reviews, a visit to this point of interest is a great idea.

This day of your vacation in Rome is also your chance to admire Foro Italico. This must-visit sightseeing destination enjoys an average rating of 4.6 out of 5 stars from 25,438 reviews.

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

Continue your lively evening at The Apartment Bar Roma, a perfect place for winding down or revving up the night, depending on which mood you’re in. Hotel Hassler Roma is another excellent bar that offers a great selection of drinks to suit any mood.

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 5

Day 5 – Rome

  • Rome
  • More

Drive 9 km, 1 hour 11 min

  • Colosseum
  • Roman Forum
  • Pantheon
  • Piazza navona
  • Castel Sant'Angelo
  • 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.

A top pick for your self-guided sightseeing tour today is Colosseum. Over 7,400,000 travelers visit this attraction every year. Previous visitors have rated this roman amphitheatre an average of 4.7 out of 5 stars in 328,821 reviews.

Roman Forum 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 114,450 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.

Piazza Navona is another outstanding experience in Rome. Around 158,771 travelers have rated this square an average of 4.7 out of 5 stars.

If you long for more, Castel Sant'Angelo is not far away. This museum is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 72,431 reviews.

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 Rome for you so you can browse their menus in advance and make a reservation.

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 6

Day 6 – Rome

  • Rome
  • More

Drive 11 km, 1 hour 7 min

  • Piazza del Popolo
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • Basilica di Santa Maria Maggiore
  • 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.

Seize the day by visiting some of the best attractions in the area, like piazza del Popolo. This extraordinary square has an average rating of 4.6 out of 5 stars from 89,807 visitors.

Next, make your way to Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars in 57,211 reviews.

While in Rome, we also recommend a visit to Piazza di Spagna. This square has been rated an average of 4.7 out of 5 stars in 113,658 reviews.

If you’re keen to explore even more, then consider a visit to Trevi Fountain. With an average rating of 4.8 out of 5 stars by 343,494 travelers, this sculpture is a highly recommended stop on your sightseeing around Rome.

Make your way to Basilica di Santa Maria Maggiore, perhaps the most famous major basilica in Rome. This attraction is rated an average of 4.8 out of 5 stars in 27,678 reviews.

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

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 7

Day 7 – Rome

  • Rome
  • More

Drive 9 km, 58 min

  • Archbasilica of St John Lateran
  • Circus Maximus
  • Altare della Patria
  • Largo di Torre Argentina
  • Campo de' Fiori
  • 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 Archbasilica of St. John Lateran. This popular catholic cathedral has been rated an average of 4.8 out of 5 stars by 21,370 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 Altare della Patria. Hosting around 1,683,070 visitors every year, the fascinating Altare della Patria is one of the best places to visit in Rome. This architectural structure has been rated an average of 4.8 out of 5 stars in 49,843 reviews.

Another favorite attraction in the area is largo di Torre Argentina. This square and popular place of interest enjoys a rating of 4.5 out of 5 stars from 30,433 local and international travelers.

If you’re keen to explore even more, then consider a visit to Campo de' Fiori. With an average rating of 4.4 out of 5 stars from 51,133 travelers, this square is an attraction many avid travelers highly recommend visiting while in Rome.

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 Rome so you can check out the menus and make advance reservations.

Esteemed as a restaurant, it features an exceptional menu.

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 8

Day 8 – Rome, Caserta, San Leucio-complex, and Naples

  • Naples
  • Caserta
  • San Leucio
  • More

Drive 242 km, 3 hours 19 min

  • Palace of Caserta
  • Giardini Reali - Parco Reggia di Caserta
  • Bagno di Venere
  • English Garden
  • Fountain of Diana and Actaeon
  • More

On day 8 of your luxury holiday in Italy, your road trip route will take you exploring the best of Caserta and San Leucio-complex. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Caserta. This drive usually takes around 2 hours 15 min, without any stops or traffic disruptions.

Take the opportunity to see Palace of Caserta. This attraction has an average rating of 4.6 out of 5 stars from 36,840 visitors and gets around 296,577 visits every year.

Giardini Reali - Parco Reggia di Caserta is another sightseeing hotspot in the area. This point of interest has been rated an average of 4.7 out of 5 stars by 18,740 travelers.

As you’ve unraveled the marvels of Caserta, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to San Leucio-complex may take around 7 min. Upon your arrival in San Leucio-complex, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Begin your sightseeing with a visit to Bagno di Venere. This point of interest is rated an average of 4.8 out of 5 stars in 448 reviews.

Next up, make your way to English Garden. This park has an average rating of 4.5 out of 5 stars from 1,618 reviews.

When you’re ready for your next sight of the day, continue to Fountain of Diana and Actaeon. This sightseeing destination has an average rating of 4.8 out of 5 stars from 1,654 visitors.

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

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 Naples for you, so you can check out the menus and make your reservation in advance.

Begin your culinary exploration in Naples by securing a reservation at Il Comandante. This renowned restaurant 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.

To truly maximize your evening out, consider visiting Happening cocktail bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Shanti Art Musik Bar, another bar with an inviting ambiance. Similarly, Gran Caffè Gambrinus also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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 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

On day 9 of your luxury road trip in Italy, you’ll start and end your day in the city of Naples, but jump in the car to visit amazing attractions in the nearby area. After a day of sightseeing, you'll drive back to Naples, where you still have 2 nights left.

Fasten your seatbelt and make your way to your next stop. Ravello, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Naples to Ravello may take around 1 hour 10 min without traffic disruptions. Upon arrival in Ravello, we highly recommend checking out some of the top attractions.

Take the opportunity to see Villa Rufolo. This attraction has an average rating of 4.6 out of 5 stars from 16,456 visitors.

Embrace the thrill of the open road as you wave goodbye to Ravello and set your GPS to Amalfi. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 20 min. Upon reaching Amalfi, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make Amalfi Coast your first stop of the day. Previous visitors have rated this coast an average of 4.7 out of 5 stars in 70,989 reviews.

Set your GPS to Pompei and hit the road. Expect a journey of approximately 1 hour 2 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pompei beckons with new experiences!

An excellent attraction to start your day with is Amphitheatre of Pompeii. This sightseeing destination is rated an average of 4.7 out of 5 stars in 14,759 reviews.

Continue your journey at Teatro Grande. This point of interest is rated 4.7 out of 5 stars by 5,226 travelers from near and far.

Pompei is also the home of Archaeological Park of Pompeii. This museum has an average rating of 4.7 out of 5 stars from 49,465 visitors.

When you’ve completed everything you want to see and do, you will drive back to your luxury accommodation in Naples.

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

Let the evening flow smoothly from dinner to drinks at Archivio Storico - Cocktail Bar & Wonderfood, a top-rated bar in the area. For other recommendations, Babette Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Gran Caffè Cimmino offers a memorable night with diverse drink options and excellent service.

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

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Day 10

Day 10 – Naples

  • Naples
  • More

Drive 14 km, 1 hour 21 min

  • Castel Sant'Elmo
  • Castel Nuovo
  • San Carlo Theatre
  • 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.

Kick off the day at Castel Sant'Elmo, a top pick for today’s sightseeing. This castle is rated an average of 4.6 out of 5 stars in 25,314 reviews.

Today is also your chance to visit Castel Nuovo. Castel Nuovo is a castle with an average rating of 4.4 out of 5 stars from 28,032 reviews.

San Carlo Theatre is another top attraction we highly recommend you visit today. This point of interest is rated an average of 4.8 out of 5 stars by 7,015 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit piazza del Plebiscito. This square is rated an average of 4.7 out of 5 stars by 58,141 visitors.

Lastly, don’t miss out on Ovo Castle, a famous sightseeing destination in Naples. This attraction is rated an average of 4.6 out of 5 stars by 33,595 travelers.

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 Naples for you, so you can check out the menus and make your reservation in advance.

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

To truly maximize your evening out, consider visiting Flanagan's Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Parthenope Bar, another bar with an inviting ambiance. Similarly, Bar Gianni Unica sede dal 1970 also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 11

Day 11 – Naples and Viterbo

  • Viterbo
  • Naples
  • More

Drive 310 km, 3 hours 44 min

  • Naples National Archaeological Museum
  • Cappella Sansevero
  • Napoli Sotterranea Percorso Ufficiale
  • More

Wake up to day 11 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Naples. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

When you’re ready for some sightseeing, make your way to Naples National Archaeological Museum. This much-appreciated archaeological museum is rated 4.6 out of 5 stars in 27,352 reviews. Each year, 616,878 people visit this site to admire its unique features.

Next up is Cappella Sansevero. This former church has an average rating of 4.7 out of 5 stars from 25,405 visitors. As one of the top places to visit in the city, Cappella Sansevero welcomes 175,138 visitors annually.

Another top sightseeing recommendation is Napoli Sotterranea Percorso Ufficiale. This museum has been rated 4.6 out of 5 stars in 19,274 reviews.

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

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Viterbo. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

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

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Day 12

Day 12 – Viterbo, Orvieto, and Florence

  • Florence
  • Orvieto
  • More

Drive 211 km, 3 hours

  • Orvieto Cathedral
  • Museo dell'Opera del Duomo
  • 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.

Set your GPS to Orvieto and hit the road. Expect a journey of approximately 53 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Orvieto beckons with new experiences!

Make Orvieto Cathedral your first stop of the day. Previous visitors have rated this catholic cathedral an average of 4.8 out of 5 stars in 15,057 reviews.

Next up, make a stop at Museo dell'Opera del Duomo. With an average rating of 4.5 out of 5 stars by 238 visitors, it's easy to understand why so many people visit this art museum every year. In fact, this attraction welcomes 37,892 annual visitors.

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.

Drop by the renowned Well of St. Patrick. This popular point of interest has been rated an average of 4.5 out of 5 stars by 14,274 visitors.

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

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

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended restaurant in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant , known for its delicious italian contemporary and international menu.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, SE·STO on Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery 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 luxury holiday in Italy has plenty more in store for you.

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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.

Begin your sightseeing with a visit to Ponte Vecchio. This extraordinary deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

Next, make your way to Uffizi Gallery. This top attraction is a national museum with an average rating of 4.7 out of 5 stars by 61,794 visitors. Uffizi Gallery welcomes 2,011,219 yearly visitors.

We also recommend a visit to piazza della Signoria. This square is rated 4.8 out of 5 stars by 66,956 travelers.

If you’re keen to keep exploring, visit Basilica of Santa Croce in Florence. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 28,544 travelers.

Today is also your chance to spend some time at piazzale Michelangelo. This square is rated an average of 4.8 out of 5 stars by 77,744 travelers.

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 Florence. 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 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

On day 14 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence and Siena. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Take the opportunity to see Cathedral of Santa Maria del Fiore. This attraction has an average rating of 4.8 out of 5 stars from 76,359 visitors.

Galleria dell'Accademia is another sightseeing hotspot in the area. This national museum has been rated an average of 4.6 out of 5 stars by 34,429 travelers. Up to 1,719,645 people visit Galleria dell'Accademia every year.

Florence is also the home of Central Market. Around 43,100 people have rated this sightseeing destination an average of 4.4 out of 5 stars.

Fasten your seatbelt and make your way to your next stop. Siena, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Florence to Siena may take around 1 hour 19 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

Kick off the day at piazza del Campo, a top pick for today’s sightseeing. This square is rated an average of 4.8 out of 5 stars in 64,175 reviews.

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

Discover a world of culinary delights in Pisa, 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.

Following your dinner, dive into the local bar culture at Bar Mocambo. Alternatively, go to Tree, the perfect place for those looking to experience the best of the nightlife. Similarly, Chupiteria provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 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.

Treat yourself to a delicious dinner at Sud, an excellent option for tonight's dining. Looking for something different? Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. Offers a tantalizing alternative with its diverse menu. And don’t miss Osteria dei Cavalieri.

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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