Luxury Two-Week Italy Road Trip from Rimini traveling south to Bologna, Milan, Pisa, Florence, Perugia, Rome, Naples, and L'aquila

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

Escape for the holiday of a lifetime with this 15-day luxury road trip 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 Rimini, 1 night in Bologna, 2 nights in Milan, 1 night in Pisa, 1 night in Florence, 1 night in Perugia, 3 nights in Rome, 2 nights in Naples, and 1 night in L'aquila, 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 Rimini, Viserbella, Bologna, Monza, Milan, Genoa, Pisa, Siena, Florence, Perugia, Rome, Naples, Ravello, Pompei, Amalfi, L'aquila, Cattolica, Loreto, and Santamonica 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

photo of sunny summer view from flying drone of Cattolica town, Province of Rimini. Fantastic sunrise on east coast of Adriatica sea, Italy, Europe.Cattolica
Santa Monica-Cella
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 / 3 nights
Ravello
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
Pisa - city in ItalyPisa / 1 night
Photo of Italy Piazza Maggiore in Bologna old town tower of town hall with big clock and blue sky on background, antique buildings terracotta galleries.Bologna / 1 night
High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 2 nights
Photo of beautiful landscape of panoramic aerial view port of Genoa in a summer day, Italy.Genoa
Loreto
Siena - city in ItalySiena
Photo of aerial view of Rimini city, Italy.Rimini / 2 nights
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 / 2 nights
Photo of aerial morning view of Amalfi cityscape on coast line of Mediterranean sea, Italy.Amalfi
Pompei
Photo of aerial view of the main square with church in Monza in north Italy.Monza
Perugia - city in ItalyPerugia / 1 night
Abruzzo - state in ItalyL'Aquila / 1 night
Photo of amazing landscape with beautiful sea beach on sunset in Viserbella, Italy.Viserbella

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
photo of night panoramic view of Duomo square in Milano,Italy.Duomo di Milano Museum
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 one of the world's oldest shopping malls galleria vittorio emanuele II at night in milan, lombardia, Italy.Galleria Vittorio Emanuele II
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
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
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 Sunset view of Sforza Castle (Castello Sforzesco) in Milan, Italy. Architecture and landmarks of Milan. Night cityscape of MilanSforzesco Castle Art Library
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 bologna, Italy. Piazza maggiore with torre dell'orologio and torre dell’arengo, landmark in emilia-romagna historical province.Piazza Maggiore
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
PHOTO OF Old Port Porto Antico of Genoa (Genova) with yachts and boats with aquarium biosphere building under stormy sky. Genoa, ItalyAquarium of Genoa
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
Saint Peter's Square, R-36989Saint Peter's Square
photo of Reflection of a little temple in a pond of the Park of Monza surrounded by yellow autumnal trees, ItalyMonza Park
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
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 view of Teatro La Scala- famous opera house in Milan, Italy.La Scala
photo of Bologna, Italy - Two Towers (Due Torri), Asinelli and Garisenda, symbols of medieval Bologna towers.Two Towers
Immagine d'insieme 2, Cappella Sansevero,Naples,Italy.Cappella Sansevero
photo of Beautiful view of facade and campanile of Siena Cathedral, Duomo di Siena at sunrise, Siena, Tuscany, Italy .Siena Cathedral
photo of view A picture showing the National Museum of Science and Technology of Milan, Italy.Museo della Scienza e della Tecnologia "Leonardo da Vinci"
Sanctuary of the Holy House of Loreto, Loreto, Ancona, Marche, ItalySanctuary of the Holy House of Loreto
Villa Rufolo, Ravello, Salerno, Campania, ItalyVilla Rufolo
Amphitheatre of PompeiiAmphitheatre of Pompeii
photo of High dynamic range (HDR) Arco di Augusto meaning Emperor Augustus Arch in Susa, Italy .Arco di Augusto
Cavour Square, Rimini, Emilia-Romagna, ItalyCavour Square
Parco Federico Fellini, Rimini, Emilia-Romagna, ItalyParco Federico Fellini
photo of view of Misano World Circuit Marco Simoncelli, Santamonica, Italy.Misano World Circuit Marco Simoncelli
phopto of Church of Santo Stefano dei Cavalieri in Knights Square (Piazza dei Cavalieri), Pisa, Tuscany, ItalyKnights' Square
Fontana delle Sirene
photo of Piazza Santo Stefano .Piazza Santo Stefano
photo of Bologna, Italy. Piazza del Nettuno and Piazza Maggiore in Bologna, Italy landmark in Emilia-Romagna historical province.Fountain of Neptune, Bologna
Malatestiano Temple, Rimini, Emilia-Romagna, ItalyMalatestiano Temple
Europa in Miniatura, Rimini, Emilia-Romagna, ItalyEuropa in Miniatura
The City of Children and Young, Centro Est, Genoa, Liguria, ItalyThe City of Children and Young
photo of view of Porta Montanara and San Gaudenzo Church in Rimini - Italy,Rimini Italy.Porta Montanara
I Delfini Beach Village, Cattolica, Rimini, Emilia-Romagna, ItalyI Delfini Beach Village
Church of Saint Mary of the Announcement, Rimini, Emilia-Romagna, ItalyChurch of Saint Mary of the Announcement
House of Meleager

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

Hotels

Personalize your itinerary

Day 1

Day 1 – Rimini - arrival day

  • Rimini - Arrival day
  • More
  • Cavour Square
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Rimini, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Begin your sightseeing with a visit to Piazza Cavour. This extraordinary sightseeing destination is rated an average of 4.5 out of 5 stars by 11,447 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Rimini. 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 Rimini. Savor the local cuisine and relax as you recount the day's experiences.

Have a memorable dining experience in Rimini by booking a table at Guido, renowned as a 1-star Michelin restaurant presenting an exceptional seafood and modern menu. For a different culinary experience, Abocar Due Cucine shines as one of the top destinations known for its delicious creative and international cuisine in Rimini. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Osteria de Börg is known as a top local spot for its delicious from romagna and traditional cuisine in Rimini. This Bib Gourmand awardee is a highly recommended choice for an unforgettable meal.

Continue the enjoyment post-dinner at Caffè Il Borgo, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Primo Bacio città Lounge Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Hobo's. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 – Rimini, Viserbella, and Bologna

  • Bologna
  • Rimini
  • Viserbella
  • More

Drive 127 km, 2 hours 1 min

  • Malatestiano Temple
  • Arco di Augusto
  • Church of Saint Mary of the Announcement
  • Parco Federico Fellini
  • Europa in Miniatura
  • 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 Rimini and Viserbella. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

When you’re ready to jump back into the car and say goodbye to Rimini, you’ll hit the road in the direction of Bologna. This drive usually takes around 1 hour 24 min. When you arrive, enjoy some sightseeing.

An excellent attraction to start your day with is Malatestiano Temple. This church is rated an average of 4.6 out of 5 stars in 3,284 reviews.

Continue your journey at Arch of Augustus. This triumphal arch is rated 4.6 out of 5 stars by 12,375 travelers from near and far.

Rimini is also the home of Church of Saint Mary of the Announcement. This church has an average rating of 4.4 out of 5 stars from 159 visitors.

You can continue your self-guided sightseeing tour at Parco Federico Fellini. Rated 4.5 out of 5 stars by 11,076 visitors, a visit to this top sight is time well spent.

When you arrive in Viserbella, it's time to take a break from the road.

Kick off the day at Europa in Miniatura, a top pick for today’s sightseeing. This point of interest is rated an average of 4.6 out of 5 stars in 1,912 reviews.

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

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

Experience a harmony of flavors at I Portici in Bologna by securing a reservation in advance. Known for its 1-star Michelin status, I Portici offers a delightful variety of dishes highlighting its delicious creative and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Ahimè, a highly recommended restaurant known for its enticing country cooking cuisine. This popular Bib Gourmand-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Trattoria di Via Serra, a highly acclaimed restaurant celebrated for its exceptional emilian menu.

Keep the excitement of the evening going by going to a bar or two. Bar Freud e Squisito is an excellent place to start. You could also check out Osteria del Sole, offering a different kind of charm. A last recommendation for the day is Macondo - Cocktail Bar. 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 3

Day 3 – Bologna, Monza, and Milan

  • Milan
  • Bologna
  • Monza
  • More

Drive 260 km, 3 hours 26 min

  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • Monza Park
  • More

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Bologna and Monza. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Set your GPS to Monza and hit the road. Expect a journey of approximately 2 hours 35 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Monza beckons with new experiences!

Start your sightseeing with a visit to Fountain of Neptune, Bologna. This fountain is rated an average of 4.7 out of 5 stars from 3,952 visitors.

Piazza Maggiore is another popular attraction you could visit today. This square has a rating of 4.7 out of 5 stars from 64,523 visitors.

Two Towers is also highly recommended by travelers. This tower has a rating of 4.7 out of 5 stars from 25,975 visitors.

Piazza Santo Stefano is an attraction you won’t want to miss. This square is rated an average of 4.8 out of 5 stars in 7,617 reviews.

As you’ve unraveled the marvels of Bologna, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Monza may take around 2 hours 35 min. Upon your arrival in Monza, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Drop by the renowned Monza Park. This popular park has been rated an average of 4.7 out of 5 stars by 34,629 visitors.

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

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

Dive into a culinary adventure like no other in Milan by booking a table at Enrico Bartolini al Mudec. This popular restaurant holds , and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Il Luogo Aimo e Nadia, a top local restaurant known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Let the evening flow smoothly from dinner to drinks at Nottingham Forest, a top-rated bar in the area. For other recommendations, Armani/Bamboo Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Mag Cafe offers a memorable night with diverse drink options and excellent service.

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

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Day 4

Day 4 – Milan

  • Milan
  • More

Drive 4 km, 39 min

  • Duomo di Milano Museum
  • Galleria Vittorio Emanuele II
  • La Scala
  • Sforzesco Castle Art Library
  • Sempione Park
  • More

Day 4 of your luxury road trip in Italy begins and concludes in the city of Milan. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Milan, where you still have 1 night nights remaining.

Be one of the day’s first visitors at Duomo di Milano Museum. This art museum is rated an average of 4.8 out of 5 stars by 138,554 visitors. Attracting more than 341,609 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Duomo di Milano Museum, head to Galleria Vittorio Emanuele II. This one-of-a-kind commercial gallery is rated an average of 4.7 out of 5 stars in 91,394 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit La Scala. This opera house is rated an average of 4.7 out of 5 stars by 26,219 visitors.

If you’re keen to explore more, then consider a visit to Sforzesco Castle Art Library. This library is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 68,714 visitors.

To round off your sightseeing experience, make your way to Parco Sempione. This famous park is rated an average of 4.6 out of 5 stars by 72,914 travelers.

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

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

Keep the evening going at Kilburn Cocktail Bar Milano, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Frida, which offers a similarly pleasant setting and great drinks. Another option is The Friends Pub Milano, which provides an inviting environment for unwinding after a busy day out.

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 5

Day 5 – Milan, Genoa, and Pisa

  • Pisa
  • Genoa
  • Milan
  • More

Drive 322 km, 4 hours 15 min

  • Museo della Scienza e della Tecnologia "Leonardo da Vinci"
  • The City of Children and Young
  • Aquarium of Genoa
  • More

Wake up to day 5 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 Pisa, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Genoa and Milan.

Continue your road trip and head to your next destination, Genoa. This car ride takes around 1 hour 53 min.

Drop by the renowned The City of Children and Young. This popular museum has been rated an average of 4.2 out of 5 stars by 1,804 visitors.

Another unforgettable place to experience is Aquarium of Genoa. Rated 4.5 out of 5 stars by 62,259 visitors, this public aquarium deserves a spot on today's sightseeing itinerary.

When you’ve had your share of Milan, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Genoa. Your travel time is around 1 hour 53 min.

Make Museo della Scienza e della Tecnologia "Leonardo da Vinci" your first stop of the day. Previous visitors have rated this technology museum an average of 4.5 out of 5 stars in 22,235 reviews. More than 532,084 people visit this place of interest every year.

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.

Unwind after your meal by stepping into JEFFER cocktails & friends. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Le Parisien Wine Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Las Volta cocktailbar, 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 6

Day 6 – Pisa, Siena, and Florence

  • Florence
  • Pisa
  • Siena
  • More

Drive 207 km, 3 hours 29 min

  • Knights' Square
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Piazza del Campo
  • Siena Cathedral
  • More

Wake up to day 6 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Pisa and Siena. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Siena. This drive usually takes around 1 hour 54 min, without any stops or traffic disruptions.

When you’re ready for some sightseeing, make your way to Knights' Square. This much-appreciated square is rated 4.5 out of 5 stars in 9,051 reviews.

Next up is Leaning Tower of Pisa. This bell tower has an average rating of 4.7 out of 5 stars from 116,882 visitors. As one of the top places to visit in the city, Leaning Tower of Pisa welcomes 3,200,000 visitors annually.

Another top sightseeing recommendation is Piazza del Duomo, Pisa. This square has been rated 4.7 out of 5 stars in 104,550 reviews.

Set your GPS to Siena and hit the road. Expect a journey of approximately 1 hour 54 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Siena beckons with new experiences!

Your sightseeing of the day begins at piazza del Campo, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 64,175 reviews.

Next, satisfy your wanderlust at Siena Cathedral. This domus has an average rating of 4.8 out of 5 stars from 21,656 travelers.

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

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

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.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. SE·STO on Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery 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 7

Day 7 – Florence and Perugia

  • Perugia
  • Florence
  • More

Drive 154 km, 2 hours 36 min

  • Piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazzale Michelangelo
  • More

On day 7 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Perugia. 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 1 hour 53 min. Upon reaching Perugia, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Begin your sightseeing with a visit to piazza della Signoria. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Next up, make your way to Cathedral of Santa Maria del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 reviews.

When you’re ready for your next sight of the day, continue to Ponte Vecchio. This deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Uffizi Gallery. This national museum is rated an average of 4.7 out of 5 stars by 61,794 visitors. Visiting Uffizi Gallery means you'll be one of 2,011,219 people who do so every year.

If you’re keen to explore even more, then consider a visit to piazzale Michelangelo. This square is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 77,744 visitors.

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

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

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

After savoring a delicious meal, step into the vibrant nightlife at Tommi Bar, where the evening is just getting started. In the same way, Valentina offers a unique charm perfect for experiencing the local bar scene in Perugia. Caffe Dal Perugino 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 8

Day 8 – 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 8 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 3 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

When you arrive in Vatican City, it's time to take a break from the road.

A top pick for your self-guided sightseeing tour today is Vatican Museums. Over 1,612,530 travelers visit this attraction every year. Previous visitors have rated this art museum an average of 4.6 out of 5 stars in 133,310 reviews.

Saint Peter's Square is a local recommendation that you also can pay a visit today. This square is rated an average of 4.8 out of 5 stars in 38,954 reviews.

Another attraction you won't want to miss is Sistine Chapel. This chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

St. Peter's Basilica is another outstanding experience in Vatican City. Around 131,043 travelers have rated this major basilica an average of 4.8 out of 5 stars. The attraction hosts 11,000,000 visitors annually.

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

Start your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds , and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

If you’re not ready to end the night just yet, La Botticella of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Sant' Eustachio Caffè is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 9

Day 9 – Rome

  • Rome
  • More

Drive 7 km, 59 min

  • Castel Sant'Angelo
  • Piazza navona
  • Campo de' Fiori
  • Roman Forum
  • Colosseum
  • More

Day 9 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.

Start your sightseeing with a visit to Castel Sant'Angelo. This museum is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.7 out of 5 stars by 72,431 visitors. Around 918,591 people visit this attraction every year.

Piazza Navona is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 158,771 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Campo de' Fiori. Visitors have rated this square an average of 4.4 out of 5 stars in 51,133 reviews.

Roman Forum is another unique site you can experience today. This attraction is a square rated an average of 4.7 out of 5 stars in 114,450 reviews.

Make your way to the fantastic Colosseum, perhaps the most famous roman amphitheatre in Rome. This attraction welcomes around 7,400,000 visitors annually and is rated 4.7 out of 5 stars by 328,821 travelers.

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.

Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.

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 – Rome

  • Rome
  • More

Drive 12 km, 1 hour 1 min

  • Circus Maximus
  • Altare della Patria
  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • More

Day 10 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.

When you're ready to see some sights, Circus Maximus is a great place to start. This circus is rated an average of 4.4 out of 5 stars by 44,741 visitors.

Another popular attraction you can visit today is Altare della Patria. This architectural structure has an average rating of 4.8 out of 5 stars from 49,843 travelers. Every year, 1,683,070 travelers come to experience this site to make the most of their time in Rome.

We also recommend a stop at Trevi Fountain. The sculpture has been rated an average of 4.8 out of 5 stars by 343,494 visitors.

If you're keen to explore more, consider visiting Piazza di Spagna. This square is a popular attraction with an average rating of 4.7 out of 5 stars from 113,658 reviews.

Spanish Steps is another easily accessible place to visit on this day of your trip. Stop by this monumental staircase, rated 4.5 out of 5 stars in 57,211 reviews, to discover more of what makes it unique.

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

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 11

Day 11 – Rome and Naples

  • Naples
  • Rome
  • More

Drive 232 km, 3 hours 28 min

  • Largo di Torre Argentina
  • Pantheon
  • Piazza del Popolo
  • Villa Borghese
  • Basilica di Santa Maria Maggiore
  • 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 Rome. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Naples’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Rome behind. This drive usually takes around 2 hours 30 min. Naples welcomes you with a multitude of unique vacation experiences.

Take the opportunity to see largo di Torre Argentina. This attraction has an average rating of 4.5 out of 5 stars from 30,433 visitors.

Pantheon is another sightseeing hotspot in the area. This roman temple has been rated an average of 4.8 out of 5 stars by 189,682 travelers. Up to 30,000,000 people visit Pantheon every year.

Rome is also the home of piazza del Popolo. Around 89,807 people have rated this square an average of 4.6 out of 5 stars.

Another place you’ll want to visit is Villa Borghese. With an average rating of 4.6 out of 5 stars from a total of 69,749 reviews, a visit to this urban zone of rome is a great idea.

This day of your vacation in Rome is also your chance to admire Basilica di Santa Maria Maggiore. This must-visit major basilica enjoys an average rating of 4.8 out of 5 stars from 27,678 reviews.

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

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

Prepare for an extraordinary culinary adventure in Naples by booking a table at Il Comandante, a 1-star Michelin restaurant that boasts an exceptional creative and mediterranean menu. For a different flavor experience, head to ARIA, renowned for its delectable contemporary and modern dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Veritas, a local gem known for its delightful campanian and contemporary cuisine in Naples. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Following your dinner, dive into the local bar culture at Happening cocktail bar. Alternatively, go to Shanti Art Musik Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Gran Caffè Gambrinus provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 12

Day 12 – Naples, Ravello, Pompei, and Amalfi

  • Naples
  • Ravello
  • Pompei
  • Amalfi
  • More

Drive 141 km, 3 hours 31 min

  • Villa Rufolo
  • Amalfi Coast
  • Amphitheatre of Pompeii
  • Archaeological Park of Pompeii
  • House of Meleager
  • More

On day 12 of your stress-free luxury holiday in Italy, you will explore the surroundings of Naples. You have 1 night left in Naples, giving you enough time to explore the region.

Continue your road trip and head to your next destination, Ravello. This car ride takes around 1 hour 10 min.

Your sightseeing of the day begins at Villa Rufolo, a remarkable sightseeing destination where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 16,456 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!

Make Amphitheatre of Pompeii your first stop of the day. Previous visitors have rated this sightseeing destination an average of 4.7 out of 5 stars in 14,759 reviews.

Next up, make a stop at Archaeological Park of Pompeii. With an average rating of 4.7 out of 5 stars by 49,465 visitors, it's easy to understand why so many people visit this museum every year.

House of Meleager is another attraction you can visit on this day of your vacation. This sightseeing destination has an average rating of 4.8 out of 5 stars by 47 visitors.

When you’re ready to jump back into the car and say goodbye to Ravello, you’ll hit the road in the direction of Amalfi. This drive usually takes around 20 min. When you arrive, enjoy some sightseeing.

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

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

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

This renowned restaurant holds , and offers an exceptional menu of cuisine.

Keep the evening going at Archivio Storico - Cocktail Bar & Wonderfood, a great choice for enjoying the after-dinner hours with a drink. You could also go to Babette Pub, which offers a similarly pleasant setting and great drinks. Another option is Gran Caffè Cimmino, which provides an inviting environment for unwinding after a busy day out.

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 13

Day 13 – Naples and L'aquila

  • L'Aquila
  • Naples
  • More

Drive 240 km, 3 hours 47 min

  • Piazza del Plebiscito
  • Ovo Castle
  • Naples National Archaeological Museum
  • Cappella Sansevero
  • More

On day 13 of your luxury holiday in Italy, your road trip route will take you exploring the best of Naples. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Fasten your seatbelt and make your way to your next stop. L'aquila, 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 L'aquila may take around 2 hours 59 min without traffic disruptions. Upon arrival in L'aquila, we highly recommend checking out some of the top attractions.

Your sightseeing of the day begins at piazza del Plebiscito, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 58,141 reviews.

Next, satisfy your wanderlust at Ovo Castle. This point of interest has an average rating of 4.6 out of 5 stars from 33,595 travelers.

Naples National Archaeological Museum is another must-visit attraction. This renowned archaeological museum offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.6 out of 5 stars by 27,352 travelers and attracting 616,878 annual visitors, 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 Cappella Sansevero. This well-loved former church boasts a 4.7 out of 5-star rating from 25,405 reviews. In a single year, approximately 175,138 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 L'aquila.

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 L'aquila so you can check out the menus and make advance reservations.

Treat yourself to an extraordinary dining experience at FØRMA contemporary restaurant, a Bib Gourmand restaurant offering an incredible contemporary and creative menu. As a top-rated it is an ideal choice in the city.

To truly maximize your evening out, consider visiting Art Cafè L'Aquila after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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 – L'aquila, Cattolica, Loreto, Santamonica, and Rimini

  • Rimini
  • Cattolica
  • Loreto
  • Santa Monica-Cella
  • More

Drive 302 km, 3 hours 47 min

  • Sanctuary of the Holy House of Loreto
  • Fontana delle Sirene
  • I Delfini Beach Village
  • Misano World Circuit Marco Simoncelli
  • More

Wake up to day 14 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 Rimini, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Cattolica, Loreto, and Santamonica.

When you’ve had your share of Loreto, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Cattolica. Your travel time is around 1 hour 9 min.

Be one of the day’s first visitors at Fontana delle Sirene. This sightseeing destination is rated an average of 4.4 out of 5 stars by 8,758 visitors.

When you’re finished at Fontana delle Sirene, head to I Delfini Beach Village. This one-of-a-kind sightseeing destination is rated an average of 4.6 out of 5 stars in 859 reviews.

Continue your road trip and head to your next destination, Loreto. This car ride takes around 1 hour 56 min.

Take the opportunity to see Sanctuary of the Holy House of Loreto. This attraction has an average rating of 4.8 out of 5 stars from 19,100 visitors.

After soaking in Cattolica’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Santamonica. Expect your car journey to take a minimum of 9 min. When you arrive in Santamonica, it's time to take a break from the road.

Drop by the renowned Misano World Circuit Marco Simoncelli. This popular motorsport racing track has been rated an average of 4.7 out of 5 stars by 10,453 visitors.

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

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Capogiro, a well-loved spot among locals and tourists. Or, head to Caffè Cavour. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Ilde - Il Baretto della Buona Piadina, another top-rated place in the area.

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 – Rimini - departure day

  • Rimini - Departure day
  • More
  • Porta Montanara
  • 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 Rimini before saying goodbye.

Make the most of your final day in Italy by visiting Rimini’s iconic markets and shopping establishments. Your stay’s proximity to the city’s retail haven invites an unhurried and unforgettable exploration of its variety of stores and establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. Take home a piece of Italy with these souvenirs, keeping your adventures close.

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

You will then say farewell to Rimini 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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