Luxury 12-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south to Arezzo, Naples, Rome, and Florence

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa. The day's journey will conclude in Arezzo, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Savor the day by visiting some of the best places to see in Pisa, including a monument, a church, a public square, a cemetery and much more! Start your adventure at Leaning Tower Of Pisa. This globally renowned monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Pisa Cathedral located in Pisa for an enchanting atmosphere.

Next, immerse yourself in the setting of Piazza Del Duomo, Pisa. Its picture-perfect features will captivate you. After the public square, continue your tour of the city with a visit to Battistero Di San Giovanni. This church has a picture-perfect appeal. For a change of pace, head to Campo Santo. As one of the most worthwhile attractions in Pisa, this cemetery is an excellent place to end your self-guided tour.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Arezzo. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Discover a world of culinary delights in Arezzo, 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.

Start your culinary exploration in Arezzo by securing a reservation at Octavin. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. Immerse yourself in the culinary delights of La Clandestina, a popular restaurant in Arezzo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

Keep the evening going at Liquid Bar, a great choice for enjoying the after-dinner hours with a drink.

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

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 Naples, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Caserta and Cardito.

Continue your road trip and head to your next destination, Caserta. This car ride takes around 3 hours 55 min.

Your self-guided tour starts at Palace Of Caserta, an interesting palace that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Giardini Reali - Parco Reggia Di Caserta and admire its UNESCO world heritage-listed features.

After soaking in Caserta’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Cardito. Expect your car journey to take a minimum of 27 min. When you arrive in Cardito, it's time to take a break from the road.

Spend your afternoon discovering Villa Comunale Di Cardito "parco Taglia", an increasingly popular park known for its scenic features.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Naples. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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.

Have a memorable dining experience in Naples by booking a table at Il Comandante, renowned as a 1-star Michelin restaurant presenting an exceptional creative and mediterranean menu. For a different culinary experience in Naples, ARIA shines as one of the top destinations, known for its delicious contemporary and modern cuisine. 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, Veritas is known as a top local spot for its delicious campanian and contemporary cuisine in Naples. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Unwind after your meal by stepping into Happening Cocktail Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Shanti Art Musik Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Gran Caffè Gambrinus, another top-rated bar in the area.

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

Day 4 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 remaining.

Today’s well-planned self-sightseeing route offers several a charming, an enchanting, an eye-catching, a standout, a culturally significant, and a noteworthy. Whether you decide to explore Naples on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Ovo Castle is the first of them. Spend some time admiring this awe-inspiring castle before continuing your journey. Piazza Del Plebiscito is your next stop. This famous public square is one of the best-rated sights in Naples.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit San Carlo Theatre. This romantic opera house is a sight to behold. To round off your sightseeing experience, visit Castel Nuovo and Naples National Archaeological Museum.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

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.

Dine in style at Antica Pizzeria Di Matteo, a top recommendation for dinner tonight. Or, for a change of pace, Mercure Napoli Centro Angioino boasts a menu that's sure to impress. Also, be sure to check out La Lazzara Trattoria e Pizzeria. Known as a local hotspot, it’s a great choice for tonight in Naples.

Continue the enjoyment post-dinner at Archivio Storico - Cocktail Bar & Wonderfood, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Archeobar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Babette Pub. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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.

Wake up to day 5 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Pompei and Amalfi. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

As you’ve unraveled the marvels of Naples, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pompei may take around 27 min. Upon your arrival in Pompei, you’ll be greeted with the opportunity to do some sightseeing and exploring.

One of our top recommendations for your sightseeing is Archaeological Park Of Pompeii. Spend some time admiring the historic features of the archeological site before you continue to your next stop. Then, head to Amphitheatre Of Pompeii. This interesting archeological site is a traveler-favorite in the town.

As you’ve unraveled the marvels of Pompei, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Amalfi may take around 1 hour 3 min. Upon your arrival in Amalfi, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Your self-guided tour starts at Amalfi Coast, an impressive coast that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

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.

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 3 nights remaining.

Brace yourself for today’s incredible lineup of attractions in Rome, featuring a romantic, a stunning, an eye-catching, a historically significant, a culturally significant, a detailed, and a sacred. Start at Trevi Fountain, a globally renowned monument in the city. Then, head to Pantheon and soak in the ambiance of this culturally significant monument.

There are many interesting places to see in Rome and when you are ready for more, go to Piazza Navona. This is one of the city’s most timeless spots. After exploring the public square, visit the impressive Campo De' Fiori. Before wrapping up your self-guided sightseeing tour, head to the spectacular Castel Sant'angelo, a spectacular castle in the city.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

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

Enjoy a delicious meal at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Explore the vibrant nightlife at Sant' Eustachio Caffè after your meal, a hub for lively evenings and memorable moments. Or, head to Yellowsquare Rome for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino is perfect for those looking to extend their night with a touch of local flavor.

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

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 2 nights remaining.

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Largo Di Torre Argentina. This photogenic archeological site is sure to ignite your curiosity. Next, dive into the culturally significant features of Altare Della Patria, a must-visit monument in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Roman Forum, a world-famous archeological site. For a change of scene, check out Colosseum, known for its culturally significant features.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

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

Treat yourself to a delightful dinner at Hotel de Russie, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Taverna Italiana? It's another excellent option with a diverse menu. Consider reserving a table at The Parrot Bar as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight 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.

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

Day 8 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 remaining.

Prepare for a day full of a charming, a picturesque, an enchanting, a picture-perfect, a respected, a detailed, a symbolic, a stunning, and an UNESCO world heritage-listed. When you’re ready, kick off your sightseeing adventure at Villa Borghese. This top-rated park is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Popolo, one of the city’s most promising highlights.

Next, check out Spanish Steps, one of the most astonishing places to see in Rome. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Di Spagna. Wander around and soak in the romantic atmosphere this public square offers. Finally, take the path to the locally renowned Basilica Di Santa Maria Maggiore, the last of our attraction recommendations for today.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

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.

Savor the flavors at Sofitel Roma Villa Borghese, a top pick for dinner tonight. Alternatively, Centro beckons with its unique menu offerings. Also, consider Ristorante Tema. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

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.

On day 9 of your luxury holiday in Italy, your road trip route will take you exploring the best of Vatican City. The day's journey will conclude in Florence, a city that offers you comfort and relaxation for 2 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Immerse yourself in Vatican City’s rich culture with today's sightseeing itinerary.

Embrace the thrill of the open road as you wave goodbye to Rome and set your GPS to Vatican City, Vatican City. 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 11 min. Upon reaching Vatican City, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Savor the rest of your day by heading to St. Peter's Basilica, a timeless major basilica that draws visitors from near and far. Next, explore Saint Peter's Square, yet another interesting place to see in the area. After the square, make time to go to Vatican Museums.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional 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, Il Vinile offers a memorable night with diverse drink options and excellent service.

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.

Day 10 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 remaining.

A blend of an instagrammable, a heritage-rich, a masterful, a charming, a stunning, a profound, a grand, and an UNESCO world heritage-listed await you in Florence on today’s itinerary. First up is the locally renowned food market, Central Market. It's a standout spot that offers a memorable visit. Afterward, continue to Galleria Dell'accademia. A visit to this art gallery is an enriching experience for all.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Cathedral Of Santa Maria Del Fiore. This famous church is an essential stop that should not be missed. Following that, head to Basilica Of Santa Croce In Florence, another must-visit site that will enhance your experience. Lastly, visit Ponte Vecchio and learn why this historical landmark is renowned as one of the city's most world-famous attractions.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

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

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery 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 luxury holiday in Italy has plenty more in store for you.

Wake up to day 11 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 Florence and Siena.

Get ready for a day filled with a charming, a stunning, an eye-catching, a standout, a symbolic, and a masterful in the charming city of Florence. Your adventure starts at Piazza Della Signoria, a famous local hot spot. Another notable attraction to explore is Uffizi Gallery. This top-rated art gallery is known for its romantic appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazzale Michelangelo. This visually striking observation deck offers a fascinating experience that many visitors find memorable.

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 7 min, without any stops or traffic disruptions.

Piazza Del Campo is a widely recognized public square we recommend making time to visit today. Discover its enchanting features before continuing your self-guided tour.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Pisa. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Enjoy a lovely meal at Ristorante Capodimonte Pisa, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Locanda Dei Pisani Doc Pisa is another top choice with a popular menu. You could also check for a table at Baribaldi Pisa. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

Following your dinner, dive into the local bar culture at Bar Mocambo. Enjoy this evening's relaxed ambiance with delightful drinks. 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.

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.