Luxury 9-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Perugia, Florence, and Rome

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 Ancona, Sirolo, Loreto, and San Vittore. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Immerse yourself in Ancona’s rich culture with today's sightseeing itinerary. Start your journey at Lazzaretto Of Ancona. This instagrammable museum is sure to ignite your curiosity.

When you’re ready to jump back into the car and say goodbye to Ancona, you’ll hit the road in the direction of Sirolo. This drive usually takes around 31 min. When you arrive, enjoy some sightseeing.

Splendide Terrazze Del Conero is a beloved cliff we recommend making time to visit today. Discover its romantic features before continuing your self-guided tour.

Fasten your seatbelt and make your way to your next stop. Loreto, 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 Sirolo to Loreto may take around 22 min without traffic disruptions. Upon arrival in Loreto, we highly recommend checking out some of the top attractions.

Spend your afternoon discovering Sanctuary Of The Holy House Of Loreto, a notable church known for its stunning features.

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

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

Treat yourself to a delicious dinner at Ristorante Settimo Sigillo, an excellent option for tonight's dining. Looking for something different? Caffè Baglioni offers a tantalizing alternative with its diverse menu. And don’t miss Bar Pellas. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

If you’re not ready to end the night just yet, Tommi Bar offers a perfect venue to relax and savor a drink. Similarly, Valentina is well-suited for those looking to unwind in a social setting. Caffe Dal Perugino is another excellent spot to enjoy a nightcap after a delightful meal.

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.

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 Florence, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Santa Maria degli Angeli and Arezzo.

Continue your road trip and head to your next destination, Santa Maria degli Angeli. This car ride takes around 32 min.

Basilica Of San Francesco D'assisi is a notable church we recommend making time to visit today. Discover its stunning features before continuing your self-guided tour to Basilica Di Santa Chiara, a culturally significant church that’s well-regarded in the area.

Fasten your seatbelt and make your way to your next stop. Santa Maria degli Angeli, 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 Santa Maria degli Angeli to Santa Maria degli Angeli may take around 11 min without traffic disruptions. Upon arrival in Santa Maria degli Angeli, we highly recommend checking out some of the top attractions.

Take your self-guided tour to Basilica Of Santa Maria Degli Angeli, a captivating church that everyone visiting Santa Maria degli Angeli should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings.

As you’ve unraveled the marvels of Santa Maria degli Angeli, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Arezzo may take around 1 hour 24 min. Upon your arrival in Arezzo, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Head to Piazza Grande, a captivating public square in Arezzo. Explore its standout features at your own pace before you continue your journey.

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.

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

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary and international cuisine in the city.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile 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.

On day 4 of your luxurious vacation in Italy, you’ll start and end your day in Florence, but spend most of the day exploring attractions outside of the city. After a long day of sightseeing, you'll drive back to Florence, where you'll stay for 1 night more.

Get ready to discover some of the most iconic wonders in Florence, including a food market, a church, and a historical landmark. Start your day at Central Market. This eye-catching food market is a notable place to see in Florence. Then, wander over to Cathedral Of Santa Maria Del Fiore. If symbolic sites excite you, this church will be right up your alley. Nearby, you’ll also find Ponte Vecchio. This history-steeped historical landmark is a favorite among visitors.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Pisa. This drive usually takes around 1 hour 18 min. When you arrive, enjoy some sightseeing.

Take your self-guided tour to Leaning Tower Of Pisa, a world-famous monument that everyone visiting Pisa should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Next, head to Piazza Del Duomo, Pisa. This picture-perfect public square is one of the most globally renowned attractions in the region. Don’t miss out on Pisa Cathedral, a picture-perfect church, popular among locals as well as travelers.

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

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, 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 luxury holiday in Italy has plenty more in store for you.

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence. The day's journey will conclude in Rome, a city that offers you comfort and relaxation for 3 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.

Get ready to discover some of the most iconic wonders in Florence, including a public square, an art gallery, an observation deck, a monument and much more! Start your day at Piazza Della Signoria. This enchanting public square is a widely recognized place to see in Florence. Then, wander over to Uffizi Gallery. If romantic sites excite you, this art gallery will be right up your alley. Nearby, you’ll also find Piazzale Michelangelo. This grand observation deck is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Tower Of San Niccolò is a beloved spot in the city that will captivate you with its unique charm.

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.

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.

Experience a harmony of flavors at La Pergola in Rome by securing a reservation in advance. Known for its 3-star Michelin status, La Pergola offers a delightful variety of dishes highlighting its delicious mediterranean and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Pagliaccio, a highly recommended restaurant known for its enticing creative and innovative 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 Enoteca La Torre, a highly acclaimed restaurant celebrated for its exceptional mediterranean and creative menu.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, La Botticella Of Poggi Giovanni stands out as an excellent choice for a post-dinner cocktail. Alternatively, Almalu Trastevere offers an ideal atmosphere to enjoy the pleasures of the night. Bar Viminale Di Pepi Maurilio is also a great option that provides a perfect setting for a relaxing evening.

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

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 remaining.

Rome is brimming with adventures. Today’s wonderful stops include a castle, a public square, a monument, an archeological site and much more! Begin your sightseeing adventure at the astonishing Castel Sant'angelo. Just a short distance away is Piazza Navona, a masterful public square that draws visitors from far and near.

Continue your journey to Pantheon, one of the city’s most iconic spots that you shouldn’t miss. Another great site to visit is the globally renowned Roman Forum. Last up on today’s itinerary is an archeological site. Make your way to Colosseum for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Rome.

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.

Treat yourself to a wonderful meal at RomAntica, a top-rated dining spot in Rome. If you're in the mood for something new, try Coso Ristorante, another premier location with a delectable menu. You might also want to book a table at DEROMA - Farine Romane. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

Cap off your dinner by heading to Sant' Eustachio Caffè, ideal for a leisurely evening with a drink in hand. Yellowsquare Rome is another bar that offers an enjoyable setting. Similarly, Caffè Portofino is also a popular place to go on a night out, perfect for relaxing and socializing.

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 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 remaining.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await. Altare Della Patria is the perfect place to start. This monument is one of the most captivating places to visit in Rome. Next, head to Piazza Di Spagna, an iconic public square, known for its grand features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Piazza Del Popolo. This romantic public square offers a unique experience that is highly recommended. Meanwhile, Villa Borghese adds its own distinct charm to your journey.

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

Enjoy a delicious meal at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Unwind after your meal by stepping into The Apartment Bar Roma. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Hotel Hassler Roma offers a dynamic and energetic atmosphere for a glass or two.

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

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

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Vatican City allows for both.

When you’re ready to jump back into the car and say goodbye to Rome, you’ll hit the road in the direction of Vatican City, Vatican City. Witness the landscapes transform as you cross the border to Vatican City. This drive usually takes around 11 min. When you arrive, enjoy some sightseeing.

Take your self-guided tour to St. Peter's Basilica, a world-famous major basilica that everyone visiting Vatican City should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Next, head to Sistine Chapel.

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

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

Treat yourself to an extraordinary dining experience at Sot'Ajarchi, a Bib Gourmand restaurant offering an incredible seafood and from the marches menu. Alternatively, if your taste buds call for something different, Bontà delle Marche is another top choice with a popular menu.

Unwind after your meal by stepping into Alla Tazza D'oro. This venue is celebrated for its extensive drink selections and cozy vibes.

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