Luxury 9-Day Italy Road Trip from Ancona to Perugia, Florence, and Rome

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

Kick off the day at Passetto, a top pick for today’s sightseeing. This point of interest is rated an average of 4.5 out of 5 stars in 2,797 reviews.

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

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.

Savor the flavors at Playa Solero, a top pick for dinner tonight. Alternatively, Zucchero a Velò beckons with its unique menu offerings. Also, consider Ristorante Il Giardino. With its consistent customer satisfaction, it’s an excellent option for dining in Ancona tonight.

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

Raise a toast to the start of your 9-day luxury vacation in Italy and look forward to more fantastic days to come!

Wake up to day 2 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 Perugia, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Ancona, Sirolo, Loreto, and San Vittore.

When you’re ready for some sightseeing, make your way to Lazzaretto Of Ancona. This much-appreciated building is rated 4.4 out of 5 stars in 4,023 reviews.

Set your GPS to Sirolo and hit the road. Expect a journey of approximately 31 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Sirolo beckons with new experiences!

Kick off the day at Splendide Terrazze Del Conero, a top pick for today’s sightseeing. This point of interest is rated an average of 4.8 out of 5 stars in 1,225 reviews.

As you’ve unraveled the marvels of Sirolo, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Loreto may take around 22 min. Upon your arrival in Loreto, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Begin your sightseeing with a visit to Sanctuary Of The Holy House Of Loreto. This church is rated an average of 4.8 out of 5 stars in 19,100 reviews.

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

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

Round off your dining experience by visiting Tommi Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Valentina, a bar catering to every mood and preference. Caffe Dal Perugino likewise offers a unique atmosphere, perfect for a memorable night 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 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Santa Maria degli Angeli, and Arezzo. 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.

When you’re ready to jump back into the car and say goodbye to Perugia, you’ll hit the road in the direction of Santa Maria degli Angeli. This drive usually takes around 32 min. When you arrive, enjoy some sightseeing.

Take the opportunity to see Basilica Of San Francesco D'assisi. This attraction has an average rating of 4.9 out of 5 stars from 33,258 visitors.

Basilica Di Santa Chiara is another sightseeing hotspot in the area. This minor basilica has been rated an average of 4.7 out of 5 stars by 9,628 travelers.

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.

When you're ready to see some sights, Basilica Of Santa Maria Degli Angeli is a great place to start. This papal basilica is rated an average of 4.8 out of 5 stars by 19,258 visitors.

Fasten your seatbelt and make your way to your next stop. Arezzo, 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 Arezzo may take around 1 hour 24 min without traffic disruptions. Upon arrival in Arezzo, we highly recommend checking out some of the top attractions.

Your sightseeing of the day begins at Piazza Grande, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 14,465 reviews.

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.

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

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.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery 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 4 of your luxury road trip in Italy is another opportunity to explore what this region has to offer. Start your day with a drive to visit the amazing attractions in the surrounding area of Florence. After a day of sightseeing, return to the city, where you still have 1 night left to enjoy. End your evening with a fulfilling dinner at one of the finest restaurants in Florence, savoring the local culinary delights.

An excellent attraction to start your day with is Central Market. This sightseeing destination is rated an average of 4.4 out of 5 stars in 43,100 reviews.

Continue your journey at Cathedral Of Santa Maria Del Fiore. This church is rated 4.8 out of 5 stars by 76,359 travelers from near and far.

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.

Kick off the day at Leaning Tower Of Pisa, a top pick for today’s sightseeing. Attracting approximately 3,200,000 visits every year, this attraction is a must-see. This bell tower is rated an average of 4.7 out of 5 stars in 116,882 reviews.

Today is also your chance to visit Piazza Del Duomo, Pisa. Piazza Del Duomo, Pisa is a square with an average rating of 4.7 out of 5 stars from 104,550 reviews.

Pisa Cathedral is another top attraction we highly recommend you visit today. This cathedral is rated an average of 4.8 out of 5 stars by 8,361 visitors.

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

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

Enjoy a lovely meal at Trattoria Da Burde, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Buca Mario is another top choice with a popular menu. You could also check for a table at Eataly Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence 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.

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 Florence. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Start your sightseeing with a visit to Piazza Della Signoria. This square is rated an average of 4.8 out of 5 stars from 66,956 visitors.

Ponte Vecchio is another popular attraction you could visit today. This deck arch bridge has a rating of 4.7 out of 5 stars from 118,099 visitors.

Uffizi Gallery is also highly recommended by travelers. More than 2,011,219 people visit this top attraction every year. This national museum has a rating of 4.7 out of 5 stars from 61,794 visitors.

Piazzale Michelangelo is an attraction you won’t want to miss. This square is rated an average of 4.8 out of 5 stars in 77,744 reviews.

Another attraction you have the opportunity to visit today is Tower Of San Niccolò. This city gate has received an average rating of 4.6 out of 5 stars from 712 travelers.

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 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 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.

Continue your evening by exploring the vibrant nightlife scene at La Botticella Of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Sant' Eustachio Caffè, a bar that offers unique local touches. Likewise, Caffè Portofino provides an excellent alternative for a fun evening.

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

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.

Kick off the day at Castel Sant'angelo, a top pick for today’s sightseeing. Attracting approximately 918,591 visits every year, this attraction is a must-see. This museum is rated an average of 4.7 out of 5 stars in 72,431 reviews.

Today is also your chance to visit Piazza Navona. Piazza Navona is a square with an average rating of 4.7 out of 5 stars from 158,771 reviews.

Pantheon is another top attraction we highly recommend you visit today. This roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. In a single year, this roman temple hosts approximately 30,000,000 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Roman Forum. This square is rated an average of 4.7 out of 5 stars by 114,450 visitors.

Lastly, don’t miss out on Colosseum, a famous roman amphitheatre in Rome. This attraction welcomes 7,400,000 visitors annually and is rated an average of 4.7 out of 5 stars by 328,821 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 Rome. Savor the local cuisine and relax as you recount the day's experiences.

Make sure to reserve a table at DEROMA - Farine Romane, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna Italiana, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Centro, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your dinner by heading to The Apartment Bar Roma, ideal for a leisurely evening with a drink in hand. Hotel Hassler Roma is another bar that offers an enjoyable setting.

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

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.

Begin your sightseeing with a visit to Altare Della Patria. This extraordinary architectural structure is rated an average of 4.8 out of 5 stars by 49,843 visitors. Each year, around 1,683,070 people visit this site to learn more about it.

Next, make your way to Trevi Fountain. This top attraction is a sculpture with an average rating of 4.8 out of 5 stars by 343,494 visitors.

We also recommend a visit to Piazza Di Spagna. This square is rated 4.7 out of 5 stars by 113,658 travelers.

If you’re keen to keep exploring, visit Piazza Del Popolo. This highly recommended sightseeing destination has received an average rating of 4.6 out of 5 stars from 89,807 travelers.

Today is also your chance to spend some time at Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars by 69,749 travelers.

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

Dine in style at Ristorante Tema, a top recommendation for dinner tonight. Or, for a change of pace, Maccheroni boasts a menu that's sure to impress. Also, be sure to check out RoYaL Art Cafè Roma. Known as a local hotspot, it’s a great choice for tonight in Rome.

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 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 Ancona, where you'll be staying for 1 night. 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, Vatican City. This car ride takes around 11 min.

Be one of the day’s first visitors at St. Peter's Basilica. This major basilica is rated an average of 4.8 out of 5 stars by 131,043 visitors. Attracting more than 11,000,000 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at St. Peter's Basilica, head to Sistine Chapel. This one-of-a-kind chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Vatican Museums. This art museum is rated an average of 4.6 out of 5 stars by 133,310 visitors. Visiting Vatican Museums means you'll be one of 1,612,530 people who do so every year.

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.

Discover a world of culinary delights in Ancona, 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.

Have a memorable dining experience in Ancona by booking a table at Sot'Ajarchi, renowned as a Bib Gourmand restaurant presenting an exceptional seafood, and from the marches menu. Immerse yourself in the culinary delights of Bontà delle Marche, a popular restaurant in Ancona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

To truly maximize your evening out, consider visiting Alla Tazza D'oro 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.

Today is the last day of your 9-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 Ancona before saying goodbye.

On your last day in Italy, take time to indulge in shopping at Ancona’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

Make the most of what's left of your luxury vacation and head out to the stunning Piazza Del Plebiscito. This extraordinary square and attraction is rated an average of 4.4 out of 5 stars in 2,631 reviews, and is an excellent choice for your last sightseeing in Ancona.

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

Dine in style at Vino E Cucina Miscia, a top recommendation for dinner tonight. Or, for a change of pace, Mixer Bar boasts a menu that's sure to impress.

You will then say farewell to Ancona 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!