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

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 3 nights.

Get ready to discover some of the most iconic wonders in Ancona, including an observation deck, an art gallery, a historical landmark, a church, a public square and much more! Start your day at Piazzale Michelangelo. This history-steeped observation deck is an astonishing place to see in Ancona. 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 Ponte Vecchio. This history-steeped historical landmark is a favorite among visitors.

Ancona offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Cathedral Of Santa Maria Del Fiore is an extraordinary spot in the city that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the enchanting Piazza Della Signoria. Take a moment to appreciate the fascinating details of this widely recognized public square.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!

On day 3 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 2 nights more, there’s no need to rush. Experience Pisa to the fullest today with this curated day itinerary!

Today’s itinerary in Florence covers several incredible sights, including an art installation, a church, a public square, a monument and much more! Start your adventure at “tuttomondo” (keith Haring). This increasingly popular art installation is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the heritage-rich wonders of Santa Maria Del Carmine, Pisa, a must-see church in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Knights' Square. This underrated public square offers an enriching experience. For a change of pace, head to Leaning Tower Of Pisa, where you can take in culturally significant features. Conclude your self-guided sightseeing tour with a visit to Pisa Cathedral and Piazza Del Duomo, Pisa. These sights offer a fulfilling end to a perfect day.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

After enjoying a fulfilling meal, continue your evening at Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Greet day 4 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Pievasciata, Castellina in Chianti, and Greve in Chianti.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a sculpture garden, a castle, and a winery. Begin your adventure at Parco Sculture Del Chianti. This is a locally appreciated sculpture garden you should not miss. Another must-see is Rocca Di Castellina In Chianti, an up-and-coming castle in Florence.

When you’re ready for the next sight, head to Castle Of Verrazzano. From there, take a leisurely stroll to Il Molino Di Grace, another of the hamlet’s often recommended attractions.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Have a fantastic dining experience at Ristorante Buca Mario, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Agricola Toscana offers an enticing alternative with its varied menu. Additionally, Eataly Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Gosh*, a well-loved spot among locals and tourists. Or, head to Antico Caffè Del Moro - Art Bar Firenze. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Quelo Bar, another top-rated place in the area.

Raise your glass to another unforgettable day in Italy!

Dive into day 5 of your remarkable road trip in Italy. Today you will explore Rome, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Rome. You’ll stay here for 3 nights.

Today’s itinerary in Florence covers several incredible sights, including an archeological site, a monument, and a public square. Start your adventure at Colosseum. This timeless archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the picture-perfect wonders of Roman Forum, a must-see archeological site in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Trevi Fountain. This world-famous monument offers an enriching experience. For a change of pace, head to Pantheon, where you can take in instagrammable features. Conclude your self-guided sightseeing tour with a visit to Piazza Navona. These sights offer a fulfilling end to a perfect day.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you explore more of Rome, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Savor the flavors at La Bottega Roma, a top pick for dinner tonight. Alternatively, Pasta In Corso beckons with its unique menu offerings. Also, consider Trattoria Vecchia Roma. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Take some time to reflect on your day and savor another beautiful night in Italy.

On day 6 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 2 nights left in Rome.

A top thing to do today is to explore Trastevere, a must-see neighborhood in Vatican City. It's the perfect starting point for touring the top attractions in the area.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most globally renowned attractions included on the itinerary is Vatican Museums.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the world-famous St. Peter's Basilica. After exploring the major basilica, head to Altare Della Patria. This captivating monument is a highlight in Rome. As your day continues, stop by Piazza Di Spagna, known for its romantic features.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Don’t miss out on dining 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.

Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

On day 7 of your road trip, you’ll start and end your day in Rome, where you'll stay for 1 night more.

Today’s route brings fun adventures, scenic views, and picturesque spots. The first attraction of today is Hadrian's Villa. This frequently visited archeological site is a picture-perfect place to see in Rome. Continue your discovery at Villa D'este, a visually striking palace with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this town so unique. Maximize your sightseeing with a visit to Fontana Dell'organo. This intriguing monument offers an enchanting encounter with Rome. Next, make your way to Fontana Dell'ovato (o Di Tivoli) to add another highlight to your day. After that, visit Villa Gregoriana, an intriguing park that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Grande Cascata Di Tivoli, a locally appreciated waterfall in the town. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.

When you’re done exploring for the day, you’ll return to Rome and your accommodation.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delicious dinner at Hotel de Russie, an excellent option for tonight's dining. Looking for something different? La Taverna Italiana offers a tantalizing alternative with its diverse menu. And don’t miss The Parrot Bar. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Let the evening flow smoothly from dinner to drinks at The Apartment Bar Roma, a top-rated bar in the area. For other recommendations, Hotel Hassler Roma provides a perfect setting for rounding out your night with style and great drinks.

Take some time to reflect on your day and savor another beautiful night in Italy.

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Santa Maria degli Angeli. At the end of the day, you will enjoy the comforts of a top-rated hotel in Ancona, which will be your home away from home for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Basilica Of San Francesco D'assisi. This well-known church provides an insightful glimpse into the town's identity. Next, discover Piazza Del Comune, a majestic public square, promising a delightful encounter.

Continue your sightseeing with a visit to Basilica Di Santa Chiara, a worthwhile church. When you’re done, don’t forget to make a stop at the underrated Eremo Delle Carceri.

At the end of the day, you will drive to Ancona, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a day of adventure, treat yourself to an exquisite dinner at one of Ancona's best restaurants.

Enjoy a delicious meal at Amarcord, a highly-rated dining destination in Ancona. If you're eager to try something different, consider Bontà delle Marche, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Pizzeria Da Romano. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Ancona this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Alla Tazza D'oro, known for its inviting atmosphere.

Savor another day of unforgettable experiences in Italy!