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

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Florence, 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 Florence. You’ll stay here for 3 nights.

Bring your curiosity for today’s adventure around Ancona. Some of the city’s most loved attractions await! Piazzale Michelangelo is the perfect place to start. This observation deck is one of the most impressive places to visit in Ancona. Next, head to Uffizi Gallery, a spectacular art gallery, known for its instagrammable 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 Ponte Vecchio. This enchanting historical landmark is a highly recommended experience. Nearby, you'll also find Cathedral Of Santa Maria Del Fiore and Piazza Della Signoria. Visit these for an interesting touch to your journey.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence 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 Florence, 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.

Don’t miss out on dining 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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

Celebrate another amazing day of your road trip adventure in Italy!

Greet day 3 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 2 nights 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 Pisa.

Today’s route brings family-friendly attractions, photo-friendly spots, and budget-friendly activities. The first attraction of today is “tuttomondo” (keith Haring). This often recommended art installation is a detailed place to see in Florence. Continue your discovery at Santa Maria Del Carmine, Pisa, a photogenic church with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Knights' Square. This locally appreciated public square offers a breathtaking encounter with Florence. Next, make your way to Leaning Tower Of Pisa to add another highlight to your day. After that, visit Pisa Cathedral, a worthwhile church that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Piazza Del Duomo, Pisa, an iconic public square in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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

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

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

Get a good night's sleep and look forward to another great day on the road in Italy!

On day 4 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 1 night more, there’s no need to rush. Experience Pievasciata, Castellina in Chianti, and Greve in Chianti to the fullest today with this curated day itinerary!

Today’s itinerary in Florence covers several incredible sights, including a sculpture garden, a castle, and a winery. Start your adventure at Parco Sculture Del Chianti. This underrated sculpture garden is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Rocca Di Castellina In Chianti, a must-see castle in the hamlet.

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 Castle Of Verrazzano. This up-and-coming castle offers an enriching experience. For a change of pace, head to Il Molino Di Grace, where you can take in serene features. 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.

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

Make sure to reserve a table at Ristorante Buca Mario, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Agricola Toscana, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Unwind after your meal by stepping into Gosh*. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Quelo Bar, another top-rated bar in the area.

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 5 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Rome. In the evening, you’ll end up in Rome, where you will stay for 3 nights.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Colosseum. This breathtaking archeological site is sure to ignite your curiosity. Next, dive into the culturally significant features of Roman Forum, a must-visit archeological site 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 Trevi Fountain, a globally renowned monument. For a change of scene, check out Pantheon, known for its culturally significant features. We also recommend visiting Piazza Navona. This public square is a must for anyone looking to experience the city to the fullest.

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

As dinnertime approaches, it's time to head out for a bite to eat in Rome. 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.

Treat yourself to a delicious dinner at La Bottega Roma, an excellent option for tonight's dining. Looking for something different? Pasta In Corso offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Vecchia Roma. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, which provides an inviting environment for unwinding after a busy day out.

Savor another day of unforgettable experiences in Italy!

Wake up to day 6 of your extraordinary road trip in Italy. With 2 nights left in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

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.

Begin your adventure at Vatican Museums. This is a wondrous art museum you should not miss. Another must-see is Sistine Chapel, a spectacular chapel in Rome.

When you’re ready for the next sight, head to St. Peter's Basilica. From there, take a leisurely stroll to Altare Della Patria, another of the city’s well-known attractions. We recommend continuing your self-guided tour at Piazza Di Spagna, a grand place of interest in the city.

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.

Enjoy a lovely dining experience at RomAntica, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Coso Ristorante, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated DEROMA - Farine Romane. It’s yet another ideal choice to enhance your time in Rome tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Sant' Eustachio Caffè, known for its inviting atmosphere. Yellowsquare Rome is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino provides a great setting to enjoy the night away.

Savor another day of unforgettable experiences in Italy!

On day 7 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 Tivoli. You still have 1 night left in Rome.

Rome is home to plenty of attractions that offer family-friendly attractions, scenic views, and photo-friendly spots! Start at Hadrian's Villa, an increasingly popular archeological site that is worthwhile a visit in the town. Nearby, you’ll find Villa D'este, enchanting visitors with its visually striking appeal. Continue your exploration at Fontana Dell'organo. This monument is one of the town’s most underrated spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Fontana Dell'ovato (o Di Tivoli). After exploring the monument, head to the intriguing Villa Gregoriana. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Grande Cascata Di Tivoli, a place of peaceful interest in Rome.

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

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.

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.

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.

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

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Santa Maria degli Angeli. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Ancona. You will spend 1 night here for some well-deserved relaxation.

Get ready to discover some of the most iconic wonders in Rome, including a church, a public square, and a monastery. Start your day at Basilica Of San Francesco D'assisi. This grand church is a captivating place to see in Rome. Then, wander over to Piazza Del Comune. If enchanting sites excite you, this public square will be right up your alley. Nearby, you’ll also find Basilica Di Santa Chiara. This stunning church is a favorite among visitors.

Rome offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Eremo Delle Carceri is an up-and-coming spot in the town that will captivate you with its unique charm.

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

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

Treat yourself to a delightful dinner at Amarcord, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bontà delle Marche? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Pizzeria Da Romano as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Ancona.

Following your dinner, dive into the local bar culture at Alla Tazza D'oro. Enjoy this evening's relaxed ambiance with delightful drinks.

Raise your glass to another unforgettable day in Italy!