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

Your itinerary for day 2 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 3 nights.

Fasten your seatbelt and make your way to your next stop — Florence, home to many well-known sights in the region. Keep in mind that your travel time from Ancona to Florence may take around 3 hours 18 min without traffic disruptions. Upon arrival in Florence, we highly recommend checking out some of the top attractions.

When you're ready for some sights, head to Piazzale Michelangelo, an astonishing observation deck in Florence. Explore its history-steeped features at your own pace before you continue your journey to your next attraction, Uffizi Gallery. This famous art gallery is a top recommendation in the area.

When you’re ready to explore more, Ponte Vecchio is an excellent choice. Spend some time discovering what some claim to be the most respected historical landmark in the region. Next, continue your sightseeing at the famous Cathedral Of Santa Maria Del Fiore and discover what makes this church unique. If you’re up for one more stop in the city, head to Piazza Della Signoria, a majestic public square many travelers find the visit worthwhile.

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

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

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. Known for great service, it’s a fantastic choice for tonight in Florence.

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.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

Wake up to day 3 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Pisa. With 2 nights to stay in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Set your GPS to Pisa and hit the road. Expect a journey of approximately 1 hour 14 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pisa beckons with new experiences!

Set out on a self-guided sightseeing tour at “tuttomondo” (keith Haring) and explore the photogenic features. Next, make your way to Santa Maria Del Carmine, Pisa, another highlight in Pisa. When you’re done exploring the church, continue to Knights' Square, a culturally significant public square.

Nearby, you will also find Leaning Tower Of Pisa. This world-famous monument is a top place to see in the area. Lastly, head to Pisa Cathedral, a grand church that is perfect for some final exploring in the city.

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

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

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. Known for great service, it’s a fantastic choice for tonight in Florence.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

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

On day 4 of your road trip, you'll get the chance to experience Pievasciata, Castellina in Chianti, and Greve in Chianti. At the end of the day, you'll drive back to Florence, where you still have 1 night left to stay.

Continue your road trip and head to your next destination, Pievasciata. This car ride takes around 1 hour 22 min.

Savor the day by heading to Parco Sculture Del Chianti, a frequently visited sculpture garden that draws visitors from near and far.

Fasten your seatbelt and make your way to your next stop — Castellina in Chianti, home to many well-known sights in the region. Keep in mind that your travel time from Pievasciata to Castellina in Chianti may take around 31 min without traffic disruptions. Upon arrival in Castellina in Chianti, we highly recommend checking out some of the top attractions.

Our first attraction recommendation in Castellina in Chianti is Rocca Di Castellina In Chianti, an intriguing castle that draws attention for its history-steeped features.

Set your GPS to Greve in Chianti and hit the road. Expect a journey of approximately 38 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Greve in Chianti beckons with new experiences!

Set out on a self-guided sightseeing tour at Castle Of Verrazzano and explore the romantic features.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine.

Don’t miss out on dining at Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly 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 Gosh*, a top-rated bar in the area. For other recommendations, Antico Caffè Del Moro - Art Bar Firenze provides a perfect setting for rounding out your night with style and great drinks. Likewise, Quelo Bar offers a memorable night with diverse drink options and excellent service.

Say good night to Florence and look forward to another great day of your road trip in Italy!

On day 5 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Rome are on today's agenda. In the evening, you’ll end up in Rome, where you will stay for 3 nights.

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.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Rome. Expect your car journey to take a minimum of 3 hours 9 min. When you arrive in Rome, it's time to take a break from the road.

One of our top recommendations for your sightseeing is Colosseum. Spend some time admiring the UNESCO world heritage-designated features of the archeological site before you continue to your next stop. Then, head to Roman Forum. This iconic archeological site is a traveler-favorite in the city.

If you're keen to see more, continue to Trevi Fountain. Feed your curiosity by learning something new about the monument. Next, take your journey to Pantheon, an iconic monument. Conclude your sightseeing at Piazza Navona, known for its history-steeped features.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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 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.

Make sure to reserve a table at La Bottega Roma, 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 Pasta In Corso, 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 Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Explore the vibrant nightlife at La Botticella Of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Almalu Trastevere for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Viminale Di Pepi Maurilio is perfect for those looking to extend their night with a touch of local flavor.

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, where you have 2 nights left to stay.

At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Vatican City. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Altare Della Patria leaves a lasting impression. This monument is one of the most captivating places to visit in Rome. Next, head to Piazza Di Spagna, a wondrous public square, known for its history-steeped features.

Next, continue your sightseeing at Sistine Chapel, a top-rated chapel.

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

Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for a true cultural experience.

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.

To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass to another unforgettable day in Italy!

On day 7 of your road trip, you’ll start and end your day in Rome, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Tivoli.

After soaking in Rome’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Tivoli. Expect your car journey to take a minimum of 38 min. When you arrive in Tivoli, it's time to take a break from the road.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Hadrian's Villa, a curiosity-inducing archeological site that everyone visiting Tivoli should see. Next, head to Villa D'este. This UNESCO world heritage-listed palace is one of the most captivating attractions in the region.

If you're keen to see more, don’t miss out on Fontana Dell'organo, an enchanting monument popular among locals as well as travelers. Fontana Dell'ovato (o Di Tivoli) is an excellent attraction to visit next. Spend some time learning more about this frequently visited monument before you continue your journey. Lastly, visit Villa Gregoriana, an idyllic park and a top attraction in the town.

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

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

Enjoy a lovely dining experience at Hotel de Russie, 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 La Taverna Italiana, 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 The Parrot Bar. It’s yet another ideal choice to enhance your time in Rome tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, The Apartment Bar Roma stands out as an excellent choice for a post-dinner cocktail. Alternatively, Hotel Hassler Roma offers an ideal atmosphere to enjoy the pleasures of the night.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

Dive into day 8 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Santa Maria degli Angeli. At the end of the day, you’ll unwind at one of the finest accommodations in Ancona, where you'll spend 1 night.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Santa Maria degli Angeli may take around 2 hours 25 min. Upon your arrival in Santa Maria degli Angeli, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Set out on a self-guided sightseeing tour at Basilica Of San Francesco D'assisi and explore the historic features. Next, make your way to Piazza Del Comune, another highlight in Santa Maria degli Angeli. When you’re done exploring the public square, continue to Basilica Di Santa Chiara, a breathtaking church.

Nearby, you will also find Eremo Delle Carceri. This locally appreciated monastery is a top place to see in the area.

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.

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

Enjoy a lovely meal at Amarcord, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bontà delle Marche is another top choice with a popular menu. You could also check for a table at Ristorante Pizzeria Da Romano. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Ancona tonight.

If you’re not ready to end the night just yet, Alla Tazza D'oro offers a perfect venue to relax and savor a drink.

Say good night to Ancona and look forward to another great day of your road trip in Italy!