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

On day 2 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 Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Today, you'll explore some of the most beautiful places in Ancona, including a historical landmark, an art gallery, a palace, a public square and much more! Start your day with a visit to Ponte Vecchio. This world-famous historical landmark is a must-visit in the city. When you’re ready for your next discovery, continue to Uffizi Gallery, which may be one of the most picture-perfect places you will experience today.

One of the best things about exploring Ancona on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Palazzo Vecchio, a locally renowned palace in the city. If you’re up for more discoveries, don’t forget to reserve some time for Loggia Dei Lanzi and Piazza Della Signoria.

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.

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

Make sure to reserve a table at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San 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.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes an observation deck, a church, a monument, an art gallery, a food market and much more! Begin your adventure at Piazzale Michelangelo. This is a widely recognized observation deck you should not miss. Another must-see is Basilica Of Santa Croce In Florence, a popular church in Florence.

When you’re ready for the next sight, head to Giotto's Bell Tower. From there, take a leisurely stroll to Cathedral Of Santa Maria Del Fiore, another of the city’s top-rated attractions. We recommend continuing your self-guided tour at Galleria Dell'accademia, a detailed place of interest in the city. If time allows, add Central Market to your itinerary. This locally renowned food market offers the perfect finishing touch to your day in Florence.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

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.

Savor another day of unforgettable experiences in Italy!

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Siena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 1 night.

Today’s itinerary in Florence covers several incredible sights, including a monument, a church, a palace, a public square and much more! Start your adventure at Fortezza Medicea (siena). This beloved monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the picture-perfect wonders of Basilica Of San Domenico, 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 Siena Cathedral. This well-known church offers an enriching experience. For a change of pace, head to Pubblico Palace, where you can take in historic features. Conclude your self-guided sightseeing tour with a visit to Piazza Del Campo and Tower Of Mangia. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Siena, 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 Siena. 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.

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

Continue the enjoyment post-dinner at Meet Life Cafè, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Maudit Pub offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Impero Siena. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Savor another day of unforgettable experiences in Italy!

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 3 nights here for some well-deserved relaxation.

Get ready for a day filled with family-friendly attractions, romantic experiences, and scenic views in the charming city of Siena. Your adventure starts at Castel Sant'angelo, an impressive local hot spot. Another notable attraction to explore is Campo De' Fiori. This famous public square is known for its awe-inspiring appeal.

After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Navona. This enchanting public square offers a fascinating experience that many visitors find memorable. Pantheon is also worth visiting, along with Altare Della Patria. These standout landmarks offer unique experiences that add to the day’s enjoyment.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. 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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option 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.

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

Day 6 offers a multitude of experiences. You will stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.

Get ready for a day filled with family-friendly attractions, breathtaking views, and photo-friendly spots in the charming city of Rome. Your adventure starts at Colosseum, a world-famous local hot spot. Another notable attraction to explore is Roman Forum. This timeless archeological site is known for its breathtaking appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Trevi Fountain. This visually striking monument offers a fascinating experience that many visitors find memorable. Piazza Di Spagna is also worth visiting, along with Spanish Steps. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Villa Borghese. This famous park provides a fitting finale to your sightseeing.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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 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.

Explore the vibrant nightlife at Sant' Eustachio Caffè after your meal, a hub for lively evenings and memorable moments. Or, head to Yellowsquare Rome for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino is perfect for those looking to extend their night with a touch of local flavor.

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

On day 7 of your road trip, you will have an entire day to explore Vatican City. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

Make sure to visit Monti, a popular neighborhood in Vatican City. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner. You can also explore Via del Corso today, a street that’s well worth a visit.

Vatican Museums is must-visit art museum and a great starting point for the day. Next, continue your journey to St. Peter's Basilica, a world-famous major basilica, located just a leisurely stroll away.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

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.

Continue the enjoyment post-dinner at The Apartment Bar Roma, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Hotel Hassler Roma offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

Raise your glass to another unforgettable day in Italy!

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Perugia, 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 Perugia. You’ll stay here for 1 night.

Get ready to discover some of the most iconic wonders in Rome, including a museum, a historical landmark, a park, a church, a public square, a monument and much more! Start your day at National Archaeological Museum Of Umbria. This eye-catching museum is an increasingly popular place to see in Rome. Then, wander over to Rocca Paolina. If eye-catching sites excite you, this historical landmark will be right up your alley. Nearby, you’ll also find Carducci Gardens. This visually striking park 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, Perugia Cathedral is an up-and-coming 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 symbolic Piazza Iv Novembre. Take a moment to appreciate the fascinating details of this worthwhile public square. Wrap up your self-guided tour of Rome's top attractions with a visit to The Fontana Maggiore.

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

Keep the excitement of the evening going by visiting a bar or two. Tommi Bar is an excellent place to start. You could also check out Valentina, offering a different kind of charm. A last recommendation for the day is Caffe Dal Perugino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Santa Maria degli Angeli. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.

Set out on a day brimming with fun adventures, breathtaking views, and photo-friendly spots. Start at the interesting Basilica Of San Francesco D'assisi, an UNESCO world heritage-listed church in Perugia. Next, go to Portico Of Monte Frumentario.

After visiting Basilica Of San Francesco D'assisi and Portico Of Monte Frumentario, have a stroll along Perugia's streets and take in the local charm. Continue your sightseeing by heading to Roman Forum And Archaeological Museum. This picture-perfect archeological site offers a unique experience. Piazza Del Comune is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Basilica Di Santa Chiara, one of the most respected places to visit in Perugia. If you still have some time left for sightseeing, we also recommend stopping by Rocca Maggiore.

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

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

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!