11-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence, Siena, 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.

Discover a day packed with fun adventures, romantic experiences, and scenic views in Ancona. Begin your sightseeing with Pitti Palace. This interesting palace is one of the top attractions in the city. Proceed to Ponte Vecchio, another must-visit attraction.

As you wander through the inviting streets of Ancona, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Uffizi Gallery. This widely recognized art gallery is a traveler-favorite. Not far away, you’ll find Piazza Della Signoria, another key site on your sightseeing itinerary.

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

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.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

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

Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 2 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Prepare for a day full of family-friendly attractions, picturesque spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at David. This popular statue is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Galleria Dell'accademia, one of the city’s best highlights.

Next, check out Central Market, one of the most locally renowned places to see in Florence. This food market is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Cathedral Of Santa Maria Del Fiore. Wander around and soak in the history-steeped atmosphere this church offers. Then, head to Basilica Of Santa Croce In Florence, a top-rated church that adds another dimension to your day. Finally, visit the top-rated Piazzale Michelangelo, the last of our attraction recommendations for today.

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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect 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.

Relax and recharge in preparation for another adventurous day 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 Pisa and Lucca to the fullest today with this curated day itinerary!

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at “tuttomondo” (keith Haring). This eye-catching art installation is sure to ignite your curiosity. Next, dive into the breathtaking features of Leaning Tower Of Pisa, a must-visit monument 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 Piazza Del Duomo, Pisa, an iconic public square. For a change of scene, check out Pisa Cathedral, known for its UNESCO world heritage-listed features. We also recommend visiting Mura Di Lucca. This historical landmark is a must for anyone looking to experience the city to the fullest.

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

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

Enjoy a lovely dining experience at Ristorante Buca Mario, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Agricola Toscana, 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 Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

After enjoying a fulfilling meal, continue your evening at Gosh*, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a welcoming atmosphere for easing into the nightlife. Similarly, Quelo Bar provides an excellent environment for a relaxed and enjoyable evening.

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

Embark on another extraordinary experience on day 5 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 2 nights.

Savor the day by visiting some of the best places to see in Florence, including a monument, an observation deck, a church, a public square, a palace, a historical landmark and much more! Start your adventure at Fortezza Medicea (siena). This increasingly popular monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Vista Panoramica De Siena located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Siena Cathedral. Its visually striking features will captivate you. After the church, continue your tour of the city with a visit to Piazza Del Campo. Visitors usually appreciate the enchanting features of this public square. Next up is Pubblico Palace, a highly recommended palace. For a change of pace, head to Porta Pispini. As one of the most up-and-coming attractions in Florence, this historical landmark is the perfect place to end your self-guided sightseeing tour.

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

Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. Meet Life Cafè is an excellent place to start. You could also check out Maudit Pub, offering a different kind of charm. A last recommendation for the day is Bar Impero Siena. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Wake up to day 6 of your extraordinary road trip in Italy. With 1 night left in Siena, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Brace yourself for today’s incredible lineup of attractions in Siena, featuring fun adventures, romantic experiences, and scenic views. Start at Piazza Del Duomo, a frequently visited public square in the village. Then, head to Chiesa Di Sant'agostino and soak in the ambiance of this heritage-rich church.

There are many interesting places to see in Siena, and when you are ready for more, go to Cathedral Of Santa Maria Assunta. This is one of the village’s most worthwhile culturally significant spots of interest. After exploring the church, visit the underrated Parco Archeologico "enrico Fiumi". Not far away, you'll also find Etruscan Museum "mario Guarnacci". This museum is a photogenic highlight in Siena.

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

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

Treat yourself to a wonderful meal at Osteria Quattro Venti, a top-rated dining spot in Siena. If you're in the mood for something new, try Fischi per Fiaschi, another premier location with a delectable menu. You might also want to book a table at Osteria da Divo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.

After your meal, keep the night alive at a bar like Charlie Mixology Bar Di Aldinucci Riccardo, known for its lively atmosphere. Bar Pinacoteca is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, San Paolo Pub offers an excellent atmosphere for those looking to amp up the evening.

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

Get ready for an exciting day in Siena. Today’s sightseeing agenda includes a castle, a public square, a monument, an archeological site and much more! Begin your adventure at Castel Sant'angelo. This is a top-rated castle you should not miss. Another must-see is Campo De' Fiori, an astonishing public square in Siena.

When you’re ready for the next sight, head to Piazza Navona. From there, take a leisurely stroll to Pantheon, another of the city’s world-famous attractions. We recommend continuing your self-guided tour at Altare Della Patria, a historic place of interest in the city. If time allows, add Circus Maximus to your itinerary. This captivating archeological site offers the perfect finishing touch to your day in Siena.

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.

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

Treat yourself to a wonderful meal at La Bottega Roma, a top-rated dining spot in Rome. If you're in the mood for something new, try Pasta In Corso, another premier location with a delectable menu. You might also want to book a table at Trattoria Vecchia Roma. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

Let the evening flow smoothly from dinner to drinks at La Botticella Of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Almalu Trastevere provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Viminale Di Pepi Maurilio offers a memorable night with diverse drink options and excellent service.

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

Day 8 offers a multitude of experiences. You will stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.

Make sure to visit Trastevere, 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 Monti today, a neighborhood 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 Sistine Chapel, an astonishing chapel, 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.

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 RomAntica, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Coso Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at DEROMA - Farine Romane as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Continue your lively evening at Sant' Eustachio Caffè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yellowsquare Rome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

Savor another day of unforgettable experiences in Italy!

On day 9 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Colosseum. This historic archeological site is a highlight of any visit in the city. Then, enjoy Roman Forum, another picture-perfect attraction that never fails to captivate visitors. Next, head over to Trevi Fountain, one of the city’s most iconic attractions, known for its symbolic features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Di Spagna. This visually striking public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Spanish Steps, an extraordinary public square, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Villa Borghese before you head back to your hotel.

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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a wonderful meal at Hotel de Russie, a top-rated dining spot in Rome. If you're in the mood for something new, try La Taverna Italiana, another premier location with a delectable menu. You might also want to book a table at The Parrot Bar. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

Round off your dining experience by visiting The Apartment Bar Roma, a prime location for a drink. Alternatively, explore the distinctive characteristics of Hotel Hassler Roma, a bar catering to every mood and preference.

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

On day 10 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 Santa Maria degli Angeli and Perugia. In the evening, you’ll end up in Ancona, where you will stay for 1 night.

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Church Of Santa Maria Sopra Minerva In Assisi. This culturally significant church is sure to ignite your curiosity. Next, dive into the picture-perfect features of Basilica Of San Francesco D'assisi, a must-visit church in the town.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to National Gallery, a curiosity-inducing art gallery. For a change of scene, check out Piazza Iv Novembre, known for its enchanting features.

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.

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.

Cap off your dinner by heading to Alla Tazza D'oro, ideal for a leisurely evening with a drink in hand.

Savor another day of unforgettable experiences in Italy!