One-Week Italy Self-Drive Road Trip With Itinerary from Ancona to Florence, Siena, and Rome

Day 2 of your road trip will take you to the best attractions Ancona has to offer. Cherish the 1 night you have left in Ancona by discovering the best things there are to see and do in the city.

Brace yourself for today’s incredible lineup of attractions in Ancona, featuring fun adventures, romantic experiences, and natural wonders. Start at Parco Belvedere Posatora, a frequently visited park in the city. Then, head to Lazzaretto Of Ancona and soak in the ambiance of this heritage-rich museum.

There are many interesting places to see in Ancona and when you are ready for more, go to Piazza Del Plebiscito. This is one of the city’s most beloved spots. After exploring the public square, visit the underrated Arch Of Trajan. Before wrapping up your self-guided sightseeing tour, head to the worthwhile Grotta Azzurra Pathway, a worthwhile cave in the city.

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

Treat yourself to a delicious dinner at Amarcord, an excellent option for tonight's dining. Looking for something different? Bontà delle Marche offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Pizzeria Da Romano. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Ancona.

After savoring a delicious meal, step into the vibrant nightlife at Alla Tazza D'oro, where the evening is just getting started.

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

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

Get ready for an exciting day in Ancona. Today’s sightseeing agenda includes a church, an art gallery, a historical landmark, a palace, a public square and much more! Begin your adventure at Basilica Of Santa Croce In Florence. This is a notable church you should not miss. Another must-see is Uffizi Gallery, a spectacular art gallery in Ancona.

When you’re ready for the next sight, head to Ponte Vecchio. From there, take a leisurely stroll to Palazzo Vecchio, another of the city’s well-known attractions. We recommend continuing your self-guided tour at Piazza Della Signoria, a history-steeped place of interest in the city.

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.

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

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile 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.

Wake up to day 4 of your extraordinary road trip in Italy. With 1 night left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

A blend of family-friendly attractions, romantic experiences, and scenic views await you in Florence on today’s itinerary. First up is the locally appreciated church, Santa Maria Della Spina. Afterward, continue to Palazzo Blu, an art gallery every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Knights' Square. This beloved public square is an essential stop. Following that, head to Leaning Tower Of Pisa, another must-visit site that will enhance your experience. Don’t forget to stop by Pisa Cathedral, an often recommended church in the city. Finally, end your day with a visit to Piazza Del Duomo, Pisa, an UNESCO world heritage-listed public square that offers the perfect conclusion to your sightseeing of the day.

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 and reflect on the day's adventures.

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.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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

Dive into day 5 of your remarkable road trip in Italy. Today you will explore Siena and San Gimignano, 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 Siena. You’ll stay here for 1 night.

Get ready to discover some of the most iconic wonders in Florence, including a church, a public square, a monument, a museum and much more! Start your day at Siena Cathedral. This history-steeped church is a notable place to see in Florence. Then, wander over to Piazza Del Campo. If UNESCO world heritage-listed sites excite you, this public square will be right up your alley. Nearby, you’ll also find Tower Of Mangia. This UNESCO world heritage-designated monument is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Porta San Giovanni is a curiosity-inducing spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the visually striking Sangimignano1300. Take a moment to appreciate the fascinating details of this beloved museum in Florence.

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.

Don’t miss out on dining at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena provides an excellent environment for a relaxed and enjoyable evening.

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

Experience an unparalleled adventure on day 6 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 1 night here for some well-deserved relaxation.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Colosseum. This wondrous archeological site provides an insightful glimpse into the city's identity. Next, discover Roman Forum, a breathtaking archeological site, promising a delightful encounter.

Continue your sightseeing with a visit to Trevi Fountain, an iconic monument. When you’re done, don’t forget to make a stop at the iconic Pantheon. Round off your day at Piazza Navona, another gem in Siena with romantic features to discover.

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.

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

Dine in style at La Bottega Roma, a top recommendation for dinner tonight. Or, for a change of pace, Pasta In Corso boasts a menu that's sure to impress. Also, be sure to check out Trattoria Vecchia Roma. Known as a local hotspot, it’s a great 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.

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

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Vatican City. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.

Next, go to Sistine Chapel.

Vatican Museums is another noteworthy stop.

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.

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 delicious dinner at Pizzeria Pulcinella, an excellent option for tonight's dining. Looking for something different? Donegal Irish Pub offers a tantalizing alternative with its diverse menu. And don’t miss Vino E Cucina Miscia. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Ancona.

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.