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

On day 2 of your road trip, you will have an entire day to explore Ancona. You’ll stay in Ancona for 1 night and discover all the best things to see and do in the area.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and natural wonders. Whether you decide to explore Ancona on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Parco Belvedere Posatora is the first of them. Spend some time admiring this instagrammable park before continuing your journey. Lazzaretto Of Ancona is your next stop. This underrated museum is one of the best-rated sights in Ancona.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Piazza Del Plebiscito. This romantic public square is a sight to behold. To round off your sightseeing experience, visit Arch Of Trajan and Grotta Azzurra Pathway. If time allows, end your day with Passetto, a romantic monument that offers a memorable conclusion to your exploration.

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

Dine in style at Amarcord, a top recommendation for dinner tonight. Or, for a change of pace, Bontà delle Marche boasts a menu that's sure to impress. Also, be sure to check out Ristorante Pizzeria Da Romano. Known as a local hotspot, it’s a great choice for tonight in Ancona.

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.

Raise your glass to another unforgettable day in Italy!

Dive into day 3 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 2 nights.

Today, you'll explore some of the most beautiful places in Ancona, including a church, an art gallery, a historical landmark, a palace, a public square and much more! Start your day with a visit to Basilica Of Santa Croce In Florence. This captivating church 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 respected 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 Ponte Vecchio, a wondrous historical landmark in the city. If you’re up for more discoveries, don’t forget to reserve some time for Palazzo Vecchio and Piazza Della Signoria.

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.

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.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

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.

Raise your glass to another unforgettable day in Italy!

On day 4 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and breathtaking views. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Santa Maria Della Spina is the first of them. Spend some time admiring this inviting church before continuing your journey. Palazzo Blu is your next stop. This frequently visited art gallery is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Knights' Square. This historic public square is a sight to behold. To round off your sightseeing experience, visit Leaning Tower Of Pisa and Pisa Cathedral. If time allows, end your day with Piazza Del Duomo, Pisa, a symbolic public square that offers a memorable conclusion to your exploration.

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

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.

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.

Following your dinner, dive into the local bar culture at Bar 50 Rosso. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bitter Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery 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 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 2 vibrant destinations - Siena and San Gimignano. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 1 night here for some well-deserved relaxation.

A blend of family-friendly attractions, romantic experiences, and breathtaking views await you in Florence on today’s itinerary. First up is the popular church, Siena Cathedral. Afterward, continue to Piazza Del Campo, a public square 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 Tower Of Mangia. This frequently visited monument is an essential stop. Following that, head to Porta San Giovanni, another must-visit site that will enhance your experience. Don’t forget to stop by Sangimignano1300, a beloved museum in the city. Finally, end your day with a visit to Piazza Del Duomo, an inviting public square that offers the perfect conclusion to your sightseeing of the day.

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

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

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 delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Meet Life Cafè, a well-loved spot among locals and tourists. Or, head to Maudit Pub. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Impero Siena, another top-rated place in the area.

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

On day 6 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 1 night.

Savor the day by visiting some of the best places to see in Siena, including an archeological site, a monument, and a public square. Start your adventure at Colosseum. This timeless archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Roman Forum located in Siena for another exciting encounter.

Next, immerse yourself in the setting of Trevi Fountain. Its masterful features will captivate you. After the monument, continue your tour of the city with a visit to Pantheon. Visitors usually appreciate the culturally significant features of this monument. Next up is Piazza Navona, a highly recommended public square.

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.

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 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.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Almalu Trastevere is another bar that offers an enjoyable setting. Similarly, Bar Viminale Di Pepi Maurilio is also a popular place to go on a night out, perfect for relaxing and socializing.

Savor another day of unforgettable experiences in Italy!

On day 7 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 Vatican City. In the evening, you’ll end up in Ancona, where you will stay for 1 night.

Start at St. Peter's Basilica, a wondrous major basilica in the city.

After exploring the sightseeing destination, visit the iconic Vatican Museums.

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 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.

Enjoy a lovely meal at Pizzeria Pulcinella, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Donegal Irish Pub is another top choice with a popular menu. You could also check for a table at Vino E Cucina Miscia. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Ancona tonight.

Relax and recharge in preparation for another adventurous day in Italy!