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

Day 2 offers a multitude of experiences. You will stay in Ancona for 1 night more, offering you enough time to explore at a relaxed pace.

Enjoy the perfect balance of relaxation and exploration in Ancona today. One of the most up-and-coming attractions included on the itinerary is Parco Belvedere Posatora. This eye-catching park will help you start your sightseeing on top. Then, take a leisurely stroll to Lazzaretto Of Ancona and learn what makes this symbolic museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the worthwhile Piazza Del Plebiscito. After exploring the public square, head to Arch Of Trajan. This up-and-coming monument is a highlight in Ancona. As your day continues, stop by Grotta Azzurra Pathway, known for its romantic features. Lastly, don’t forget to check out the underrated Passetto. Enjoy exploring this incredible monument at your own pace.

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.

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.

After your meal, keep the night alive at a bar like Alla Tazza D'oro, known for its lively atmosphere.

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

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Discover a day packed with fun adventures, photo-friendly spots, and history-rich sites in Ancona. Begin your sightseeing with Basilica Of Santa Croce In Florence. This interesting church is one of the top attractions in the city. Proceed to Uffizi Gallery, 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 Ponte Vecchio. This timeless historical landmark is a traveler-favorite. Not far away, you’ll find Palazzo Vecchio, another key site on your sightseeing itinerary. Piazza Della Signoria is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Greet day 4 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Pisa.

A blend of family-friendly attractions, romantic experiences, and breathtaking views await you in Florence on today’s itinerary. First up is the worthwhile 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 worthwhile 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 up-and-coming church in the city. Finally, end your day with a visit to Piazza Del Duomo, Pisa, a breathtaking 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.

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.

Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Siena Cathedral is the perfect place to start. This church is one of the most interesting places to visit in Florence. Next, head to Piazza Del Campo, an extraordinary public square, known for its visually striking features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Tower Of Mangia. This breathtaking monument is a highly recommended experience. Nearby, you'll also find Porta San Giovanni and Sangimignano1300. Visit these for an interesting touch to your journey. Finish the day with a visit to Piazza Del Duomo, an inviting public square in Florence.

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.

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

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Meet Life Cafè, known for its inviting atmosphere. Maudit Pub is another great option if you’re looking for a place to get the night started. Similarly, Bar Impero Siena provides a great setting to enjoy the night away.

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

On day 6 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 Rome. In the evening, you’ll end up in Rome, where you will stay for 1 night.

Today's adventure in Siena 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 majestic features.

If you’re looking for more, spend time soaking in the atmosphere of Pantheon. This culturally significant monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Navona, an iconic public square, and take a stroll around the area.

At the end of the day, you will drive to Rome, 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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Almalu Trastevere offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Viminale Di Pepi Maurilio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Vatican City. At the end of the day, you will enjoy the comforts of a top-rated hotel in Ancona, which will be your home away from home for 1 night.

Begin your adventure at St. Peter's Basilica. This is a wondrous major basilica you should not miss. Another must-see is Sistine Chapel, an extraordinary chapel in Rome.

When you’re ready for the next sight, head to Obelisk Of St Peter's Square. From there, take a leisurely stroll to Vatican Museums, another of the city’s iconic attractions.

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.

As you explore more of Ancona, 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 wonderful meal at Pizzeria Pulcinella, a top-rated dining spot in Ancona. If you're in the mood for something new, try Donegal Irish Pub, another premier location with a delectable menu. You might also want to book a table at Vino E Cucina Miscia. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Ancona.

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