One-Week Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence, San Gimignano, and Rome

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.

Bring your curiosity for today’s adventure around Ancona. Some of the city’s most loved attractions await. Basilica Of Santa Croce In Florence is the perfect place to start. This church is one of the most locally renowned places to visit in Ancona. Next, head to Uffizi Gallery, an impressive art gallery, known for its eye-catching 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 Ponte Vecchio. This visually striking historical landmark offers a unique experience that is highly recommended. Meanwhile, Cathedral Of Santa Maria Del Fiore adds its own distinct charm to your journey. Finish your day with a visit to Piazza Della Signoria, a symbolic public square in Ancona.

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.

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.

Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

Raise your glass to another unforgettable day in Italy!

On day 3 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.

Begin your adventure at Piazza Del Duomo, Pisa. This is an iconic public square you should not miss. Another must-see is Campo Santo, an intriguing cemetery in Florence.

When you’re ready for the next sight, head to Angelo Caduto. From there, take a leisurely stroll to Leaning Tower Of Pisa, another of the city’s timeless attractions. We recommend continuing your self-guided tour at Museo Dell'opera Del Duomo, an UNESCO world heritage-designated place of interest in the city.

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

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

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

Raise your glass to another unforgettable day in Italy!

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in San Gimignano, which will be your home away from home for 1 night.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Siena Cathedral. This inviting church is a highlight of any visit in the city. Then, enjoy Piazza Del Campo, another history-steeped attraction that never fails to captivate visitors. Next, head over to Tower Of Mangia, one of the city’s most frequently visited attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Sangimignano1300. This photogenic museum is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Palazzo Comunale, Pinacoteca, Torre Grossa, an intriguing museum, and take a stroll around the area.

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

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

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

On day 5 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 2 nights.

San Gimignano is brimming with adventures. Today’s wonderful stops include a castle, a public square, a monument, an archeological site and much more! Begin your sightseeing adventure at the top-rated Castel Sant'angelo. Just a short distance away is Piazza Navona, a romantic public square that draws visitors from far and near.

Continue your journey to Piazza Di Spagna, one of the city’s most timeless spots that you shouldn’t miss. Another great site to visit is the world-famous Trevi Fountain. Last up on today’s itinerary is a monument. Make your way to Pantheon for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of San Gimignano.

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 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.

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.

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.

At the end of the day, you'll drive back to Rome, where you'll stay for 1 night more.

Don’t miss Trastevere in Vatican City today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks. While you’re in the area, consider visiting Via del Corso, another street that adds to the charm of Vatican City.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await. St. Peter's Basilica is the perfect place to start. This major basilica is one of the most timeless places to visit in Rome.

Meanwhile, Piazza Del Popolo adds its own distinct charm to your journey.

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

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

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight 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.

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

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Santa Maria degli Angeli. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Ancona. You will spend 1 night here for some well-deserved relaxation.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most locally renowned attractions included on the itinerary is Basilica Of San Francesco D'assisi. This historic church will help you start your sightseeing on top. Then, take a leisurely stroll to Portico Of Monte Frumentario and learn what makes this historic historical landmark unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally appreciated Piazza Del Comune. After exploring the public square, head to Basilica Di Santa Chiara. This up-and-coming church is a highlight in Rome. Lastly, don’t forget to check out the frequently visited Rocca Maggiore. Enjoy exploring this incredible castle at your own pace.

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 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.

Continue your evening by exploring the vibrant nightlife scene at Alla Tazza D'oro, a prime destination for a thrilling night out.

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