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

Day 2 offers an itinerary packed with the best things to see in Ancona. You’ll stay in Ancona for 1 night more, offering you enough time to explore at a relaxed pace.

Look forward to a unique sightseeing adventure at the up-and-coming Parco Belvedere Posatora and allow yourself time to explore. Just a short distance away you'll find your next stop, Lazzaretto Of Ancona, an instagrammable museum that draws visitors from far and near.

Continue your journey to Piazza Del Plebiscito, one of the city’s most beloved spots that you shouldn’t miss. Another great site to visit is the beloved Arch Of Trajan. When you're finished at the monument, Grotta Azzurra Pathway awaits your visit. This cave is a mesmerizing highlight on today's itinerary. Last up is a monument - the often recommended Passetto.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Indulge in a memorable dining experience at one of Ancona's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a lovely meal at Amarcord, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bontà delle Marche is another top choice with a popular menu. You could also check for a table at Ristorante Pizzeria Da Romano. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Ancona tonight.

Explore the vibrant nightlife at Alla Tazza D'oro after your meal, a hub for lively evenings and memorable moments.

Savor another day of unforgettable experiences in Italy!

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 place, which are Florence. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 2 nights.

Set your GPS to Florence and hit the road. Expect a journey of approximately 3 hours 21 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Florence beckons with new experiences!

Savor the day by heading to Basilica Of Santa Croce In Florence, a captivating church that draws visitors from near and far. When you're done, continue to Uffizi Gallery, where you can soak in the picture-perfect surroundings.

Next, explore Ponte Vecchio, yet another wondrous place to see in the area. After the historical landmark, make time to go to Palazzo Vecchio. This history-steeped palace is well worth the visit. Lastly, head to Piazza Della Signoria, a famous public square you won’t want to miss.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

On day 4 of your road trip, you’ll start and end your day in Florence, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Pisa.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Pisa. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 14 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Santa Maria Della Spina is a beloved church we recommend visiting today. Discover its history-steeped features before continuing your self-guided tour to Palazzo Blu, a history-steeped art gallery that’s well-regarded in the area.

Next, stop by Knights' Square, a standout public square. While you’re nearby, don’t forget to visit Leaning Tower Of Pisa, a breathtaking and truly unique monument. End your sightseeing at Pisa Cathedral, a frequently visited church that’s highly recommended by travelers passing through the city.

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

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.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. Known for great service, it’s a fantastic choice for tonight in Florence.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

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

On day 5 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Siena and San Gimignano are on today's agenda. In the evening, you’ll end up in Siena, where you will stay for 1 night.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Siena may take around 1 hour 12 min. Upon your arrival in Siena, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready for some sights, head to Siena Cathedral, a popular church in Siena. Explore its enchanting features at your own pace before you continue your journey to your next attraction, Piazza Del Campo. This widely recognized public square is a top recommendation in the area.

When you’re ready to explore more, Tower Of Mangia is an excellent choice. Spend some time discovering what some claim to be the most UNESCO world heritage-listed monument in the region.

Continue your road trip and head to your next destination, San Gimignano.

Spend your afternoon discovering Porta San Giovanni, an increasingly popular monument known for its culturally significant features. Next, continue your sightseeing at Sangimignano1300, an up-and-coming museum.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Piazza Del Duomo and uncover the details of this romantic public square.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and relax 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 a true cultural experience.

Dine in style at Enoteca I Terzi, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Tar-Tufo boasts a menu that's sure to impress. Also, be sure to check out Antica Trattoria Papei. Known as a local hotspot, it’s a great choice for tonight in Siena.

Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Maudit Pub, a bar catering to every mood and preference. Bar Impero Siena likewise offers a unique atmosphere, perfect for a memorable night out.

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

Dive into day 6 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Rome. At the end of the day, you’ll unwind at one of the finest accommodations in Rome, where you'll spend 1 night.

Fasten your seatbelt and make your way to your next stop — Rome, home to many well-known sights in the region. Keep in mind that your travel time from Siena to Rome may take around 2 hours 42 min without traffic disruptions. Upon arrival in Rome, we highly recommend checking out some of the top attractions.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Colosseum, a world-famous archeological site that everyone visiting Rome should see. Next, head to Roman Forum. This picture-perfect archeological site is one of the most globally renowned attractions in the region.

If you're keen to see more, don’t miss out on Trevi Fountain, an enchanting monument popular among locals as well as travelers. Pantheon is an excellent attraction to visit next. Spend some time learning more about this iconic monument before you continue your journey. Lastly, visit Piazza Navona, a history-steeped public square and a top attraction in the city.

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.

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.

Savor the flavors at La Bottega Roma, a top pick for dinner tonight. Alternatively, Pasta In Corso beckons with its unique menu offerings. Also, consider Trattoria Vecchia Roma. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

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

Continue your road trip and head to your next destination, Vatican City, Vatican City. This car ride takes around 11 min.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Obelisk Of St Peter's Square, a frequently visited sightseeing destination that offers a unique experience. Be sure to also explore Vatican Museums, a nearby art museum, highly recommended by other travelers.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Ancona. Ancona offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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 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.

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