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.

Set out on a day brimming with family-friendly attractions, romantic experiences, and natural wonders. Start at the increasingly popular Parco Belvedere Posatora, an eye-catching park in Ancona. Next, go to Lazzaretto Of Ancona.

After visiting Parco Belvedere Posatora and Lazzaretto Of Ancona, have a stroll along Ancona's streets and take in the local charm. Continue your sightseeing by heading to Piazza Del Plebiscito. This visually striking public square offers a unique experience. Arch Of Trajan is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Grotta Azzurra Pathway, one of the most romantic places to visit in Ancona. If you still have some time left for sightseeing, we also recommend stopping by Passetto.

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.

Make sure to reserve a table at Amarcord, an iconic dining spot in Ancona. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bontà delle Marche, a popular restaurant in Ancona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Pizzeria Da Romano, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Round off your dining experience by visiting Alla Tazza D'oro, a prime location for a drink.

Raise your glass to another unforgettable day in Italy!

On day 3 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.

Get ready to discover some of the most iconic wonders in Ancona, including a church, an art gallery, a historical landmark, a palace, a public square and much more! Start your day at Basilica Of Santa Croce In Florence. This standout church is a captivating place to see in Ancona. Then, wander over to Uffizi Gallery. If romantic sites excite you, this art gallery will be right up your alley. Nearby, you’ll also find Ponte Vecchio. This history-steeped historical landmark is a favorite among visitors.

Ancona offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Palazzo Vecchio is a well-known spot in the city that will captivate you with its unique charm. When you’re done at the palace, don’t forget to check out the grand Piazza Della Signoria. Take a moment to appreciate the fascinating details of this spectacular public square.

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 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.

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.

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.

Savor another day of unforgettable experiences 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.

Today’s agenda in Florence includes a church, an art gallery, a public square, a monument and much more! Santa Maria Della Spina is must-visit church and a great starting point for the day. Next, continue your journey to Palazzo Blu, an up-and-coming art gallery, located just a leisurely stroll away. Next, head to Knights' Square, a historic public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the globally renowned Leaning Tower Of Pisa. If you’re looking for more, Pisa Cathedral is also a worthwhile attraction that is worthwhile a visit. Lastly, don’t miss Piazza Del Duomo, Pisa, a place of picture-perfect interest in the city.

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

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 Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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.

Savor the day by visiting some of the best places to see in Florence, including a church, a public square, a monument, a museum and much more! Start your adventure at Siena Cathedral. This notable church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Campo located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Tower Of Mangia. Its UNESCO world heritage-designated features will captivate you. After the monument, continue your tour of the city with a visit to Porta San Giovanni. Visitors usually appreciate the UNESCO world heritage-designated features of this monument. Next up is Sangimignano1300, a highly recommended museum. For a change of pace, head to Piazza Del Duomo. As one of the most often recommended attractions in Florence, this public square is the perfect place to end your self-guided sightseeing tour.

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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Siena. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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.

If you’re not ready to end the night just yet, Meet Life Cafè offers a perfect venue to relax and savor a drink. Similarly, Maudit Pub is well-suited for those looking to unwind in a social setting. Bar Impero Siena is another excellent spot to enjoy a nightcap after a delightful meal.

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

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 1 night.

Today, you'll explore some of the most beautiful places in Siena, including an archeological site, a monument, and a public square. Start your day with a visit to Colosseum. This globally renowned archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Roman Forum, which may be one of the most picture-perfect places you will experience today.

One of the best things about exploring Siena 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 Trevi Fountain, a globally renowned monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Pantheon and Piazza Navona.

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.

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.

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.

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

First up is the globally renowned major basilica, St. Peter's Basilica. Afterward, continue to Sistine Chapel, a chapel every traveler should visit.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Obelisk Of St Peter's Square. This frequently visited point of interest is an essential stop. Following that, head to Vatican Museums, another must-visit site that will enhance your experience.

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

Enjoy a lovely dining experience at Pizzeria Pulcinella, a popular restaurant in Ancona. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Ancona at Donegal Irish Pub, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Vino E Cucina Miscia. It’s yet another ideal choice to enhance your time in Ancona tonight.

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