12-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Rimini, Milan, Genoa, Florence, and Rome

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Loreto, San Vittore, and Senigallia, 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 Rimini. You’ll stay here for 1 night.

As you’ve unraveled the marvels of Ancona, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Loreto may take around 31 min. Upon your arrival in Loreto, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Sanctuary Of The Holy House Of Loreto is a notable church we recommend making time to visit today. Discover its stunning features before continuing your self-guided tour.

Fasten your seatbelt and make your way to your next stop. San Vittore, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Loreto to San Vittore may take around 55 min without traffic disruptions. Upon arrival in San Vittore, we highly recommend checking out some of the top attractions.

Take your self-guided tour to Frasassi Caves, a notable cave system that everyone visiting San Vittore should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings.

Senigallia’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of San Vittore behind. This drive usually takes around 51 min. Senigallia welcomes you with a multitude of unique vacation experiences.

Rocca Roveresca is a locally appreciated castle we recommend making time to visit today. Discover its breathtaking features before continuing your self-guided tour.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Rimini. Rimini offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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

Treat yourself to an extraordinary dining experience at Osteria de Börg, a Bib Gourmand restaurant offering an incredible from romagna and traditional menu. Alternatively, if your taste buds call for something different, Guido is one of the best restaurants for seafood and modern cuisine in Rimini. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Abocar Due Cucine. As a top-rated establishment with 1 Michelin star, it is an ideal choice for creative and international cuisine in the city.

If you’re not ready to end the night just yet, Sunflower Beach Backpacker Hostels & Bar offers a perfect venue to relax and savor a drink. Similarly, Caffè Il Borgo is well-suited for those looking to unwind in a social setting. Primo Bacio Città Lounge Bar is another excellent spot to enjoy a nightcap after a delightful meal.

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

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Rimini and Bologna. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 1 night.

Set out on a day brimming with family-friendly attractions, photo-friendly spots, and historic treasures. Start at the captivating Arch Of Augustus, an instagrammable monument in Rimini. Next, go to Parco Federico Fellini.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Bologna. This drive usually takes around 1 hour 35 min, without any stops or traffic disruptions.

Spend your afternoon discovering Two Towers, a popular monument known for its picture-perfect features. After taking in the atmosphere, continue to Piazza Maggiore, a widely recognized public square that is a must-see for anyone visiting the region.

At the end of the day, you will drive to Milan, 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 Milan's best restaurants.

Enjoy an outstanding dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an exceptional creative menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Seta by Antonio Guida, known for its delicious international and contemporary cuisine. Another highly-recommended place to eat in Milan is Il Luogo Aimo e Nadia, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious italian contemporary and modern menu.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Nottingham Forest stands out as an excellent choice for a post-dinner cocktail. Alternatively, Armani/bamboo Bar offers an ideal atmosphere to enjoy the pleasures of the night. Mag Cafe is also a great option that provides a perfect setting for a relaxing evening.

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

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Milan. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Genoa. You will spend 1 night here for some well-deserved relaxation.

Start by visiting Duomo Di Milano Museum, a prime spot to begin your journey. This romantic church is sure to impress. Next on your list is Galleria Vittorio Emanuele Ii, another must-visit landmark and impressive shopping mall renowned for its awe-inspiring features.

While exploring and sightseeing, take time to savor the ambiance of Milan by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to La Scala. This romantic opera house is a remarkable attraction that offers a unique experience. Sforzesco Castle Art Library also adds charm to your journey, and Parco Sempione wraps up your day with its eye-catching appeal.

When you’re done exploring for the day, you’ll drive to your hotel in Genoa. 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 Genoa. 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.

Experience a symphony of flavors at San Giorgio in Genoa by securing a reservation in advance. Renowned for its 1-star Michelin distinction, San Giorgio delights its guests with its exceptional variety of meals showcasing delicious modern and ligurian cuisine. For a palate-pleasing alternative, make sure to dine at The Cook, acclaimed for its delectable modern specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Il Marin, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for seafood and contemporary cuisine in the city.

Continue your lively evening at Scurreria Beer & Bagel, a perfect place for winding down or revving up the night, depending on which mood you’re in. La Lepre is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Pisacane Iii ensures a night out tailored to your taste.

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

On day 5 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 Genoa and Pisa. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Brace yourself for today’s incredible lineup of attractions in Genoa, featuring fun adventures, romantic experiences, and breathtaking views. Start at Piazza De Ferrari, an interesting public square in the city. Then, head to Aquarium Of Genoa and soak in the ambiance of this eye-catching aquarium.

Pisa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Genoa behind. This drive usually takes around 2 hours 3 min. Pisa welcomes you with a multitude of unique vacation experiences.

One of our top recommendations for your sightseeing is Piazza Del Duomo, Pisa. Spend some time admiring the breathtaking features of the public square before you continue to your next stop. Then, head to Leaning Tower Of Pisa. This wondrous monument is a traveler-favorite in the city.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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

Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, renowned as a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience in Florence, Santa Elisabetta shines as one of the top destinations, known for its delicious creative and mediterranean cuisine. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Gucci Osteria da Massimo Bottura is known as a top local spot for its delicious italian contemporary and international cuisine in Florence. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Day 6 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Discover a day packed with fun adventures, romantic experiences, and breathtaking views in Florence. Begin your sightseeing with Ponte Vecchio. This world-famous historical landmark is one of the top attractions in the city. Proceed to Uffizi Gallery, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Della Signoria. This famous public square is a traveler-favorite. Not far away, you’ll find Basilica Of Santa Croce In Florence, another key site on your sightseeing itinerary. Conclude your day at Piazzale Michelangelo and uncover why it's recognized as one of the city's most widely recognized attractions.

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.

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.

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.

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.

Raise your glass to another unforgettable day in Italy!

Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Florence and Arezzo. 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 4 nights.

Today’s itinerary in Florence covers several incredible sights, including a church, a food market, and an art gallery. Start your adventure at Cathedral Of Santa Maria Del Fiore. This top-rated church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the eye-catching wonders of Central Market, a must-see food market in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Galleria Dell'accademia. This well-known art gallery offers an enriching experience.

As you’ve unraveled the marvels of Florence, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Arezzo may take around 1 hour 10 min. Upon your arrival in Arezzo, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Head to Piazza Grande, an interesting public square in Arezzo. Explore its instagrammable features at your own pace before you continue your journey.

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 and reflect on the day's adventures.

Start your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, 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 8 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 3 nights and discover all the best things to see and do in the area.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await. Piazza Navona is the perfect place to start. This public square is one of the most world-famous places to visit in Rome. Next, head to Pantheon, a globally renowned monument, known for its heritage-rich 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 Trevi Fountain. This detailed monument offers a unique experience that is highly recommended. Meanwhile, Piazza Di Spagna adds its own distinct charm to your journey. Finish your day with a visit to Spanish Steps, a visually striking public square in Rome.

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.

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.

Treat yourself to a delightful dinner at RomAntica, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Coso Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at DEROMA - Farine Romane as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Day 9 offers a multitude of experiences. You will stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.

Rome is brimming with adventures. Today’s wonderful stops include a public square and an archeological site. Begin your sightseeing adventure at the widely recognized Campo De' Fiori. Just a short distance away is Largo Di Torre Argentina, an instagrammable archeological site that draws visitors from far and near.

Continue your journey to Roman Forum, one of the city’s most timeless spots that you shouldn’t miss. Another great site to visit is the wondrous Colosseum. Last up on today’s itinerary is an archeological site. Make your way to Circus Maximus for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Rome.

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 Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.

Make sure to reserve a table at Hotel de Russie, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna Italiana, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Parrot Bar, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your meal, keep the night alive at a bar like The Apartment Bar Roma, known for its lively atmosphere. Hotel Hassler Roma is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.

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

Day 10 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready for a day filled with family-friendly attractions, romantic experiences, and natural wonders in the charming city of Rome. Your adventure starts at Villa Borghese, an extraordinary local hot spot. Another notable attraction to explore is Piazza Del Popolo. This astonishing public square is known for its mesmerizing appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Castel Sant'angelo. This majestic castle offers a fascinating experience that many visitors find memorable. Altare Della Patria is also worth visiting, along with Basilica Di Santa Maria Maggiore. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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 Rome's best restaurants.

Dine in style at Sofitel Roma Villa Borghese, a top recommendation for dinner tonight. Or, for a change of pace, Centro boasts a menu that's sure to impress. Also, be sure to check out Ristorante Tema. Known as a local hotspot, it’s a great choice for tonight in Rome.

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