14-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Bologna, Venice, Verona, Florence, Siena, Rome, and Arezzo

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

Set out on a day brimming with family-friendly attractions, photo-friendly spots, and historic treasures. Start at the frequently visited Roman Amphitheatre, a heritage-rich archeological site in Rimini. Next, go to Piazza Cavour.

After visiting Roman Amphitheatre and Piazza Cavour, take time to explore Rimini's streets and absorb its charm. Continue your sightseeing by heading to Castel Sismondo. This instagrammable castle offers a unique experience. Parco Xxv Aprile is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Parco Federico Fellini, one of the most enchanting places to visit in Rimini.

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

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

Discover the culinary delights of Bologna by securing a reservation at Ahimè. Esteemed for its a Bib Gourmand award, this restaurant offers a remarkable selection of country cooking cuisine. For an alternative dining experience, try I Portici, renowned for its delicious creative and contemporary dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Trattoria di Via Serra, a highly recommended local eatery celebrated for its mouthwatering emilian menu. With its Bib Gourmand recognition, it offers an unforgettable dining adventure.

After your meal, keep the night alive at a bar like Bar Al Bricco D'oro, known for its lively atmosphere. Bar Freud E Squisito is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Osteria Del Sole offers an excellent atmosphere for those looking to amp up the evening.

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

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

Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Piazza Maggiore. This widely recognized public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Two Towers, one of the city’s best highlights.

Next, check out Piazza Santo Stefano, one of the most often recommended places to see in Bologna. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, The Basilica Of St. Anthony. Wander around and soak in the culturally significant atmosphere this church offers. Then, head to Prato Della Valle, a top-rated public square that adds another dimension to your day.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Venice. Venice 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 Venice. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to an extraordinary dining experience at Local, a 1-star Michelin restaurant offering an incredible contemporary menu. Alternatively, if your taste buds call for something different, Wistèria is one of the best restaurants for contemporary and venetian cuisine in Venice. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Quadri. As a top-rated establishment with 1 Michelin star, it is an ideal choice for modern cuisine in the city.

Explore the vibrant nightlife at Al Parlamento after your meal, a hub for lively evenings and memorable moments. Or, head to The Caffe Rosso for a great selection of flavorful drinks and a charming setting. Furthermore, Adagio is perfect for those looking to extend their night with a touch of local flavor.

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

On day 4 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 Venice. In the evening, you’ll end up in Verona, where you will stay for 1 night.

Venice is brimming with adventures. Today’s wonderful stops include a historical landmark, a public square, a church, a palace, a monument and much more! Begin your sightseeing adventure at the world-famous Rialto Bridge. Just a short distance away is Piazza San Marco, an UNESCO world heritage-designated public square that draws visitors from far and near.

Continue your journey to St Mark's Basilica, one of the city’s most locally renowned spots that you shouldn’t miss. Another great site to visit is the interesting Doge's Palace. Last up on today’s itinerary is a monument. Make your way to Bridge Of Sighs for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Venice.

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

Prepare for an extraordinary culinary adventure in Verona by booking a table at Osteria Mondo d'Oro, a Bib Gourmand restaurant that boasts an exceptional italian and seasonal menu. For a different flavor experience, head to Casa Perbellini 12 Apostoli, renowned for its delectable creative and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Desco, a local gem known for its delightful italian contemporary cuisine in Verona. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Archivio stands out as an excellent choice for a post-dinner cocktail. Alternatively, La Segreteria Café offers an ideal atmosphere to enjoy the pleasures of the night. Grande Giove Cocktail Bar is also a great option that provides a perfect setting for a relaxing evening.

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

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Verona. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

Today's adventure in Verona promises more breathtaking discoveries and enriching experiences! Begin at Verona Arena. This culturally significant stadium is a highlight of any visit in the city. Then, enjoy Castelvecchio Bridge, another history-steeped attraction that never fails to captivate visitors. Next, head over to Castelvecchio Museum, one of the city’s most popular attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Porta Borsari. This respected historical landmark is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Delle Erbe, a locally renowned public square, and take a stroll around the area.

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.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

Relax and recharge in preparation for another adventurous day 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.

At the top of the list of things to do today is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Today’s itinerary in Florence covers several incredible sights, including an observation deck, a church, a food market, an art gallery and much more! Start your adventure at Piazzale Michelangelo. This impressive observation deck is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Basilica Di Santa Maria Novella, Firenze (fi), a must-see church 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 Central Market. This captivating food market offers an enriching experience. For a change of pace, head to Galleria Dell'accademia, where you can take in respected features.

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 Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar 50 Rosso, a well-loved spot among locals and tourists. Or, head to Bitter Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.

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

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Florence, 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.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and breathtaking views. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Piazza Della Signoria is the first of them. Spend some time admiring this enchanting public square before continuing your journey. Cathedral Of Santa Maria Del Fiore is your next stop. This extraordinary church is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Piazza Della Repubblica. This enchanting public square is a sight to behold. To round off your sightseeing experience, visit Ponte Vecchio and Uffizi Gallery.

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.

As you explore more of Siena, 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 delicious dinner at Enoteca I Terzi, an excellent option for tonight's dining. Looking for something different? Ristorante Tar-Tufo offers a tantalizing alternative with its diverse menu. And don’t miss Antica Trattoria Papei. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.

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

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Vatican City. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 4 nights here for some well-deserved relaxation.

Bring your curiosity for today’s adventure around Siena. Some of the city’s most loved attractions await. Sistine Chapel is the perfect place to start. This chapel is one of the most astonishing places to visit in Siena.

Meanwhile, Vatican Museums adds its own distinct charm to 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.

Get ready for an unforgettable culinary journey in Rome by reserving a table at La Pergola. Renowned as a 3-star Michelin restaurant, it offers an exceptional mediterranean and contemporary menu. For a different taste experience, head to Il Pagliaccio, recognized for its delicious creative and innovative dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Enoteca La Torre, a local favorite known for its delightful mediterranean and creative cuisine in Rome. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for discerning mediterranean and creative foodies seeking culinary excellence.

After enjoying a fulfilling meal, continue your evening at La Botticella Of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Almalu Trastevere offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides an excellent environment for a relaxed and enjoyable evening.

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

On day 9 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.

A top thing to do today is to explore Via dei Condotti, a must-see street in Rome. It's the perfect starting point for touring the top attractions in the area.

Savor the day by visiting some of the best places to see in Rome, including a castle, a public square, and a monument. Start your adventure at Castel Sant'angelo. This top-rated castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Spanish Steps located in Rome for an enchanting atmosphere.

Next, immerse yourself in the setting of Piazza Di Spagna. Its awe-inspiring features will captivate you. After the public square, continue your tour of the city with a visit to Trevi Fountain. This monument has a visually striking appeal.

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 RomAntica, 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 Coso Ristorante, 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 DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the evening going at Sant' Eustachio Caffè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yellowsquare Rome, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day out.

Raise your glass to another unforgettable day in Italy!

Day 10 offers a multitude of experiences. You will stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.

Don’t miss Monti in Rome 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.

Get ready for a day filled with family-friendly attractions, scenic views, and photo-friendly spots in the charming city of Rome. Your adventure starts at Archbasilica Of St. John Lateran, a well-known local hot spot. Another notable attraction to explore is Colosseum. This iconic archeological site is known for its breathtaking 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 Roman Forum. This UNESCO world heritage-listed archeological site offers a fascinating experience that many visitors find memorable. Altare Della Patria is also worth visiting.

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 Rome, 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.

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.

Cap off your dinner by heading to The Apartment Bar Roma, ideal for a leisurely evening with a drink in hand. Hotel Hassler Roma is another bar that offers an enjoyable setting.

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

Day 11 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.

Via del Corso is one of the highlights of today. Take your time exploring this iconic street in Rome, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city.

Today’s route brings family-friendly attractions, romantic experiences, and scenic views. The first attraction of today is Piazza Del Popolo. This top-rated public square is a romantic place to see in Rome. Continue your discovery at Villa Borghese, a romantic park with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Basilica Di Santa Maria Maggiore. This interesting church offers a monumental encounter with Rome. Next, make your way to Circus Maximus to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day 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.

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.

Treat yourself to a delicious dinner at Sofitel Roma Villa Borghese, an excellent option for tonight's dining. Looking for something different? Centro offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Tema. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Savor another day of unforgettable experiences in Italy!

On day 12 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 Arezzo, where you’ll be staying for 1 night.

A blend of fun adventures, picturesque spots, and history-rich sites await you in Rome on today’s itinerary. First up is the interesting archeological site, Largo Di Torre Argentina. Afterward, continue to Pantheon, a monument 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 Piazza Navona. This timeless public square is an essential stop. Following that, head to Campo De' Fiori, another must-visit site that will enhance your experience.

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

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

Have a memorable dining experience in Arezzo by booking a table at Octavin, renowned as a 1-star Michelin restaurant presenting an exceptional creative menu. Immerse yourself in the culinary delights of La Clandestina, a popular restaurant in Arezzo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

Round off your dining experience by visiting Liquid Bar, a prime location for a drink.

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

On day 13 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 Arezzo. In the evening, you’ll end up in Rimini, where you will stay for 1 night.

Get ready to discover some of the most iconic wonders in Arezzo, including a church and a public square. Start your day at San Francesco, Arezzo. This culturally significant church is an up-and-coming place to see in Arezzo. Then, wander over to Santa Maria Della Pieve. If inviting sites excite you, this church will be right up your alley. Nearby, you’ll also find Piazza Grande. This history-steeped public square is a favorite among visitors.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rimini. Rimini 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 Rimini. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Experience a harmony of flavors at Osteria de Börg in Rimini by securing a reservation in advance. Known for its Bib Gourmand status, Osteria de Börg offers a delightful variety of dishes highlighting its delicious from romagna and traditional menu. If you're seeking an alternative culinary experience, be sure to explore Guido, a highly recommended restaurant known for its enticing seafood and modern cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Abocar Due Cucine, a highly acclaimed restaurant celebrated for its exceptional creative and international menu.

Continue the enjoyment post-dinner at Hobo's, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Sunflower City Backpacker offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Capogiro. 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!