14-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Rimini, Venice, Florence, Siena, and Rome

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 - Ancona. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rimini. You will spend 1 night here for some well-deserved relaxation.

Ancona is brimming with adventures. Today’s wonderful stops include a palace, a museum, and a church. Begin your sightseeing adventure at the worthwhile Palazzo Degli Anziani. Just a short distance away is Museo Archeologico Nazionale Delle Marche, a photogenic museum that draws visitors from far and near.

Continue your journey to Cathedral Basilica Of St. Cyriacus, one of the city’s most frequently visited spots that you shouldn’t miss.

At the end of the day, you will drive to Rimini, 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 Rimini. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Have a memorable dining experience in Rimini by booking a table at Osteria de Börg, renowned as a Bib Gourmand restaurant presenting an exceptional from romagna and traditional menu. For a different culinary experience in Rimini, Guido shines as one of the top destinations, known for its delicious seafood and modern cuisine. This 1-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, Abocar Due Cucine is known as a top local spot for its delicious creative and international cuisine in Rimini. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

After enjoying a fulfilling meal, continue your evening at Sunflower Beach Backpacker Hostels & Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Caffè Il Borgo offers a welcoming atmosphere for easing into the nightlife. Similarly, Primo Bacio Città Lounge Bar provides an excellent environment for a relaxed and enjoyable evening.

Say good night to Rimini and look forward to another great 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, Rimini and Padua. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Rimini today. One of the most increasingly popular attractions included on the itinerary is Square Tre Martiri. This history-steeped public square will help you start your sightseeing on top. Then, take a leisurely stroll to Arch Of Augustus and learn what makes this heritage-rich monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the popular Prato Della Valle. After exploring the public square, head to The Basilica Of St. Anthony. This locally renowned church is a highlight in Rimini. Lastly, don’t forget to check out the interesting Piazza Dei Signori, Padua. Enjoy exploring this incredible public square at your own pace.

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

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

Discover the culinary delights of Venice by securing a reservation at Local. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of contemporary cuisine. For an alternative dining experience, try Wistèria, renowned for its delicious contemporary and venetian 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 Quadri, a highly recommended local eatery celebrated for its mouthwatering modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Al Parlamento stands out as an excellent choice for a post-dinner cocktail. Alternatively, The Caffe Rosso offers an ideal atmosphere to enjoy the pleasures of the night. Adagio is also a great option that provides a perfect setting for a relaxing evening.

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

Day 4 of your road trip will take you to the best attractions Venice has to offer. Cherish the 1 night you have left in Venice by discovering the best things there are to see and do in the city.

Today’s agenda in Venice includes a monument, a palace, a church, a public square, a historical landmark and much more! Bridge Of Sighs is must-visit monument and a great starting point for the day. Next, continue your journey to Doge's Palace, a popular palace, located just a leisurely stroll away. Next, head to St Mark's Basilica, an enchanting church, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Venice. If you’re looking for more, Piazza San Marco is also a wondrous attraction that is worthwhile a visit. Lastly, don’t miss Rialto Bridge, a timeless gem to see in the city.

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 dinnertime approaches, it's time to head out for a bite to eat in Venice. 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.

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

If you’re not ready to end the night just yet, Il Mercante offers a perfect venue to relax and savor a drink. Similarly, The Irish Pub Venezia is well-suited for those looking to unwind in a social setting. Ai Stagneri 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 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 Venice. In the evening, you’ll end up in Florence, where you will stay for 3 nights.

Bring your curiosity for today’s adventure around Venice. Some of the city’s most loved attractions await. Palazzo Contarini Del Bovolo is the perfect place to start. This palace is one of the most captivating places to visit in Venice. Next, head to Teatro La Fenice, a captivating opera house, known for its standout 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 Santa Maria Gloriosa Dei Frari. This historic church offers a unique experience that is highly recommended.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.

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.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 6 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 2 nights and discover all the best things to see and do in the area.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most notable attractions included on the itinerary is David. Then, take a leisurely stroll to Galleria Dell'accademia and learn what makes this eye-catching art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the popular Basilica Of Santa Croce In Florence. After exploring the church, head to Tower Of San Niccolò. This often recommended monument is a highlight in Florence. Lastly, don’t forget to check out the top-rated Piazzale Michelangelo. Enjoy exploring this incredible observation deck at your own pace.

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

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. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Day 7 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

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. Giotto's Bell Tower is the first of them. Spend some time admiring this enchanting monument before continuing your journey. Cathedral Of Santa Maria Del Fiore is your next stop. This impressive 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 Brunelleschi's Dome. This romantic monument is a sight to behold. To round off your sightseeing experience, visit Central Market and Basilica Di Santa Maria Novella, Firenze (fi).

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.

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

Let the evening flow smoothly from dinner to drinks at Gosh*, a top-rated bar in the area. For other recommendations, Antico Caffè Del Moro - Art Bar Firenze provides a perfect setting for rounding out your night with style and great drinks. Likewise, Quelo Bar offers a memorable night with diverse drink options and excellent service.

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

Dive into day 8 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 route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Piazza Della Signoria. This impressive public square is a noteworthy place to see in Florence. Continue your discovery at Uffizi Gallery, a historic art gallery with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Ponte Vecchio. This globally renowned historical landmark offers an enchanting encounter with Florence. Pitti Palace is the last of our recommendations for today. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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 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 delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

Savor another day of unforgettable experiences in Italy!

Embark on another extraordinary experience on day 9 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and Vatican City. 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.

Begin your adventure at Piazza Del Campo. This is a widely recognized public square you should not miss. Another must-see is Siena Cathedral, a notable church in Siena.

When you’re ready for the next sight, head to Saint Peter's Square. From there, take a leisurely stroll to St. Peter's Basilica, another of the city’s timeless attractions.

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

Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of mediterranean and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean and creative menu. With a 2-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Almalu Trastevere offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Viminale Di Pepi Maurilio. 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!

Day 10 of your road trip across Italy promises a magnificent time exploring Rome. You have 3 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Don’t miss Trastevere in Rome today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time exploring its best features, and enjoy the convenience of nearby top-rated landmarks.

Savor the day by visiting some of the best places to see in Rome, including a public square and a church. Start your adventure at Campo De' Fiori. This impressive public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Navona located in Rome for an enchanting atmosphere.

Next, immerse yourself in the setting of Basilica Di Santa Maria Maggiore. Its UNESCO world heritage-designated features will captivate you.

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 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.

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

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.

Day 11 of your road trip will take you to the best attractions Rome has to offer. Cherish the 2 nights you have left in Rome by discovering the best things there are to see and do in the city.

Via del Corso is a fantastic place you can explore today in Rome. This street is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Rome-way-of-life and take advantage of the nearby must-see sights located nearby.

Rome is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at Piazza Del Popolo, a famous public square that is worthwhile a visit in the city. Nearby, you’ll find Piazza Di Spagna, enchanting visitors with its romantic appeal. Continue your exploration at Spanish Steps. This public square is one of the city’s most famous spots.

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.

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.

Unwind after your meal by stepping into The Apartment Bar Roma. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Hotel Hassler Roma offers a dynamic and energetic atmosphere for a glass or two.

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

On day 12 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

Prepare for a day full of fun adventures, photo-friendly spots, and history-rich sites. When you’re ready, kick off your sightseeing adventure at Pantheon. This timeless monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Trevi Fountain, one of the city’s most promising highlights.

Next, check out Roman Forum, one of the most globally renowned places to see in Rome. This archeological site is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Colosseum. Wander around and soak in the culturally significant atmosphere this archeological site offers. Finally, take the path to the well-known Circus Maximus, the last of our attraction recommendations for today.

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.

Savor the flavors at Sofitel Roma Villa Borghese, a top pick for dinner tonight. Alternatively, Centro beckons with its unique menu offerings. Also, consider Ristorante Tema. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Savor another day of unforgettable experiences in Italy!

Experience an unparalleled adventure on day 13 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Rome and Teramo. 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.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Altare Della Patria. This picture-perfect monument is a highlight of any visit in the city. Then, enjoy Castel Sant'angelo, another culturally significant attraction that never fails to captivate visitors. Next, head over to Villa Borghese, one of the city’s most famous attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Santuario Madonna Delle Grazie. This inviting church is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.

Dive into a culinary adventure like no other in Ancona by booking a table at Sot'Ajarchi. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of seafood and from the marches cuisine. If you're in the mood to try something new, consider Bontà delle Marche, another top spot with a mouthwatering menu.

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

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