12-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence, Lucca, Siena, Rome, and Santa Maria degli Angeli

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Photo of the long staircase in the downtown of the beautiful ancient italian village.
Photo of San Vittore alle Chiuse. Roman Catholic abbey and church. The edifice is known from the year 1011. Ponte Romano. Roman bridge over a small river. Italy. Marche. Ancona.
Photo of Loreto, sacred place in the city of Ancona in the Marche, Italy where the basilica sanctuary of the Holy House is located
Photo of Wonderful view of Arch of Trajan and Cattedrale di San Ciriaco church on background. Sunny summer cityscape of Ancona town, Italy, Europe. Traveling concept background.
Photo of Panorama view of the port of Ancona, Italy.
San Rocco Temple inside the pentagonal 18th century building called Mole Vanvitelliana at dusk. Ancona, Marche Region, Italy.
Photo of Urbani Beach - Sirolo, Ancona, Marche, Italy, Europe.
Photo of Ancona beach, Italy.
Photo of The harbor of Ancona with the rows of the boats docked and city view.
Photo of Panoramic view of old town and port in Ancona.
photo of view of Tourism in Ancona, Italy. Back view of traveler woman enjoying view of Ancona city and seaport from terrace, Marche, Italy.
photo of view of Night view of cathedral of San Ciriaco behind Arco di Traiano in Ancona, Italy.
photo of view of Mole Vanvitelliana also known as the lazaretto of Ancona.
photo of view of  Mole Vanvitelliana also known as the lazaretto of Ancona
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
Photo of Woman enjoys beautiful view on famous Duomo cathedral in Florence, standing on empty cathedral square during morning time.
Photo of Summer street cafe on Piazza della Repubblica in Florence, Toscana province, Italy.
Photo of Giotto's Campanile - An aerial dusk view of Giotto's Campanile and the historical Old Town of Florence, as seen from the top of Brunelleschi's Dome of the Florence Cathedral. Florence, Tuscany, Italy.
Photo of Ponte Vecchio, old bridge over Arno River, Florence, Tuscany, Italy.
Photo of The Colossus of the Apennines, majestic stone sculpture by Giambologna located in the park of Villa Demidoff in Florence, Italy.
Photo of Fountain of Neptune in Florence in early morning.
Photo of Sunset view of Florence, Ponte Vecchio, Palazzo Vecchio and Florence Duomo, Italy. Architecture and landmark of Florence. Cityscape of Florence.
Vintage carousel and tourists in Piazza della Repubblica (Republic Square) and the arch in honor of the first king of united Italy on background in Florence, Italy.
Photo of Arches of the Vasari Corridor (Corridoio Vasariano) in Florence, Tuscany, Italy. View of the Lungarno degli Archibusieri.
cheerful senior woman cycling with her electric mountain bike above downtown of Florence with stunning view over the old city, Tuscany, Italy
Facade of Palazzo Pitti palace with Gallery of Modern Art large building on Piazza dei Pitti square in historical centre of Florence city, blue sky white clouds, Tuscany, Italy
photo of view of Florence,Italy.
photo of view of Florence,Italy.
photo of Landmarks of Italy - beautiful medieval town Lucca in Tuscany. City view from Guinigi tower.
aerial view of city and medieval Guinigi tower and its trees. Tuscany, Italy, Europe.
Porta San Pietro in Lucca - Tuscany,Italy
photo of view of  Panoramic view of Lucca medieval town with typical terracotta tiled roofs and narrow streets, Tuscany, Italy
photo of view of Amazing aerial view of Lucca medieval town in Tuscany, Italy.
photo of view of Lucca, Italy - View of Piazza San Giovanni and famous St Martin Cathedral tower in background, postcard of Tuscany.
photo of view of Detail exterior view of Lucca Cathedral (Duomo di Lucca, Cattedrale di San Martino) is a Roman Catholic cathedral dedicated to Saint Martin in Lucca, Italy. It is the seat of the Archbishop of Lucca.
photo of view of Italy, province of Lucca. Fancy Medieval Bridge - Devil's Bridge crosses the Serchio River. The green emerald cold water of the river reflects the ancient asymmetrical arches of the bridge
photo of view of Panorama of trees on the historic surrounding city wall of Lucca, Italy
photo of view of Lucca, Tuscany, Italy. San Michele in Foro church.
photo of view of Lucca, Italy. Façade and bell tower of Lucca Cathedral.
photo of view of   Old cozy street in Lucca, Italy. Lucca is a city and comune in Tuscany. It is the capital of the Province of Lucca
photo of view of Lucca, Italy - View of Piazza dell'Anfiteatro square through the arch, ancient Roman Empire amphitheater, famous Tuscany.
photo of  view of Lucca, Italy. Aerial view of the town.
photo of view of Lucca, Italy. Aerial view of the town.
Photo of Siena in Italy by SimonRei
Photo of Siena cathedral against a bright blue sky in Italy.
Photo of Siena, Italy. Aerial view of Piazza del Campo with Palazzo Pubblico and Torre del Mangia.
photo of view of Siena, Italy. Charming medieval city in Tuscany known for its stunning cathedral, Torre del Mangia, beautiful piazzas, and the famous Palio horse race.
photo of view of Siena, medieval town in Tuscany, with view of the Dome Bell Tower of Siena Cathedral, Mangia Tower and Basilica of San Domenico, Italy
photo of view of Stylish woman walks on background of cityscape of Siena old town. Concept of travel famous cities in Tosacny region of Italy
photo of view of  Aerial view of Montepulciano, a medieval and Renaissance hill town in the Italian province of Siena in southern Tuscany, Italy
photo of view of Facade decoration of the cathedral of Siena, Italy.
photo of view of historic buildings and landmarks in magnificent medieval Siena,Tuscany, Italy.
photo of view of Aerial view of famous medieval San Gimignano hill town with its skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view of Cathedral of the City of Siena in Tuscany region of Italy at sunset.
photo of view of Beautiful traveler girl exploring the historic city of Siena in Tuscany. Young tourist woman smiling at camera in Siena Cathedral square, Tuscany, Italy.
photo of view ofYoung woman having lunch with pizza and wine, sitting with dog at outdoor restaurant with beautiful view on the old town of Siena. Concept of italian cuisine and travel
photo of view of Medieval San Gimignano hill town with skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view ofBeautiful view of campanile of Siena Cathedral, Duomo di Siena, and Old Town of medieval city of Siena in the sunny day, Tuscany, Siena province, Italy
Colosseum, Rome, Italy.
Photo of piazza de spagna in Rome, Italy.
Photo of Fountain di Trevi in Rome, Italy.
Bridge Il Tevere a Ponte Vittorio Emanuele II in Rome, Italy.
Hadrian Mausoleum, Rome, Italy.
 Vatican dome of San Pietro and Sant Angelo Bridge, over Tiber river in Rome, Italy.
panoramic view of Rome and St. Peter's Basilica, Italy.
View of Pantheon in the morning, Rome, Italy.
Rome, Italy. Stunning twilight view of Forum ancient ruins, seen from Capitoline hill with Colosseum in background.
Aerial view of forum romanum and surrounding areas of historical centre of italian capital rome.
Cozy old street in Trastevere in Rome, Italy. Trastevere is rione of Rome, on the west bank of the Tiber in Rome, Lazio, Italy. Architecture and landmark of Rome.
Aerial panorama of St. Peter's Square in Vatican with Rome in the background. Italy.
photo of view of Illuminated Fontana Di Trevi, Trevi Fountain at Dusk, Rome, Italy.
photo of view of Spanish Step, Rome, Italy.
photo of view of Museum Luasanne, Rome, Italy.
photo of view Roma Wall of Lugo, Rome, Italy.
photo of view of Roman Bridge Cordoba, Rome, Italy.
photo of view of Roman ruins in Rome, Forum, Rome, Italy.
photo of view of Roman Bridge of Cordoba, Rome, Italy.
photo of view of The Iconic, the legendary Coliseum of Rome, Italy.
photo of view of Rome, Italy: The Roman Forum, Latin: Forum Romanum, Italian: Foro Romano, Rome, Italy.
photo of view of Trevi Fountain (Fontana di Trevi) in Rome, Italy. Trevi is most famous fountain of Rome. Architecture and landmark of Rome, Postcard of Rome, Italy.
View at the Basilica of Santa Maria degli Angeli near Assisi in Italy
Photo of iIluminated facade of the Papal Basilica of Saint Mary of the Angels in Santa Maria degli Angeli, Assisi, region of Umbria, Italy.
Aerial view on Santa Maria degli Angeli a Pizzofalcone in Napoli, Italy.
Photo of Fontana delle Naiadi and Santa Maria degli Angeli e dei Martiri Basilica in Rome, Italy
Photo of Basilica of Santa Maria delia  in Italy.
Photo of Santa Maria degli Angeli on the path of San Francesco.Italy
Photo of Murano islands water canal with Santa Maria degli Angeli church in Italy.
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Escape the ordinary with this exciting 12-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Ancona, 2 nights in Florence, 2 nights in Lucca, 2 nights in Siena, 2 nights in Rome, and 1 night in Santa Maria degli Angeli. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Ancona, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of St. Peter's Basilica.

As you hit the open road and drive through Ancona, Florence, Pisa, Lucca, Siena, Rome, Santa Maria degli Angeli, and Perugia, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza del Plebiscito
Ponte VecchioUffizi GalleryPalazzo VecchioLoggia dei Lanzipiazza della Signoria
DavidGalleria dell'AccademiaCathedral of Santa Maria del FioreOpera del Duomo MuseumBasilica of Santa Croce in Florencepiazzale Michelangelo
Leaning Tower of PisaAngelo CadutoPisa CathedralPiazza del Duomo, PisaCittadella Nuova
Piazza dell'AnfiteatroGuinigi TowerSt Martin CathedralPalazzo Ducale di LuccaWalls of LuccaParrocchia di San Concordio
Siena Cathedralpiazza del CampoTower of Mangia

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Day 1

Day 1

  • Ancona - Arrival day
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  • Piazza del Plebiscito
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Welcome to Ancona, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Ancona's charm before embarking on the next leg of your journey.

Ancona is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Piazza Del Plebiscito, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Ancona. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Ancona, it's often a good idea to reserve a table in advance.

Treat yourself to a wonderful meal at Playa Solero, a top-rated dining spot in Ancona. If you're in the mood for something new, try Zucchero a Velò, another premier location with a delectable menu. You might also want to book a table at Ristorante Il Giardino. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Ancona.

Explore the vibrant nightlife at Posa Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Four Roses for a great selection of flavorful drinks and a charming setting. Furthermore, Amarillo Beer Bar Ancona is perfect for those looking to extend their night with a touch of local flavor.

Raise a toast to the start of your 12-day road trip in Italy!

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Day 2

Day 2

  • Ancona
  • Florence
  • More

Drive 285 km, 3 hours 35 min

  • Ponte Vecchio
  • Uffizi Gallery
  • Palazzo Vecchio
  • Loggia dei Lanzi
  • piazza della Signoria
  • More

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

Get ready for an exciting day in Ancona. Today’s sightseeing agenda includes a historical landmark, an art gallery, a palace, a public square and much more! Begin your adventure at Ponte Vecchio. This is a world-famous historical landmark you should not miss. Another must-see is Uffizi Gallery, a famous art gallery in Ancona.

When you’re ready for the next sight, head to Palazzo Vecchio. From there, take a leisurely stroll to Loggia Dei Lanzi, another of the city’s underrated attractions. We recommend continuing your self-guided tour at Piazza Della Signoria, a romantic place of interest in the city.

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

Enjoy a lovely dining experience at Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.

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

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Day 3

Day 3

  • Florence
  • More

Drive 8 km, 1 hour 12 min

  • David
  • Galleria dell'Accademia
  • Cathedral of Santa Maria del Fiore
  • Opera del Duomo Museum
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

Day 3 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Discover a day packed with family-friendly attractions, photo-friendly spots, and historic treasures in Florence. Begin your sightseeing with David. This locally renowned statue is one of the top attractions in the city. Proceed to Galleria Dell'accademia, another must-visit attraction.

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 Cathedral Of Santa Maria Del Fiore. This top-rated church is a traveler-favorite. Not far away, you’ll find Museo Dell'opera Del Duomo, another key site on your sightseeing itinerary. Basilica Of Santa Croce In Florence is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Piazzale Michelangelo and uncover why it's recognized as one of the city's most top-rated 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.

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

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. 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 Bar 50 Rosso, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bitter Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 4

Day 4

  • Florence
  • Lucca
  • More

Drive 111 km, 2 hours 7 min

  • Leaning Tower of Pisa
  • Angelo Caduto
  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Cittadella Nuova
  • More

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Pisa, 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 Lucca. You’ll stay here for 2 nights.

Leaning Tower Of Pisa is must-visit monument and a great starting point for the day. Next, continue your journey to Angelo Caduto, an increasingly popular point of interest, located just a leisurely stroll away. Next, head to Pisa Cathedral, a historic 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 Florence. When you're ready, let your sightseeing route take you to the iconic Piazza Del Duomo, Pisa. If you’re looking for more, Cittadella Nuova is also an increasingly popular attraction that is worthwhile a visit.

When you’re done exploring for the day, you’ll drive to your hotel in Lucca. 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 Lucca's best restaurants.

Treat yourself to a delicious dinner at Gli Orti di Via Elisa, an excellent option for tonight's dining. Looking for something different? Bar Caffè Ristretto offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Schiaffino. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Lucca.

Round off your dining experience by visiting Lebowski - Cocktail Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Blend, a bar catering to every mood and preference. Franklin'33 likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 5

Day 5

  • Lucca
  • More

Drive 3 km, 44 min

  • Piazza dell'Anfiteatro
  • Guinigi Tower
  • St Martin Cathedral
  • Palazzo Ducale di Lucca
  • Walls of Lucca
  • Parrocchia di San Concordio
  • More

Day 5 of your road trip across Italy promises a magnificent time exploring Lucca. You have 1 night left in Lucca. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and breathtaking views. Whether you decide to explore Lucca on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Piazza Dell'anfiteatro is the first of them. Spend some time admiring this enchanting public square before continuing your journey. Guinigi Tower is your next stop. This intriguing monument is one of the best-rated sights in Lucca.

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 St Martin Cathedral. This breathtaking church is a sight to behold. To round off your sightseeing experience, visit Palazzo Ducale Di Lucca and Mura Di Lucca. If time allows, end your day with Parrocchia Di San Concordio, an eye-catching church that offers a memorable conclusion to your exploration.

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 Lucca, 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 Osteria Nova, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Bottega di Anna e Leo? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Per 21 as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Lucca.

Cap off your dinner by heading to La Tana Del Boia, ideal for a leisurely evening with a drink in hand. Vinarkia Della Pavona - Cocktail Bar is another bar that offers an enjoyable setting. Similarly, Magellano is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day 6

Day 6

  • Lucca
  • Siena
  • More

Drive 144 km, 1 hour 51 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • More

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 2 nights here for some well-deserved relaxation.

Today’s itinerary in Lucca covers several incredible sights, including a church, a public square, and a monument. Start your adventure at Siena Cathedral. This popular church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Piazza Del Campo, a must-see public square 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 Tower Of Mangia. This worthwhile monument offers an enriching experience. These sights offer a fulfilling end to a perfect day.

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.

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

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.

Continue your evening by exploring the vibrant nightlife scene at Meet Life Cafè, a prime destination for a thrilling night out. Also, don’t forget to check out Maudit Pub, a bar that offers unique local touches. Likewise, Bar Impero Siena provides an excellent alternative for a fun evening.

Savor another day of unforgettable experiences in Italy!

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Day 7

Day 7

  • Siena
  • More

Drive 1 km, 27 min

  • Pinacoteca Nazionale
  • Musei dell’Accademia dei Fisiocritici
  • Porta Tufi
  • More

On day 7 of your road trip, you will have an entire day to explore Siena. You’ll stay in Siena for 1 night and discover all the best things to see and do in the area.

Get ready for a day filled with family-friendly attractions, photo-friendly spots, and historic treasures in the charming city of Siena. Your adventure starts at Pinacoteca Nazionale, a locally appreciated local hot spot. Another notable attraction to explore is Musei Dell’accademia Dei Fisiocritici. This curiosity-inducing museum is known for its photogenic appeal.

After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Porta Tufi. This historic historical landmark offers a fascinating experience that many visitors find memorable.

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 Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a delicious dinner at Osteria Quattro Venti, an excellent option for tonight's dining. Looking for something different? Fischi per Fiaschi offers a tantalizing alternative with its diverse menu. And don’t miss Osteria da Divo. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

If you’re not ready to end the night just yet, Charlie Mixology Bar Di Aldinucci Riccardo offers a perfect venue to relax and savor a drink. Similarly, Bar Pinacoteca is well-suited for those looking to unwind in a social setting. San Paolo Pub is another excellent spot to enjoy a nightcap after a delightful meal.

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.

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Day 8

Day 8

  • Siena
  • Rome
  • More

Drive 242 km, 3 hours 37 min

  • Colosseum
  • Roman Forum
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • More

Embark on another extraordinary experience on day 8 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 2 nights.

Discover a day packed with fun adventures, scenic views, and photo-friendly spots in Siena. Begin your sightseeing with Colosseum. This world-famous archeological site is one of the top attractions in the city. Proceed to Roman Forum, another must-visit attraction.

As you wander through the inviting streets of Siena, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Trevi Fountain. This wondrous monument is a traveler-favorite. Not far away, you’ll find Pantheon, another key site on your sightseeing itinerary. Piazza Navona is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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 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.

Enjoy a delicious meal at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

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

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Day 9

Day 9

  • Rome
  • More

Drive 9 km, 41 min

  • Vatican Museums
  • Sistine Chapel
  • St Peter's Basilica
  • Trastevere
  • Monti
  • Via dei Condotti
  • More

On day 9 of your road trip in Italy, you’ll start and end your day in Rome, but spend the day exploring what’s beyond the city. Since you will return to Rome for 1 night more, there’s no need to rush. Experience Vatican City to the fullest today with this curated day itinerary!

Trastevere is one of the highlights of today. Take your time exploring this iconic neighborhood in Vatican City, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city. Be sure to also visit Monti, a neighborhood that showcases another side of Vatican City.

Start your adventure at Vatican Museums. This globally renowned art museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Sistine Chapel located in Rome for another exciting encounter.

Next, immerse yourself in the setting of St. Peter's Basilica.

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

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.

Enjoy a delicious meal at RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

If you’re not ready to end the night just yet, Sant' Eustachio Caffè offers a perfect venue to relax and savor a drink. Similarly, Yellowsquare Rome is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass to another unforgettable day in Italy!

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Day 10

Day 10

  • Rome
  • Assisi
  • More

Drive 185 km, 3 hours 4 min

  • Basilica of San Francesco d'Assisi
  • Rocca Maggiore
  • Piazza del Comune
  • Church of Santa Maria sopra Minerva in Assisi
  • More

On day 10 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 Santa Maria degli Angeli. In the evening, you’ll end up in Santa Maria degli Angeli, where you will stay for 1 night.

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Of San Francesco D'assisi. This UNESCO world heritage-listed church is sure to ignite your curiosity. Next, dive into the symbolic features of Rocca Maggiore, a must-visit castle in the town.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Del Comune, an increasingly popular public square. For a change of scene, check out Church Of Santa Maria Sopra Minerva In Assisi, known for its instagrammable features.

When you’re done exploring for the day, you’ll drive to your hotel in Santa Maria degli Angeli. Check in and spend some time relaxing before you head out to tour the town.

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

Following your dinner, dive into the local bar culture at Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings. Enjoy this evening's relaxed ambiance with delightful drinks.

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

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Day 11

Day 11

  • Assisi
  • Ancona
  • More

Drive 162 km, 2 hours 34 min

  • The Fontana Maggiore
  • Carducci Gardens
  • Rocca Paolina
  • More

On day 11 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Perugia. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.

Set out on a day brimming with family-friendly attractions, scenic views, and picturesque spots. Start at the underrated The Fontana Maggiore, a picture-perfect monument in Santa Maria degli Angeli. Next, go to Carducci Gardens.

After visiting The Fontana Maggiore and Carducci Gardens, have a stroll along Santa Maria degli Angeli's streets and take in the local charm. Continue your sightseeing by heading to Rocca Paolina. This symbolic historical landmark offers a unique experience.

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.

As you explore more of Ancona, 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.

Have a fantastic dining experience at Amarcord, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Bontà delle Marche offers an enticing alternative with its varied menu. Additionally, Ristorante Pizzeria Da Romano is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Ancona.

Keep the excitement of the evening going by visiting a bar or two. Alla Tazza D'oro is an excellent place to start.

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.

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Day 12

Day 12

  • Ancona - Departure day
  • More
  • Parco Della Cittadella di Ancona
  • More

Day 12 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Ancona before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, we recommend visiting Parco Della Cittadella Di Ancona, a history-steeped park before you head out.

On your last day in Italy, take time to indulge in shopping at Ancona’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Ancona.

Dine in style at Pizzeria Pulcinella, a top recommendation for dinner tonight. Or, for a change of pace, Donegal Irish Pub boasts a menu that's sure to impress.

You’ll then say farewell to Ancona. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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