12-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence, Bologna, and Venice
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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 3 nights in Ancona, 4 nights in Florence, 1 night in Bologna, and 3 nights in Venice. 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. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Verona Arena, learn more about the unique Ponte Vecchio, and immerse yourself in the vibrant atmosphere of Leaning Tower Of Pisa.
As you hit the open road and drive through Ancona, Florence, Pisa, Manarola, Corniglia, Riomaggiore, Bologna, Venice, Verona, and City of San Marino, 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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Day 1
- Ancona - Arrival day
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- Passetto
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Say hello to Ancona! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Ancona for 2 nights before you continue your adventure!
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 Passetto, 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 delightful dinner at Playa Solero, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Zucchero a Velò? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Il Giardino as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Ancona.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Posa Bar, a well-loved spot among locals and tourists. Or, head to Bar Four Roses. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Amarillo Beer Bar Ancona, another top-rated place in the area.
Raise a toast to the start of your 12-day road trip in Italy!
Day 2
- Ancona
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Drive 7 km, 1 hour 4 min
- Lazzaretto of Ancona
- Arch of Trajan
- National Archaeological Museum of the Marches
- Cattedrale di San Ciriaco
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Day 2 of your road trip will take you to the best attractions Ancona has to offer. Cherish the 1 night you have left in Ancona by discovering the best things there are to see and do in the city.
Enjoy the perfect balance of relaxation and exploration in Ancona today. One of the most worthwhile attractions included on the itinerary is Lazzaretto Of Ancona. This instagrammable museum will help you start your sightseeing on top. Then, take a leisurely stroll to Arch Of Trajan and learn what makes this remarkable monument unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally appreciated Museo Archeologico Nazionale Delle Marche. After exploring the museum, head to Cathedral Basilica Of St. Cyriacus. This curiosity-inducing church is a highlight in Ancona.
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 Ancona. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Treat yourself to a delightful dinner at Amarcord, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bontà delle Marche? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Pizzeria Da Romano as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Ancona.
If you’re not ready to end the night just yet, Alla Tazza D'oro offers a perfect venue to relax and savor a drink.
Head back to your accommodation in Ancona and get some rest in preparation for another magical day of your road trip in Italy!
Day 3
- Ancona
- Florence
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Drive 277 km, 3 hours 40 min
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Palazzo Vecchio
- piazza della Signoria
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On day 3 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Florence. In the evening, you’ll end up in Florence, where you will stay for 4 nights.
Brace yourself for today’s incredible lineup of attractions in Ancona, featuring family-friendly attractions, picturesque spots, and history-rich sites. Start at Basilica Of Santa Croce In Florence, a well-known church in the city. Then, head to Uffizi Gallery and soak in the ambiance of this romantic art gallery.
There are many interesting places to see in Ancona, and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most world-famous romantic spots of interest. After exploring the historical landmark, visit the well-known Palazzo Vecchio. Not far away, you'll also find Piazza Della Signoria. This public square is a symbolic highlight in Ancona.
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.
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 Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.
Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!
Day 4
- Florence
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Drive 9 km, 1 hour 24 min
- Central Market
- Galleria dell'Accademia
- Cathedral of Santa Maria del Fiore
- Palazzo Pitti
- piazzale Michelangelo
- Oltrarno
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Day 4 of your road trip across Italy promises a magnificent time exploring Florence. You have 3 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.
A visit to Oltrarno in Florence is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.
Discover a day packed with fun adventures, picturesque spots, and budget-friendly activities in Florence. Begin your sightseeing with Central Market. This locally renowned food market 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 astonishing church is a traveler-favorite. Not far away, you’ll find Pitti Palace, another key site on your sightseeing itinerary. Piazzale Michelangelo is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.
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.
After enjoying a fulfilling meal, continue your evening at Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 5
- Florence
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Drive 197 km, 2 hours 57 min
- Knights' Square
- Leaning Tower of Pisa
- Pisa Cathedral
- Campo santo
- Piazza del Duomo, Pisa
- More
On day 5 of your road trip, you’ll start and end your day in Florence, where you'll stay for 2 nights more.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Knights' Square. This locally appreciated public square provides an insightful glimpse into the city's identity. Next, discover Leaning Tower Of Pisa, a detailed monument, promising a delightful encounter.
Continue your sightseeing with a visit to Pisa Cathedral, an increasingly popular church. When you’re done, don’t forget to make a stop at the locally appreciated Campo Santo. Round off your day at Piazza Del Duomo, Pisa, another gem in Florence with UNESCO world heritage-designated features to discover.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
Treat yourself to a delicious dinner at Ristorante Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
Continue your evening by exploring the vibrant nightlife scene at Gosh*, a prime destination for a thrilling night out. Also, don’t forget to check out Antico Caffè Del Moro - Art Bar Firenze, a bar that offers unique local touches. Likewise, Quelo Bar provides an excellent alternative for a fun evening.
Celebrate another amazing day of your road trip adventure in Italy!
Day 6
- Florence
- More
Drive 364 km, 5 hours 9 min
- Manarola Overlook Viewpoint
- Cinque Terre National Park
- Riomaggiore
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On day 6 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Manarola, Corniglia, and Riomaggiore to the fullest today with this curated day itinerary!
Discover a day packed with fun adventures, romantic experiences, and natural wonders in Florence. Begin your sightseeing with Manarola Overlook Viewpoint. This up-and-coming observation deck is one of the top attractions in the village. Proceed to Cinque Terre National Park, 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 Riomaggiore. This locally appreciated sightseeing destination is a traveler-favorite.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
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.
Have a fantastic dining experience at Tijuana, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Djària - American Bar offers an enticing alternative with its varied menu. Additionally, The Florence Irish Pub is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.
Savor another day of unforgettable experiences in Italy!
Day 7
- Florence
- Bologna
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Drive 113 km, 1 hour 59 min
- Pinacoteca Nazionale di Bologna
- Piazza Santo Stefano
- Two Towers
- Bologna Cathedral
- Fountain of Neptune, Bologna
- Piazza Maggiore
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On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Bologna. When you’re not sightseeing, take time to relax at your selected hotel in Bologna, where you’ll be staying for 1 night.
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most curiosity-inducing attractions included on the itinerary is Pinacoteca Nazionale Di Bologna. This historic art gallery will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Santo Stefano and learn what makes this visually striking public square unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally renowned Two Towers. After exploring the monument, head to Bologna Cathedral. This underrated church is a highlight in Florence. As your day continues, stop by Fountain Of Neptune, Bologna, known for its heritage-rich features. Lastly, don’t forget to check out the extraordinary Piazza Maggiore. Enjoy exploring this incredible public square at your own pace.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bologna. Bologna offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Bologna. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Treat yourself to a delightful dinner at Ristorante Ciacco, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Ballarini? It's another excellent option with a diverse menu. Consider reserving a table at Sfoglia Rina as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Bologna.
If you’re not ready to end the night just yet, Bar Al Bricco D'oro offers a perfect venue to relax and savor a drink. Similarly, Bar Freud E Squisito is well-suited for those looking to unwind in a social setting. Osteria Del Sole is another excellent spot to enjoy a nightcap after a delightful meal.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 8
- Bologna
- Venice
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Drive 160 km, 2 hours 34 min
- Bridge of Sighs
- Doge's Palace
- St Mark's Basilica
- St Mark's Campanile
- Piazza San Marco
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Dive into day 8 of your remarkable road trip in Italy. Today you will explore Venice, 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 Venice. You’ll stay here for 3 nights.
Get ready for an exciting day in Bologna. Today’s sightseeing agenda includes a monument, a palace, a church, a public square and much more! Begin your adventure at Bridge Of Sighs. This is a notable monument you should not miss. Another must-see is Doge's Palace, an interesting palace in Bologna.
When you’re ready for the next sight, head to St Mark's Basilica. From there, take a leisurely stroll to St Mark's Campanile, another of the city’s frequently visited attractions. We recommend continuing your self-guided tour at Piazza San Marco, a visually striking place of interest in the city.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Venice's best restaurants.
Have a fantastic dining experience at Bauer Hotel, a highly recommended choice for tonight's dinner. If you're looking to mix things up, L'Osteria Le Guglie offers an enticing alternative with its varied menu. Additionally, Corner Pub is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Venice.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Al Parlamento, known for its inviting atmosphere. The Caffe Rosso is another great option if you’re looking for a place to get the night started. Similarly, Adagio provides a great setting to enjoy the night away.
Savor another day of unforgettable experiences in Italy!
Day 9
- Venice
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Drive 2 km, 26 min
- Teatro La Fenice
- Palazzo Contarini del Bovolo
- Rialto Bridge
- Grand Canal
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On day 9 of your road trip, you will have an entire day to explore Venice. You’ll stay in Venice for 2 nights and discover all the best things to see and do in the area.
Today, you'll explore some of the most beautiful places in Venice, including an opera house, a palace, a historical landmark, a street and much more! Start your day with a visit to Teatro La Fenice. This interesting opera house is a must-visit in the city. When you’re ready for your next discovery, continue to Palazzo Contarini Del Bovolo, which may be one of the most enchanting places you will experience today.
One of the best things about exploring Venice on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Rialto Bridge, a wondrous historical landmark in the city. If you’re up for more discoveries, don’t forget to reserve some time for Grand Canal.
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 Venice, 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.
Enjoy a delicious meal at Generator Venice, a highly-rated dining destination in Venice. If you're eager to try something different, consider Nevodi, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante La Piazza. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Venice this evening.
Continue the enjoyment post-dinner at Il Mercante, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, The Irish Pub Venezia offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Ai Stagneri. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Raise your glass to another unforgettable day in Italy!
Day 10
- Venice
- More
Drive 240 km, 3 hours 15 min
- piazza dei Signori
- piazza delle Erbe
- Verona Arena
- Castelvecchio Museum
- Castelvecchio Bridge
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On day 10 of your road trip, you’ll start and end your day in Venice, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Verona. You still have 1 night left in Venice.
Immerse yourself in Venice’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Dei Signori. This visually striking public square is sure to ignite your curiosity. Next, dive into the enchanting features of Piazza Delle Erbe, a must-visit public square in the city.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Verona Arena, a world-famous stadium. For a change of scene, check out Castelvecchio Museum, known for its eye-catching features. We also recommend visiting Castelvecchio Bridge. This monument is a must for anyone looking to experience the city to the fullest.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Venice.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Venice. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Treat yourself to a wonderful meal at Osteria Alla Staffa, a top-rated dining spot in Venice. If you're in the mood for something new, try Bistrot de Venise, another premier location with a delectable menu. You might also want to book a table at Corte Sconta. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.
After savoring a delicious meal, step into the vibrant nightlife at Dolce Vita Venezia, where the evening is just getting started. In the same way, Tarnowska's American Bar offers a unique charm perfect for experiencing the local bar scene in Venice. Bar All'angolo is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Relax and recharge in preparation for another adventurous day in Italy!
Day 11
- Venice
- Ancona
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Drive 419 km, 5 hours
- Museo di Stato
- Liberty Square
- Guaita Tower
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Embark on another extraordinary experience on day 11 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of City of San Marino. At the end of the day, you will enjoy the comforts of a top-rated hotel in Ancona, which will be your home away from home for 1 night.
Immerse yourself in Venice’s rich culture with today's sightseeing itinerary. Start your journey at State Museum Of San Marino.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Guaita Tower, a well-known point of interest.
At the end of the day, you will drive to Ancona, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
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.
Make sure to reserve a table at Pizzeria Pulcinella, an iconic dining spot in Ancona. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Donegal Irish Pub, a popular restaurant in Ancona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Vino E Cucina Miscia, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 12
- Ancona - Departure day
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- Piazza del Plebiscito
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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, begin at Piazza Del Plebiscito. This intriguing public square is a popular place to see in the city.
Maximize your last day in Italy and go on a shopping spree in Ancona’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Ancona.
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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