12-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence, Bologna, and Venice
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Explore the best of Italy on a 12-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Ancona, Florence, Pisa, Manarola, Corniglia, Riomaggiore, Bologna, Venice, Verona, and City of San Marino. This road trip itinerary in Italy seamlessly combines exploration with relaxation.
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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Your road trip adventure in Italy begins as soon as you reach Ancona and pick up your car. You’ll stay in Ancona for 2 nights and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.
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.
Make sure to reserve a table at Playa Solero, 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 Zucchero a Velò, 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 Ristorante Il Giardino, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Continue your evening by exploring the vibrant nightlife scene at Posa Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Four Roses, a bar that offers unique local touches. Likewise, Amarillo Beer Bar Ancona provides an excellent alternative for a fun evening.
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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On day 2 of your road trip, you will have an entire day to explore Ancona. You’ll stay in Ancona for 1 night and discover all the best things to see and do in the area.
Set out on a day brimming with fun adventures, photo-friendly spots, and history-rich sites. Start at the often recommended Lazzaretto Of Ancona, a symbolic museum in Ancona. Next, go to Arch Of Trajan.
After visiting Lazzaretto Of Ancona and Arch Of Trajan, have a stroll along Ancona's streets and take in the local charm. Continue your sightseeing by heading to Museo Archeologico Nazionale Delle Marche. This respected museum offers a unique experience. Cathedral Basilica Of St. Cyriacus is another noteworthy attraction worthwhile a visit.
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 wonderful meal at Amarcord, a top-rated dining spot in Ancona. If you're in the mood for something new, try Bontà delle Marche, another premier location with a delectable menu. You might also want to book a table at Ristorante Pizzeria Da Romano. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Ancona.
After enjoying a fulfilling meal, continue your evening at Alla Tazza D'oro, ideal for those looking to unwind with a drink in a comfortable setting.
Celebrate another amazing day of your road trip adventure 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 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 4 nights.
Ancona is brimming with adventures. Today’s wonderful stops include a church, an art gallery, a historical landmark, a palace, a public square and much more! Begin your sightseeing adventure at the notable Basilica Of Santa Croce In Florence and allow yourself time to explore. Just a short distance away you'll find your next stop, Uffizi Gallery, a historic art gallery that draws visitors from far and near.
Continue your journey to Ponte Vecchio, one of the city’s most globally renowned spots that you shouldn’t miss. Another great site to visit is the interesting Palazzo Vecchio. When you're finished at the palace, Piazza Della Signoria awaits your visit. This public square is a detailed highlight on today's itinerary.
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.
Enjoy a delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.
Say good night to Florence and look forward to another great 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 will take you to the best attractions Florence has to offer. Cherish the 3 nights you have left in Florence by discovering the best things there are to see and do in the city.
Oltrarno is a neighborhood that stands out as one of the must-see places in Florence. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.
Today’s itinerary in Florence covers several incredible sights, including a food market, an art gallery, a church, a palace, an observation deck and much more! Start your adventure at Central Market. This notable food market is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the eye-catching wonders of Galleria Dell'accademia, a must-see art gallery 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 Cathedral Of Santa Maria Del Fiore. This impressive church offers an enriching experience. For a change of pace, head to Pitti Palace, where you can take in romantic features. Conclude your self-guided sightseeing tour with a visit to Piazzale Michelangelo. These sights offer a fulfilling end to a perfect day.
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 Florence's best restaurants.
Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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
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At the end of the day, you'll drive back to Florence, where you'll stay for 2 nights more.
Today, you'll explore some of the most beautiful places in Florence, including a public square, a monument, a church, a cemetery and much more! Start your day with a visit to Knights' Square. This locally appreciated public square is a must-visit in the city. When you’re ready for your next discovery, continue to Leaning Tower Of Pisa, which may be one of the most historic places you will experience today.
One of the best things about exploring Florence 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 Pisa Cathedral, an up-and-coming church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Campo Santo and Piazza Del Duomo, Pisa.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
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.
Make sure to reserve a table at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly 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.
Round off your dining experience by visiting Gosh*, a prime location for a drink. Alternatively, explore the distinctive characteristics of Antico Caffè Del Moro - Art Bar Firenze, a bar catering to every mood and preference. Quelo Bar likewise offers a unique atmosphere, perfect for a memorable night out.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 6
- Florence
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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, you’ll start and end your day in Florence, where you'll stay for 1 night more.
Prepare for a day full of fun adventures, romantic experiences, and natural wonders. When you’re ready, kick off your sightseeing adventure at Manarola Overlook Viewpoint. This underrated observation deck is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Cinque Terre National Park, one of the village’s best highlights.
Next, check out Riomaggiore, one of the most worthwhile places to see in Florence. This point of interest is a favorite among locals and travelers alike.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
Make sure to reserve a table at Tijuana, 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 Djària - American Bar, 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 The Florence Irish Pub, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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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Dive into day 7 of your remarkable road trip in Italy. Today you will explore Bologna, 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 Bologna. You’ll stay here for 1 night.
Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, picturesque spots, and historic treasures. Start at Pinacoteca Nazionale Di Bologna, a beloved art gallery in the city. Then, head to Piazza Santo Stefano and soak in the ambiance of this visually striking public square.
There are many interesting places to see in Florence, and when you are ready for more, go to Two Towers. This is one of the city’s most notable culturally significant spots of interest. After exploring the monument, visit the worthwhile Bologna Cathedral. Not far away, you'll also find Fountain Of Neptune, Bologna. This monument is a noteworthy highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Piazza Maggiore, a widely recognized public square in the city.
When you’re done exploring for the day, you’ll drive to your hotel in Bologna. Check in and spend some time relaxing before you head out to tour the city.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Bologna. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Savor the flavors at Ristorante Ciacco, a top pick for dinner tonight. Alternatively, Ristorante Ballarini beckons with its unique menu offerings. Also, consider Sfoglia Rina. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.
Explore the vibrant nightlife at Bar Al Bricco D'oro after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Freud E Squisito for a great selection of flavorful drinks and a charming setting. Furthermore, Osteria Del Sole is perfect for those looking to extend their night with a touch of local flavor.
Head back to your accommodation in Bologna and get some rest in preparation for another magical 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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On day 8 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 Venice, where you will stay for 3 nights.
Today's adventure in Bologna promises more breathtaking discoveries and enriching experiences! Begin at Bridge Of Sighs. This romantic monument is a highlight of any visit in the city. Then, enjoy Doge's Palace, another UNESCO world heritage-designated attraction that never fails to captivate visitors. Next, head over to St Mark's Basilica, one of the city’s most interesting attractions, known for its UNESCO world heritage-designated features.
If you’re looking for more, spend time soaking in the atmosphere of St Mark's Campanile. This UNESCO world heritage-listed monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza San Marco, a wondrous public square, and take a stroll around the area.
At the end of the day, you will drive to Venice, 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 Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Bauer Hotel, 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 L'Osteria Le Guglie, 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 Corner Pub, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Continue your lively evening at Al Parlamento, a perfect place for winding down or revving up the night, depending on which mood you’re in. The Caffe Rosso is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Adagio ensures a night out tailored to your taste.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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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Day 9 offers a multitude of experiences. You will stay in Venice for 2 nights more, offering you enough time to explore at a relaxed pace.
Today’s route brings family-friendly attractions, romantic experiences, and picturesque spots. The first attraction of today is Teatro La Fenice. This interesting opera house is a respected place to see in Venice. Continue your discovery at Palazzo Contarini Del Bovolo, a romantic palace with stories to tell.
As you stroll around Venice, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Rialto Bridge. This globally renowned historical landmark offers an awe-inspiring encounter with Venice. Next, make your way to Grand Canal to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Venice.
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.
Dine in style at Generator Venice, a top recommendation for dinner tonight. Or, for a change of pace, Nevodi boasts a menu that's sure to impress. Also, be sure to check out Ristorante La Piazza. Known as a local hotspot, it’s a great choice for tonight in Venice.
Explore the vibrant nightlife at Il Mercante after your meal, a hub for lively evenings and memorable moments. Or, head to The Irish Pub Venezia for a great selection of flavorful drinks and a charming setting. Furthermore, Ai Stagneri is perfect for those looking to extend their night with a touch of local flavor.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip 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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Greet day 10 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Venice for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Verona.
Today’s agenda in Venice includes a public square, a stadium, a museum, a monument and much more! Piazza Dei Signori is must-visit public square and a great starting point for the day. Next, continue your journey to Piazza Delle Erbe, an interesting public square, located just a leisurely stroll away. Next, head to Verona Arena, a symbolic stadium, 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. When you're ready, let your sightseeing route take you to the well-known Castelvecchio Museum. If you’re looking for more, Castelvecchio Bridge is also a notable attraction that is worthwhile a visit.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Venice.
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.
Dine in style at Osteria Alla Staffa, a top recommendation for dinner tonight. Or, for a change of pace, Bistrot de Venise boasts a menu that's sure to impress. Also, be sure to check out Corte Sconta. Known as a local hotspot, it’s a great choice for tonight in Venice.
After enjoying a fulfilling meal, continue your evening at Dolce Vita Venezia, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Tarnowska's American Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar All'angolo provides an excellent environment for a relaxed and enjoyable evening.
Get a good night's sleep and look forward to another great day on the road 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.
Begin your sightseeing with State Museum Of San Marino. This increasingly popular museum is one of the top attractions in the city. Proceed to Liberty Square, another must-visit attraction.
As you wander through the inviting streets of Venice, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Guaita Tower. This well-known sightseeing destination is a traveler-favorite.
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 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.
Don’t miss out on dining at Pizzeria Pulcinella, a top-rated dining destination in Ancona. If you're in the mood to try something new, consider Donegal Irish Pub, another top spot with a mouthwatering menu. You might also want to secure a reservation at Vino E Cucina Miscia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Ancona this evening.
Raise your glass to another unforgettable day 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, we recommend visiting Piazza Del Plebiscito, a history-steeped public square 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.
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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