12-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence, Bologna, and Venice
Description
Included
Description
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!
Travel details
Set your travel details to find the best price
Flights
Compare and choose from the best flights to Ancona
Car
Choose from the best car rental deals or see all options
Itinerary summary
See a summary of the itinerary that you can fully customize
Personalize your itinerary
Customize tours under each day and destination
Day 1
- Ancona - Arrival day
- More
- Passetto
- More
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.
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.
Cap off your dinner by heading to Posa Bar, ideal for a leisurely evening with a drink in hand. Bar Four Roses is another bar that offers an enjoyable setting. Similarly, Amarillo Beer Bar Ancona is also a popular place to go on a night out, perfect for relaxing and socializing.
Raise a toast to the start of your 12-day road trip in Italy!
Day 2
- Ancona
- More
Drive 7 km, 1 hour 4 min
- Lazzaretto of Ancona
- Arch of Trajan
- National Archaeological Museum of the Marches
- Cattedrale di San Ciriaco
- More
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.
Start by visiting Lazzaretto Of Ancona, a prime spot to begin your journey. This photogenic museum is sure to impress. Next on your list is Arch Of Trajan, another must-visit landmark and worthwhile monument renowned for its masterful features.
While exploring and sightseeing, take time to savor the culture of Ancona by sampling some local delicacies. When you’re ready for more sightseeing, head to Museo Archeologico Nazionale Delle Marche. This instagrammable museum is an essential place to visit for anyone looking for the full Ancona experience. We also recommend visiting Cathedral Basilica Of St. Cyriacus, a curiosity-inducing church.
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 Ancona's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Amarcord, 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 Bontà delle Marche, 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 Pizzeria Da Romano, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Let the evening flow smoothly from dinner to drinks at Alla Tazza D'oro, a top-rated bar in the area.
As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.
Day 3
- Ancona
- Florence
- More
Drive 277 km, 3 hours 40 min
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Palazzo Vecchio
- piazza della Signoria
- More
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.
Today’s route brings fun adventures, picturesque spots, and historic treasures. The first attraction of today is Basilica Of Santa Croce In Florence. This captivating church is an instagrammable place to see in Ancona. Continue your discovery at Uffizi Gallery, an instagrammable art gallery with stories to tell.
As you stroll around Ancona, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Ponte Vecchio. This wondrous historical landmark offers a history-steeped encounter with Ancona. Next, make your way to Palazzo Vecchio to add another highlight to your day. After that, visit Piazza Della Signoria, an extraordinary public square that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Ancona.
When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 4
- Florence
- More
Drive 9 km, 1 hour 24 min
- Central Market
- Galleria dell'Accademia
- Cathedral of Santa Maria del Fiore
- Palazzo Pitti
- piazzale Michelangelo
- Oltrarno
- More
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 top thing to do today is to explore Oltrarno, a must-see neighborhood in Florence. It's the perfect starting point for touring the top attractions in the area.
Get ready to discover some of the most iconic wonders in Florence, including a food market, an art gallery, a church, a palace, an observation deck and much more! Start your day at Central Market. This picture-perfect food market is a popular place to see in Florence. Then, wander over to Galleria Dell'accademia. If detailed sites excite you, this art gallery will be right up your alley. Nearby, you’ll also find Cathedral Of Santa Maria Del Fiore. This history-steeped church is a favorite among visitors.
Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Pitti Palace is a well-known spot in the city that will captivate you with its unique charm. When you’re done at the palace, don’t forget to check out the visually striking Piazzale Michelangelo. Take a moment to appreciate the fascinating details of this impressive observation deck.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.
After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 5
- Florence
- More
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, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa. You still have 2 nights left in Florence.
Florence is brimming with adventures. Today’s wonderful stops include a public square, a monument, a church, a cemetery and much more! Begin your sightseeing adventure at the up-and-coming Knights' Square and allow yourself time to explore. Just a short distance away you'll find your next stop, Leaning Tower Of Pisa, a picture-perfect monument that draws visitors from far and near.
Continue your journey to Pisa Cathedral, one of the city’s most worthwhile spots that you shouldn’t miss. Another great site to visit is the intriguing Campo Santo. When you're finished at the cemetery, Piazza Del Duomo, Pisa awaits your visit. This public square is a historic highlight on today's itinerary.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
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.
Enjoy a delicious meal at Ristorante Buca Mario, a highly-rated dining destination in Florence. If you're eager to try something different, consider Agricola Toscana, another top spot with a tantalizing menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.
Unwind after your meal by stepping into Gosh*. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Quelo Bar, another top-rated bar in the area.
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
- More
At the end of the day, you'll drive back to Florence, where you'll stay for 1 night more.
Start your adventure at Manarola Overlook Viewpoint. This up-and-coming observation deck is a must-visit for travelers looking for a unique holiday experience. Make your way to Cinque Terre National Park located in Florence for another exciting encounter.
Next, immerse yourself in the setting of Riomaggiore.
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.
Treat yourself to a delightful dinner at Tijuana, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Djària - American Bar? It's another excellent option with a diverse menu. Consider reserving a table at The Florence Irish Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.
Relax and recharge in preparation for another adventurous day in Italy!
Day 7
- Florence
- Bologna
- More
Drive 113 km, 1 hour 59 min
- Pinacoteca Nazionale di Bologna
- Piazza Santo Stefano
- Two Towers
- Bologna Cathedral
- Fountain of Neptune, Bologna
- Piazza Maggiore
- More
Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Bologna. At the end of the day, you will enjoy the comforts of a top-rated hotel in Bologna, which will be your home away from home for 1 night.
Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, photo-friendly spots, and historic treasures. Start at Pinacoteca Nazionale Di Bologna, an increasingly popular art gallery in the city. Then, head to Piazza Santo Stefano and soak in the ambiance of this history-steeped 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 captivating instagrammable spots of interest. After exploring the monument, visit the increasingly popular Bologna Cathedral. Not far away, you'll also find Fountain Of Neptune, Bologna. This monument is a heritage-rich highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Piazza Maggiore, an extraordinary public square in the city.
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.
Enjoy a lovely meal at Ristorante Ciacco, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Ballarini is another top choice with a popular menu. You could also check for a table at Sfoglia Rina. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Bologna tonight.
After enjoying a fulfilling meal, continue your evening at Bar Al Bricco D'oro, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Freud E Squisito offers a welcoming atmosphere for easing into the nightlife. Similarly, Osteria Del Sole provides an excellent environment for a relaxed and enjoyable evening.
Raise your glass to another unforgettable day in Italy!
Day 8
- Bologna
- Venice
- More
Drive 160 km, 2 hours 34 min
- Bridge of Sighs
- Doge's Palace
- St Mark's Basilica
- St Mark's Campanile
- Piazza San Marco
- More
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.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Bologna allows for both. Start by heading to Bridge Of Sighs. This well-known monument provides an insightful glimpse into the city's identity. Next, discover Doge's Palace, an enchanting palace, promising a delightful encounter.
Continue your sightseeing with a visit to St Mark's Basilica, a locally renowned church. When you’re done, don’t forget to make a stop at the intriguing St Mark's Campanile. Round off your day at Piazza San Marco, another gem in Bologna with enchanting features to discover.
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.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Venice. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Treat yourself to a wonderful meal at Bauer Hotel, a top-rated dining spot in Venice. If you're in the mood for something new, try L'Osteria Le Guglie, another premier location with a delectable menu. You might also want to book a table at Corner Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.
Round off your dining experience by visiting Al Parlamento, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Caffe Rosso, a bar catering to every mood and preference. Adagio 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 9
- Venice
- More
Drive 2 km, 26 min
- Teatro La Fenice
- Palazzo Contarini del Bovolo
- Rialto Bridge
- Grand Canal
- More
Day 9 of your road trip will take you to the best attractions Venice has to offer. Cherish the 2 nights you have left in Venice by discovering the best things there are to see and do in the city.
A blend of family-friendly attractions, romantic experiences, and photo-friendly spots await you in Venice on today’s itinerary. First up is the captivating opera house, Teatro La Fenice. Afterward, continue to Palazzo Contarini Del Bovolo, a palace every traveler should visit.
As you explore Venice’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Rialto Bridge. This iconic historical landmark is an essential stop. Following that, head to Grand Canal, another must-visit site that will enhance your experience.
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 Venice's best restaurants.
Enjoy a delicious meal at Generator Venice, a top-rated dining destination in Venice. If you're in the mood to try something new, consider Nevodi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante La Piazza. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.
Extend your evening after a delightful meal by visiting Il Mercante, which offers the perfect atmosphere for a night out. Moreover, The Irish Pub Venezia is another popular option for a drink or two. Likewise, Ai Stagneri also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Get a good night's sleep and look forward to another great day on the road 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
- More
Wake up to day 10 of your extraordinary road trip in Italy. With 1 night left in Venice, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!
Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and scenic views. Whether you decide to explore Venice on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Piazza Dei Signori is the first of them. Spend some time admiring this romantic public square before continuing your journey. Piazza Delle Erbe is your next stop. This well-known public square is one of the best-rated sights in Venice.
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 Verona Arena. This grand stadium is a sight to behold. To round off your sightseeing experience, visit Castelvecchio Museum and Castelvecchio Bridge.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Venice.
Indulge in a memorable dining experience at one of Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to a delicious dinner at Osteria Alla Staffa, an excellent option for tonight's dining. Looking for something different? Bistrot de Venise offers a tantalizing alternative with its diverse menu. And don’t miss Corte Sconta. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.
Round off your dining experience by visiting Dolce Vita Venezia, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tarnowska's American Bar, a bar catering to every mood and preference. Bar All'angolo likewise offers a unique atmosphere, perfect for a memorable night out.
Raise your glass to another unforgettable day in Italy!
Day 11
- Venice
- Ancona
- More
Drive 419 km, 5 hours
- Museo di Stato
- Liberty Square
- Guaita Tower
- More
Dive into day 11 of your remarkable road trip in Italy. Today you will explore City of San Marino, 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 Ancona. You’ll stay here for 1 night.
Start your day with a visit to State Museum Of San Marino. This worthwhile museum is a must-visit in the city.
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 Guaita Tower, a locally renowned sightseeing destination in the city.
When you’re done exploring for the day, you’ll drive to your hotel in Ancona. Check in and spend some time relaxing before you head out to tour the city.
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.
Treat yourself to a delightful dinner at Pizzeria Pulcinella, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Donegal Irish Pub? It's another excellent option with a diverse menu. Consider reserving a table at Vino E Cucina Miscia as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Ancona.
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
- More
- Piazza del Plebiscito
- 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 Piazza Del Plebiscito, a romantic 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.
If you're in the mood to try something new, consider Osteria La Bottega Di Pinocchio, another top spot with a mouthwatering menu.
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!
Similar travel packages
Discover other popular vacations in Italy
Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place
Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.