Relaxed 11-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence and Bologna

Day 2 introduces you to many popular attractions and activities in Ancona, further proving that leisurely self-drive tours in Italy are extraordinary.

Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Passetto. This underrated monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Cathedral Basilica Of St. Cyriacus, one of the city’s best highlights.

Next, check out Arch Of Trajan, one of the most curiosity-inducing places to see in Ancona. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Lazzaretto Of Ancona. Wander around and soak in the culturally significant atmosphere this museum offers. Then, head to State Tactile Museum Omero, a top-rated museum that adds another dimension to your day.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Ancona offers a wide selection of experiences for every traveler.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Ancona.

Dine in style at Amarcord, a top recommendation for dinner tonight. Or, for a change of pace, Bontà delle Marche boasts a menu that's sure to impress. Also, be sure to check out Ristorante Pizzeria Da Romano. Known as a local hotspot, it’s a great choice for tonight in Ancona.

Hang out and unwind at some of the top bars in Ancona.

To truly maximize your evening out, consider visiting Alla Tazza D'oro after dinner. This bar is known for offering some of the best drinks and vibes in the city.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

Day 3 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Florence for 6 nights. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Italy.

Prepare for a day full of fun adventures, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Cathedral Of San Rufino. This often recommended church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Di Santa Chiara, one of the town’s best highlights.

Next, check out Basilica Of San Francesco D'assisi, one of the most captivating places to see in Ancona. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Basilica Of Santa Maria Degli Angeli. Wander around and soak in the breathtaking atmosphere this church offers.

In the city of Florence, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation in Italy.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Florence.

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.

If you feel like it, head out to a bar to celebrate another fantastic day in Florence and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Cherish every minute of your relaxed road trip vacation across Italy.

On day 4 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 5 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Florence, and meet locals along the way!

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 adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Pitti Palace. This enchanting palace is a highlight of any visit in the city. Then, enjoy Ponte Vecchio, another majestic attraction that never fails to captivate visitors. Next, head over to Uffizi Gallery, one of the city’s most top-rated attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Della Signoria. This romantic public square is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Florence, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a lovely dining experience at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

Toast to another unforgettable and relaxing road trip adventure in Italy!

Day 5 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. You’ll go sightseeing at famous attractions in Florence. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Florence!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Basilica Di Santa Maria Novella, Firenze (fi). This popular church provides an insightful glimpse into the city's identity. Next, discover Central Market, a visually striking food market, promising a delightful encounter.

Continue your sightseeing with a visit to Basilica Of Santa Croce In Florence, a captivating church. When you’re done, don’t forget to make a stop at the famous Piazzale Michelangelo.

Italy makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

Exploring the food culture in Florence offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Don’t miss out on dining at Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

As the day is coming to an end, stop at some of Florence’s best bars to celebrate this day of your slow-paced adventure in Italy.

If you’re not ready to end the night just yet, Gosh* offers a perfect venue to relax and savor a drink. Similarly, Antico Caffè Del Moro - Art Bar Firenze is well-suited for those looking to unwind in a social setting. Quelo Bar is another excellent spot to enjoy a nightcap after a delightful meal.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

On day 6 of your relaxed road trip, you’ll start your self-paced adventure in Florence and visit amazing attractions in Pisa and Lucca destinations, just outside of the city. You still have 3 nights left in Florence. This means today is also another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Today, you'll explore some of the most beautiful places in Florence, including a public square, a church, and a monument. Start your day with a visit to Piazza Del Duomo, Pisa. This globally renowned public square is a must-visit in the city. When you’re ready for your next discovery, continue to Pisa Cathedral, which may be one of the most breathtaking 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 Leaning Tower Of Pisa, a timeless monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Guinigi Tower and Piazza Dell'anfiteatro.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation 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.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

Your laid-back and relaxed road trip in Italy continues on day 7, allowing you to create more unforgettable memories. Today’s travel plan offers you the chance to have a more in-depth understanding of Italy and its people by visiting the offerings and top attractions of Florence and beyond. With 2 nights left in Florence, you’ll have enough time to eat and unwind at popular restaurants and bars in the city.

Today’s itinerary in Florence covers several incredible sights, including a national park, a monument, a church, a hiking area and much more! Start your adventure at Cinque Terre National Park. This locally renowned national park is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the majestic wonders of Ruins Of Doria Tower, a must-see monument in the village.

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 Church Of St. Margaret Of Antioch. This intriguing church offers an enriching experience. For a change of pace, head to Sentiero Monterosso - Vernazza, where you can take in mesmerizing features. These sights offer a fulfilling end to a perfect day.

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

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Florence.

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

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Florence.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

Day 8 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! David is the perfect place to start. This statue is one of the most interesting places to visit in Florence. Next, head to Galleria Dell'accademia, a locally renowned art gallery, known for its detailed features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Brunelleschi's Dome. This majestic monument is a highly recommended experience. Nearby, you'll also find Cathedral Of Santa Maria Del Fiore and Giotto's Bell Tower. Visit these for an interesting touch to your journey.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Florence. There are so many fun and eye-opening activities to try out in Florence that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Florence to find the best options for you!

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Treat yourself to a delicious dinner at Cibrèo Caffè, an excellent option for tonight's dining. Looking for something different? Ristorante Le Volte Firenze offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Romantico il Paiolo. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Experience the amazing nightlife in Florence and unwind at the coolest bars in the city.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

On day 9 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

Florence is brimming with adventures. Today’s wonderful stops include a public square, a monument, and a church. Begin your sightseeing adventure at the frequently visited Piazza Santo Stefano and allow yourself time to explore. Just a short distance away you'll find your next stop, Two Towers, a culturally significant monument that draws visitors from far and near.

Continue your journey to Bologna Cathedral, one of the city’s most underrated spots that you shouldn’t miss. Another great site to visit is the often recommended Fountain Of Neptune, Bologna. When you're finished at the monument, Piazza Maggiore awaits your visit. This public square is a history-steeped highlight on today's itinerary.

Continue your laid-back road trip exploration of the best attractions in Italy at Bologna. Select from top hotels and accommodations in the city to recharge and rejuvenate.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

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

As the day is coming to an end, stop at some of Bologna’s best bars to celebrate this day of your slow-paced adventure in Italy.

Extend your evening after a delightful meal by visiting Bar Al Bricco D'oro, which offers the perfect atmosphere for a night out. Moreover, Bar Freud E Squisito is another popular option for a drink or two. Likewise, Osteria Del Sole also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Soak in the unique atmosphere of Bologna as you commemorate this day of your relaxed road trip through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!

Day 10 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. You’ll stay in Ancona for 1 night.

Get ready for a day filled with fun adventures, photo-friendly spots, and budget-friendly activities in the charming city of Bologna. Your adventure starts at Enzo Ferrari Park, a locally appreciated local hot spot. Another notable attraction to explore is Enzo Ferrari Museum. This notable museum is known for its photogenic appeal.

After soaking in the highlights of these sights, take some time to wander Bologna's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Torre Civica - Ghirlandina. This breathtaking monument offers a fascinating experience that many visitors find memorable. Duomo Di Modena is also worth visiting, along with Piazza Grande. These standout landmarks offer unique experiences that add to the day’s enjoyment.

When you’re not exploring beautiful places, you’ll have a relaxed time at Ancona. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Ancona, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a delicious meal 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.

Before calling it a day, visit one of the best bars in Ancona. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!