12-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Pesaro, Venice, Trieste, Florence, and Rome and surrounding area

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 4 vibrant destinations - Sirolo, Loreto, Serra San Quirico, and San Vittore. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pesaro. You will spend 1 night here for some well-deserved relaxation.

Today's adventure in Ancona promises more breathtaking discoveries and enriching experiences! Begin at Passo Del Lupo - Sentiero Delle Due Sorelle. This romantic hiking area is a highlight of any visit in the city. Then, enjoy Sanctuary Of The Holy House Of Loreto, another breathtaking attraction that never fails to captivate visitors. Next, head over to Parco Naturale Regionale Gola Della Rossa E Di Frasassi, one of the city’s most often recommended attractions, known for its visually striking features.

If you’re looking for more, spend time soaking in the atmosphere of Frasassi Caves. This visually striking cave system is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Pesaro. Pesaro offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Get ready for an unforgettable culinary journey in Pesaro by reserving a table at Nostrano. Renowned as a 1-star Michelin restaurant, it offers an exceptional country cooking and creative menu. If you're in the mood to try something new, consider Ristorante Camping Marinella, another top spot with a mouthwatering menu.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Caffè Barrier, known for its inviting atmosphere.

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

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Padua. At the end of the day, you will enjoy the comforts of a top-rated hotel in Venice, which will be your home away from home for 1 night.

Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Pesaro. Begin your sightseeing with Prato Della Valle. This notable public square is one of the top attractions in the city. Proceed to The Basilica Of St. Anthony, another must-visit attraction.

As you wander through the inviting streets of Pesaro, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Dei Signori, Padua. This well-known public square is a traveler-favorite. Not far away, you’ll find Scrovegni Chapel, another key site on your sightseeing itinerary.

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 day of adventure, treat yourself to an exquisite dinner at one of Venice's best restaurants.

Experience a symphony of flavors at Local in Venice by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Local delights its guests with its exceptional variety of meals showcasing delicious contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Wistèria, acclaimed for its delectable contemporary and venetian specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Quadri, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for modern cuisine in the city.

After your meal, keep the night alive at a bar like Al Parlamento, known for its lively atmosphere. The Caffe Rosso is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Adagio offers an excellent atmosphere for those looking to amp up the evening.

Savor another day of unforgettable experiences in Italy!

On day 4 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 Trieste, where you will stay for 4 nights.

Venice is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Rialto Bridge, an iconic historical landmark that is worthwhile a visit in the city. Nearby, you’ll find Piazza San Marco, enchanting visitors with its romantic appeal. Continue your exploration at St Mark's Basilica. This church is one of the city’s most interesting spots.

Enjoy the freedom of exploring Venice at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Doge's Palace. After exploring the palace, head to the locally renowned Bridge Of Sighs.

When you’re done exploring for the day, you’ll drive to your hotel in Trieste. Check in and spend some time relaxing before you head out to tour the city.

As you explore more of Trieste, 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.

Experience a harmony of flavors at Harry's Piccolo in Trieste by securing a reservation in advance. Known for its 2-star Michelin status, Harry's Piccolo offers a delightful variety of dishes highlighting its delicious creative menu. If you're looking to mix things up, Caffè Tommaseo offers an enticing alternative with its varied menu.

Let the evening flow smoothly from dinner to drinks at Bar G, a top-rated bar in the area. For other recommendations, Bar X provides a perfect setting for rounding out your night with style and great drinks. Likewise, Antico Caffè Torinese offers a memorable night with diverse drink options and excellent service.

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 5 of your road trip will take you to the best attractions Trieste has to offer. Cherish the 3 nights you have left in Trieste by discovering the best things there are to see and do in the city.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and picturesque spots. Whether you decide to explore Trieste on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Cattedrale Di San Giusto Martire is the first of them. Spend some time admiring this respected church before continuing your journey. Civico Museo Del Castello Di San Giusto is your next stop. This curiosity-inducing castle is one of the best-rated sights in Trieste.

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 San Sabba Rice Mill National Monument And Museum. This grand museum is a sight to behold.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Enjoy a delicious meal at Rustiko, a highly-rated dining destination in Trieste. If you're eager to try something different, consider Caffè San Marco, another top spot with a tantalizing menu. You might also want to secure a reservation at Osteria Marise. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Trieste this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Mast stands out as an excellent choice for a post-dinner cocktail. Alternatively, Urbanis offers an ideal atmosphere to enjoy the pleasures of the night. Coktail Bar Trieste | La Preferita is also a great option that provides a perfect setting for a relaxing evening.

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

On day 6 of your road trip in Italy, you’ll start and end your day in Trieste, but spend the day exploring what’s beyond the city. Since you will return to Trieste for 2 nights more, there’s no need to rush. Experience Trieste and Basovizza / Bazovica to the fullest today with this curated day itinerary!

Brace yourself for today’s incredible lineup of attractions in Trieste, featuring fun adventures, romantic experiences, and breathtaking views. Start at Molo Audace, a beloved pier in the city. Then, head to Canale Ponterosso Trieste and soak in the ambiance of this visually striking street.

There are many interesting places to see in Trieste, and when you are ready for more, go to Kleines Berlin. This is one of the city’s most up-and-coming instagrammable spots of interest. After exploring the cave system, visit the up-and-coming War Museum For Peace "diego De Henriquez". Not far away, you'll also find Monumento Foiba Di Basovizza. This monument is an eye-catching highlight in Trieste.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Trieste. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to reserve a table at Caffè degli Specchi, an iconic dining spot in Trieste. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Osteria Istriano Of Giobi And Oxa, a popular restaurant in Trieste. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Chimera di Bacco, a hidden gem nestled in Trieste. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Following your dinner, dive into the local bar culture at "life" New Bar Torinese Snc. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to White Cafe, the perfect place for those looking to experience the best of the nightlife. Similarly, Café James Joyce provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise your glass to another unforgettable day in Italy!

Wake up to day 7 of your extraordinary road trip in Italy. With 1 night left in Trieste, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Start by visiting Giants' Stairway, a prime spot to begin your journey. Next on your list is Roman Theatre Of Trieste, another must-visit landmark and up-and-coming archeological site renowned for its awe-inspiring features.

While exploring and sightseeing, take time to savor the culture of Trieste by sampling some local delicacies. When you’re ready for more sightseeing, head to Arco Di Riccardo. This heritage-rich archeological site is an essential place to visit for anyone looking for the full Trieste experience. We also recommend visiting Piazza Unità D'italia, a captivating public square. Nearby, you'll also find Miramare Castle, ready to add charm to your journey.

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

After a day of adventure, treat yourself to an exquisite dinner at one of Trieste's best restaurants.

Enjoy a delicious meal at Salsapariglia Italian Ristorantino Trieste, a top-rated dining destination in Trieste. If you're in the mood to try something new, consider Sbecolez Trieste, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Menarosti. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Trieste this evening.

Round off your dining experience by visiting Al Ciketo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Aqvedotto Caffè, a bar catering to every mood and preference.

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

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Duino / Devin and 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 Florence. You’ll stay here for 1 night.

Enjoy the perfect balance of relaxation and exploration in Trieste today. One of the most locally appreciated attractions included on the itinerary is Rilke Trail / Pešpot Rilke. This romantic hiking area will help you start your sightseeing on top. Then, take a leisurely stroll to Two Towers and learn what makes this culturally significant monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the widely recognized Piazza Maggiore. After exploring the public square, head to Fountain Of Neptune, Bologna. This underrated monument is a highlight in Trieste.

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.

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.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.

Celebrate another amazing day of your road trip adventure in Italy!

On day 9 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 Rome, where you’ll be staying for 2 nights.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Della Signoria. This majestic public square is sure to ignite your curiosity. Next, dive into the history-steeped features of Ponte Vecchio, a must-visit historical landmark 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 Piazza Della Repubblica, a locally renowned public square. For a change of scene, check out Cathedral Of Santa Maria Del Fiore, known for its romantic features. We also recommend visiting Piazzale Michelangelo. This observation deck is a must for anyone looking to experience the city to the fullest.

At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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

Treat yourself to an extraordinary dining experience at La Pergola, a 3-star Michelin restaurant offering an incredible mediterranean and contemporary menu. Alternatively, if your taste buds call for something different, Il Pagliaccio is one of the best restaurants for creative and innovative cuisine in Rome. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Enoteca La Torre. As a top-rated establishment with 2 Michelin star, it is an ideal choice for mediterranean and creative cuisine in the city.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Almalu Trastevere offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Viminale Di Pepi Maurilio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Day 10 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Prepare for a day full of family-friendly attractions, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Colosseum. This wondrous archeological site is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Roman Forum, one of the city’s best highlights.

Next, check out Pantheon, one of the most world-famous places to see in Rome. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Navona. Wander around and soak in the romantic atmosphere this public square offers. Then, head to Castel Sant'angelo, a top-rated castle that adds another dimension to your 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 Rome's best restaurants.

Enjoy a lovely dining experience at RomAntica, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Coso Ristorante, 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 DEROMA - Farine Romane. It’s yet another ideal choice to enhance your time in Rome tonight.

To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Experience an unparalleled adventure on day 11 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Rome and Vatican City. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Ancona. You will spend 1 night here for some well-deserved relaxation.

Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Trevi Fountain. This iconic monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Di Spagna, one of the city’s best highlights.

Next, check out Piazza Del Popolo, one of the most top-rated places to see in Rome. This public square is a favorite among locals and travelers alike.

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 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.

Experience a taste of local culinary excellence while in Ancona by securing a table at Sot'Ajarchi. An esteemed Bib Gourmand restaurant, it features an exceptional seafood and from the marches menu. If you're in the mood for something new, try Bontà delle Marche, another premier location with a delectable menu.

Explore the vibrant nightlife at Alla Tazza D'oro after your meal, a hub for lively evenings and memorable moments.

Get a good night's sleep and look forward to another great day on the road in Italy!