14-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling west to Venice, Florence, Siena, Rome, Naples, and Bologna

Wake up to day 2 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!

Get ready for a day filled with fun adventures, romantic experiences, and breathtaking views in the charming village of Trieste. Your adventure starts at Miramare Castle, a popular local hot spot. Another notable attraction to explore is Canale Ponterosso Trieste. This often recommended street is known for its enchanting appeal.

After soaking in the highlights of these sights, take some time to wander Trieste's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Unità D'italia. This enchanting public square offers a fascinating experience that many visitors find memorable. Arco Di Riccardo is also worth visiting.

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

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.

Make sure to reserve a table at Rustiko, 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 Caffè San Marco, 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 Osteria Marise, a hidden gem nestled in Trieste. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the evening going at Mast, a great choice for enjoying the after-dinner hours with a drink. You could also go to Urbanis, which offers a similarly pleasant setting and great drinks. Another option is Coktail Bar Trieste | La Preferita, which provides an inviting environment for unwinding after a busy day out.

Take some time to reflect on your day and savor another beautiful night in Italy.

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Venice, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Venice. You’ll stay here for 2 nights.

Start by visiting Santa Maria Gloriosa Dei Frari, a prime spot to begin your journey. This breathtaking church is sure to impress. Next on your list is Grand Canal, another must-visit landmark and frequently visited street renowned for its enchanting features.

While exploring and sightseeing, take time to savor the ambiance of Trieste by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Rialto Bridge. This visually striking historical landmark is a remarkable attraction that offers a unique experience.

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

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.

Treat yourself to a delightful dinner at Bauer Hotel, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try L'Osteria Le Guglie? It's another excellent option with a diverse menu. Consider reserving a table at Corner Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Venice.

Continue the enjoyment post-dinner at Al Parlamento, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, The Caffe Rosso offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Adagio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

Day 4 of your road trip will take you to the best attractions Venice has to offer. Cherish the 1 night you have left in Venice by discovering the best things there are to see and do in the city.

Enjoy the perfect balance of relaxation and exploration in Venice today. One of the most frequently visited attractions included on the itinerary is Santa Maria Della Salute. This enchanting church will help you start your sightseeing on top. Then, take a leisurely stroll to Teatro La Fenice and learn what makes this historic opera house unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the timeless Piazza San Marco. After exploring the public square, head to St Mark's Basilica. This well-known church is a highlight in Venice. Lastly, don’t forget to check out the popular Doge's Palace. Enjoy exploring this incredible palace at your own pace.

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 Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a lovely dining experience at Generator Venice, a popular restaurant in Venice. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Venice at Nevodi, 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 Ristorante La Piazza. It’s yet another ideal choice to enhance your time in Venice tonight.

Round off your dining experience by visiting Il Mercante, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Irish Pub Venezia, a bar catering to every mood and preference. Ai Stagneri likewise offers a unique atmosphere, perfect for a memorable night out.

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

On day 5 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the astonishing Piazzale Michelangelo, a history-steeped observation deck in Venice. Next, go to Galleria Dell'accademia.

After visiting Piazzale Michelangelo and Galleria Dell'accademia, take time to explore Venice's streets and absorb its charm. Continue your sightseeing by heading to Central Market. This visually striking food market offers a unique experience. Basilica Di Santa Maria Novella, Firenze (fi) is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Cathedral Of Santa Maria Del Fiore, one of the most culturally significant places to visit in Venice.

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.

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.

Raise your glass to another unforgettable day in Italy!

Day 6 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Oltrarno is a fantastic place you can explore today in Florence. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Florence-way-of-life and visit all the nearby sights.

Today, you'll explore some of the most beautiful places in Florence, including a church, a public square, an art gallery, a historical landmark, a botanical garden and much more! Start your day with a visit to Basilica Of Santa Croce In Florence. This locally renowned church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Della Signoria, which may be one of the most visually striking 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 Uffizi Gallery, a spectacular art gallery in the city. If you’re up for more discoveries, don’t forget to reserve some time for Ponte Vecchio and The Boboli Gardens.

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 Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.

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

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 2 nights.

A blend of fun adventures, scenic views, and picturesque spots await you in Siena on today’s itinerary. First up is the wondrous archeological site, Colosseum. Afterward, continue to Roman Forum, an archeological site every traveler should visit.

As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Trevi Fountain. This iconic monument is an essential stop. Following that, head to Pantheon, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Navona, a world-famous public square in the city.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. 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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a delicious meal at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Almalu Trastevere, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

On day 9 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City. You still have 1 night left in Rome.

Don’t miss Trastevere in Vatican City today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks. While you’re in the area, consider visiting Via del Corso, another street that adds to the charm of Vatican City.

Start your day at St. Peter's Basilica. Then, wander over to Sistine Chapel. Nearby, you’ll also find Vatican Museums.

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

As dinnertime approaches, it's time to head out for a bite to eat in Rome. 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 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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Sant' Eustachio Caffè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Yellowsquare Rome offers an ideal atmosphere to enjoy the pleasures of the night. Caffè Portofino is also a great option that provides a perfect setting for a relaxing evening.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

Experience an unparalleled adventure on day 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Naples. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Naples. You will spend 2 nights here for some well-deserved relaxation.

Today, you'll explore some of the most beautiful places in Rome, including a castle, a museum, and a public square. Start your day with a visit to Castel Sant'elmo. This captivating castle is a must-visit in the city. When you’re ready for your next discovery, continue to Naples National Archaeological Museum, which may be one of the most heritage-rich places you will experience today.

One of the best things about exploring Rome 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 Cappella Sansevero, a captivating museum in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Plebiscito.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Naples. Naples 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 Naples's best restaurants.

Have a fantastic dining experience at L'Oca Nera Irish Pub, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Mimì alla Ferrovia offers an enticing alternative with its varied menu. Additionally, Spuzzulè Winebar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Naples.

Round off your dining experience by visiting Happening Cocktail Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Shanti Art Musik Bar, a bar catering to every mood and preference. Gran Caffè Gambrinus likewise offers a unique atmosphere, perfect for a memorable night out.

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

Day 11 offers a multitude of experiences. You will stay in Naples for 1 night more, offering you enough time to explore at a relaxed pace.

At the top of the list of things to do today is to explore Chiaia, a neighborhood that captures the true essence of Pompei. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Discover a day packed with family-friendly attractions, breathtaking views, and photo-friendly spots in Naples. Begin your sightseeing with Archaeological Park Of Pompeii. This captivating archeological site is one of the top attractions in the town. Proceed to Basilica, another must-visit attraction that enhances the town’s allure.

As you wander through the inviting streets of Naples, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Mount Vesuvius. This frequently visited volcano is a traveler-favorite.

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 Naples, 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 Antica Pizzeria Di Matteo, an iconic dining spot in Naples. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Mercure Napoli Centro Angioino, a popular restaurant in Naples. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Lazzara Trattoria e Pizzeria, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Archivio Storico - Cocktail Bar & Wonderfood, a well-loved spot among locals and tourists. Or, head to Archeobar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Babette Pub, another top-rated place in the area.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

Dive into day 12 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.

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Piazza Santo Stefano. This frequently visited public square is an enchanting place to see in Naples. Continue your discovery at Two Towers, a picture-perfect monument with stories to tell.

As you stroll around Naples, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Bologna Cathedral. This underrated church offers a majestic encounter with Naples. Next, make your way to Piazza Maggiore 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 Naples.

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

As you explore more of Bologna, 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 Ristorante Ciacco, an iconic dining spot in Bologna. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Ballarini, a popular restaurant in Bologna. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Sfoglia Rina, a hidden gem nestled in Bologna. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your lively evening at Bar Al Bricco D'oro, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Freud E Squisito is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Osteria Del Sole ensures a night out tailored to your taste.

Take some time to reflect on your day and savor another beautiful night in Italy.

On day 13 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 Verona. In the evening, you’ll end up in Trieste, where you will stay for 1 night.

Today’s itinerary in Bologna covers several incredible sights, including a museum, a monument, a stadium, a public square, a church and much more! Start your adventure at Castelvecchio Museum. This captivating museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Castelvecchio Bridge, a must-see monument 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 Verona Arena. This timeless stadium offers an enriching experience. For a change of pace, head to Piazza Delle Erbe, where you can take in romantic features. Conclude your self-guided sightseeing tour with a visit to Church Of Saint Mary 'antica' and Church Of Saint Mary 'antica'. These sights offer a fulfilling end to a perfect day.

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 dinnertime approaches, it's time to head out for a bite to eat in Trieste. 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.

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.

After your meal, keep the night alive at a bar like "life" New Bar Torinese Snc, known for its lively atmosphere. White Cafe is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Café James Joyce offers an excellent atmosphere for those looking to amp up the evening.

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