Two-Week Italy Self-Drive Road Trip With Itinerary from Naples traveling north to Rome, Florence, Venice, and Siena

On day 2 of your road trip, you will have an entire day to explore Naples. You’ll stay in Naples for 2 nights and discover all the best things to see and do in the area.

Today, you'll explore some of the most beautiful places in Naples, including a castle, a museum, a palace, a public square and much more! Start your day with a visit to Castel Sant'elmo. This interesting 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 detailed places you will experience today.

One of the best things about exploring Naples 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 Castel Nuovo, a notable castle in the city. If you’re up for more discoveries, don’t forget to reserve some time for Royal Palace Of Naples and Piazza Del Plebiscito.

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 Naples's best restaurants.

Treat yourself to a delightful dinner at Antica Pizzeria Di Matteo, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Mercure Napoli Centro Angioino? It's another excellent option with a diverse menu. Consider reserving a table at La Lazzara Trattoria e Pizzeria as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Naples.

Let the evening flow smoothly from dinner to drinks at Archivio Storico - Cocktail Bar & Wonderfood, a top-rated bar in the area. For other recommendations, Archeobar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Babette Pub offers a memorable night with diverse drink options and excellent service.

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

On day 3 of your road trip, you’ll start and end your day in Naples, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pompei, Portici, Ercolano, and Torre del Greco. You still have 1 night left in Naples.

Savor the day by visiting some of the best places to see in Naples, including an archeological site, a handicraft store, and a palace. Start your adventure at Archaeological Park Of Pompeii. This popular archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Amphitheatre Of Pompeii located in Naples for another exciting encounter.

Next, immerse yourself in the setting of Donadio Corals And Cameos. Its instagrammable features will captivate you. After the handicraft store, continue your tour of the town with a visit to Villa Campolieto. Visitors usually appreciate the history-steeped features of this palace. Next up is Palazzo Vallelonga, a highly recommended palace.

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

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

Don’t miss out on dining at Opera Restaurant, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Trattoria San Ferdinando, another top spot with a mouthwatering menu. You might also want to secure a reservation at Anonymous Trattoria Gourmet. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.

Keep the excitement of the evening going by visiting a bar or two. Gran Caffè Cimmino is an excellent place to start. You could also check out Flanagan's Bar, offering a different kind of charm. A last recommendation for the day is Bar Napoli. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

On day 4 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 3 nights.

Get ready to discover some of the most iconic wonders in Naples, including an archeological site, a monument, and a museum. Start your day at Colosseum. This respected archeological site is a timeless place to see in Naples. Then, wander over to Roman Forum. If UNESCO world heritage-designated sites excite you, this archeological site will be right up your alley. Nearby, you’ll also find Altare Della Patria. This masterful monument is a favorite among visitors.

Naples offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Capitoline Museums is a locally renowned spot in the city that will captivate you with its unique charm.

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.

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

Treat yourself to a delightful dinner at La Bottega Roma, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Pasta In Corso? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Vecchia Roma as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Almalu Trastevere is another bar that offers an enjoyable setting. Similarly, Bar Viminale Di Pepi Maurilio is also a popular place to go on a night out, perfect for relaxing and socializing.

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

On day 5 of your road trip, you’ll start and end your day in Rome, where you'll stay for 2 nights more.

Trastevere is a fantastic place you can explore today in Vatican City. 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 Vatican City-way-of-life and visit all the nearby sights.

Start by visiting Vatican Museums, a prime spot to begin your journey.

We also recommend visiting Piazza Navona, a timeless public square. Nearby, you'll also find Piazza Del Popolo, ready to add charm to your journey.

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

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

Have a fantastic dining experience at RomAntica, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Coso Ristorante offers an enticing alternative with its varied menu. Additionally, DEROMA - Farine Romane is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

After your meal, keep the night alive at a bar like Sant' Eustachio Caffè, known for its lively atmosphere. Yellowsquare Rome is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

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

Day 6 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.

Today’s itinerary in Rome covers several incredible sights, including a castle, a monument, a public square, a park and much more! Start your adventure at Castel Sant'angelo. This impressive castle is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the monumental wonders of Pantheon, 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 Trevi Fountain. This timeless monument offers an enriching experience. For a change of pace, head to Piazza Di Spagna, where you can take in awe-inspiring features. Conclude your self-guided sightseeing tour with a visit to Spanish Steps and Villa Borghese. These sights offer a fulfilling end to a perfect day.

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

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

Enjoy a lovely dining experience at Hotel de Russie, 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 La Taverna Italiana, 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 The Parrot Bar. It’s yet another ideal choice to enhance your time in Rome tonight.

Continue the enjoyment post-dinner at The Apartment Bar Roma, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Hotel Hassler Roma offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

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

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 Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 3 nights.

Rome is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at Piazzale Michelangelo, a famous observation deck that is worthwhile a visit in the city. Nearby, you’ll find Cathedral Of Santa Maria Del Fiore, enchanting visitors with its romantic appeal. Continue your exploration at Giotto's Bell Tower. This monument is one of the city’s most curiosity-inducing spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Ponte Vecchio. After exploring the historical landmark, head to the extraordinary Uffizi Gallery. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazza Della Signoria, a place of romantic interest in Rome.

At the end of the day, you will drive to Florence, 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 Florence's best restaurants.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise your glass to another unforgettable day in Italy!

On day 8 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 2 nights more, there’s no need to rush. Experience Pisa to the fullest today with this curated day itinerary!

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, breathtaking views, and photo-friendly spots. Start at Piazza Del Duomo, Pisa, an iconic public square in the city. Then, head to Campo Santo and soak in the ambiance of this UNESCO world heritage-listed cemetery.

There are many interesting places to see in Florence, and when you are ready for more, go to Pisa Cathedral. This is one of the city’s most beloved picture-perfect spots of interest. After exploring the church, visit the wondrous Leaning Tower Of Pisa. Not far away, you'll also find Santa Maria Del Carmine, Pisa. This church is a culturally significant highlight in Florence.

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.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

Raise your glass to another unforgettable day in Italy!

At the end of the day, you'll drive back to Florence, where you'll stay for 1 night more.

Today’s well-planned self-sightseeing route offers several fun adventures, breathtaking views, and picturesque spots. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Pubblico Palace is the first of them. Spend some time admiring this UNESCO world heritage-designated palace before continuing your journey. Tower Of Mangia is your next stop. This often recommended monument is one of the best-rated sights in Florence.

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 Piazza Del Campo. This enchanting public square is a sight to behold. To round off your sightseeing experience, visit Siena Cathedral and Pinacoteca Nazionale.

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

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.

Make sure to reserve a table at Ristorante Buca Mario, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Agricola Toscana, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

Dive into day 10 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 3 nights.

Savor the day by visiting some of the best places to see in Florence, including a monument, a palace, a church, a public square, a historical landmark and much more! Start your adventure at Bridge Of Sighs. This popular monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Doge's Palace located in Florence for another exciting encounter.

Next, immerse yourself in the setting of St Mark's Basilica. Its romantic features will captivate you. After the church, continue your tour of the city with a visit to Piazza San Marco. Visitors usually appreciate the UNESCO world heritage-listed features of this public square. Next up is Rialto Bridge, a highly recommended historical landmark.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Venice. Venice 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 Venice. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to reserve a table at Bauer Hotel, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of L'Osteria Le Guglie, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Corner Pub, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

Day 11 of your road trip across Italy promises a magnificent time exploring Venice. You have 2 nights left in Venice. Take the opportunity to experience more of the best attractions and activities in the city.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Venice on today’s itinerary. First up is the frequently visited church, Santa Maria Della Salute. Afterward, continue to Peggy Guggenheim Collection, an art gallery 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 Teatro La Fenice. This locally renowned opera house 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.

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

Make sure to reserve a table at Generator Venice, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Nevodi, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante La Piazza, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Explore the vibrant nightlife at Il Mercante after your meal, a hub for lively evenings and memorable moments. Or, head to The Irish Pub Venezia for a great selection of flavorful drinks and a charming setting. Furthermore, Ai Stagneri is perfect for those looking to extend their night with a touch of local flavor.

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

Wake up to day 12 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!

One of the most iconic places you can visit today in Padua is Cannaregio. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Immerse yourself in Venice’s rich culture with today's sightseeing itinerary. Start your journey at Prato Della Valle. This masterful public square is sure to ignite your curiosity. Next, dive into the culturally significant features of The Basilica Of St. Anthony, a must-visit church 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 Scrovegni Chapel, an interesting church. For a change of scene, check out Olympic Theater, known for its picture-perfect features.

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

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 Osteria Alla Staffa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bistrot de Venise? It's another excellent option with a diverse menu. Consider reserving a table at Corte Sconta as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Venice.

After enjoying a fulfilling meal, continue your evening at Dolce Vita Venezia, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Tarnowska's American Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar All'angolo provides an excellent environment for a relaxed and enjoyable evening.

Savor another day of unforgettable experiences in Italy!

Experience an unparalleled adventure on day 13 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 1 night here for some well-deserved relaxation.

Get ready for an exciting day in Venice. Today’s sightseeing agenda includes an observation deck and a church. Begin your adventure at Vista Panoramica De Siena. This is an up-and-coming observation deck you should not miss. Another must-see is Basilica Of San Domenico, a frequently visited church in Venice.

When you’re ready for the next sight, head to Santuario Di Santa Caterina.

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

As you explore more of Siena, 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.

Don’t miss out on dining at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Maudit Pub, which offers a similarly pleasant setting and great drinks. Another option is Bar Impero Siena, which provides an inviting environment for unwinding after a busy day out.

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.

On day 14 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 Orvieto. In the evening, you’ll end up in Naples, where you will stay for 1 night.

Prepare for a day full of family-friendly attractions, scenic views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Well Of St. Patrick. This notable monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Orvieto Cathedral, one of the village’s best highlights.

Next, check out Orvieto Underground, one of the most locally appreciated places to see in Siena. This cave system is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Torre Del Moro Orvieto. Wander around and soak in the breathtaking atmosphere this monument offers. Then, head to Pozzo Della Cava, a top-rated cave that adds another dimension to your day.

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

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

Have a fantastic dining experience at Piazza Sannazaro, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria Il Gobbetto offers an enticing alternative with its varied menu. Additionally, Trattoria Castel Nuovo is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Naples.

To truly maximize your evening out, consider visiting Parthenope Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Gran Caffè Mexico, another bar with an inviting ambiance. Similarly, Novecento Wine Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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