Two-Week Italy Self-Drive Road Trip With Itinerary from Pescara traveling west to Rome, Florence, Siena, Montepulciano, and Santa Maria degli Angeli

On day 2 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 for an exciting day in Pescara. Today’s sightseeing agenda includes a park, a public square, a monument, an archeological site and much more! Begin your adventure at Villa Borghese. This is a top-rated park you should not miss. Another must-see is Piazza Del Popolo, a top-rated public square in Pescara.

When you’re ready for the next sight, head to Spanish Steps. From there, take a leisurely stroll to Trevi Fountain, another of the city’s world-famous attractions. We recommend continuing your self-guided tour at Pantheon, a culturally significant place of interest in the city. If time allows, add Largo Di Torre Argentina to your itinerary. This interesting archeological site offers the perfect finishing touch to your day in Pescara.

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

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option 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.

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

On day 3 of your road trip in Italy, you’ll start and end your day in Rome, but spend the day exploring what’s beyond the city. Since you will return to Rome for 2 nights more, there’s no need to rush. Experience Vatican City and Rome to the fullest today with this curated day itinerary!

A visit to Trastevere in Vatican City is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Vatican Museums.

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

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

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.

Cap off your dinner by heading to Sant' Eustachio Caffè, ideal for a leisurely evening with a drink in hand. Yellowsquare Rome is another bar that offers an enjoyable setting. Similarly, Caffè Portofino is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 4 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Rome is brimming with adventures. Today’s wonderful stops include an archeological site, a museum, a public square, a castle and much more! Begin your sightseeing adventure at the timeless Colosseum and allow yourself time to explore. Just a short distance away you'll find your next stop, Roman Forum, a respected archeological site that draws visitors from far and near.

Continue your journey to Capitoline Museums, one of the city’s most locally renowned spots that you shouldn’t miss. Another great site to visit is the globally renowned Piazza Navona. When you're finished at the public square, Castel Sant'angelo awaits your visit. This castle is a history-steeped highlight on today's itinerary.

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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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

Cap off your dinner by heading to The Apartment Bar Roma, ideal for a leisurely evening with a drink in hand. Hotel Hassler Roma is another bar that offers an enjoyable setting.

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

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 3 vibrant destinations - Orvieto, Graffignano, and Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 3 nights here for some well-deserved relaxation.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Well Of St. Patrick. This culturally significant monument is a highlight of any visit in the village. Then, enjoy Castello Baglioni, another visually striking attraction that never fails to captivate visitors. Next, head over to Galleria Dell'accademia, one of the village’s most well-known attractions, known for its photogenic features.

If you’re looking for more, spend time soaking in the atmosphere of Florence Baptistery. This enchanting church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Cathedral Of Santa Maria Del Fiore, a famous church, and 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 Florence. Florence 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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a lovely dining experience at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night 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 6 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 2 nights and discover all the best things to see and do in the area.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a historical landmark, an art gallery, a palace, a public square, a church and much more! Begin your adventure at Ponte Vecchio. This is a wondrous historical landmark you should not miss. Another must-see is Uffizi Gallery, an impressive art gallery in Florence.

When you’re ready for the next sight, head to Palazzo Vecchio. From there, take a leisurely stroll to Piazza Della Signoria, another of the city’s famous attractions. We recommend continuing your self-guided tour at Basilica Of Santa Croce In Florence, a culturally significant place of interest in the city. If time allows, add Abbazia Di San Miniato Al Monte to your itinerary. This increasingly popular church offers the perfect finishing touch to your day in Florence.

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.

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

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

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

Florence is brimming with adventures. Today’s wonderful stops include a public square, a monument, and a historical landmark. Begin your sightseeing adventure at the globally renowned Piazza Del Duomo, Pisa and allow yourself time to explore. Just a short distance away you'll find your next stop, Leaning Tower Of Pisa, an UNESCO world heritage-designated monument that draws visitors from far and near.

Continue your journey to Piazza Dell'anfiteatro, one of the city’s most captivating spots that you shouldn’t miss. Another great site to visit is the curiosity-inducing Guinigi Tower. When you're finished at the monument, Mura Di Lucca awaits your visit. This historical landmark is a romantic highlight on today's itinerary.

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

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

Treat yourself to a delicious dinner at Ristorante Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Continue your evening by exploring the vibrant nightlife scene at Gosh*, a prime destination for a thrilling night out. Also, don’t forget to check out Antico Caffè Del Moro - Art Bar Firenze, a bar that offers unique local touches. Likewise, Quelo Bar provides an excellent alternative for a fun evening.

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

Wake up to day 9 of your extraordinary road trip in Italy. With 1 night left in Siena, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Brace yourself for today’s incredible lineup of attractions in Siena, featuring fun adventures, scenic views, and photo-friendly spots. Start at Basilica Of San Domenico, an often recommended church in the city. Then, head to Tumulo Di Montecalvario and soak in the ambiance of this standout archeological site.

There are many interesting places to see in Siena, and when you are ready for more, go to Rocca Di Castellina In Chianti. This is one of the city’s most locally appreciated romantic spots of interest. After exploring the castle, visit the locally appreciated Castello Di Brolio.

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

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

Treat yourself to a delightful dinner at Osteria Quattro Venti, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Fischi per Fiaschi? It's another excellent option with a diverse menu. Consider reserving a table at Osteria da Divo as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Keep the evening going at Charlie Mixology Bar Di Aldinucci Riccardo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Pinacoteca, which offers a similarly pleasant setting and great drinks. Another option is San Paolo Pub, 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.

Embark on another extraordinary experience on day 10 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Montepulciano. At the end of the day, you will enjoy the comforts of a top-rated hotel in Montepulciano, which will be your home away from home for 2 nights.

Siena is brimming with adventures. Today’s wonderful stops include a monument, a castle, and a winery. Begin your sightseeing adventure at the locally appreciated Porta Al Prato and allow yourself time to explore. Just a short distance away you'll find your next stop, Fortezza Medicea, an instagrammable castle that draws visitors from far and near.

Continue your journey to Az. Agr. Crociani Susanna Crociani, one of the town’s most underrated spots that you shouldn’t miss.

At the end of the day, you will drive to Montepulciano, 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 Montepulciano. If you are looking to dine at a popular restaurant in the town, it's often a good idea to reserve a table in advance.

Dine in style at Gattavecchi Winery, a top recommendation for dinner tonight.

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

On day 11 of your road trip, you’ll start and end your day in Montepulciano, but spend part of the day exploring places of interest outside the immediate town. On today's itinerary, you'll find attractions in Pienza, Montalcino, Castelnuovo dell'Abate, and San Quirico d'Orcia. You still have 1 night left in Montepulciano.

Bring your curiosity for today’s adventure around Montepulciano. Some of the village’s most loved attractions await! Palazzo Piccolomini, Pienza is the perfect place to start. This palace is one of the most curiosity-inducing places to visit in Montepulciano. Next, head to Fortress Of Montalcino, a locally appreciated castle, known for its romantic 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 Abbey Of Sant'antimo. This enchanting monastery is a highly recommended experience. Nearby, you'll also find Cipressi Di San Quirico D'orcia and Chapel Vitaleta. Visit these for an interesting touch to your journey.

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

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

Raise your glass to another unforgettable day in Italy!

Dive into day 12 of your remarkable road trip in Italy. Today you will explore Santa Maria degli Angeli, 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 Santa Maria degli Angeli. You’ll stay here for 2 nights.

Discover a day packed with family-friendly attractions, scenic views, and photo-friendly spots in Montepulciano. Begin your sightseeing with Basilica Of San Francesco D'assisi. This popular church is one of the top attractions in the town. Proceed to Eremo Delle Carceri, another must-visit attraction.

As you wander through the inviting streets of Montepulciano, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Rocca Maggiore. This intriguing castle is a traveler-favorite. Not far away, you’ll find Basilica Di Santa Chiara, another key site on your sightseeing itinerary. Piazza Del Comune is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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

To truly maximize your evening out, consider visiting Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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

Greet day 13 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Santa Maria degli Angeli for your remaining 1 night in the town later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Perugia and Spello.

Today’s well-planned self-sightseeing route offers several fun adventures, photo-friendly spots, and historic treasures. Whether you decide to explore Santa Maria degli Angeli on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Perugia Cathedral is the first of them. Spend some time admiring this culturally significant church before continuing your journey. The Fontana Maggiore is your next stop. This increasingly popular monument is one of the best-rated sights in Santa Maria degli Angeli.

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 Iv Novembre. This grand public square is a sight to behold. To round off your sightseeing experience, visit National Gallery and Rocca Paolina. If time allows, end your day with Santa Maria Maggiore In Spello, a heritage-rich church that offers a memorable conclusion to your exploration.

When you’re done exploring for the day, you’ll return to Santa Maria degli Angeli and your accommodation.

As you explore more of Santa Maria degli Angeli, 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.

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

On day 14 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Spoleto. When you’re not sightseeing, take time to relax at your selected hotel in Pescara, where you’ll be staying for 1 night.

Enjoy the perfect balance of relaxation and exploration in Santa Maria degli Angeli today. One of the most worthwhile attractions included on the itinerary is Association Rocca Albornoziana. This majestic castle will help you start your sightseeing on top. Then, take a leisurely stroll to Spoleto Cathedral and learn what makes this grand church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the increasingly popular Complesso Monumentale Di San Nicolò.

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

As you explore more of Pescara, 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.

Savor the flavors at Ciacco, a top pick for dinner tonight. Alternatively, Bar Sara beckons with its unique menu offerings. Also, consider Ristorante Franco. With its consistent customer satisfaction, it’s an excellent option for dining in Pescara tonight.

Extend your evening after a delightful meal by visiting Bar Napoli, which offers the perfect atmosphere for a night out. Moreover, Bar Supermarket is another popular option for a drink or two. Likewise, Post Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Head back to your accommodation in Pescara and get some rest in preparation for another magical day of your road trip in Italy!