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

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Rome, 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 Rome. You’ll stay here for 3 nights.

A blend of family-friendly attractions, romantic experiences, and natural wonders await you in Pescara on today’s itinerary. First up is the impressive park, Villa Borghese. Afterward, continue to Piazza Del Popolo, a public square every traveler should visit.

As you explore Pescara’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Spanish Steps. This extraordinary public square is an essential stop. Following that, head to Trevi Fountain, another must-visit site that will enhance your experience. Don’t forget to stop by Pantheon, a globally renowned monument in the city. Finally, end your day with a visit to Largo Di Torre Argentina, a standout archeological site that offers the perfect conclusion to your sightseeing of the day.

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

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.

Dine in style at La Bottega Roma, a top recommendation for dinner tonight. Or, for a change of pace, Pasta In Corso boasts a menu that's sure to impress. Also, be sure to check out Trattoria Vecchia Roma. Known as a local hotspot, it’s a great choice for tonight in Rome.

Explore the vibrant nightlife at La Botticella Of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Almalu Trastevere for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Viminale Di Pepi Maurilio is perfect for those looking to extend their night with a touch of local flavor.

Savor another day of unforgettable experiences in Italy!

Wake up to day 3 of your extraordinary road trip in Italy. With 2 nights left in Rome, 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 Vatican City is Trastevere. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Prepare for a day full of family-friendly attractions, romantic experiences, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Vatican Museums. This timeless art museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Saint Peter's Square, one of the city’s best highlights.

Next, check out Sistine Chapel, one of the most extraordinary places to see in Rome. This chapel is a favorite among locals and travelers alike. Then, head to Campo De' Fiori, a top-rated public square that adds another dimension to your day.

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

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

Enjoy a lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

If you’re not ready to end the night just yet, Sant' Eustachio Caffè offers a perfect venue to relax and savor a drink. Similarly, Yellowsquare Rome is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

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

Day 4 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.

Brace yourself for today’s incredible lineup of attractions in Rome, featuring fun adventures, scenic views, and photo-friendly spots. Start at Colosseum, an iconic archeological site in the city. Then, head to Roman Forum and soak in the ambiance of this picture-perfect archeological site.

There are many interesting places to see in Rome, and when you are ready for more, go to Capitoline Museums. This is one of the city’s most interesting respected spots of interest. After exploring the museum, visit the world-famous Piazza Navona. Not far away, you'll also find Castel Sant'angelo. This castle is a visually striking highlight in Rome.

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 delicious meal at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Round off your dining experience by visiting The Apartment Bar Roma, a prime location for a drink. Alternatively, explore the distinctive characteristics of Hotel Hassler Roma, a bar catering to every mood and preference.

Raise your glass and celebrate another amazing day of your road trip 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.

Bring your curiosity for today’s adventure around Rome. Some of the village’s most loved attractions await! Well Of St. Patrick is the perfect place to start. This monument is one of the most notable places to visit in Rome. Next, head to Castello Baglioni, 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 Galleria Dell'accademia. This history-steeped art gallery is a highly recommended experience. Nearby, you'll also find Florence Baptistery and Cathedral Of Santa Maria Del Fiore. Visit these for an interesting touch to your journey.

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.

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

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

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

Day 6 offers a multitude of experiences. You will stay in Florence for 2 nights more, offering you enough time to explore at a relaxed pace.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most timeless attractions included on the itinerary is Ponte Vecchio. This visually striking historical landmark will help you start your sightseeing on top. Then, take a leisurely stroll to Uffizi Gallery and learn what makes this picture-perfect art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the popular Palazzo Vecchio. After exploring the palace, head to Piazza Della Signoria. This spectacular public square is a highlight in Florence. As your day continues, stop by Basilica Of Santa Croce In Florence, known for its photogenic features. Lastly, don’t forget to check out the underrated Abbazia Di San Miniato Al Monte. Enjoy exploring this incredible church 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.

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

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.

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.

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

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

Set out on a day brimming with fun adventures, breathtaking views, and photo-friendly spots. Start at the iconic Piazza Del Duomo, Pisa, a culturally significant public square in Florence. Next, go to Leaning Tower Of Pisa.

After visiting Piazza Del Duomo, Pisa and Leaning Tower Of Pisa, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Piazza Dell'anfiteatro. This enchanting public square offers a unique experience. Guinigi Tower is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Mura Di Lucca, one of the most romantic places to visit in Florence.

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.

Treat yourself to a wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly 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 Gosh*, a top-rated bar in the area. For other recommendations, Antico Caffè Del Moro - Art Bar Firenze provides a perfect setting for rounding out your night with style and great drinks. Likewise, Quelo Bar offers a memorable night with diverse drink options and excellent service.

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

On day 9 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you will return to Siena for 1 night more, there’s no need to rush. Experience Siena, Castellina in Chianti, and San Regolo to the fullest today with this curated day itinerary!

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Of San Domenico. This breathtaking church is sure to ignite your curiosity. Next, dive into the heritage-rich features of Tumulo Di Montecalvario, a must-visit archeological site 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 Rocca Di Castellina In Chianti, a frequently visited castle. For a change of scene, check out Castello Di Brolio, known for its romantic features.

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

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

Savor another day of unforgettable experiences in Italy!

On day 10 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 Montepulciano. In the evening, you’ll end up in Montepulciano, where you will stay for 2 nights.

Start by visiting Porta Al Prato, a prime spot to begin your journey. This photogenic monument is sure to impress. Next on your list is Fortezza Medicea, another must-visit landmark and increasingly popular castle renowned for its history-steeped features.

While exploring and sightseeing, take time to savor the culture of Siena by sampling some local delicacies. When you’re ready for more sightseeing, head to Az. Agr. Crociani Susanna Crociani. This enchanting winery is an essential place to visit for anyone looking for the full Siena experience.

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

As you explore more of Montepulciano, 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.

Treat yourself to a wonderful meal at Gattavecchi Winery, a top-rated dining spot in Montepulciano.

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

Greet day 11 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Montepulciano 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 Pienza, Montalcino, Castelnuovo dell'Abate, and San Quirico d'Orcia.

Today's adventure in Montepulciano promises more breathtaking discoveries and enriching experiences! Begin at Palazzo Piccolomini, Pienza. This visually striking palace is a highlight of any visit in the village. Then, enjoy Fortress Of Montalcino, another enchanting attraction that never fails to captivate visitors. Next, head over to Abbey Of Sant'antimo, one of the village’s most beloved attractions, known for its history-steeped features.

If you’re looking for more, spend time soaking in the atmosphere of Cipressi Di San Quirico D'orcia. This mesmerizing rock formation is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Chapel Vitaleta, an often recommended church, and take a stroll around the area.

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

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

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

Embark on another extraordinary experience on day 12 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Santa Maria degli Angeli. At the end of the day, you will enjoy the comforts of a top-rated hotel in Santa Maria degli Angeli, which will be your home away from home for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Montepulciano today. One of the most well-known attractions included on the itinerary is Basilica Of San Francesco D'assisi. This breathtaking church will help you start your sightseeing on top. Then, take a leisurely stroll to Eremo Delle Carceri and learn what makes this enchanting monastery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the intriguing Rocca Maggiore. After exploring the castle, head to Basilica Di Santa Chiara. This up-and-coming church is a highlight in Montepulciano. As your day continues, stop by Piazza Del Comune, known for its romantic features.

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

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.

If you’re not ready to end the night just yet, Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings offers a perfect venue to relax and savor a drink.

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

On day 13 of your road trip, you’ll start and end your day in Santa Maria degli Angeli, but spend part of the day exploring places of interest outside the immediate town. On today's itinerary, you'll find attractions in Perugia and Spello. You still have 1 night left in Santa Maria degli Angeli.

Savor the day by visiting some of the best places to see in Santa Maria degli Angeli, including a church, a monument, a public square, an art gallery, a historical landmark and much more! Start your adventure at Perugia Cathedral. This increasingly popular church is a must-visit for travelers looking for a unique holiday experience. Make your way to The Fontana Maggiore located in Santa Maria degli Angeli for another exciting encounter.

Next, immerse yourself in the setting of Piazza Iv Novembre. Its symbolic features will captivate you. After the public square, continue your tour of the city with a visit to National Gallery. Visitors usually appreciate the instagrammable features of this art gallery. Next up is Rocca Paolina, a highly recommended historical landmark. For a change of pace, head to Santa Maria Maggiore In Spello. As one of the most often recommended attractions in Santa Maria degli Angeli, this church is the perfect place to end your self-guided sightseeing tour.

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

As dinnertime approaches, it's time to head out for a bite to eat in Santa Maria degli Angeli. 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.

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

Dive into day 14 of your remarkable road trip in Italy. Today you will explore Spoleto, 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 Pescara. You’ll stay here for 1 night.

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Association Rocca Albornoziana. This underrated castle is a grand place to see in Santa Maria degli Angeli. Continue your discovery at Spoleto Cathedral, an inviting church with stories to tell.

As you stroll around Santa Maria degli Angeli, take in the distinct atmosphere and learn what makes this town so unique. Maximize your sightseeing with a visit to Complesso Monumentale Di San Nicolò. This underrated monument offers a respected encounter with Santa Maria degli Angeli. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Santa Maria degli Angeli.

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.

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

Treat yourself to a delightful dinner at Ciacco, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bar Sara? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Franco as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pescara.

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

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