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

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 3 nights here for some well-deserved relaxation.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Pescara allows for both. Start by heading to Villa Borghese. This famous park provides an insightful glimpse into the city's identity. Next, discover Piazza Del Popolo, an enchanting public square, promising a delightful encounter.

Continue your sightseeing with a visit to Spanish Steps, an astonishing public square. When you’re done, don’t forget to make a stop at the timeless Trevi Fountain. Not far away from the monument, you will find the instagrammable Largo Di Torre Argentina, perfect for a quick visit. Round off your day at Pantheon, another gem in Pescara with heritage-rich features to discover.

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.

Enjoy a lovely dining experience at La Bottega Roma, 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 Pasta In Corso, 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 Trattoria Vecchia Roma. It’s yet another ideal choice to enhance your time in Rome tonight.

If you’re not ready to end the night just yet, La Botticella Of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Almalu Trastevere is well-suited for those looking to unwind in a social setting. Bar Viminale Di Pepi Maurilio is another excellent spot to enjoy a nightcap after a delightful meal.

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

Trastevere is a neighborhood that stands out as one of the must-see places in Vatican City. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Start your adventure at Vatican Museums. This iconic art museum is a place that is appreciated by travelers and locals alike.

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 Sistine Chapel. This spectacular chapel offers an enriching experience. Conclude your self-guided sightseeing tour with a visit to Campo De' Fiori. These sights offer a fulfilling end to a perfect day.

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

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

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice 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.

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

On day 4 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

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

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

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

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

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

If you’re not ready to end the night just yet, The Apartment Bar Roma offers a perfect venue to relax and savor a drink. Similarly, Hotel Hassler Roma is well-suited for those looking to unwind in a social setting.

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

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Orvieto, Graffignano, and Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 3 nights.

Brace yourself for today’s incredible lineup of attractions in Rome, featuring fun adventures, scenic views, and photo-friendly spots. Start at Well Of St. Patrick, a captivating monument in the village. Then, head to Castello Baglioni and soak in the ambiance of this awe-inspiring castle.

There are many interesting places to see in Rome, and when you are ready for more, go to Galleria Dell'accademia. This is one of the village’s most interesting photogenic spots of interest. After exploring the art gallery, visit the worthwhile Florence Baptistery. Not far away, you'll also find Cathedral Of Santa Maria Del Fiore. This church is a romantic highlight in Rome.

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 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.

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.

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.

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

Day 6 of your road trip will take you to the best attractions Florence has to offer. Cherish the 2 nights you have left in Florence by discovering the best things there are to see and do in the city.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Ponte Vecchio. This globally renowned historical landmark provides an insightful glimpse into the city's identity. Next, discover Uffizi Gallery, a romantic art gallery, promising a delightful encounter.

Continue your sightseeing with a visit to Palazzo Vecchio, a popular palace. When you’re done, don’t forget to make a stop at the impressive Piazza Della Signoria. Not far away from the public square, you will find the majestic Abbazia Di San Miniato Al Monte, perfect for a quick visit. Round off your day at Basilica Of Santa Croce In Florence, another gem in Florence with culturally significant features to discover.

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.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

Raise your glass to another unforgettable day in Italy!

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

Today, you'll explore some of the most beautiful places in Florence, including a public square, a monument, and a historical landmark. Start your day with a visit to Piazza Del Duomo, Pisa. This wondrous public square is a must-visit in the city. When you’re ready for your next discovery, continue to Leaning Tower Of Pisa, which may be one of the most breathtaking 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 Piazza Dell'anfiteatro, a locally renowned public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Guinigi Tower and Mura Di Lucca.

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

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.

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.

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.

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

Today’s well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and picturesque spots. Whether you decide to explore Siena on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Basilica Of San Domenico is the first of them. Spend some time admiring this breathtaking church before continuing your journey. Tumulo Di Montecalvario is your next stop. This up-and-coming archeological site is one of the best-rated sights in Siena.

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 Rocca Di Castellina In Chianti. This visually striking castle is a sight to behold. To round off your sightseeing experience, visit Castello Di Brolio.

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

As dinnertime approaches, it's time to head out for a bite to eat in Siena. 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 delicious meal at Osteria Quattro Venti, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Fischi per Fiaschi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

After your meal, keep the night alive at a bar like Charlie Mixology Bar Di Aldinucci Riccardo, known for its lively atmosphere. Bar Pinacoteca is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, San Paolo Pub offers an excellent atmosphere for those looking to amp up the evening.

Get a good night's sleep and look forward to another great day on the road 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 beloved Porta Al Prato and allow yourself time to explore. Just a short distance away you'll find your next stop, Fortezza Medicea, an enchanting castle that draws visitors from far and near.

Continue your journey to Az. Agr. Crociani Susanna Crociani, one of the town’s most increasingly popular 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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Montepulciano. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delightful dinner at Gattavecchi Winery, highly recommended for tonight's dining.

As the sun sets on another day of adventure, rest up and recharge for the next leg 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.

Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the frequently visited Palazzo Piccolomini, Pienza, an enchanting palace in Montepulciano. Next, go to Fortress Of Montalcino.

After visiting Palazzo Piccolomini, Pienza and Fortress Of Montalcino, have a stroll along Montepulciano's streets and take in the local charm. Continue your sightseeing by heading to Abbey Of Sant'antimo. This romantic monastery offers a unique experience. Cipressi Di San Quirico D'orcia is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Chapel Vitaleta, one of the most romantic places to visit in Montepulciano.

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.

Savor another day of unforgettable experiences in Italy!

On day 12 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 Santa Maria degli Angeli. In the evening, you’ll end up in Santa Maria degli Angeli, where you will stay for 2 nights.

Prepare for a day full of family-friendly attractions, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Basilica Of San Francesco D'assisi. This captivating church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Eremo Delle Carceri, one of the town’s best highlights.

Next, check out Rocca Maggiore, one of the most worthwhile places to see in Montepulciano. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Basilica Di Santa Chiara. Wander around and soak in the stunning atmosphere this church offers. Then, head to Piazza Del Comune, a top-rated public square that adds another dimension to your day.

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 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.

Continue the enjoyment post-dinner at Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings, a cherished local gathering spot renowned for its welcoming atmosphere.

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’ll start and end your day in Santa Maria degli Angeli, but spend the day exploring what’s beyond the town. Since you will return to Santa Maria degli Angeli for 1 night more, there’s no need to rush. Experience Perugia and Spello to the fullest today with this curated day itinerary!

Get ready for a day filled with family-friendly attractions, photo-friendly spots, and historic treasures in the charming city of Santa Maria degli Angeli. Your adventure starts at Perugia Cathedral, a frequently visited local hot spot. Another notable attraction to explore is The Fontana Maggiore. This beloved monument is known for its heritage-rich appeal.

After soaking in the highlights of these sights, take some time to wander Santa Maria degli Angeli's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Iv Novembre. This visually striking public square offers a fascinating experience that many visitors find memorable. National Gallery is also worth visiting, along with Rocca Paolina. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Santa Maria Maggiore In Spello. This underrated church provides a fitting finale to your sightseeing.

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!

Experience an unparalleled adventure on day 14 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Spoleto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pescara. You will spend 1 night here for some well-deserved relaxation.

Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the intriguing Association Rocca Albornoziana, an awe-inspiring castle in Santa Maria degli Angeli. Next, go to Spoleto Cathedral.

After visiting Association Rocca Albornoziana and Spoleto Cathedral, have a stroll along Santa Maria degli Angeli's streets and take in the local charm. Continue your sightseeing by heading to Complesso Monumentale Di San Nicolò. This culturally significant monument offers a unique experience.

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.

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

Don’t miss out on dining at Ciacco, a top-rated dining destination in Pescara. If you're in the mood to try something new, consider Bar Sara, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Franco. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pescara this evening.

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

Raise your glass to another unforgettable day in Italy!