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 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 Rome. In the evening, you’ll end up in Rome, where you will stay 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 an astonishing park you should not miss. Another must-see is Piazza Del Popolo, a spectacular 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 timeless 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 locally renowned 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.

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

Make sure to reserve a table at La Bottega Roma, 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 Pasta In Corso, 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 Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

At the end of the day, you'll drive back to Rome, where you'll stay for 2 nights more.

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.

Rome is home to plenty of attractions that offer fun adventures, romantic experiences, and picturesque spots! Start at Vatican Museums, a timeless art museum that is worthwhile a visit in the city. Continue your exploration at Sistine Chapel. This chapel is one of the city’s most spectacular 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 St. Peter's Basilica. After exploring the major basilica, head to the impressive Campo De' Fiori.

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

As dinnertime approaches, it's time to head out for a bite to eat in Rome. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Enjoy a lovely dining experience at RomAntica, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Coso Ristorante, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated DEROMA - Farine Romane. It’s yet another ideal choice to enhance your time in Rome tonight.

Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.

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

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.

Discover a day packed with family-friendly attractions, breathtaking views, and photo-friendly spots in Rome. Begin your sightseeing with Colosseum. This iconic archeological site is one of the top attractions in the city. Proceed to Roman Forum, another must-visit attraction.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Capitoline Museums. This captivating museum is a traveler-favorite. Not far away, you’ll find Piazza Navona, another key site on your sightseeing itinerary. Castel Sant'angelo is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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 Rome. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dinner at Hotel de Russie, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Taverna Italiana? It's another excellent option with a diverse menu. Consider reserving a table at The Parrot Bar as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Let the evening flow smoothly from dinner to drinks at The Apartment Bar Roma, a top-rated bar in the area. For other recommendations, Hotel Hassler Roma provides a perfect setting for rounding out your night with style and great drinks.

Say good night to Rome and look forward to another great 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.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most locally renowned attractions included on the itinerary is Well Of St. Patrick. This historic monument will help you start your sightseeing on top. Then, take a leisurely stroll to Castello Baglioni and learn what makes this enchanting castle unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the captivating Galleria Dell'accademia. After exploring the art gallery, head to Florence Baptistery. This often recommended church is a highlight in Rome. As your day continues, stop by Cathedral Of Santa Maria Del Fiore, known for its inviting features.

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

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

Enjoy a delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

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 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.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Ponte Vecchio. This globally renowned historical landmark is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Uffizi Gallery, one of the city’s best highlights.

Next, check out Palazzo Vecchio, one of the most captivating places to see in Florence. This palace is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Della Signoria. Wander around and soak in the history-steeped atmosphere this public square offers. Then, head to Basilica Of Santa Croce In Florence, a top-rated church that adds another dimension to your day. Finally, visit the often recommended Abbazia Di San Miniato Al Monte, the last of our attraction recommendations for today.

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

Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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.

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

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Piazza Del Duomo, Pisa is the perfect place to start. This public square is one of the most world-famous places to visit in Florence. Next, head to Leaning Tower Of Pisa, a wondrous monument, known for its culturally significant 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 Piazza Dell'anfiteatro. This history-steeped public square is a highly recommended experience. Nearby, you'll also find Guinigi Tower and Mura Di Lucca. 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 Florence.

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

Enjoy a delicious meal at Ristorante Buca Mario, a highly-rated dining destination in Florence. If you're eager to try something different, consider Agricola Toscana, another top spot with a tantalizing menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Continue your lively evening at Gosh*, a perfect place for winding down or revving up the night, depending on which mood you’re in. Antico Caffè Del Moro - Art Bar Firenze is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Quelo Bar ensures a night out tailored to your taste.

Raise your glass to another unforgettable day in Italy!

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

Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the frequently visited Basilica Of San Domenico, a picture-perfect church in Siena. Next, go to Tumulo Di Montecalvario.

After visiting Basilica Of San Domenico and Tumulo Di Montecalvario, have a stroll along Siena's streets and take in the local charm. Continue your sightseeing by heading to Rocca Di Castellina In Chianti. This majestic castle offers a unique experience. Castello Di Brolio is another noteworthy attraction worthwhile a visit.

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 wonderful meal at Osteria Quattro Venti, a top-rated dining spot in Siena. If you're in the mood for something new, try Fischi per Fiaschi, another premier location with a delectable menu. You might also want to book a table at Osteria da Divo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.

After savoring a delicious meal, step into the vibrant nightlife at Charlie Mixology Bar Di Aldinucci Riccardo, where the evening is just getting started. In the same way, Bar Pinacoteca offers a unique charm perfect for experiencing the local bar scene in Siena. San Paolo Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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.

Dive into day 10 of your remarkable road trip in Italy. Today you will explore Montepulciano, 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 Montepulciano. You’ll stay here for 2 nights.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Porta Al Prato. This locally appreciated monument provides an insightful glimpse into the town's identity. Next, discover Fortezza Medicea, a romantic castle, promising a delightful encounter.

Continue your sightseeing with a visit to Az. Agr. Crociani Susanna Crociani, a curiosity-inducing winery.

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 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.

Enjoy a lovely meal at Gattavecchi Winery, a top-rated place to have dinner tonight.

Savor another day of unforgettable experiences in Italy!

On day 11 of your road trip, you’ll start and end your day in Montepulciano, where you'll stay for 1 night more.

Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Palazzo Piccolomini, Pienza. This beloved palace is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Fortress Of Montalcino, one of the village’s best highlights.

Next, check out Abbey Of Sant'antimo, one of the most frequently visited places to see in Montepulciano. This monastery is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Cipressi Di San Quirico D'orcia. Wander around and soak in the peaceful atmosphere this rock formation offers. Then, head to Chapel Vitaleta, a top-rated church that adds another dimension to your day.

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.

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

On day 12 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Santa Maria degli Angeli. When you’re not sightseeing, take time to relax at your selected hotel in Santa Maria degli Angeli, where you’ll be staying for 2 nights.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and picturesque spots. Whether you decide to explore Montepulciano on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Basilica Of San Francesco D'assisi is the first of them. Spend some time admiring this historic church before continuing your journey. Eremo Delle Carceri is your next stop. This intriguing monastery is one of the best-rated sights in Montepulciano.

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 Maggiore. This symbolic castle is a sight to behold. To round off your sightseeing experience, visit Basilica Di Santa Chiara and Piazza Del Comune.

When you’re done exploring for the day, you’ll drive to your hotel in Santa Maria degli Angeli. Check in and spend some time relaxing before you head out to tour the town.

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

Let the evening flow smoothly from dinner to drinks at Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings, a top-rated bar in the area.

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

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!

Today’s well-planned self-sightseeing route offers several family-friendly attractions, photo-friendly spots, and history-rich sites. 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 up-and-coming 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 symbolic 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 photogenic 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.

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

Say good night to Santa Maria degli Angeli and look forward to another great day of your road trip 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 Spoleto. In the evening, you’ll end up in Pescara, where you will stay for 1 night.

Immerse yourself in Santa Maria degli Angeli’s rich culture with today's sightseeing itinerary. Start your journey at Association Rocca Albornoziana. This visually striking castle is sure to ignite your curiosity. Next, dive into the romantic features of Spoleto Cathedral, a must-visit church in the town.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Complesso Monumentale Di San Nicolò, a curiosity-inducing monument.

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

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

Have a fantastic dining experience at Ciacco, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Bar Sara offers an enticing alternative with its varied menu. Additionally, Ristorante Franco is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pescara.

After enjoying a fulfilling meal, continue your evening at Bar Napoli, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Supermarket offers a welcoming atmosphere for easing into the nightlife. Similarly, Post Bar provides an excellent environment for a relaxed and enjoyable evening.

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