Luxury 11-Day Relaxed Italy Road Trip Vacation from Perugia to Rome, and Siena

On day 2 of your relaxed luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover 1 remarkable destinations — Perugia.

Make Piazza Iv Novembre one of your first sightseeing stops in Perugia. Rated an average of 4.6 out of 5 stars by 9,189 travelers, a visit to this local attraction makes for a great introduction to the area.

National Gallery is a worthwhile attraction you can visit next. This museum is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 1,294 reviews.

Today is also the perfect opportunity to drop by Carducci Gardens. This park has been rated an average of 4.5 out of 5 stars by 1,768 visitors.

If you’re keen to explore more, head to Rocca Paolina. A trip to this popular rocca is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 7,128 previous visitors.

For the night, you’ll have the choice of the best luxury hotels and places to stay in the city of Rome. Whether you prefer the grandeur of a luxury hotel or the charm of a boutique stay, you'll find an array of exquisite options to suit your tastes and preferences. Indulge in world-class amenities, impeccable service, and unforgettable experiences as you unwind and create memories in Rome.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Rome for you, so you can check out the menus and make your reservation in advance.

Begin your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean, and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative, and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean, and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Continue your lively evening at La Botticella Of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Sant' Eustachio Caffè is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

Enjoy an amazing evening in Rome, and get ready for more fantastic days to come on your relaxed luxury vacation in Italy!

Day 3 of your luxury road trip means another day to soak in the splendor of Italy. At the city of Rome, you will continue your laid-back luxury holiday in the best possible way. Enjoy the best sights, the most exciting activities, and the finest restaurants in the city. You have ample opportunities to make your 3 nights in the city more special.

Seize the day by visiting some of the best attractions in the area, like Colosseum. This extraordinary roman amphitheatre has an average rating of 4.7 out of 5 stars from 328,821 visitors. Each year, around 7,400,000 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Roman Forum. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

While in Rome, we also recommend a visit to Altare Della Patria. Hosting around 1,683,070 visitors every year, Altare Della Patria is one of the best places to visit. This architectural structure has been rated an average of 4.8 out of 5 stars in 49,843 reviews.

If you’re keen to explore even more, then consider a visit to Trevi Fountain. With an average rating of 4.8 out of 5 stars by 343,494 travelers, this sculpture is a highly recommended stop on your sightseeing around Rome.

Make your way to Basilica Di Santa Maria Maggiore, perhaps the most famous major basilica in Rome. This attraction is rated an average of 4.8 out of 5 stars in 27,678 reviews.

To immerse yourself in more memorable moments in Rome, check out the best-rated tours the region offers. You can discover and choose from all of the top-rated activities you can do on this day in Rome below.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Rome.

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

Following your dinner, dive into the local bar culture at The Apartment Bar Roma. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Hotel Hassler Roma, the perfect place for those looking to experience the best of the nightlife.

Reminisce about your day, look through photos, and prepare for another great day to come! Your relaxing luxury vacation in Italy still has more in store for you.

On day 4 of your relaxed luxury holiday across Italy, you'll continue your adventures in the city of Rome. You'll explore Rome, taking breaks from the road for some sightseeing. At the end of day, you'll dine at some of Rome's best restaurants and bars conveniently located close to your accommodation, making the most of your remaining 2 nights in the area.

Make Campo De' Fiori one of your first sightseeing stops in Rome. Rated an average of 4.4 out of 5 stars by 51,133 travelers, a visit to this local attraction makes for a great introduction to the area.

Piazza Navona is a worthwhile attraction you can visit next. This square is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 158,771 reviews.

Today is also the perfect opportunity to drop by Pantheon. This roman temple has been rated an average of 4.8 out of 5 stars by 189,682 visitors. Up to 30,000,000 people travel to this site annually.

If you’re keen to explore more, head to Piazza Di Spagna. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 113,658 previous visitors.

Another top place to visit is Spanish Steps. This monumental staircase enjoys an average rating of 4.5 out of 5 stars from 57,211 local and international travelers.

You can learn more about Rome today by going on a tour. Rome offers many top-rated tours and unique experiences that will inspire you. You can browse and select your favorites below.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Rome.

Make sure to reserve a table at Ristorante Tema, 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 Maccheroni, 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 RoYaL Art Cafè 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.

Enjoy an amazing evening in Rome, and get ready for more fantastic days to come on your relaxed luxury vacation in Italy!

Day 5 of your luxury road trip in Italy grants you another day to experience Rome. You will continue your laid-back luxury holiday in the best possible way - by discovering the best sights and most exciting activities. You'll then conclude your adventure at one of finest restaurants in Rome, fully indulging in the 1 night you have in the city.

Begin your sightseeing with a visit to Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars in 69,749 reviews.

Next up, make your way to Piazza Del Popolo. This square has an average rating of 4.6 out of 5 stars from 89,807 reviews.

When you’re ready for your next sight of the day, continue to Largo Di Torre Argentina. This square has an average rating of 4.5 out of 5 stars from 30,433 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Circus Maximus. This circus is rated an average of 4.4 out of 5 stars by 44,741 visitors.

If you’re keen to explore even more, then consider a visit to Castel Sant'angelo. This museum is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 72,431 visitors. Approximately 918,591 travelers visit Castel Sant'angelo every year.

To do something one-of-a-kind on this day of your trip, you can join a tour. You can discover all of the most fun and eye-opening experiences in your destination below and secure your spot here.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Rome for you, so you can check out the menus and make your reservation in advance.

Enjoy a delicious meal at Harry's Bar, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Ristorante Amedeo, another top spot with a mouthwatering menu. You might also want to secure a reservation at VinAllegro. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Rome this evening.

Raise your glass and toast to another unforgettable day of your relaxed luxury holiday in Italy!

On day 6 of your relaxed luxury road trip holiday in Italy, you will have the opportunity to experience Vatican City; 1 of the most vibrant destinations in the country.

As you’ve unraveled the marvels of Rome, it’s time to gear up for the next part of your road trip adventure. Set course for Vatican City! Under favorable conditions, your drive to Vatican City may take around 12 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Take the opportunity to see Vatican Museums. This attraction has an average rating of 4.6 out of 5 stars from 133,310 visitors and gets around 1,612,530 visits every year.

Saint Peter's Square is another sightseeing hotspot in the area. This square has been rated an average of 4.8 out of 5 stars by 38,954 travelers.

Vatican City is also the home of St. Peter's Basilica. This major basilica gets more than 11,000,000 visitors on an annual basis. Around 131,043 people have rated this major basilica an average of 4.8 out of 5 stars.

Another place you’ll want to visit is Sistine Chapel. With an average rating of 4.7 out of 5 stars from a total of 52,083 reviews, a visit to this chapel is a great idea.

As the day is coming to an end, it's time to make your way to your home for the night. On this day of your exclusive holiday, you will stay at a luxury hotel in Siena. With a variety of popular luxury lodging options available in the city, you'll have the opportunity to select the perfect retreat to unwind and pamper yourself in style.

In Siena, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Enjoy a delicious meal at Antica Trattoria Papei, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Osteria Quattro Venti, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Siena this evening.

Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Maudit Pub, a bar catering to every mood and preference. Bar Impero Siena likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass and toast to another unforgettable day of your relaxed luxury holiday in Italy!

Day 7 of your luxury road trip in Italy brings you another chance to explore the wonders of Siena. Immerse yourself in the best sights and most thrilling activities as you continue your laid-back holiday in style. End your day at one of the top restaurants in Siena, making the most of your 3 nights in this exquisite city.

Journey into the unknown at Porta Camollia, Siena, a unique attraction awaiting your visit. This remarkable city gate has an average rating of 4.5 out of 5 stars from 2,460 reviews.

When you’re ready to continue your sightseeing, Fortezza Medicea (siena) is a recommended place to visit. This fortress is rated an average of 4.5 out of 5 stars in 9,835 reviews.

Another must-see attraction in Siena is Piazza Del Campo. Rated an average of 4.8 out of 5 stars by 64,175 travelers, this popular tourist destination in Siena offers an experience you will remember.

Pubblico Palace is another popular stop on travelers' itineraries in Siena. This museum promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 1,400 reviews.

Lastly, don't miss out on Siena Cathedral. Rated 4.8 out of 5 stars by 21,656 local and international travelers, it's a popular place to visit.

Immerse yourself in the local scene through top-rated tours and activities. You can choose from a wide variety of easy to challenging tours and easily add them to your travel package below.

Discover a world of culinary delights in Siena, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Don’t miss out on dining at Ristorante San Desiderio, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Taverna Di Cecco, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Gallo Nero. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Siena this evening.

Explore the vibrant nightlife at Charlie Mixology Bar Di Aldinucci Riccardo after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Pinacoteca for a great selection of flavorful drinks and a charming setting. Furthermore, San Paolo Pub is perfect for those looking to extend their night with a touch of local flavor.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your relaxed luxury road trip in Italy awaits!

Day 8 of your luxury holiday in Italy is another opportunity to leisurely explore the spectacular city of Siena. You still have 2 nights in Siena, which gives you enough time to discover some of the most amazing things to see and do in the city. Start your morning with a hearty breakfast and get ready for an entire day of enjoying Siena to the fullest.

An excellent attraction to start your day with is Porta Pispini. This sightseeing destination is rated an average of 4.5 out of 5 stars in 1,437 reviews.

Continue your journey at Porta Romana. This city gate is rated 4.4 out of 5 stars by 2,383 travelers from near and far.

Siena is also the home of Musei Dell’accademia Dei Fisiocritici. This museum has an average rating of 4.8 out of 5 stars from 280 visitors.

You can continue your self-guided sightseeing tour at Porta Tufi. Rated 4.5 out of 5 stars by 906 visitors, a visit to this top sight is time well spent.

Your discoveries in Siena do not have to stop there. Check out the fantastic selection of tours and tickets offered in Siena on this day of your trip. You can select your tours below.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Siena so you can check out the menus and make advance reservations.

Enjoy a lovely meal at Antica Salumeria Salvini, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bar osteria enea is another top choice with a popular menu. You could also check for a table at Sindie. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your relaxed luxury road trip in Italy awaits!

Day 9 of your luxury road trip means another day to soak in the splendor of Italy. At the city of Siena, you will continue your laid-back luxury holiday in the best possible way. Enjoy the best sights, the most exciting activities, and the finest restaurants in the city. You have ample opportunities to make your 1 night in the city more special.

Start your sightseeing with a visit to Palazzo Salimbeni. This palazzo is rated an average of 4.5 out of 5 stars from 2,537 visitors.

Santuario Di Santa Caterina is another popular attraction you could visit today. This shrine has a rating of 4.6 out of 5 stars from 1,201 visitors.

Basilica Of San Domenico is also highly recommended by travelers. This minor basilica has a rating of 4.6 out of 5 stars from 3,290 visitors.

If you have an appetite for more adventure, check out the fantastic selection of tours and tickets offered in Siena on this day of your trip. You'll find the most recommended ones below.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Siena. Savor the local cuisine and relax as you recount the day's experiences.

Treat yourself to a delicious dinner at PARTICOLARE di Siena, an excellent option for tonight's dining. Looking for something different? Grotta Santa Caterina da Bagoga offers a tantalizing alternative with its diverse menu. And don’t miss Osteria degli Svitati. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

Relax and enjoy an amazing evening in Siena, and get ready for more fantastic days to come on your relaxed luxury vacation in Italy!

On day 10 of your relaxed luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover 1 remarkable destinations — Santa Maria degli Angeli.

Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to Santa Maria degli Angeli. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 36 min. Upon reaching Santa Maria degli Angeli, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

When you’re ready for some sightseeing, make your way to Basilica Of San Francesco D'assisi. This much-appreciated papal basilica is rated 4.9 out of 5 stars in 33,258 reviews.

Next up is Piazza Del Comune. This sightseeing destination has an average rating of 4.6 out of 5 stars from 3,057 visitors.

Another top sightseeing recommendation is Basilica Di Santa Chiara. This minor basilica has been rated 4.7 out of 5 stars in 9,628 reviews.

Continue your road trip and head to your next destination, Santa Maria degli Angeli. This car ride takes around 11 min.

When you’re ready for some sightseeing, make your way to Basilica Of Santa Maria Degli Angeli. This much-appreciated papal basilica is rated 4.8 out of 5 stars in 19,258 reviews.

Tonight, you will stay at one of the best luxury hotels in Perugia. We have selected the perfect options for you to have the loveliest experience in Perugia.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Perugia so you can check out the menus and make advance reservations.

Have a fantastic dining experience at Ristorante del Sole, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Al Mangiar Bene offers an enticing alternative with its varied menu. Additionally, Elfo Pub Perugia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.

Continue the enjoyment post-dinner at Caffè Fortebraccio, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Caffe Del Banco offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Dempsey's Perugia. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Reminisce about your day, look through photos, and prepare for another great day to come! Your relaxing luxury vacation in Italy still has more in store for you.