Luxury 7-Day Italy Road Trip from Florence traveling east to Perugia, Rome, and Siena

Your luxury holiday in Italy begins as soon as you reach the city of Florence, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Be one of the day’s first visitors at Central Market. This point of interest is rated an average of 4.4 out of 5 stars by 43,100 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Florence. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

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

Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Caffe San Firenze, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ditta Artigianale. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Florence this evening.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 7-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence. The day's journey will conclude in Perugia, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Seize the day by visiting some of the best attractions in the area, like Piazza Della Signoria. This extraordinary square has an average rating of 4.8 out of 5 stars from 66,956 visitors.

Next, make your way to Cathedral Of Santa Maria Del Fiore. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

While in Florence, we also recommend a visit to Piazza Della Repubblica. This square has been rated an average of 4.6 out of 5 stars in 22,356 reviews.

If you’re keen to explore even more, then consider a visit to Ponte Vecchio. With an average rating of 4.7 out of 5 stars by 118,099 travelers, this deck arch bridge is a highly recommended stop on your sightseeing around Florence.

Make your way to Uffizi Gallery, perhaps the most famous national museum in Florence. This attraction welcomes around 2,011,219 visitors annually and is rated an average of 4.7 out of 5 stars in 61,794 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Perugia. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Discover a world of culinary delights in Perugia, 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.

Treat yourself to a delicious dinner at Ristorante Settimo Sigillo, an excellent option for tonight's dining. Looking for something different? Bar Pellas offers a tantalizing alternative with its diverse menu. And don’t miss La Taverna. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

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

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

Wake up to day 3 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Rome, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

When you’ve had your share of Perugia, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Vatican City, Vatican City. Your travel time is around 2 hours 17 min.

Make Vatican Museums your first stop of the day. Previous visitors have rated this art museum an average of 4.6 out of 5 stars in 133,310 reviews. More than 1,612,530 people visit this place of interest every year.

Next up, make a stop at Saint Peter's Square. With an average rating of 4.8 out of 5 stars by 38,954 visitors, it's easy to understand why so many people visit this square every year.

Sistine Chapel is another attraction you can visit on this day of your vacation. This chapel has an average rating of 4.7 out of 5 stars by 52,083 visitors.

When you’re finished at Sistine Chapel, the perfect next stop is St. Peter's Basilica. This major basilica is rated an average of 4.8 out of 5 stars in 131,043 reviews. St. Peter's Basilica attracts approximately 11,000,000 visitors annually.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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.

Treat yourself to an extraordinary dining experience at La Pergola, a 3-star Michelin restaurant offering an incredible mediterranean, and contemporary menu. Alternatively, if your taste buds call for something different, Il Pagliaccio is one of the best restaurants for creative, and innovative cuisine in Rome. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Enoteca La Torre. As a top-rated establishment with 2 Michelin star, it is an ideal choice for mediterranean, and creative cuisine in the city.

Explore the vibrant nightlife at La Botticella Of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Sant' Eustachio Caffè for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino is perfect for those looking to extend their night with a touch of local flavor.

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

Day 4 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 1 night nights remaining.

Make Villa Borghese your first stop of the day. Previous visitors have rated this urban zone of rome an average of 4.6 out of 5 stars in 69,749 reviews.

Next up, make a stop at Castel Sant'angelo. With an average rating of 4.7 out of 5 stars by 72,431 visitors, it's easy to understand why so many people visit this museum every year. In fact, this attraction welcomes 918,591 annual visitors.

Piazza Navona is another attraction you can visit on this day of your vacation. This square has an average rating of 4.7 out of 5 stars by 158,771 visitors.

When you’re finished at Piazza Navona, the perfect next stop is Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars in 343,494 reviews.

If you’re keen to explore even more, then consider a visit to Altare Della Patria. This architectural structure is a top place to visit, with a rating of 4.8 out of 5 stars from 49,843 reviews. Altare Della Patria hosts around 1,683,070 visitors every year.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Rome. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Enjoy a delicious meal at DEROMA - Farine Romane, 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 Centro. With a reputation for consistently satisfied customers, it’s an excellent 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 relax after another big day of your luxury holiday in Italy!

Wake up to day 5 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rome. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Take the opportunity to see Roman Forum. This attraction has an average rating of 4.7 out of 5 stars from 114,450 visitors.

Colosseum is another sightseeing hotspot in the area. This roman amphitheatre has been rated an average of 4.7 out of 5 stars by 328,821 travelers. Up to 7,400,000 people visit Colosseum every year.

Rome is also the home of Pantheon. This roman temple gets more than 30,000,000 visitors on an annual basis. Around 189,682 people have rated this roman temple an average of 4.8 out of 5 stars.

Another place you’ll want to visit is Piazza Di Spagna. With an average rating of 4.7 out of 5 stars from a total of 113,658 reviews, a visit to this square is a great idea.

This day of your vacation in Rome is also your chance to admire Piazza Del Popolo. This must-visit square enjoys an average rating of 4.6 out of 5 stars from 89,807 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Siena. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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.

Dine in style at Antica Trattoria Papei, a top recommendation for dinner tonight. Or, for a change of pace, Osteria Quattro Venti boasts a menu that's sure to impress. Also, be sure to check out Osteria da Divo. Known as a local hotspot, it’s a great choice for tonight in Siena.

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

Raise a toast to another amazing day of your luxury holiday in Rome, Italy and seize the opportunity to celebrate.

On day 6 of your luxury holiday in Italy, your road trip route will take you exploring the best of Siena, and Bologna. The day's journey will conclude in Florence, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Kick off the day at Piazza Del Campo, a top pick for today’s sightseeing. This square is rated an average of 4.8 out of 5 stars in 64,175 reviews.

Today is also your chance to visit Siena Cathedral. Siena Cathedral is a domus with an average rating of 4.8 out of 5 stars from 21,656 reviews.

Set your GPS to Bologna and hit the road. Expect a journey of approximately 2 hours 5 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Bologna beckons with new experiences!

Make Two Towers your first stop of the day. Previous visitors have rated this tower an average of 4.7 out of 5 stars in 25,975 reviews.

Next up, make a stop at Piazza Maggiore. With an average rating of 4.7 out of 5 stars by 64,523 visitors, it's easy to understand why so many people visit this square every year.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Florence for you so you can browse their menus in advance and make a reservation.

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative, and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

Today is the last day of your 7-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Florence before saying goodbye.

Make the most of your final day in Italy by visiting Florence’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Piazzale Michelangelo. This extraordinary square and attraction is rated an average of 4.8 out of 5 stars in 77,744 reviews, and is an excellent choice for your last sightseeing in Florence.

Treat yourself to a final feast. Savor the unique flavors of Florence one last time before you head to the airport.

You will then say farewell to Florence and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Italy in your luggage!