Luxury 7-Day Italy Self-Drive Road Trip With Itinerary from Verona traveling south to Florence, Rome, and Siena

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Description

Experience travel that redefines comfort and elegance with this 7-day luxury road trip in Italy. Witness Italy's awe-inspiring scenery, delight in the finest culinary offerings, and enjoy the ultimate comfort in top-tier accommodations.

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 2 nights in Verona, 1 night in Florence, 2 nights in Rome, and 1 night in Siena, experiencing the ultimate luxury vacation in Italy.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 7-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 7-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 7-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Verona, Florence, Rome, Siena, and Bologna at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.

The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Porta Borsari
piazza delle ErbeArco dei GaviCastelvecchio MuseumCastelvecchio BridgePonte Pietra
piazza della SignoriaPonte VecchioCathedral of Santa Maria del Fiorepiazzale MichelangeloTower of San Niccolò
piazza del PopoloPiazza di SpagnaTrevi FountainRoman ForumColosseum
PantheonPiazza NavonaSt Peter's BasilicaTrevi Fountain
piazza del CampoSiena CathedralPiazza Maggiore
Verona Arenapiazza delle Erbe

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Day 1

Day 1 – Verona - arrival day

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

Verona is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Porta Borsari or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

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

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 Verona for you, so you can check out the menus and make your reservation in advance.

Enjoy a delicious meal at La Griglia, a highly-rated dining destination in Verona. If you're eager to try something different, consider Vecio Macello, another top spot with a tantalizing menu. You might also want to secure a reservation at Via Fama Cafè | Verona. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Verona this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Archivio, known for its inviting atmosphere. La Segreteria Café is another great option if you’re looking for a place to get the night started. Similarly, Grande Giove Cocktail Bar provides a great setting to enjoy the night away.

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

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Day 2

Day 2 – Verona and Florence

  • Verona
  • Florence
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Drive 249 km, 3 hours 36 min

  • piazza delle Erbe
  • Arco dei Gavi
  • Castelvecchio Museum
  • Castelvecchio Bridge
  • Ponte Pietra
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Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Verona. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Enjoy the perfect balance of relaxation and exploration in Verona today. One of the most popular attractions included on the itinerary is Piazza Delle Erbe. This enchanting public square will help you start your sightseeing on top. Then, take a leisurely stroll to Arco Dei Gavi and learn what makes this symbolic monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the interesting Castelvecchio Museum. After exploring the museum, head to Castelvecchio Bridge. This well-known monument is a highlight in Verona. Lastly, don’t forget to check out the popular Ponte Pietra. Enjoy exploring this incredible historical landmark at your own pace.

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.

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and international menu.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place 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.

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Day 3

Day 3 – Florence and Rome

  • Florence
  • Rome
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Drive 289 km, 3 hours 40 min

  • piazza della Signoria
  • Ponte Vecchio
  • Cathedral of Santa Maria del Fiore
  • piazzale Michelangelo
  • Tower of San Niccolò
  • More

On day 3 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 Rome, a city that offers you comfort and relaxation for 2 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Prepare for a day full of a romantic, a gorgeous, a picture-perfect, a history-steeped, a grand, a masterful, a culturally significant, and an UNESCO world heritage-listed. When you’re ready, kick off your sightseeing adventure at Piazza Della Signoria. This famous public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Ponte Vecchio, one of the city’s most promising highlights.

Next, check out Cathedral Of Santa Maria Del Fiore, one of the most famous places to see in Florence. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazzale Michelangelo. Wander around and soak in the awe-inspiring atmosphere this observation deck offers. Finally, take the path to the worthwhile Tower Of San Niccolò, the last of our attraction recommendations for today.

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.

Discover a world of culinary delights in Rome, 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.

Have a memorable dining experience in Rome by booking a table at La Pergola, renowned as a 3-star Michelin restaurant presenting an exceptional mediterranean and contemporary menu. For a different culinary experience in Rome, Il Pagliaccio shines as one of the top destinations, known for its delicious creative and innovative cuisine. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Enoteca La Torre is known as a top local spot for its delicious mediterranean and creative cuisine in Rome. This 2-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, which provides an inviting environment for unwinding after a busy day out.

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.

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Day 4

Day 4 – Rome

  • Rome
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Drive 9 km, 1 hour 15 min

  • piazza del Popolo
  • Piazza di Spagna
  • Trevi Fountain
  • Roman Forum
  • Colosseum
  • More

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 remaining.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await. Piazza Del Popolo is the perfect place to start. This public square is one of the most astonishing places to visit in Rome. Next, head to Piazza Di Spagna, an iconic public square, known for its symbolic 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 Trevi Fountain. This enchanting monument offers a unique experience that is highly recommended. Meanwhile, Roman Forum adds its own distinct charm to your journey. Finish your day with a visit to Colosseum, a culturally significant archeological site in Rome.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

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

Make sure to book a table at RomAntica, a popular restaurant in Rome. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Rome at Coso Ristorante, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is DEROMA - Farine Romane. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Rome tonight.

After savoring a delicious meal, step into the vibrant nightlife at Sant' Eustachio Caffè, where the evening is just getting started. In the same way, Yellowsquare Rome offers a unique charm perfect for experiencing the local bar scene in Rome. Caffè Portofino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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.

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Day 5

Day 5 – Rome, Vatican City, and Siena

  • Rome
  • Siena
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Drive 243 km, 3 hours 14 min

  • Pantheon
  • Piazza Navona
  • St Peter's Basilica
  • Trevi Fountain
  • More

Wake up to day 5 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 Siena, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rome and Vatican City.

Today’s itinerary in Rome covers several incredible sights, including a monument and a public square. Start your adventure at Pantheon. This timeless monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the symbolic wonders of Piazza Navona, a must-see public square in the city.

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 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.

Enjoy a lovely meal at Enoteca I Terzi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Tar-Tufo is another top choice with a popular menu. You could also check for a table at Antica Trattoria Papei. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.

Following your dinner, dive into the local bar culture at Meet Life Cafè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Maudit Pub, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Impero Siena provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise your glass and relax after another big day of your luxury holiday in Italy!

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Day 6

Day 6 – Siena, Bologna, and Verona

  • Siena
  • Bologna
  • Verona
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Drive 313 km, 4 hours

  • piazza del Campo
  • Siena Cathedral
  • Piazza Maggiore
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Wake up to day 6 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Siena and Bologna. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Get ready for an exciting day in Siena. Today’s sightseeing agenda includes a public square, a museum, and a church. Begin your adventure at Piazza Del Campo. This is a top-rated public square you should not miss. Another must-see is Opera Delle Metropolitana, a beloved museum in Siena.

When you’re ready for the next sight, head to Siena Cathedral.

Bologna’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Siena behind. This drive usually takes around 2 hours 6 min. Bologna welcomes you with a multitude of unique vacation experiences.

Take your self-guided tour to Piazza Maggiore, a widely recognized public square that everyone visiting Bologna should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings.

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

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

Set out on a gastronomic journey in Verona by reserving a table at Casa Perbellini 12 Apostoli. Renowned for its 2-star Michelin recognition, this restaurant presents an outstanding menu of creative and contemporary cuisine. For a different taste, head over to Il Desco, renowned for its delectable italian contemporary dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Osteria Mondo d'Oro, a highly rated local gem known for its exquisite italian and seasonal menu. With a Bib Gourmand acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Verona.

Explore the vibrant nightlife at Duchi Café after your meal, a hub for lively evenings and memorable moments. Or, head to Cambridge Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Rubicone Caffe 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.

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Day 7

Day 7 – Verona - departure day

  • Verona - Departure day
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  • Verona Arena
  • piazza delle Erbe
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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 Verona before saying goodbye.

Make the most of your final day in Italy by visiting Verona’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 Verona Arena. This extraordinary stadium and attraction is rated an average of 4.7 out of 5 stars in 123,818 reviews, and is an excellent choice for your last sightseeing in Verona.

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

If you're in the mood for something new, try La Piazzetta Osteria Enoteca, another premier location with a delectable menu.

You will then say farewell to Verona 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!

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